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Vacation Rentals and Cabins in Winter Park, CO

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    Travelers to Winter Park are booking December dates now. Secure your vacation rental today, and have the perfect trip.
    1 / 35
    5 of 5 stars (1) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    1 / 31
    4.5 of 5 stars (6) Very good
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    3 Bedrooms, 3 Bathrooms, Sleeps 11 | Quick View
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    1 / 25
    4.5 of 5 stars (3) Very good
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    • Hot Tub
    • Balcony
    • Grill
    • Internet Access
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    • Washer
    • Terrace
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    About this property
    Property Description: After a day skiing America's finest powder, you'll love the easy two minute walk back to this modern Fraser Crossing condo...not to mention the even easier saunter from your condo's patio door that opens up directly to the enormous hot tub on the amenity deck. After a well... View all property information
    Location Information
    Winter Park, Grand County 80482
    1 / 28
    4.5 of 5 stars (47) Very good
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    • Washer
    • Mountain Views
    • Satellite TV
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    • x
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    About this property
    Property Description: Located in the heart of downtown Winter Park and just built in 2010, this new and conveniently located townhome has everything you need and more. Enjoy the shared outdoor hot tub and heated pool, or sink into the couch next to the gas fireplace. Sleeping Arrangements: 1 King... View all property information
    Location Information
    Winter Park, Grand County 80482
    1 / 24
    4.5 of 5 stars (4) Very good
    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    Property Description: You'll love the location of this beautifully furnished condo. Just minutes away from shopping and dining, yet nestled in a peaceful neighborhood, this recently remodeled condo is a Downtown gem. Kick back and enjoy your home away from home! Sleeping Arrangements: King in... View all property information
    Location Information
    Winter Park, Grand County 80482
    1 / 22
    5 of 5 stars (72) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Satellite TV
    • Mountain Views
    • DVD Player
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    • Terrace
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    • Washer
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    • Child-friendly
    • x
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    • x
    About this property
    Rent this remodeled two-bedroom two-bath condo on the upper west side of the Town of Winter Park for just $149 Fri/Sat night or $119/night other nights during the ski season (it's a bit more during Spring Break and a lot less before Dec. 10th)! Minimum of 3 nights & significant discount for stays... View all property information
    Location Information
    Winter Park, Grand County 80482
    1 / 33
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    • Internet Access
    • Balcony
    • Shared Outdoor Pool...
    • DVD Player
    • Mountain Views
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    • Central Heating
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    • x
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    • x
    About this property
    Have the ultimate Rocky Mountain getaway by staying at this charming Winter Park vacation rental condo, ideally situated within close proximity of Winter Park Ski Resort, Rocky Mountain National Park, restaurants, and more.  With 1 bedroom, 1 bathroom, and enough room to comfortably accommodate up... View all property information
    Location Information
    Winter Park, Grand County 80482
    1 / 18
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Satellite TV
    • Shared Indoor Pool
    • Hot Tub
    • Wi-Fi
    • Mountain Views
    • Sauna
    • DVD Player
    • Balcony
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    This bright 952 sq. ft. two bedroom two bath condo has been updated and offers all that you need for your vacation. It is nestled in the back of the complex next to the national forest. This is a desirable end unit on the top floor which features vaulted ceilings and extra windows for lots of light... View all property information
    Location Information
    Winter Park, Grand County 80482
    1 / 42
    6 Bedrooms, 3 Bathrooms, Sleeps 18 | Quick View
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    • Mountain Views
    • Central Heating
    • Washer
    • DVD Player
    • Balcony
    • Grill
    • Sauna
    • Patio
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    The Space The house is yours to eat, sleep, and play! Use anything and everything. Full bathrooms on each floor, the main floor bathroom has an old school sauna. Upstairs hosts an open loft queen size bed, a room with a queen size bunk bed, a room with two triple bunk beds (all singles), and a... View all property information
    Location Information
    Winter Park, Grand County 80446
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    1 / 24
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    • Balcony
    • Internet Access
    • Satellite TV
    • Mountain Views
    • Central Heating
    • Hot Tub
    • Patio
    • DVD Player
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    *Please note that if you check-in/out on a major holiday - the reservation may be subject to a double cleaning fee.  This centrally located Winter Park vacation rental condo will serve as the ultimate home base for your next trip to the Rocky Mountains! Situated steps from the Winter Park base... View all property information
    Location Information
    Winter Park, Grand County 80482
    1 / 28
    4 of 5 stars (1) Very good
    3 Bedrooms, 4 Bathrooms, Sleeps 10 | Quick View
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    • Internet Access
    • Hot Tub
    • Patio
    • Parking
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    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... View all property information
    Location Information
    Winter Park, Grand County 80482
    1 / 4
    2 Bedrooms, 3 Bathrooms, Sleeps 7 | Quick View
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    • Satellite TV
    • Washer
    • Balcony
    • Central Heating
    • Patio
    • Parking
    • Mountain Views
    • Grill
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
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    • Smoking allowed
    • x
    About this property
    AVAILABLE JUNE 27 , 2015. Winter Park Tall Pines Condominium is located on a quite street 2 blocks from downtown. The Unit has a 2nd floor entry with a spiral stair case to a large Loft with a Powder Room The Loft over looks the living space. Entry is into the Kitchen, Dining Room and Bar areas... View all property information
    Location Information
    Winter Park, Grand County 80482
    1 / 24
    2 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    Amenities & Details
    • Satellite TV
    • Central Heating
    • Mountain Views
    • Shared Outdoor Pool...
    • Sauna
    • Washer
    • Internet Access
    • DVD Player
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    Have an unforgettable alpine retreat at this 2-bedroom, 2.5-bathroom condo with an additional sleeping loft, capable of accommodating 8 total. Relax on the patio and admire the gorgeous mountain views or enjoy the interior’s endless modern amenities! This recently updated Winter Park vacation... View all property information
    Location Information
    Winter Park, Grand County 80842
    1 / 28
    2 Bedrooms, 2 Bathrooms, Sleeps 10 | Quick View
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    • Internet Access
    • Washer
    • Waterfront
    • Central Heating
    • Patio
    • Grill
    • DVD Player
    • Satellite TV
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    *Please note that if you check-in/out on a major holiday - the reservation may be subject to a double cleaning fee.  For your next alpine retreat, come escape to this spacious Winter Park vacation rental cabin, nestled in a serene wooded setting overlooking a beautiful stream. Offering all the... View all property information
    Location Information
    Winter Park, Grand County 80482
    1 / 12
    3 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    • Satellite TV
    • Parking
    • Hot Tub
    • Central Heating
    • Internet Access
    • Mountain Views
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    This top-floor penthouse condominium has newly customized interior design, a remodeled gourmet kitchen and premium furnishings. Each room presents guests with stunning views including the Continental Divide, Indian Peaks, or Downtown Winter Park. This gorgeous home has three levels. Entry is on... View all property information
    Location Information
    Winter Park, Grand County 80482
    1 / 21
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    Amenities & Details
    • Internet Access
    • Washer
    • Hot Tub
    • Satellite TV
    • Parking
    • Central Heating
    • DVD Player
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    Enjoy your ski vacation in our inviting two-level 1360 square foot Sun River Townhouse. Within a few miles of the Winter Park Resort, you can be there within 10 minutes by car or take a free shuttle that stops less than one block away. After your winter activities, you can view the ski slopes... View all property information
    Location Information
    Winter Park, Grand County 80442