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Winter Park Luxury 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.
    83 Matching Rentals in Winter ParkView all 555 rentals
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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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    3 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    3 Bedrooms, 2 Bathrooms, Sleeps 9 Quick View
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    9 Bedrooms, 6 Bathrooms, Sleeps 30 Quick View
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    • Mountain Views
    • Grill
    • Terrace
    • Balcony
    • Washer
    • Patio
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Beautiful 9 bedroom home in the heart of Winter Park. You are minutes from downtown shopping, dining, and the resort! Nightly minimums listed below! Luxury home in a Perfect setting in the Colorado Mountains, with 9 bedrooms and 6 full baths, sleeps 16-28. Our home also offers three separate...
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    Winter Park, Grand County 80468
    Holiday Rental House - 9 Bedrooms, 6 Bathrooms, Sleeps 30
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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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    6 Bedrooms, 10 Bathrooms, Sleeps 19 Quick View
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    • Wi-Fi
    • Washer
    • Central Heating
    • Mountain Views
    • Parking
    • Skiing: Property Is In A Ski Resort
    • Balcony
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    When only the very best will do, make your stay memorable whether you are planning an executive retreat or a large family reunion. 15350 sqft luxurious log estate. 4 Beautiful master suites with king sized bed, walk in closet, fireplace and living room. Bunk room which sleeps 10. Some of the...
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    Winter Park, Grand County 80446
    Holiday Rental House - 6 Bedrooms, 10 Bathrooms, Sleeps 19
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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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    • Washer
    • Central Heating
    • DVD Player
    • Skiing: Property Is In A Ski Resort
    • Mountain Views
    • Hot Tub
    • Cable/satellite TV
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed July 14, 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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    Trout Creek Lodge1 / 35
    (2)Excellent
    7 Bedrooms, 7 Bathrooms, Sleeps 30 Quick View
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    • Hot Tub
    • DVD Player
    • Cable/satellite TV
    • Mountain Views
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed November 9, 2016
    We had small children and teenagers. Numerous games and fun for all ages. Common are was excellent both on ground level and in basement. Nice double car garage. There could be...
    Reviewed August 9, 2015
    We stayed with 13 of us, and enjoyed the many bedrooms and private bathrooms. The main kitchen, dining and living room were ideal for our meal times and evening gatherings...
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    About this property
    Split over 3 floors, this fully remodeled home is perfect for families and large groups. You will be wowed by the customized touches, hand made furnishings, multiple communal areas, and large modern kitchen. The large dining table seats a whopping 14 people with even more room at the countertop bar...
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    Winter Park, Grand County 80482
    Holiday Rental House - 7 Bedrooms, 7 Bathrooms, Sleeps 30
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    5 Bedrooms, 5 Bathrooms, Sleeps 18 Quick View
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    • Cable/satellite TV
    • Hot Tub
    • Wi-Fi
    • Mountain Views
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Become entranced by this wonderland cabin located in a quiet neighborhood sitting behind the mountain town of Winter Park. Upon entering Two Brothers cabin you'll notice the gourmet kitchen where any meal imaginable can be prepared right here. You'll then be drawn to the enormous deck spanning...
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    Winter Park, Grand County 80482
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 18
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    6 Bedrooms, 5 Bathrooms, Sleeps 16 Quick View
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    • Mountain Views
    • Hot Tub
    • Cable/satellite TV
    • Wi-Fi
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    We take vacations to pause from everyday life. The most memorable vacations are when everything comes together just right and time becomes obsolete. Selah Vista Lodge provides the perfect setting to forget what's unimportant and live in the moment. Overlooking the town of Winter Park, this six...
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    Winter Park, Grand County 80482
    Holiday Rental House - 6 Bedrooms, 5 Bathrooms, Sleeps 16
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    6 Bedrooms, 4 Bathrooms, Sleeps 20 Quick View
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    About this property
    Relaxation at its best in the Colorado Mountains, with a home that has 6 bedrooms separated into four distinct and private areas. It also has three separate living areas. Enjoy the company of others, but you can always retreat to your own space. We love this house when hosting large groups of...
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    Winter Park, Grand County 80442
    Holiday Rental House - 6 Bedrooms, 4 Bathrooms, Sleeps 20
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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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    Jane's Ski Chalet1 / 43
    (1)Excellent
    4 Bedrooms, 5 Bathrooms, Sleeps 15 Quick View
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    • Hot Tub
    • Cable/satellite TV
    • Wi-Fi
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed August 10, 2018
    Secluded luxury retreat is hidden and private yet close to Winter Park Resort and attractions as well as Rocky Mountain National Park. Home is filled with beautiful art and all...
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    About this property
    Jane's Ski Chalet is a four bedroom ski in/ski out luxury home at the base of Mary Jane in Winter Park. You'll never want to leave and always want to return to this mountain vacation dream home. Notable features of Janes Ski Chalet start with the gourmet kitchen with six burner gas stove,...
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    Winter Park, Grand County 80482
    Holiday Rental House - 4 Bedrooms, 5 Bathrooms, Sleeps 15
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    5 Bedrooms, 6 Bathrooms, Sleeps 19 Quick View
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    • DVD Player
    • Hot Tub
    • Cable/satellite TV
    • Wi-Fi
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Situated in the exclusive Bridger's Cache neighborhood, just 1/4 mile from Mary Jane base area, this one of a kind home offers a secluded and luxurious mountain experience. This stunning, custom built log home combines luxury living with a family friendly floorplan that indulges and inspires at...
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    Winter Park, Grand County 80482
    Holiday Rental House - 5 Bedrooms, 6 Bathrooms, Sleeps 19
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    5 Bedrooms, 5 Bathrooms, Sleeps 14 Quick View
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    • DVD Player
    • Wi-Fi
    • Mountain Views
    • Hot Tub
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Looking for the perfect mix of family entertainment, sublime comfort, and superb amenities? The Lupine Lodge is the answer. This five bedroom lodge is spread over two levels with giant log beam supports that blend amenities, entertainment, and comfort to perfection. Plush leather furnishings or...
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    Winter Park, Grand County 80482
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 14
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    Timber Ridge Lodge1 / 33
    (1)Excellent
    5 Bedrooms, 5 Bathrooms, Sleeps 19 Quick View
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    • Mountain Views
    • Cable/satellite TV
    • Hot Tub
    • DVD Player
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed May 21, 2016
    This property was incredible!! Beautifully furnished. Spacious. Extraordinary views. Lots of stairs.
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    About this property
    Check in to our impeccable 5-bedroom home for an exceptional Winter Park experience with up to 19 friends or family. Spread out in 4000 sq. feet, play pool, soak in the private hot tub on the wrap-around deck. Two-car garage & spoiling comforts. Sleeping Arrangements: King bed in the master...
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    Winter Park, Grand County 80482
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 19
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    4 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    • Patio
    • Skiing: Property Is In A Ski Resort
    • Wi-Fi
    • Hot Tub
    • Cable/satellite TV
    • Washer
    • Mountain Views
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    4 Bedrooms, 4.5 Bathrooms, Sleeps 10 Relax, settle in and enjoy this amazing home. An open floor plan, cathedral ceilings and wrap around windows showcase high-end finishes with wood and stone accents throughout the home and the peaceful secluded forest views outside...Spacious and...
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    Winter Park, Grand County 80482
    Holiday Rental House - 4 Bedrooms, 5 Bathrooms, Sleeps 10
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    5 Bedrooms, 5 Bathrooms, Sleeps 14 Quick View
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    • Patio
    • Grill
    • Mountain Views
    • Cable/satellite TV
    • Hot Tub
    • DVD Player
    • Sauna
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Fabulous 5-BR Luxury Home in Lakota, Views. Perfect for 2 families. Sleeps up to 14 (12 in beds + 2 on air bed). This distinctive home is situated in the signature LAKOTA community across from the world class ski base. This five bedroom, 4.5 bath luxury home with over 3700 square feet offers...
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    Winter Park, Grand County 80482
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 14
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    4 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    • Terrace
    • Balcony
    • Internet Access
    • DVD Player
    • Grill
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Base Camp - This resort's most sought after destination is waiting for you! This fabulous ski-in/ski-out 4 bedroom townhome is already a huge hit with families or larger groups. High end amenities offering the ultimate in comfort and convenience combine with an unbeatable location to provide our...
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    Winter Park, Grand County 80482
    Condo/Apartment - 4 Bedrooms, 4 Bathrooms, Sleeps 10
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    4 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    • Parking
    • Wi-Fi
    • Cable/satellite TV
    • Balcony
    • Grill
    • DVD Player
    • Patio
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Breathtaking 4 bedroom, 4.5 bathroom ski-in/ski-out 3000 square foot luxury town home located on the ski corridor. Nestled on the banks of Jane Creek and adjacent to the Arapahoe National Forest, Base Camp is the ultimate in convenience and luxury. Soaring cathedral ceilings, 3 fireplaces, walls of...
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    Location Information
    Winter Park, Grand County 80482
    Holiday Rental House - 4 Bedrooms, 5 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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    Winter Park, Grand County 80482
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 11
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    Beautiful Mountain Lodge-Ski, Hike, Bike, Relax..1 / 23
    (3)Very good
    5 Bedrooms, 3 Bathrooms, Sleeps 19 Quick View
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    • Hot Tub
    • Mountain Views
    • Patio
    • Cable/satellite TV
    • DVD Player
    • Central Heating
    • Washer
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Beautiful large custom home nestled on 2.5 acres. Built in 2000 and is in like new condition. This home can easily accommodate up to 3 families with 3 levels, 5 bedrooms and 3 bathrooms. This home has 3 living levels, each having a separate sleeping and bathroom area. In addition to the...
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    Location Information
    Winter Park, Grand County 80446
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 19
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    5 Bedrooms, 4 Bathrooms, Sleeps 16 Quick View
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    • Hot Tub
    • Cable/satellite TV
    • DVD Player
    • Mountain Views
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This spacious mountain home easily accommodates several families with plenty of private sleeping room, and large, relaxing gathering areas. Set in a quiet location above Downtown Winter Park, you'll be afforded incredible mountain views from the large deck, complete with outdoor seating and a...
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    Winter Park, Grand County 80482
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 16
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    Elk Lodge1 / 32
    (33)Excellent
    5 Bedrooms, 5 Bathrooms, Sleeps 19 Quick View
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    • Wi-Fi
    • Hot Tub
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed September 27, 2017
    Loved this beautiful spacious home.... was equipped with all your need .... full kitchen ... bunk beds and books and things for the kids...wifi and two TVs with DVD players...
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    About this property
    Picture yourself sinking into a plush fireside armchair with a good book, goofing off with the kids snowball fighting in the yard, and soothing away all the aches of the day in your own private hot tub...these are just a few of the memories that you can hope to make during a treasured stay at Elk...
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    Location Information
    Winter Park, Grand County 80482
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 19
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    Mary Jane's Dream Home1 / 35
    (4)Excellent
    4 Bedrooms, 5 Bathrooms, Sleeps 16 Quick View
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    • Cable/satellite TV
    • Hot Tub
    • Wi-Fi
    • DVD Player
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed February 18, 2018
    Located near the base lifts of the Mary Jane side of the resort, this house is a wonderful place to stay for a ski trip to Winter Park resort. You can literally ski out from...
    Reviewed December 14, 2017
    HGTV Dream Home did not disappoint! Lots of steps but suited us for a family Christmas of 14 of us. Great Kitchen with almost anything you need. 4 person hot tub was nice and...
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    About this property
    Stay at the HGTV Winter Park Dream Home, as seen on TV! This incredible home sits below the snowy slopes of Mary Jane at Winter Park Resort, in the exclusive Bridger's Cache community. Stunning inside and out, the dream home lives up to its name. Enjoy classic mountain architecture with a...
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    Winter Park, Grand County 80482
    Holiday Rental House - 4 Bedrooms, 5 Bathrooms, Sleeps 16
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    6 Bedrooms, 4 Bathrooms, Sleeps 24 Quick View
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    About this property
    Perfect setting in the Colorado Mountains, with a home that has 8 sleeping areas (5 dedicated bedrooms, private game room has futon and queen air mattress available, living room and family room both have a sleeper sofa). The game room also includes a ping pong table! Enjoy the company of others,...
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    Winter Park, Grand County 80442
    Holiday Rental House - 6 Bedrooms, 4 Bathrooms, Sleeps 24
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    4 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    • Cable/satellite TV
    • Hot Tub
    • DVD Player
    • Mountain Views
    • Washer
    • Patio
    • Internet Access
    • Housekeeping Included
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Beautiful log cabin nestled in the woods with dramatic views of Continental Divide (four-wheel drive a must in the winter). Private deck with large hot tub and gas grill. You'll marvel at the warmth your family/group feels around the river stone fireplace. Fourteen people can crowd around the...
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    Location Information
    Winter Park, Grand County 80442
    Cabin Holiday Rental - 4 Bedrooms, 4 Bathrooms, Sleeps 10
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    5 Bedrooms, 5 Bathrooms, Sleeps 12 Quick View
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    • Washer
    • Grill
    • DVD Player
    • Central Heating
    • Cable/satellite TV
    • Hot Tub
    • Wi-Fi
    • Skiing: Property Is In A Ski Resort
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Location: Leland Creek Home; Ground floor. Bedding Configuration: King bed and sofa sleeper in the Master bedroom, King bed in the second bedroom, Queen bed in the third bedroom, Twin bunk beds and Twin bed with a trundle in the fourth bedroom/loft, King bed in the fifth bedroom, sofa sleeper...
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    Location Information
    Winter Park, Grand County 80482
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 12
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    5 Bedrooms, 5 Bathrooms, Sleeps 12 Quick View
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    • Washer
    • Shared Outdoor Pool (Unheated)
    • DVD Player
    • Patio
    • Grill
    • Hot Tub
    • Sauna
    • Wi-Fi
    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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    Location Information
    Winter Park, Grand County 80482
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 12
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    4 Bedrooms, 3 Bathrooms, Sleeps 9 Quick View
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    • Balcony
    • Grill
    • Mountain Views
    • Washer
    • Cable/satellite TV
    • Hot Tub
    • DVD Player
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This beautiful luxury home has everything you would expect in a dream vacation getaway in the mountains. This 4 Bedroom home is spread out over 3 levels with lots of living space for several families to enjoy a family retreat. The main entry level features an open living area, with a gas fireplace,...
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    Location Information
    Winter Park, Grand County 80482
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 9
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    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Washer
    • Hot Tub
    • Grill
    • Balcony
    • DVD Player
    • Mountain Views
    • Cable/satellite TV
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This luxury townhome is conveniently located in Old Town Winter Park. Access the free shuttle route or walk to the Village at Winter Park Resort. This spacious layout is perfect for your next family trip. There are 4 bedrooms, 3.5 bathrooms, and two private decks that offer incredible views of the...
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    Location Information
    Winter Park, Grand County 80482
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    5 Bedrooms, 5 Bathrooms, Sleeps 12 Quick View
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    • Hot Tub
    • Cable/satellite TV
    • DVD Player
    • Mountain Views
    • Skiing: Property Is In A Ski Resort
    • Sauna
    • Wi-Fi
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Experience the majesty of the Rocky Mountains from the luxury of this 5-bedroom, 4.5-bathroom vacation rental home for up to 12 in Winter Park. After a day on the slopes, there's no better way to unwind than with a soak in the hot tub, steam in the sauna, or family movie in front one of the home's...
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    Location Information
    Winter Park, Grand County 80482
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 12
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    5 Bedrooms, 5 Bathrooms, Sleeps 14 Quick View
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    • 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...
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    Location Information
    Winter Park, Grand County 80482
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 14
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    Beautiful Mountain House - Luxury in a Rustic Mountain Setting1 / 27
    (1)Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 14 Quick View
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    About this property
    This beautiful mountain home is centrally located in the Fraser Valley. It is luxury in a rustic mountain setting. The home is situated on a large wooded lot giving you the peace and tranquility you are looking for in a mountain getaway. Yet, the home is just minutes away from world class downhill...
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    Location Information
    Winter Park, Grand County 80442
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 14
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    Huge, Luxury Townhome in Town - Hot Tub!1 / 13
    (1)Excellent
    4 Bedrooms, 5 Bathrooms, Sleeps 12 Quick View
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    • Washer
    • Hot Tub
    • Cable/satellite TV
    • Central Heating
    • Grill
    • Mountain Views
    • Internet Access
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Location, Location, Location For your next winter ski vacation or summer getaway, stay at our luxurious 4 bedroom / 4.5 bath townhouse in the heart of Winter Park. This is the one spot you will come back to over and over again! The convenience is unbeatable ...walk to restaurants, bars,...
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    Location Information
    Winter Park, Grand County 80482
    Holiday Rental House - 4 Bedrooms, 5 Bathrooms, Sleeps 12
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    Mary Jane Chalet1 / 29
    (3)Average
    6 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed July 3, 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 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 10 people. This property is pet-friendly and has a spacious outside pen for fido! It has...
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    Location Information
    Winter Park, Grand County 80482
    Holiday Rental House - 6 Bedrooms, 3 Bathrooms, Sleeps 10
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    Vasquez Retreat1 / 33
    (18)Very good
    5 Bedrooms, 3 Bathrooms, Sleeps 16 Quick View
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    • Hot Tub
    • Mountain Views
    • Cable/satellite TV
    • DVD Player
    • Wi-Fi
    • Sauna
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed July 28, 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
    The best features of Vasquez Retreat are the beautiful sauna, the fire ring with stone seating in the yard, and the spacious floor plan with lots of large windows, high ceilings and plenty of bedding for larger groups. Sleeping Arrangements: First bedroom with Queen and Twin over Twin bunks (on...
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    Location Information
    Winter Park, Grand County 80482
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 16
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    Luxurious Cabin: Two Master Suites, Hot tub, Views1 / 21
    (1)Very good
    4 Bedrooms, 3 Bathrooms, Sleeps 14 Quick View
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    Pet friendly
    Kid friendly
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    Reviewed May 14, 2016
    The home was lovely, very spacious, beautiful bathrooms as part of the 2 master suites. Great, timely communications with the property manager Lacey.
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    About this property
    This warm and cozy house will offer you a perfect combination for small or large groups based on this perfect configuration. The family room will offer you the comfort you would expect in a mountain retreat with large vaulted ceilings, beautiful log finishes, a gas fireplace, a large 3D TV with...
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    Location Information
    Winter Park, Grand County 80442
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 14
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    4 Bedrooms, 4 Bathrooms, Sleeps 15 Quick View
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    • DVD Player
    • Hot Tub
    • Cable/satellite TV
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Enjoy both the seclusion of a private home and the convenience of a fantastic location near downtown in this beautiful hilltop home. Guests who stay here frequently spot all kinds of moose and other wildlife! Moose Crossing is a lovely location any time of year, with a newly remodeled kitchen and...
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    Location Information
    Winter Park, Grand County 80482
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 15
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    Base Camp 4721 / 31
    (23)Excellent
    4 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    • Hot Tub
    • Cable/satellite TV
    • Wi-Fi
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed July 1, 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 July 26, 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
    Be the envy of others when you stay in this luxurious townhome retreat at Winter Park Resort. Unrivaled in size and amenities, you'll enjoy three levels of decadent living space, with your own private hot tub, heated garage, chef's kitchen and extended deck with gas grill. Set in the sought after...
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    Location Information
    Winter Park, Grand County 80482
    Holiday Rental House - 4 Bedrooms, 5 Bathrooms, Sleeps 10
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    Base Camp 4761 / 34
    (1)Excellent
    4 Bedrooms, 5 Bathrooms, Sleeps 12 Quick View
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    • DVD Player
    • Cable/satellite TV
    • Wi-Fi
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed November 10, 2016
    Absolutely great place for our college friends ski trip. Keyless Entry is a must on every future trip I book! We will be back to this place in the future years.The only...
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    About this property
    Relax and completely ignore the outside world with this incredible view of Jane Creek and the tranquil forest behind it. Tall ceilings, multiple lounge areas and open floor plan enhance this home's spacious and comfortable feel. The expansive kitchen has exquisite counters, a large island for...
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    Location Information
    Winter Park, Grand County 80482
    Holiday Rental House - 4 Bedrooms, 5 Bathrooms, Sleeps 12
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    Base Camp 4801 / 31
    (24)Very good
    4 Bedrooms, 5 Bathrooms, Sleeps 12 Quick View
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    • Wi-Fi
    • Cable/satellite TV
    • Hot Tub
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed September 14, 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 April 25, 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
    Looking for a special experience on your next mountain getaway? You'll revel in details when you stay at Base Camp 480 at Winter Park Resort. Positioned perfectly for fun and relaxation, this three story townhome sits in a quiet cul-de-sac in the woodland just 200 yards below the slopes. 3800...
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    Location Information
    Winter Park, Grand County 80482
    Holiday Rental House - 4 Bedrooms, 5 Bathrooms, Sleeps 12
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    Base Camp 4921 / 33
    (10)Very good
    4 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    • Cable/satellite TV
    • Wi-Fi
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 3 weeks ago
    Stayed at Basecamp 492 for a long ski weekend in January - two families with children. This was a spacious and luxurious townhome with a large beautiful kitchen and hot tub...
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    About this property
    Nestled in the quiet woodland below the Winter Park ski trails, this high-end townhome offers a wonderfully spacious and relaxing retreat within easy walking distance of Winter Park Resort. Enjoy multiple fireplaces throughout the home, a private hot tub, front and rear decks, a second living area...
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    Location Information
    Winter Park, Grand County 80482
    Holiday Rental House - 4 Bedrooms, 5 Bathrooms, Sleeps 10
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    Base Camp 4941 / 30
    (11)Very good
    4 Bedrooms, 5 Bathrooms, Sleeps 14 Quick View
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    • Cable/satellite TV
    • Hot Tub
    • DVD Player
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed March 25, 2015
    This house was very nice and spacious! It is three different levels, so be prepared to climb some stairs. The rooms are spaced apart that noise levels of kids weren't a...
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    About this property
    This elegant mountain escape brings luxury, comfort and convenience to the slopes at Winter Park Resort. High-end mountain decor and all the sought after amenities will captivate and entertain at every turn. Featured highlights include a private hot tub, TWO lounges, a gourmet kitchen, heated...
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    Location Information
    Winter Park, Grand County 80482
    Holiday Rental House - 4 Bedrooms, 5 Bathrooms, Sleeps 14
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    Base Camp 4621 / 34
    (1)Excellent
    4 Bedrooms, 5 Bathrooms, Sleeps 11 Quick View
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    • Cable/satellite TV
    • Wi-Fi
    • Hot Tub
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed November 9, 2016
    This rental is absolutely beautiful! The pictures do not do it justice. Plenty of space for everyone. The managing company was an absolute joy to work with and very...
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    About this property
    Enjoy over 3400 square feet of luxurious living space, right below the slopes at Winter Park Resort! Base Camp 462 has it all: two separate lounges, a gourmet kitchen, private hot tub, heated garage and high-end furnishings and decor throughout. Located in a secluded, peaceful cul-de-sac by the...
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    Location Information
    Winter Park, Grand County 80482
    Holiday Rental House - 4 Bedrooms, 5 Bathrooms, Sleeps 11
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    4 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    Amenities & Details
    • Grill
    • Mountain Views
    • Wi-Fi
    • DVD Player
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Our Lakota Antlers townhome is designed for family fun. Enjoy one of the five flatscreen TVs, theater room, and air hockey table that converts into a ping-pong table. The center level of this tri-level townhome has an open floor plan centered around a 55' flatscreen smart TV and gas fireplace...
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    Location Information
    Winter Park, Grand County 80482
    Condo/Apartment - 4 Bedrooms, 4 Bathrooms, Sleeps 12
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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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    Old Town Loft 21 / 34
    (3)Very good
    4 Bedrooms, 3 Bathrooms, Sleeps 14 Quick View
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    • Cable/satellite TV
    • Wi-Fi
    • Mountain Views
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed January 22, 2018
    I stayed at Old Town Lofts 2 in January 2018, and it was wonderful. I had a group of 8 there for skiing and it had everything we needed. There was plenty of room and bedding. We...
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    About this property
    This exquisite home is located on the third and fourth floors of an exclusive Old Town building (shared only with its sister property, Old Town Loft #1). 2600 square feet of high-end living space, modern amenities, and luxurious furnishings. Group Lodging Option: Larger groups may book Old Town...
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    Location Information
    Winter Park, Grand County 80482
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 14
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    4 Bedrooms, 4 Bathrooms, Sleeps 11 Quick View
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    • Mountain Views
    • Wi-Fi
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This modern rustic cabin was designed with the perfect ski vacation in mind and it has ended up equating to so much more. Strategically located near the base of Winter Park Resort you can access the slopes, bike trails and boundless outdoors. Step inside and you'll think as tho you have stepped...
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    Location Information
    Winter Park, Grand County 80482
    Cabin Holiday Rental - 4 Bedrooms, 4 Bathrooms, Sleeps 11
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    4 Bedrooms, 3 Bathrooms, Sleeps 9 Quick View
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    • Hot Tub
    • Wi-Fi
    • Cable/satellite TV
    • Skiing: Property Is In A Ski Resort
    • Washer
    • Patio
    • DVD Player
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Location: Telemark Townhomes 582; Ground floor Bedding Configuration: King in the Master bedroom, 2 Twins in the second bedroom, Captain's Bunk in the third bedroom (Queen bed on the bottom and Twin bed on the top), and King bed in the fourth bedroom. Amenities in unit: Free Wi-Fi access,...
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    Location Information
    Winter Park, Grand County 80482
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 9
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