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Winter Park Vacation Rentals

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    Travellers to Winter Park are booking December dates now. Secure your vacation rental today, and have the perfect trip.
    All 477 Rentals in Winter Park
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    Ski In/Out Resort Village #3129 - FREE Activities/Great Views/Pool Sized Hot Tub1 / 29
    (11)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Ski In/Out Resort Village #3133 - FREE Activities/Great Views/Pool Sized Hot Tub1 / 28
    (7)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Ski In/Out Resort Village #4283 - FREE Activities/Great Views/Pool Sized Hot Tub1 / 27
    (12)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Ski In/Out Resort Village #3301 - FREE Activities/Great Views/Pool Sized Hot Tub1 / 29
    (7)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Wi-Fi
    • Central Heating
    • Housekeeping Included
    • Hot Tub
    • Mountain Views
    • Cable/satellite TV
    • Shared Indoor Pool
    • Skiing: Property Is In A Ski Resort
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed December 19, 2017
    3301 is a beautifully decorated unit in a mountain motif. From the stacked stone fireplace to the elk dinnerware - no details left out! Third floor walk out access to the...
    Reviewed July 25, 2017
    We had a wonderful stay at Frazier Crossing. The accommodations were fabulous! The condo was exceptionally clean and well appointed. We had absolutely everything we needed. The...
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    About this property
    Have the ultimate Rocky Mountain experience when you stay at this amazing ski-in/ski-out Winter Park Resort vacation rental. Outfitted with all the modern comforts of home, this marvelous unit is perfect for your Colorado mountain retreat. The newly built 2 bedroom/2 bath condo sleeps up to 8...
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    Winter Park, Grand County 80482
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 8
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    Winter Park Resort Base Villa - FREE Activities/Great Views/3 decks/Concierge1 / 39
    (2)Excellent
    3 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    Amenities & Details
    • Mountain Views
    • Sauna
    • Cable/satellite TV
    • Central Heating
    • Hot Tub
    • Shared Indoor Pool
    • Wi-Fi
    • Housekeeping Included
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 3 weeks ago
    This spectacular house was a wonderful place to call home as we explored Winter Park. Located within walking distance of the village it is a perfect place to spend family time...
    Reviewed 4 weeks ago
    This place is great! Perfect for a family or a group wanting to relax and enjoy the sunsets and live music in winterpark. It’s walking distance to so many activities and a short...
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    About this property
    Enjoy the ultimate Rocky Mountain experience when you stay at this slope-side paradise located just outside the bounds of Winter Park's Resort's ski slopes and the esteemed Base Village. Outfitted with all the modern comforts of home and much more, the exquisite blend of modern and mountain styles...
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    Winter Park, Grand County 80482
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 10
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    New Downtown Winter Park Villa On A Pond - FREE Activities/Great View/Hot Tub1 / 36
    (4)Excellent
    4 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    Amenities & Details
    • Hot Tub
    • Mountain Views
    • Housekeeping Included
    • Shared Indoor Pool
    • Wi-Fi
    • Cable/satellite TV
    • Sauna
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed September 7, 2017
    Nice location, clean, adequate, could use whole stay worth hygiene products, shampoo, conditioner, soap:)Nicely decorated. Clean furnishings. The location was great for...
    Reviewed July 24, 2017
    This was our first trip to Winter Park and loved the area of the condo. Staying at Winter Park Village was very convenient. Condo was very nicely furnished and comfortable.
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    About this property
    Have the ultimate Rocky Mountain experience when you stay at this one of a kind, custom mountain home. Outfitted with all the latest modern conveniences and much more, the exquisite blend of contemporary and mountain styles come together to create a perfect atmosphere for your Colorado mountain...
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    Location Information
    Winter Park, Grand County 80442
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 12
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    Ski In/Out Resort Village #3307 - FREE Activities/Great Views/Pool Sized Hot Tub1 / 27
    (7)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 6 Quick View
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    Amenities & Details
    • Housekeeping Included
    • Sauna
    • Wi-Fi
    • Mountain Views
    • Cable/satellite TV
    • Hot Tub
    • Shared Indoor Pool
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed March 24, 2018
    Perfect condo and location for our family! Loved the views, being right across from base and wonderful property!
    Reviewed August 6, 2017
    Great view, clean, very comfortable. The staff was very helpful. The xplorie partnership was nice with my free use of the Rec Center and the discounted bike for the family.
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    About this property
    Have the ultimate Rocky Mountain experience when you stay at this amazing ski-in/ski-out Winter Park Resort vacation rental. Outfitted with all the modern comforts of home, this marvelous unit is perfect for your Colorado mountain retreat. The newly built 1 bedroom/1 bath condo sleeps up to 6...
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    Winter Park, Grand County 80482
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 6
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    Ski In/Out Resort Village #4474 - FREE Activities/Great Views/Pool Sized Hot Tub1 / 28
    (4)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Shared Indoor Pool
    • Housekeeping Included
    • Mountain Views
    • Wi-Fi
    • Sauna
    • Cable/satellite TV
    • Hot Tub
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed July 24, 2017
    My sister, niece, and I enjoyed our time in Winter Park immensely. The condo's location was perfect to enjoy hiking and activities at the resort. The hot tub was amazing!
    Reviewed June 6, 2017
    We have had a lovely stay in this lovely 2bedroom with patron condo. Would definitely return and might have to permanently move here!
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    About this property
    Have the ultimate Rocky Mountain experience when you stay at this amazing ski-in/ski-out Winter Park Resort vacation rental. Outfitted with all the modern comforts of home, this marvelous unit is perfect for your Colorado mountain retreat. The newly built 2 bedroom/2 bath condo sleeps up to 8...
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    Location Information
    Winter Park, Grand County 80482
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 8
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    Ski In/Out Resort Village #3235 - FREE Activities/Great Views/Pool Sized Hot Tub1 / 29
    (2)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Sauna
    • Mountain Views
    • Hot Tub
    • Cable/satellite TV
    • Shared Indoor Pool
    • Wi-Fi
    • Housekeeping Included
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed August 10, 2017
    We enjoyed our stay in this well constructed condo. Located within walking distance of shops, alpine slide etc it was super convenient! Care has been taken in selecting the...
    Reviewed July 30, 2017
    We are longtime visitors to Winterpark and we loved the location close to the base area were all the things we wanted to do were located. The hiking, biking, and skinny here are...
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    About this property
    Have the ultimate Rocky Mountain experience when you stay at this amazing ski-in/ski-out Winter Park Resort vacation rental. Outfitted with all the modern comforts of home, this marvelous unit is perfect for your Colorado mountain retreat. The newly built 2 bedroom/2 bath condo sleeps up to 8...
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    Location Information
    Winter Park, Grand County 80482
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 8
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    Ski In/Out Resort Village #4475 - FREE Activities/Great Views/Pool Sized Hot Tub1 / 29
    (37)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Cable/satellite TV
    • Wi-Fi
    • Shared Indoor Pool
    • Housekeeping Included
    • Hot Tub
    • Sauna
    • Mountain Views
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed July 26, 2017
    We stayed at Founders Point Village in Winter Park. It was amazing views, close to everything if you enjoy having something to do between 10 a.m. and 5 p.m. If you are a night...
    Reviewed July 1, 2017
    Loved this place only small issue was it's a 4th floor and elevators to far so we used stairs, loved view to the mountains and the resort, very quite place, shopping...
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    About this property
    Have the ultimate Rocky Mountain experience when you stay at this amazing ski-in/ski-out Winter Park Resort vacation rental. Outfitted with all the modern comforts of home, this marvelous unit is perfect for your Colorado mountain retreat. The newly built 2 bedroom/2 bath condo sleeps up to 8...
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    Location Information
    Winter Park, Grand County 80482
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 8
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    Ski In/Out Resort Village #3302 - FREE Activities/Great Views/Pool Sized Hot Tub1 / 28
    (12)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Mountain Views
    • Sauna
    • Cable/satellite TV
    • Housekeeping Included
    • Hot Tub
    • Shared Indoor Pool
    • Central Heating
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed August 10, 2017
    The location is amazing - just a short walk over to Winterpark Village. This condo had plenty of space for our family of 4. The kitchen is fully stocked with cooking...
    Reviewed July 30, 2017
    Our week in Winter Park was wonderful. The condo was roomy and comfortable for our summer vacation. We enjoyed the great restaurants within walking distance and the constant...
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    About this property
    Have the ultimate Rocky Mountain experience when you stay at this amazing ski-in/ski-out Winter Park Resort vacation rental. Outfitted with all the modern comforts of home, this marvelous unit is perfect for your Colorado mountain retreat. The newly built 2 bedroom/2 bath condo sleeps up to 8...
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    Location Information
    Winter Park, Grand County 80482
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 8
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    Ski In/Out Resort Village #3509 - FREE Activities/Great Views/Pool Sized Hot Tub1 / 27
    (4)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 6 Quick View
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    Amenities & Details
    • Sauna
    • Shared Indoor Pool
    • Hot Tub
    • Wi-Fi
    • Cable/satellite TV
    • Housekeeping Included
    • Central Heating
    • Mountain Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed March 28, 2017
    This was a great condo for two couples. We were so close to the Winter park base. They have a great hot tub, also. Will definitely stay here again when coming to Winter Park.
    Reviewed March 11, 2017
    Our stay was great!! The hot tub was good and HOT!! Couldn't be happier!! Will stay there again without a doubt !!
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    About this property
    Have the ultimate Rocky Mountain experience when you stay at this amazing ski-in/ski-out Winter Park Resort vacation rental. Outfitted with all the modern comforts of home, this marvelous unit is perfect for your Colorado mountain retreat. The newly built 1 bedroom/1 bath condo sleeps up to 6...
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    Location Information
    Winter Park, Grand County 80482
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 6
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    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Shared Indoor Pool
    • Sauna
    • Housekeeping Included
    • Central Heating
    • Hot Tub
    • Mountain Views
    • Wi-Fi
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Have the ultimate Rocky Mountain experience when you stay at this one of a kind, custom mountain home. Outfitted with all the latest modern conveniences and much more, the exquisite blend of contemporary and mountain styles come together to create a perfect atmosphere for your Colorado mountain...
    View all property information
    Location Information
    Winter Park, Grand County 80442
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Sauna
    • Housekeeping Included
    • Central Heating
    • Wi-Fi
    • Cable/satellite TV
    • Shared Indoor Pool
    • Mountain Views
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Have the ultimate Rocky Mountain experience when you stay at this amazing ski-in/ski-out Winter Park Resort vacation rental. Outfitted with all the modern comforts of home, this marvelous unit is perfect for your Colorado mountain retreat. The newly built 2 bedroom/2 bath condo sleeps up to 8...
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    Location Information
    Winter Park, Grand County 80482
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    Winter Park Place #16! Beautiful, elegant 2br/2bth1 / 23
    (2)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Hot Tub
    • DVD Player
    • Patio
    • Washer
    • Central Heating
    • Sauna
    • Skiing: Property Is In A Ski Resort
    • Mountain Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed October 12, 2017
    This was such a beautiful and relaxing spot. The condo was well kept, only a few minutes from a small town, and in a beautiful location. Definitely will be back.
    Reviewed July 11, 2016
    The condo is beautiful, spacious, and relaxing. The pictures look great but it is still so much better in person. Kitchen and bathrooms are fresh, and functional. The shower and...
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    About this property
    This is a super cozy and elegant 2 bedroom/2 bathroom, over 1200 square foot condo with everything you need right at your finger tips, conveniently located 1/3 of a mile from Winter Park Resort. The living room is a place where you can relax and 'melt,' with a warm fireplace, open kitchen, dining...
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    Location Information
    Winter Park, Grand County 80482
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    5 Bedrooms, 5 Bathrooms, Sleeps 14 Quick View
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    Amenities & Details
    • Skiing: Property Is In A Ski Resort
    • Cable/satellite TV
    • Mountain Views
    • Housekeeping Included
    • Central Heating
    • Wi-Fi
    • Sauna
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Have the ultimate Rocky Mountain experience when you stay at this one of a kind, custom mountain home. Outfitted with all the latest modern conveniences and much more, the exquisite blend of contemporary and mountain styles come together to create a perfect atmosphere for your Colorado mountain...
    View all property information
    Location Information
    Winter Park, Grand County 80482
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 14
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    2 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Wi-Fi
    • Central Heating
    • Hot Tub
    • Housekeeping Included
    • Mountain Views
    • Skiing: Property Is In A Ski Resort
    • Cable/satellite TV
    • Shared Indoor Pool
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Have the ultimate Rocky Mountain experience when you stay at this amazing ski-in/ski-out Winter Park Resort vacation rental. Outfitted with all the modern comforts of home, this marvelous unit is perfect for your Colorado mountain retreat. The newly built 2 bedroom/2 bath condo sleeps up to 8...
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    Location Information
    Winter Park, Grand County 80482
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 8
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    Ski In/Out Resort Village #3313 - FREE Activities/Great Views/Pool Sized Hot Tub1 / 28
    (8)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 6 Quick View
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    • Cable/satellite TV
    • Central Heating
    • Shared Indoor Pool
    • Hot Tub
    • Housekeeping Included
    • Wi-Fi
    • Sauna
    • Mountain Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed December 19, 2017
    Fraser Crossing unit 3313 features luxurious furnishings and mountain decor throughout. We enjoyed the well appointed kitchen with signature touches and granite countertops...
    Reviewed August 12, 2017
    Inviting and very comfortable place! Great location! We had a wonderful time and we will be back for sure! Thank you!
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    About this property
    Have the ultimate Rocky Mountain experience when you stay at this amazing ski-in/ski-out Winter Park Resort vacation rental. Outfitted with all the modern comforts of home, this marvelous unit is perfect for your Colorado mountain retreat. The newly built 1 bedroom/1 bath condo sleeps up to 6...
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    Winter Park, Grand County 80482
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 6
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    New Riverfront - Ground Level condo!1 / 43
    (5)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Sauna
    • Waterfront
    • Mountain Views
    • Cable/satellite TV
    • DVD Player
    • Wi-Fi
    • Central Heating
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed August 17, 2018
    This was an awesome place for our family vacation! The home was stunning and peaceful. Cannot wait to return!
    Reviewed June 14, 2018
    Rented condo for a girls trip and it was perfect . We each had own room and place was immaculate . The river is right out condo and we kept windows open and could hear it at...
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    About this property
    Completely remodeled RIVERFRONT SUITE with high end custom finishes! At the base of Winter Park Ski Resort! This ground level condo is located in Winter Park Place, a small private complex nestled in the trees and backing to the beautiful Fraser River in Old Town Winter Park!. Right by the Fraser...
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    Winter Park, Grand County 80482
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    2BR Relaxing Solitude After a Day of Skiing1 / 16
    (3)Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • Wi-Fi
    • Hot Tub
    • Washer
    • Patio
    • Cable/satellite TV
    • Balcony
    • DVD Player
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed February 23, 2015
    Oh my, very refreshing to stay somewhere as peaceful and quiet as this. We stayed four nights, and had neighbors on both sides of us for two of those nights and never heard them...
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    About this property
    We understand that you go to the mountains to feel like you're truly in the mountains - the fresh smell of pine trees from your own private balcony, the exhilarating trails a couple blocks away in Arapahoe National Forest and the convenient free ski shuttle that stops at the end of the driveway....
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    Location Information
    Winter Park, Grand County 80482
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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    2 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Mountain Views
    • Sauna
    • Cable/satellite TV
    • Hot Tub
    • Wi-Fi
    • Housekeeping Included
    • Central Heating
    • Skiing: Property Is In A Ski Resort
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Have the ultimate Rocky Mountain experience when you stay at this amazing ski-in/ski-out Winter Park Resort vacation rental. Outfitted with all the modern comforts of home, this marvelous unit is perfect for your Colorado mountain retreat. The newly built 2 bedroom/2 bath condo sleeps up to 8...
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    Location Information
    Winter Park, Grand County 80482
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 8
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    Fresh In-town condo w/W&D, pool, spa, hi-tech toys1 / 22
    (4)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Sauna
    • Cable/satellite TV
    • Hot Tub
    • Internet Access
    • DVD Player
    • Mountain Views
    • Skiing: Property Is In A Ski Resort
    • Shared Indoor Pool
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed January 7, 2018
    This condo is very comfortable and has every amenity one (or 6) could need. We joined our kids and 3 other families for a few days in winter park- there were 20 of them in 1...
    Reviewed January 24, 2017
    The condo was great. Within walking distance to town. The owners were very responsive to our questions. I would highly recommend you stay at this condo. I will be booking it again!
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    About this property
    A memorable and fun Winter Park vacation is assured when you stay at this beautiful and newly transformed 2 bedroom, 2 bathroom mountain home at Beaver Village Condominiums. Under new ownership, this home has been extensively remodeled just in time for your ski vacation! Improvements include: •...
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    Winter Park, Grand County 80482
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    2 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Hot Tub
    • Wi-Fi
    • Sauna
    • Cable/satellite TV
    • Central Heating
    • Housekeeping Included
    • Mountain Views
    • Skiing: Property Is In A Ski Resort
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Have the ultimate Rocky Mountain experience when you stay at this amazing ski-in/ski-out Winter Park Resort vacation rental. Outfitted with all the modern comforts of home, this marvelous unit is perfect for your Colorado mountain retreat. The newly built 2 bedroom/2 bath condo sleeps up to 8...
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    Location Information
    Winter Park, Grand County 80482
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 8
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    Bright, Updated Top Floor Unit With Great Views1 / 18
    (1)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Cable/satellite TV
    • Shared Indoor Pool
    • Hot Tub
    • Wi-Fi
    • Mountain Views
    • Sauna
    • DVD Player
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed March 16, 2018
    This condo was a very clean end unit with up to date kitchen. The condo is very close to the mountain that use of the free shuttle came right to the parking lot of the condo. We...
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    About this property
    This bright 952 sq. ft. two bedroom two bath condo has been updated and offers all that you need for your vacation. It is nestled in the back of the complex next to the national forest. This is a desirable end unit on the top floor which features vaulted ceilings and extra windows for lots of light...
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    Location Information
    Winter Park, Grand County 80482
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Ski In/Out Resort Village #3613 - FREE Activities/Great Views/Pool Sized Hot Tub1 / 27
    (5)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 6 Quick View
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    Amenities & Details
    • Wi-Fi
    • Hot Tub
    • Mountain Views
    • Cable/satellite TV
    • Housekeeping Included
    • Sauna
    • Shared Indoor Pool
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed July 10, 2017
    This condo was just what we needed and its proximity to activities made our short trip out of town wonderful!
    Reviewed April 2, 2017
    Our stay at the Frazer Crossing Condos was amazing, the location is awesome and the size of the condo was perfect. The condo was also very clean with new appliances and modern...
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    About this property
    Have the ultimate Rocky Mountain experience when you stay at this amazing ski-in/ski-out Winter Park Resort vacation rental. Outfitted with all the modern comforts of home, this marvelous unit is perfect for your Colorado mountain retreat. The newly built 1 bedroom/1 bath condo sleeps up to 6...
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    Location Information
    Winter Park, Grand County 80482
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 6
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    4 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    • Patio
    • Internet Access
    • Washer
    • Cable/satellite TV
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This gorgeous Winter Park retreat features a stunning open living space and gourmet kitchen. Sit back and relax on the covered outdoor deck while being surrounded by the tranquil forest scenery. Spend your days exploring the nearby attractions and your evenings in this beautiful home with room for...
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    Winter Park, Grand County 80482
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 12
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    2 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Skiing: Property Is In A Ski Resort
    • Wi-Fi
    • Housekeeping Included
    • Mountain Views
    • Shared Indoor Pool
    • Cable/satellite TV
    • Hot Tub
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Have the ultimate Rocky Mountain experience when you stay at this amazing ski-in/ski-out Winter Park Resort vacation rental. Outfitted with all the modern comforts of home, this marvelous unit is perfect for your Colorado mountain retreat. The newly built 2 bedroom/2 bath condo sleeps up to 8...
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    Location Information
    Winter Park, Grand County 80482
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 8
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    4 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    • Mountain Views
    • Skiing: Property Is In A Ski Resort
    • Housekeeping Included
    • Central Heating
    • Sauna
    • Wi-Fi
    • Hot Tub
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Have the ultimate Rocky Mountain experience when you stay at this one of a kind, custom mountain home. Outfitted with all the latest modern conveniences and much more, the exquisite blend of contemporary and mountain styles come together to create a perfect atmosphere for your Colorado mountain...
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    Location Information
    Winter Park, Grand County 80482
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 12
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    5 Bedrooms, 3 Bathrooms, Sleeps 13 Quick View
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    • Hot Tub
    • Shared Indoor Pool
    • Housekeeping Included
    • Sauna
    • Wi-Fi
    • Waterfront
    • Mountain Views
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Enjoy the ultimate Rocky Mountain experience when you stay at this rare slope-side paradise located right on the river, just outside the bounds of Winter Park's Resort's ski slopes and the esteemed Base Village. Outfitted with all the modern comforts of home and much more, the exquisite blend of...
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    Winter Park, Grand County 80482
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 13
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    3 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • Wi-Fi
    • Shared Indoor Pool
    • Central Heating
    • Sauna
    • Housekeeping Included
    • Mountain Views
    • Cable/satellite TV
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Have the ultimate Rocky Mountain experience when you stay at this one of a kind, custom mountain home. Outfitted with all the latest modern conveniences and much more, the exquisite blend of contemporary and mountain styles come together to create a perfect atmosphere for your Colorado mountain...
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    Location Information
    Winter Park, Grand County 80482
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 10
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    Newly Remodeled Studio/Think Snow!1 / 16
    (2)Excellent
    Studio, 1 Bathroom, Sleeps 3 Quick View
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    • Shared Indoor Pool
    • Central Heating
    • Mountain Views
    • Wi-Fi
    • Hot Tub
    • Sauna
    • Cable/satellite TV
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed April 20, 2018
    We stayed in Building D, unit 6084, Condo Corridor, and the owner, Denney, was exceptionally helpful before and during our vacation to assure that our stay was pleasant. It...
    Reviewed February 3, 2018
    This condo is clean, comfortable, and has everything you need! The owner is very accommodating and informative.
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    About this property
    Condo Corridor is a penthouse STUDIO condo at Iron Horse Resort. Located on the 6th floor of the D Building, on the far end, up against the Mary Jane Corridor Ski Run. Nothing matches the convenience and luxury of a ski/hike/bike FROM/TO to location, especially when you can return for lunch and...
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    Location Information
    Winter Park, Grand County 80482
    Condo/Apartment - 1 Bathroom, Sleeps 3
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    3 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    • Cable/satellite TV
    • Hot Tub
    • Mountain Views
    • Housekeeping Included
    • Central Heating
    • Shared Indoor Pool
    • Sauna
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Have the ultimate Rocky Mountain experience when you stay at this one of a kind, custom mountain home. Outfitted with all the latest modern conveniences and much more, the exquisite blend of contemporary and mountain styles come together to create a perfect atmosphere for your Colorado mountain...
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    Location Information
    Winter Park, Grand County 80482
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 10
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    Dreamcatcher 7B Rental1 / 34
    (4)Excellent
    5 Bedrooms, 5 Bathrooms, Sleeps 11 Quick View
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    • Cable/satellite TV
    • Washer
    • Grill
    • Balcony
    • Internet Access
    • DVD Player
    • Hot Tub
    • Mountain Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Dream Catcher 7B at Lakota is a luxurious 3 level vacation townhome with spectacular mountain views one quarter mile from the Winter Park ski area. Dreamcatcher sleeps 11. This 5 bedroom, 5 bathroom home includes 3 master suites; 2 with king beds, and 1 with a queen bed. One bedroom has 1 double...
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    Location Information
    Winter Park, Grand County 80482
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 11
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    3 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • Internet Access
    • Parking
    • Mountain Views
    • Washer
    • Private Outdoor Pool (Heated)
    • Hot Tub
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Trailhead Lodges is located in the heart of downtown Winter Park, with access to multiple trail systems. Sleeping up to ten, this unit faces the open space behind Trailhead lodges building 5, so you will be centrally located for your stay with a mountain view. The Lift, the local free...
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    Location Information
    Winter Park, Grand County 80482
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 10
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    Ultra Luxe 7000 Sqft Winter Park Cabin1 / 26
    (1)Excellent
    9 Bedrooms, 6 Bathrooms, Sleeps 36 Quick View
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    • Mountain Views
    • DVD Player
    • Wi-Fi
    • Skiing: Property Is In A Ski Resort
    • Cable/satellite TV
    • Sauna
    • Hot Tub
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed February 14, 2017
    We stayed here for our annual company ski trip and it was perfect! Plenty of space for everyone. The main dinning/living room area is gorgeous and very relaxing. The bunk rooms...
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    About this property
    Emberwood Lodge is an ultra luxe 7,000 square foot cabin offering accommodations to those that expect the absolute finest in amenities. Emberwood is among the largest private rentals in Winter Park, offering comfortable capacity for up to 36 guests in beds. Luxuriously furnished all new in 2017...
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    Location Information
    Winter Park, Grand County 80442
    Holiday Rental House - 9 Bedrooms, 6 Bathrooms, Sleeps 36
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    Special Rates for Springtime!1 / 18
    (2)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • DVD Player
    • Sauna
    • Central Heating
    • Shared Indoor Pool
    • Cable/satellite TV
    • Wi-Fi
    • Mountain Views
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed February 11, 2017
    We have stayed at Beaver Village Condominiums three times now, and our family loves it. It's a great location being so close to the slopes. This unit has been the nicest one...
    Reviewed July 25, 2016
    I have stayed in Winter Park for years, and this was probably the best place so far! The condo was clean, very well furnished with nice, new furniture and appliances. The...
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    About this property
    Hideaway is an updated, quiet 2 bedroom, 2 bathroom condo in an ideal location. Relax in front of the natural gas fire and create memories around a beautiful log table. The living area has lots of natural light and the tall pines help create that cozy mountain feel. Admire views of Winter Park...
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    Location Information
    Winter Park, Grand County 80482
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Mountain Views
    • Internet Access
    • DVD Player
    • Balcony
    • Cable/satellite TV
    • Hot Tub
    • Parking
    • Private Indoor Pool
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This 2 bedroom, 2 bathroom condo is located at the Snowblaze Complex in downtown Winter Park. Cozy up around the wood burning fireplace in the living room. The kitchen is fully equipped and offers a breakfast bar and is open to the dining room. Down the hallway is the main bathroom and bedroom with...
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    Location Information
    Winter Park, Grand County 80482
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • DVD Player
    • Hot Tub
    • Balcony
    • Washer
    • Parking
    • Mountain Views
    • Cable/satellite TV
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This 3 bedroom, 3.5 Bathroom townhome is located at Red Quill Village in the heart of downtown Winter Park. Gather with friends and family in the large living and dining area or take the party outside to your very own private hot tub! There are two bedrooms with queen beds and a third bedroom with...
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    Location Information
    Winter Park, Grand County 80482
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    3 bedroom mountain home in Winter Park Colorado1 / 27
    (6)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 12 Quick View
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    • Washer
    • Hot Tub
    • Mountain Views
    • Central Heating
    • Internet Access
    • DVD Player
    • Skiing: Property Is In A Ski Resort
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed November 30, 2016
    House was great! Hot tub was awesome. Located a block off main street and Cooper Square. House had every amenity we could have needed down to a fully stocked spice cabinet...
    Reviewed March 18, 2015
    We stayed at this property in March 2015 and everyone was very happy with the property. Amenities were great, hot tub was sizzling, and location to town and the mountain were...
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    About this property
    With a 2 block walk into the town of Winter Park and backing onto an open meadow, this private mountain home offers wilderness views and proximity to restaurants, shops, and bars in town. Just a few blocks from summer festivities in the park. 1 block from the ski shuttle route in the winter...
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    Location Information
    Winter Park, Grand County 80482
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 12
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    Studio, 1 Bathroom, Sleeps 4 Quick View
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    • Cable/satellite TV
    • DVD Player
    • Balcony
    • Private Indoor Pool
    • Mountain Views
    • Parking
    • Internet Access
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Studio vacation condo at the Iron Horse, just steps from the Winter Park ski area. A 455 square foot room with a gas fireplace, full kitchen and private balcony. This room offers a queen size murphy bed, double sofa sleeper (NOT RECOMMENDED FOR ADULTS TO SLEEP ON) , and a full bath with separate...
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    Location Information
    Winter Park, Grand County 80482
    Condo/Apartment - 1 Bathroom, Sleeps 4
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    Founders Pointe 44471 / 23
    (2)Average
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Balcony
    • Cable/satellite TV
    • DVD Player
    • Washer
    • Parking
    • Mountain Views
    • Hot Tub
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed March 19, 2015
    This was the third year we stayed in this condo. We kept returning because we love Winter Park and the condo was great for the first two years - clean, good condition...
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    About this property
    This premier, newly built, one bedroom, one bathroom unit sleeps four with a king bed in the bedroom and a queen sofa sleeper (NOT RECOMMENDED FOR ADULTS) in the living room. It has an efficiency kitchen with stainless steel appliances, a mini-fridge, convection oven/microwave and a two burner...
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    Location Information
    Winter Park, Grand County 80482
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    9,000 square foot, 9 Bedroom, 9 bath, Victorian Style property for rent.1 / 29
    (2)Excellent
    9 Bedrooms, 9 Bathrooms, Sleeps 28 Quick View
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    • Mountain Views
    • Hot Tub
    • Wi-Fi
    • Skiing: Property Is In A Ski Resort
    • DVD Player
    • Patio
    • Washer
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Property, called Winter Park Chateau, was built as a Victorian Style boutique Inn and now being selectively rented as a full house rental. The 9,000 square foot property features a gourmet Kitchen and large entertainment area, landscaped back yard with a gazebo and dining tables and tableware for...
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    Winter Park, Grand County 80482
    Holiday Rental House - 9 Bedrooms, 9 Bathrooms, Sleeps 28
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    Cozy, Family-Friendly, End Unit1 / 17
    (4)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Mountain Views
    • Skiing: Property Is In A Ski Resort
    • Central Heating
    • Shared Indoor Pool
    • Internet Access
    • Cable/satellite TV
    • DVD Player
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed July 19, 2017
    Our stay at Winter Park was great! The condo was clean and every neat. Everything thing stated in the description was right on point. It was of walking distance to the venue we...
    Reviewed April 6, 2017
    My family and I had a great vacation and the condo was a perfect place to rest after a long day of skiing. Literally right next to the amazing rec center with three hot tubs...
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    About this property
    2 bedroom, 1.25 bathroom, quiet, top floor end unit. Great for families looking for affordability and easy access to amenities. Front-loading washer and dryer in unit. Next to clubhouse with pool, hot tubs and a rec center. Sledding hill, playground, restaurants and bakery all within walking...
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    Location Information
    Winter Park, Grand County 80482
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    3 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    • Wi-Fi
    • DVD Player
    • Hot Tub
    • Mountain Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Separated over three levels, style and comfort reign supreme. The living room is centered around the gas fireplace and flat screen TV. The large sectional and beckoning recliners invite patrons to sink in. In the kitchen, stainless steel appliances, granite countertops, and a gas oven and range...
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    Winter Park, Grand County 80482
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 12
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    3 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Mountain Views
    • Cable/satellite TV
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Professional decor with a deliberate fashion-forward modern new age feel will almost distract you from the majestic resort and mountain views in this awesome new Lakota Trailside townhome with private hot tub. Hardwood floors lead you into this chic townhome where you will find futuristic fashion...
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    Location Information
    Winter Park, Grand County 80482
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 8
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    Zephyr Mountain Lodge 12151 / 29
    (29)Very good
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Cable/satellite TV
    • Wi-Fi
    • DVD Player
    • Hot Tub
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Enjoy the plush amenities of Zephyr 1215: fully equipped kitchen, updated living area with new sofa, fireplace, flat screen TV, cozy bedding...and the best luxury of all...ski from your private back porch straight to the ski lift! Sleeping Arrangements:King bed in bedroom plus a new Queen size,...
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    Location Information
    Winter Park, Grand County 80482
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Zephyr Mountain Lodge 17031 / 37
    (7)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • Hot Tub
    • DVD Player
    • Cable/satellite TV
    • Wi-Fi
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed March 24, 2016
    First off the Winter Park Lodging Company was outstanding. If you are going to rent you have to go through them. Their customer service is truly fantastic. The unit itself was...
    Reviewed February 10, 2014
    If you are looking for a wonderful family vacation where the "kids" can come and go as they please, where you can walk to the slopes (and see them from your rooms...
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    About this property
    First Tracks can be yours! This Zephyr condo sits right at the base of the Zephyr lift. Scope out the best runs while sipping your coffee, pick up your skis from the convenient lockers below, then be first in line for that fresh powder. This ideal location offers everything you'll need for a...
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    Location Information
    Winter Park, Grand County 80482
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 10
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    Snowblaze Condominiums 2111 / 26
    (2)Very good
    Studio, 1 Bathroom, Sleeps 2 Quick View
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    • Hot Tub
    • DVD Player
    • Private Indoor Pool
    • Cable/satellite TV
    • Internet Access
    • Mountain Views
    • Balcony
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed November 9, 2016
    Resonably priced, clean unit, walking distance to downtown and close to the mountain, we would stay here again!
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    About this property
    This studio condo rental is located at SnowBlaze in downtown Winter Park, just 2 miles from the Winter Park Resort. There is a Queen murphy bed. When staying at Snowblaze, you will have access to the clubhouse; it has an indoor pool, hot tub, game room, athletic equipment, and laundry facilities,...
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    Location Information
    Winter Park, Grand County 80446
    Condo/Apartment - 1 Bathroom, Sleeps 2
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    Fraser Crossing 36111 / 33
    (16)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Hot Tub
    • DVD Player
    • Cable/satellite TV
    • Wi-Fi
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The direct slope views offered by this top-floor condo in Fraser Crossing are among of the best in the building. Vaulted ceilings open up this spacious two bedroom, while the patio door and windows bring in lots of natural sunlight. Walk to the chairlifts and the Winter Park Village each morning in...
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    Location Information
    Winter Park, Grand County 80482
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 8
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    Fraser Crossing 36231 / 31
    (27)Very good
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Hot Tub
    • Cable/satellite TV
    • DVD Player
    • Wi-Fi
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed April 8, 2018
    This is a nice little condo. The location is good - across the street from lifts, shops, and restaurants; a short walk to the bus stop if you prefer not to drive into town. It...
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    About this property
    Enjoy a new one-bedroom condo with the benefit of both comfort and convenience. Beautifully decorated with modern art pieces, vaulted ceilings and comfortable furniture, you will feel totally pampered in this luxurious 6th-floor home. You'll also enjoy being located just steps away from the bustle...
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    Location Information
    Winter Park, Grand County 80482
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
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    1
    Winter Park Vacation Rentals

    Looking for family ski fun, or golf and mountain biking within 90 minutes of Denver? Year-round, a money-saving Winter Park vacation rental is your quickest road from Denver to Rocky Mountain recreational fun. Don’t want to drive the 90 minutes from the Denver airport to your money-saving Winter Park vacation rental? The old Rio Grande Scenic Railroad Company weekend ski train may be out of operation. But you can still kickback and enjoy the Rocky Mountain scenery from the comfort of Amtrak’s California Zephyr. Allow at least 2 hours for the daily rail journey between Denver Union Station and Fraser-Winter Park station.

    Railroad Starts Winter Park

    The railroad started it all. Winter Park came into existence way back when the railroad constructed the Rocky Mountains/Moffat Tunnel and workers needed places to live in this rugged mountain wilderness. The City of Denver launched Winter Park as a ski resort in 1940 by constructing a ski tow at West Portal. Today there are 25 lifts servicing 143 designated ski trails on about 3,000 acres, of which over a third is off-piste terrain. And money-saving vacation rental homes, apartments, townhouses, and condos make Winter Park a comfortable year-round family resort.

    Winter Fun

    Winter Park usually kicks off skiing before Thanksgiving, as there are 26 trails and about 300 acres for the snowmaking machines. As the snow accumulates and winter season gets into full swing, your money-saving vacation rental also becomes your portal to glade skiing, cross-country skiing, snow cycling, snowboarding, snowshoeing, Snowcat tours and NASTAR racing. Guided touring opportunities abound for the whole family to learn about the native Rocky Mountain plants and animals. For vacation DVDs and training purposes, the Ski and Ride School rents helmet cams to capture the mogul runs and downhill action.

    Summer Fun

    Golf at Grand Elk, Headwaters, or one of the 9-hole courses up the highway near Granby. From Granby, it is a short drive to Rocky Mountain National Park. The kids will enjoy rounds of mountainside mini-golf and the Alpine Slide. Meanwhile fly fish the Fraser River. Wade in or take a boat to fish the Colorado River, while the kids practice clowning and juggling at Winter Park Circus Camp. Mountain bike, rollerblade or picnic along the five-mile Fraser River Trail. Checkout Trestle Bike Park, which has hosted Mountain States Cup cross country racing, slalom, downhill, and super D.

    More Winter Park Fun

    The whole family will enjoy the Old West post office and stage stop at Cozens' Ranch House Museum. Cowboy sing-a-long campfires and mountain man storytelling will leave the kids spellbound. Learn astronomy at the two-hour Star Safaris produced by the University of Colorado's Fiske Planetarium. Then relax at your money-saving Winter Park vacation rental, before your next adventure.

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