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Winter Park House Rentals

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    Travellers to Winter Park are booking July dates now. Secure your vacation rental today, and have the perfect trip.
    150 Matching Rentals in Winter ParkView all 386 rentals
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    2 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Winter Park 4BR w/Hot Tub On Free Shuttle Route1 / 26
    (1)Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 12 Quick View
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    Hideaway Village Ladora 31 / 10
    (4)Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Hideaway Village Alpine 41 / 10
    (3)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    Amenities & Details
    • Hot Tub
    • Private Outdoor Pool (Heated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    A lovely townhome with 880 square feet of living space on two interior floors, this 2 bedroom unit is a good family rental. The main floor has a comfortable open living room with TV, VCR, wood burning fireplace and queen sofa sleeper and has access to the small private patio. Adjacent to the...
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    Winter Park, Grand County 80482
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    3 bedroom mountain home in Winter Park Colorado1 / 19
    (6)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 12 Quick View
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    Amenities & Details
    • Washer
    • Hot Tub
    • Mountain Views
    • Central Heating
    • Internet Access
    • DVD Player
    • Skiing: Property Is In A Ski Resort
    • Satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 30 November 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 18 March 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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    Winter Park, Grand County 80482
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 12
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    Telemark Townhomes Unit 5821 / 19
    (3)Very good
    4 Bedrooms, 3 Bathrooms, Sleeps 9 Quick View
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    Amenities & Details
    • Hot Tub
    • Terrace
    • Grill
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The Telemark property is a newly constructed town home complex off the main street in downtown Winter Park – a great location to walk to all of the downtown activities and attractions. During the winter months, the free shuttle accesses the property every ½ hour. These units offer lavish interior...
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    Winter Park, Grand County 80482
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 9
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    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Hot Tub
    • Balcony
    • Terrace
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The luxury and comfort of this upscale property is shown in the rooms which are equipped with the latest appliances and electronics. A tri-level floor plan, all units are non-smoking, have 2 decks, private outdoor hot tubs, heated garages, gas fireplaces and washers/dryers. A 3 bedroom 4 bathrooms...
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    Winter Park, Grand County 80482
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    5 Bedrooms, 5 Bathrooms, Sleeps 12 Quick View
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The Leland Creek home is a luxuriously decorated and furnished private five bedroom house with three master suites - the location of the home is in Winter Park. A large heated garage provides plenty of space for covered parking. This home is perfect for multiple families or small groups looking for...
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    Winter Park, Grand County 80482
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 12
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    7 B/7.5 BA Winter Park Amazing views, Reunions1 / 38
    (3)Excellent
    7 Bedrooms, 7 Bathrooms, Sleeps 18 Quick View
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    Amenities & Details
    • Washer
    • Central Heating
    • DVD Player
    • Skiing: Property Is In A Ski Resort
    • Mountain Views
    • Hot Tub
    • Satellite TV
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 14 July 2014
    We stayed at Oso's Overlook for our wedding weekend in June. The views are absolutely breathtaking, and the house is immaculate. Our guests walked in and were blown away with...
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    About this property
    Our 6,000 sq foot mountain home, located on a high point just above Fraser, boasts the most spectacular distance views in the Winter Park area! Through three walls of windows you'll see Beyer's Peak, the slopes of Winter Park, the Devil's Thumb, and the Indian Peaks all around while you look down...
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    Winter Park, Grand County 80442
    Holiday Rental House - 7 Bedrooms, 7 Bathrooms, Sleeps 18
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    Timber Lake Way 4911 / 27
    (3)Very good
    3 Bedrooms, 4 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Grill
    • Satellite TV
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This 3 bedroom, 3.5 bathroom is located 1.5 miles from downtown Winter Park, Colorado.The master bedroom has a queen bed with a steam shower in the bathroom. The upper level bedroom has 2 twin beds and the lower level room has a queen bed. The main level has cathedral ceilings with spectacular...
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    Location Information
    Winter Park, Grand County 80482
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 6
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    Townhouse w/ hot tub & jet tub, views of Continental Divide1 / 28
    (2)Very good
    3 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    Amenities & Details
    • Parking
    • Mountain Views
    • Washer
    • Hot Tub
    • DVD Player
    • Satellite TV
    • Internet Access
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 18 October 2015
    We stayed here in of season so we got a deal on the price. This place is huge and very comfortable. We are only a family of four bit we could easily fit another big family or...
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    About this property
    A cozy mountain retreat with a hot tub, a jetted bathtub, and beautiful views of the Continental Divide, this Winter Park vacation rental is three floors of comfort and luxury. This home is located in a quiet neighborhood four miles from Winter Park Resort, and less than a mile from the Fraser...
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    Location Information
    Winter Park, Grand County 80482
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 10
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    Base Village Loft 1011 / 33
    (21)Very good
    4 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    Amenities & Details
    • Satellite TV
    • DVD Player
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    An exquisite place to host large family getaways, this ski-in/ski-out property is the only 4-bedroom condo right at the Winter Park base. The space features two distinctive and comfortable living areas with plenty of room to spread out. This exclusive property is located right in the heart of...
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    Location Information
    Winter Park, Grand County 80482
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 12
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    3 Bedrooms, 3 Bathrooms, Sleeps 9 Quick View
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    A tri-level floor plan, all units are non-smoking, have 2 decks, private outdoor hot tubs, heated garages, gas fireplaces and washer/dryer. Unit #101 can sleep between 8-9 people in the 3 bedrooms plus a den and 3 bathrooms on three interior levels and is a non smoking and no pet allowed rental....
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    Location Information
    Winter Park, Grand County 80446
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 9
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    Vasquez Retreat1 / 32
    (18)Very good
    5 Bedrooms, 3 Bathrooms, Sleeps 16 Quick View
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    Amenities & Details
    • Internet Access
    • Mountain Views
    • Satellite TV
    • DVD Player
    • Hot Tub
    • Sauna
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 28 July 2016
    Another great weekend at Vasquez Retreat, this was our third stay at this fabulous home and it has not lost it's appeal. From the spacious Master bedroom with it's gorgeous view...
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    About this property
    Vaulted ceilings over picture windows with incredible views, a full kitchen, large dining area and a separate breakfast bar, plus tons of places to sleep or relax- just a few of the many perks of this beautiful Vasquez Retreat home. With comfortable leather furniture and impressive mountain décor,...
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    Location Information
    Winter Park, Grand County 80482
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 16
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    Hideaway Village Columbine 71 / 13
    (6)Very good
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Amenities & Details
    • Hot Tub
    • Private Outdoor Pool (Heated)
    • Terrace
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 8 April 2015
    I have stayed at Hideaway Village three times over the last two ski seasons, two individual weeks for vacation and one long weekend. It is an excellent value cost-wise. Some...
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    About this property
    An updated 2 bedroom town home has a spacious 880 square feet on two interior levels and is a non smoking and no pets allowed rental. The main living room offers an open floor plan with comfortable furnishings with a mountain theme and modern amenities include a flat screen HDTV and DVD, wood...
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    Location Information
    Winter Park, Grand County 80482
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    3BR Winter Park House w/Front Porch & Hot Tub1 / 24
    (1)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Hot Tub
    • Central Heating
    • Mountain Views
    • DVD Player
    • Internet Access
    • Satellite TV
    • Washer
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 11 March 2017
    We had a wonderful time staying here! The house is even more impressive in person. We enjoyed having the garage to keep our car warm and out of the snowfall. The master suite...
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    About this property
    Gather your loved ones for the ultimate getaway to Winter Park, Colorado when you book this 3-bedroom, 3-bathroom vacation rental house, which sleeps 8. With gorgeous mountain views right from the spacious front porch and various hiking and biking trails throughout the neighborhood, this house...
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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 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Grill
    • Satellite TV
    • Internet Access
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This 3 bedroom, 3.5 Bathroom condo 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 two...
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    Location Information
    Winter Park, Grand County 80482
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 8
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    Mary Jane's Dream Home1 / 34
    (2)Excellent
    4 Bedrooms, 5 Bathrooms, Sleeps 16 Quick View
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    Amenities & Details
    • Satellite TV
    • Internet Access
    • Hot Tub
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Welcome to the HGTV 2007 Dream Home!  Tucked away in the secluded Bridger's Cache neighborhood below the Mary Jane slopes, this luxurious yet delightfully welcoming home has all the trappings you would expect of its coveted title.  Enjoy classic mountain architecture with a contemporary twist, plus...
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    Location Information
    Winter Park, Grand County 80482
    Holiday Rental House - 4 Bedrooms, 5 Bathrooms, Sleeps 16
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    Ski In/Out Resort Village #3301 - Free Activities/No Deposit/Resort Discounts1 / 24
    (2)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
    • Satellite TV
    • Shared Indoor Pool
    • Skiing: Property Is In A Ski Resort
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 26 April 2017
    Top notch condo across the board within an exceptional facility with easy mountain access. Plenty of communal space and well appointed throughout. We will be back!
    Reviewed 25 April 2017
    This was our family's third trip to Winter Park and we have finally found the perfect unit in the perfect location. For ski in/out accomodations in town your two main choices...
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    About this property
    Have the quintessential 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 luxury 2 bedroom/2 bath condo sleeps...
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    Location Information
    Winter Park, Grand County 80482
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 8
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    Zephyr Mountain Lodge 22151 / 26
    (34)Very good
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Amenities & Details
    • Internet Access
    • DVD Player
    • Satellite TV
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This place is Rocky Mountain Gold! With high-end finishes and luxurious beds, this comfortable condominium offers impressive slope views from your private balcony, plus all the trappings of a well-situated vacation home. With a fireplace and full kitchen, this is a relaxing place to enjoy a quick...
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    Location Information
    Winter Park, Grand County 80482
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Base Camp 4721 / 27
    (23)Excellent
    4 Bedrooms, 5 Bathrooms, Sleeps 11 Quick View
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    Amenities & Details
    • Internet Access
    • Satellite TV
    • Hot Tub
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 1 July 2016
    ABSOLUTELY WONDERFUL! Great location, outstanding amenities, loved waking up to hearing the running waterfall outside the condo! There were 40 of us that came to Winter Park...
    Reviewed 26 July 2012
    What a great vacation rental. After the beautiful 2 hour drive to Winter park from Denver, we couldn'thave been happier! This is a wonderful place! From the large gorgeous...
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    About this property
    In this stunning, inviting and airy retreat you can find yourself completely at ease. The open floor plan and cathedral ceilings showcase magnificent high-end finishes throughout the home. The large wraparound porch houses a hot tub, a great place to soak and enjoy the view and sounds of Jane...
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    Location Information
    Winter Park, Grand County 80482
    Holiday Rental House - 4 Bedrooms, 5 Bathrooms, Sleeps 11
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    Slopeside 2041 / 24
    (4)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 9 Quick View
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    Amenities & Details
    • Internet Access
    • DVD Player
    • Hot Tub
    • Satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 5 August 2016
    This condo is wonderful! Beautiful layout with plenty of space for our family. Our favorite place was the kitchen and great room. We love to cook and there was plenty of space...
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    About this property
    Ascend into a piece of paradise in this beckoning mountain home nestled amongst the trees. You will relax in quiet warmth with views of the peaks; yet a mere one stop away on the free resort shuttle, is the bustle of activity at Winter Park Village. After a day of activity and laughter, your group...
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    Location Information
    Winter Park, Grand County 80482
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 9
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    5 Bedrooms, 5 Bathrooms, Sleeps 13 Quick View
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    Amenities & Details
    • Internet Access
    • Sauna
    • Grill
    • Hot Tub
    • Satellite TV
    • Private Indoor Pool
    • DVD Player
    • Mountain Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The Gourmet Cook or anyone that prefers a high end kitchen, will absolutely love this beautiful custom duplex with luxurious furnishings located in Lakota (IN3-D), across the way from Winter Park Resort. The cook will not only enjoy the gas range and granite counter tops, but also the astounding...
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    Location Information
    Winter Park, Grand County 80482
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 13
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    Mary Jane Chalet1 / 24
    (3)Average
    6 Bedrooms, 3 Bathrooms, Sleeps 14 Quick View
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    Amenities & Details
    • Internet Access
    • Satellite TV
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 3 July 2016
    We all loved our stay at the Chalet! The picture depicting the front doesn't really do it justice. It is very ample inside with comfortable furniture, cute decor and ample...
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    About this property
    Get the real mountain experience staying at the Mary Jane Chalet located on Forest Trail, just 1.5 miles from downtown Winter Park, Colorado! For a group of friends or for the perfect family getaway this residence sleeps up to 14 people. This property is pet friendly and has a spacious outside pen...
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    Location Information
    Winter Park, Grand County 80482
    Holiday Rental House - 6 Bedrooms, 3 Bathrooms, Sleeps 14
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    Slopeside 2021 / 24
    (6)Very good
    3 Bedrooms, 3 Bathrooms, Sleeps 11 Quick View
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    Amenities & Details
    • Satellite TV
    • Internet Access
    • DVD Player
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 10 December 2014
    Was more than pleased with Slopeside 202. We had stayed in The Village over Thanksgiving last year but will be back to Slopeside from now on. There is a walk of maybe 50 yards...
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    About this property
    This spacious townhome in Old Town is the perfect spot for comfort and convenience. Bay windows, vaulted ceilings and skylights maximize the natural light and open feel of the home. The open layout of the living, dining, and kitchen areas are perfect for cooking meals and sharing the adventures of...
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    Location Information
    Winter Park, Grand County 80482
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 11
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    Sawmill Station 1041 / 24
    (12)Very good
    3 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    Amenities & Details
    • Satellite TV
    • Hot Tub
    • Internet Access
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Located smack-dab in the middle of town, this new townhome is the perfect spot to enjoy your Winter Park vacation. The home has three private decks, on which you can grill, relax in the hot tub, or enjoy the views of the Continental Divide.  Don't miss miss out on this popular address! Amenities:...
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    Location Information
    Winter Park, Grand County 80482
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 10
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    Zephyr Mountain Lodge 12201 / 22
    (16)Very good
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Amenities & Details
    • Hot Tub
    • Internet Access
    • Satellite TV
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 1 May 2017
    We have used Winter Park Lodging Company a few times in the past and they never disappoint. From the moment you book your reservation, they offer any assistance you may need to...
    Reviewed 9 November 2016
    Perfect for our family of four. Loved the view and all the amenities we needed. Will be back for another stay.
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    About this property
    This second floor remodeled condo has the best of  both worlds, all the amenities of home and a prime location. You're on the same floor as the hot tubs, ski locker room, and door to Zephyr lift, and new Winter Park Village. You'll have beautiful views of the Continental Divide and surrounding...
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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 16011 / 29
    (27)Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Internet Access
    • Hot Tub
    • Satellite TV
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The fun and welcoming decor in this updated Zephyr condo pays homage to the snowy slopes outside, which you can be skiing on in seconds! Enjoy all the best amenities including flat screen TVs in all the bedrooms, a fully equipped kitchen, views of the ski trails and a free ski locker.  If you want...
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    Location Information
    Winter Park, Grand County 80482
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Base Village Loft 1091 / 25
    (3)Very good
    3 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    • Satellite TV
    • DVD Player
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Relish luxurious living in this one-level loft, located right in the Village at Winter Park, for an experience you won't soon forget. This spacious loft boasts an array of impressive amenities that will surely impress.  Enjoy granite countertops, high-end furnishings and appliances, and a private...
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    Location Information
    Winter Park, Grand County 80482
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 10
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    Trailhead Lodges 8311 / 26
    (3)Very good
    1 Bedroom, 1 Bathroom, Sleeps 6 Quick View
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    Amenities & Details
    • DVD Player
    • Hot Tub
    • Satellite TV
    • Internet Access
    • Shared Outdoor Pool (Unheated)
    • Mountain Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 9 June 2016
    This condo is bigger in person than on the pics. Super clean, every piece of kitchen equipment you need to make a family meal, cupboards full of plates, glasses, utensils...
    Reviewed 29 November 2014
    Staying in this unit was just the beginning of our fantastic vacation. It is right in the middle of Winter Park, walking distance to fabulous restaurants, right across the...
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    About this property
    This newly-constructed, spacious one-bedroom condo is the perfect spot for friends and families looking to stay in central downtown Winter Park. At Trailhead Lodges, you'll be a very short walking distance to the park (free kids sledding, skate park and concert venue) and lots of nearby restaurants...
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    Location Information
    Winter Park, Grand County 80482
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 6
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    Elk Lodge1 / 31
    (32)Excellent
    5 Bedrooms, 5 Bathrooms, Sleeps 19 Quick View
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    • Hot Tub
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    With high-end finishes throughout the home, including granite countertops and vaulted ceilings, Elk Lodge is the epitome of luxury and comfort. Dine al fresco on the large porch with a sizeable gas grill, or cozy up in front of the fireplace with hot cocoa. Enjoy a private hot tub and a full...
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    Location Information
    Winter Park, Grand County 80482
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 19
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    Zephyr Mountain Lodge 16021 / 26
    (6)Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Satellite TV
    • Internet Access
    • Hot Tub
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    There are a lot of perks to mountain living, and this Zephyr condo gives you all of them. Relish the Continental Divide views from your private balcony, comfortable furniture and your own fireplace, free ski lockers and extremely convenient access to the ski slopes and the Village below. Slopes...
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    Location Information
    Winter Park, Grand County 80482
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Zephyr Mountain Lodge 23151 / 26
    (3)Very good
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Amenities & Details
    • Satellite TV
    • Internet Access
    • Hot Tub
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This perfectly positioned Zephyr condo is a spectacular place to sit back and watch the skiers fly by, or throw on your boots, step out the front door and jump into the action for yourself!   This space features a fully-appointed kitchen, or you're just steps away from dining in the Village. Let's...
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    Location Information
    Winter Park, Grand County 80482
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Trailhead Lodges 8121 / 25
    (19)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 9 Quick View
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    Amenities & Details
    • Hot Tub
    • Shared Outdoor Pool (Unheated)
    • DVD Player
    • Satellite TV
    • Mountain Views
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 May 2017
    we really enjoyed our stay at Trailhead lodges. The place was in excellent condition and very clean. loved the location and all the things to do at the clubhouse. We will return...
    Reviewed 26 October 2016
    Everything about this place was perfect. Location, amenities, weather. We were minutes from everything. Great restaurants for every meal, skiing, the hot tub was 100 feet away...
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    About this property
    A great spot for families and those that like to be close to the action!  This newly built, high-end condo in the heart of Downtown Winter Park is right across the street from the popular Hideaway Park: home of the summer Live Music Series, skate park, winter sledding hill and year round jungle...
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    Location Information
    Winter Park, Grand County 80482
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 9
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    Bear Crossing 14151 / 23
    (3)Excellent
    4 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    Amenities & Details
    • Internet Access
    • Hot Tub
    • Mountain Views
    • Satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 16 December 2014
    We were 3 families with kids and the town home was excellent for us. Very clean - There are 3 bedrooms and extra bunk beds where we let the kids hangout and play. Its very close...
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    About this property
    Enjoy beautiful, high end mountain furnishings and amenities when you stay at this three level townhome overlooking Downtown Winter Park.  Large picture windows light up the main living area and open up spectacular views of the valley and mountains all along the Continental Divide. Inside, you'll...
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    Location Information
    Winter Park, Grand County 80482
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 12
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    Bear Crossing 7451 / 30
    (1)Excellent
    3 Bedrooms, 4 Bathrooms, Sleeps 11 Quick View
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    Amenities & Details
    • Internet Access
    • Hot Tub
    • DVD Player
    • Satellite TV
    • Mountain Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Located above downtown Winter Park in a quiet residential area, this pet friendly Bear Crossing Townhome has everything you want in your Rocky Mountain retreat. With three master suites, two separate living areas, and a game room spread out on two levels, this property is ideal for groups wanting...
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    Location Information
    Winter Park, Grand County 80482
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 11
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    Dreamcatcher South 1901 / 24
    (1)Very good
    5 Bedrooms, 5 Bathrooms, Sleeps 13 Quick View
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    Amenities & Details
    • Internet Access
    • Grill
    • Private Indoor Pool
    • Hot Tub
    • Sauna
    • DVD Player
    • Mountain Views
    • Satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 27 April 2017
    This half duplex is in a fantastic location just across the street (but not walk-able) from Winter Park. The views are amazing! We loved the location, the spacious rooms, the...
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    About this property
    Be prepared for stunning views of Winter Park Resort that will take your breath away when you rent this Colorado vacation beauty located across the way from the ski resort affectionately known as Colorado’s Favorite. This duplex in Winter Park CO (Dreamcatcher South 190) feels just like a private...
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    Location Information
    Winter Park, Grand County 80482
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 13
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    Telemark 6981 / 30
    (16)Very good
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Satellite TV
    • Internet Access
    • Hot Tub
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 3 September 2015
    When we walked into this property we all said "WOW"! Every floor had it's own wow factor. The entryway is big enough for 6 adults and two children to walk into (that's...
    Reviewed 3 November 2014
    I live in Colorado and had never been to Winter Park Resort. The condo was in a great part of town. We stayed during Super bowl weekend. We had a very comfortable and luxurious...
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    About this property
    This is one of those vacation destinations that will keep you coming back. With incredible views from your private balcony, to an expansive open layout and enough seating for large families to spread out, this is a comfortable and thoughtfully-decorated mountain getaway. With modern, high-end...
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    Location Information
    Winter Park, Grand County 80482
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    Fraser Crossing 33191 / 26
    (3)Very good
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Amenities & Details
    • Hot Tub
    • Satellite TV
    • Internet Access
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Walk straight from the hot tub to your room in this amenity-level condo, perfect for couples or small families. This is a spectacular place to curl up in front of the fireplace, or cook a meal in the full kitchenette. Or, if getting out and about sounds enticing, take a short walk to the shops and...
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    Location Information
    Winter Park, Grand County 80482
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
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    3 Bedrooms, 3 Bathrooms, Sleeps 9 Quick View
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    Amenities & Details
    • Internet Access
    • Satellite TV
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Enjoy this three level, vacation town home in the Lakota area in Winter Park, Colorado. This property is located across the highway from the Winter Park Ski Resort! Views to match the location! This is a 3 bedroom, 2.5 bath town home with a single car garage. There is a King bed in the master,...
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    Location Information
    Winter Park, Grand County 80482
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 9
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    Trailhead Lodges 4321 / 25
    (2)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Internet Access
    • DVD Player
    • Shared Outdoor Pool (Unheated)
    • Mountain Views
    • Satellite TV
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    A great spot for families and groups who want comfort and convenience!  Trailhead Lodges is one of the newest neighborhoods in the heart of Downtown Winter Park with higher end amenities and easy access to everything you need for your Rocky Mountain getaway.  This condo sits on the top level, and...
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    Location Information
    Winter Park, Grand County 80842
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 8
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    5 Bedrooms, 6 Bathrooms, Sleeps 19 Quick View
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    Amenities & Details
    • DVD Player
    • Internet Access
    • Satellite TV
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Recently exclaimed as one of 5280 Magazine's 'Most Splendid Ski In, Ski Out Properties', Bridger's Cache Ski Lodge offers a secluded and luxurious mountain experience unlike any other at Winter Park Resort.  Bring the family, and maybe some lucky friends, to relax and unwind in understated mountain...
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    Location Information
    Winter Park, Grand County 80482
    Holiday Rental House - 5 Bedrooms, 6 Bathrooms, Sleeps 19
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    Base Camp 4801 / 27
    (24)Very good
    4 Bedrooms, 5 Bathrooms, Sleeps 12 Quick View
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    Amenities & Details
    • Hot Tub
    • Satellite TV
    • Internet Access
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 14 September 2016
    We enjoyed a week in this home during the July 4th celebration in Winter Park. There was plenty of room for all the adults and kids. It was close to many activities and places...
    Reviewed 25 April 2016
    We were invited to stay with extended family who had rented Basecamp 480 for a ski vacation. We happen to live within an hour and a half of Winter Park, so it was a nice chance...
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    About this property
    With plenty of seating for large gatherings, this open floor plan is the perfect place for conversation and comfort. Every detail is in place to indulge your senses: a chef's kitchen for producing gourmet delights, two living areas for unwinding and socializing. Lots of natural light highlights the...
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    Location Information
    Winter Park, Grand County 80482
    Holiday Rental House - 4 Bedrooms, 5 Bathrooms, Sleeps 12
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    Zephyr Mountain Lodge 23071 / 30
    (12)Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Internet Access
    • Satellite TV
    • DVD Player
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    With modern furnishings and high-end finishes like granite countertops and ceramic tile flooring, this newly-decorated condo is beautifully situated in the ski in/out Zephyr Mountain Lodge. Enjoy a picturesque view of the slopes from your private balcony, or have a nap in the cozy and comfortable...
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    Location Information
    Winter Park, Grand County 80482
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Zephyr Mountain Lodge 24041 / 32
    (6)Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Hot Tub
    • Internet Access
    • Satellite TV
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Convenience & comfort go hand in hand in this cozy, two-bedroom condo at Zephyr Riverside.  You'll love being able to throw on your boots & be zipping up the mountain in a matter or minutes, and reveling in the welcoming 'home away from home' comforts that await you at the end of a busy day....
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    Location Information
    Winter Park, Grand County 80482
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 8
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    Trailhead Lodges 7231 / 25
    (24)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Mountain Views
    • Shared Outdoor Pool (Unheated)
    • DVD Player
    • Internet Access
    • Satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 25 March 2016
    My wife and teen daughter and I spent a long weekend at this property.Everything that was needed was there and all in great condition. Clean, comfortable and definitely a place...
    Reviewed 11 December 2014
    Winter Park Lodging is absolutely the greatest! They are ridiculously accommodating and I would absolutely book with them again!
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    About this property
    On-the-park at Trailhead Lodges is the most in-demand location in downtown Winter Park, and you will understand why as soon as you cross the threshold of this gorgeous townhome.   Sumptuously decorated in upscale Southwestern decor, this well equipped townhome is the perfect retreat after a long...
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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 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Satellite TV
    • Mountain Views
    • Internet Access
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This sophisticated Old Town loft has a deliciously hip, and urban vibe throughout. Situated just off of Winter Park Drive in Old Town, this high-end home offers convenient access to Winter Park Resort (just 1/3 mile away), while enjoying a quiet location in an exclusive two-residence building.  The...
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    Location Information
    Winter Park, Grand County 80482
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    Zephyr Mountain Lodge 26031 / 23
    (1)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Internet Access
    • Satellite TV
    • DVD Player
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Enjoy all the convenience & comfort you could ask for in this ski in/ski out condo.  After a great day on the mountain, take a seat on the balcony and watch fellow adventure hounds flying down the last run of the day, or perhaps you'd rather take a stroll through the restaurants & shops of the...
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    Location Information
    Winter Park, Grand County 80482
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 8
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    Base Camp 4921 / 28
    (9)Very good
    4 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    Amenities & Details
    • Internet Access
    • Hot Tub
    • Satellite TV
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Nestled in the heart of Base Camp, this luxury townhome exudes relaxation and high-end touches. Earlybirds can enjoy the sunrise over the forest from the east-facing deck, or the kitchen-adjacent opposite deck offers a soothing place to enjoy a soak in the hot tub. Multiple fireplaces throughout...
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    Location Information
    Winter Park, Grand County 80482
    Holiday Rental House - 4 Bedrooms, 5 Bathrooms, Sleeps 10
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    Red Quill 5091 / 33
    (34)Very good
    4 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    Amenities & Details
    • Satellite TV
    • Internet Access
    • Hot Tub
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Imagine sharing a family breakfast in front of the kitchen fireplace while the snow falls outside. With high end finishes like hardwood and granite throughout the home, this and enchanting place for warm family memories. Another fireplace and flat screen in the living area make for a great place to...
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    Location Information
    Winter Park, Grand County 80482
    Holiday Rental House - 4 Bedrooms, 5 Bathrooms, Sleeps 10
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