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Winter Park House Rentals

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    Travelers to Winter Park are booking December dates now. Secure your vacation rental today, and have the perfect trip.
    149 Matching Rentals in Winter ParkView all 386 rentals
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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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    Luxury 4BR Cabin w/2 King Masters on Shuttle Route1 / 26
    (1)Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 12 Quick View
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    3BR Winter Park House w/Front Porch & Hot Tub1 / 24
    (1)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 7 Quick View
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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 October 18, 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
    Rental Home - 3 Bedrooms, 4 Bathrooms, Sleeps 10
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    5 Bedrooms, 6 Bathrooms, Sleeps 17 Quick View
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    Amenities & Details
    • Satellite TV
    • DVD Player
    • Hot Tub
    • Central Heating
    • Mountain Views
    • Housekeeping Included
    • Wi-Fi
    • Skiing: Property Is In A Ski Resort
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This 5 bedroom / 6 bath house sleeps 17 people! Located only a few hundred meters from the ski lifts, this uniquely decorated house is nestled in the pines with spectacular views of the continental divide. Relax in the 6 person hot tub after a day of skiing at one of Colorado’s premier ski resorts...
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    Winter Park, Grand County 80482
    Rental Home - 5 Bedrooms, 6 Bathrooms, Sleeps 17
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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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    Winter Park, Grand County 80482
    Rental Home - 3 Bedrooms, 4 Bathrooms, Sleeps 8
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    Hideaway Village Alpine 41 / 20
    (3)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    Amenities & Details
    • Parking
    • Satellite TV
    • DVD Player
    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
    Rental Home - 2 Bedrooms, 1 Bathroom, Sleeps 6
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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 May 2, 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 October 26, 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
    Stay just a stone's throw from the popular Hideaway Park: home of the Live Music In The Park series, skate park, free winter sledding hill and year round jungle gym. This newly built condo is situated in the heart of downtown Winter Park. Enjoy your private patio, gas fireplace, free HBO and much...
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    Location Information
    Winter Park, Grand County 80482
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 9
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    Bear Crossing 13901 / 27
    (10)Excellent
    3 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    Amenities & Details
    • Mountain Views
    • Satellite TV
    • Hot Tub
    • DVD Player
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This Bear Crossing townhome is located above downtown Winter Park in a family friendly neighborhood that backs right onto hiking and biking trails. Enjoy the private hot tub on the back deck, two decks in front with stunning views of surrounding mountains, a heated garage, and an open floor plan...
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    Location Information
    Winter Park, Grand County 80482
    Rental Home - 3 Bedrooms, 4 Bathrooms, Sleeps 10
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    Telemark 6981 / 29
    (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 September 3, 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 November 3, 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
    Location, location, location! This bright & roomy townhome is set on a peaceful lake with awe inspiring mountain views, yet only steps away from some of the best restaurants in town. In-house entertainment? No lack of that here! Two state of the art home theater systems means no more fighting over...
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    Location Information
    Winter Park, Grand County 80482
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    Hideaway Village Columbine 71 / 20
    (6)Very good
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Amenities & Details
    • DVD Player
    • Satellite TV
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed April 8, 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
    Rental Home - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    5 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    Amenities & Details
    • Mountain Views
    • Satellite TV
    • Internet Access
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Families and friends welcome! This home is steeped in the essence of home with all the spoils of delight. Nestled in the nature, only a third of a mile from the resort and two miles from town, this neighborhood townhouse provides quiet ambiance and convenient amenities for a relaxed and...
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    Location Information
    Winter Park, Grand County 80482
    Rental Home - 5 Bedrooms, 4 Bathrooms, Sleeps 12
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    Zephyr Mountain Lodge 23051 / 29
    (2)Very good
    1 Bedroom, 1 Bathroom, Sleeps 4 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
    Wake up and cook yourself breakfast in your fully equipped kitchen, or grab a pastry and cup of coffee at the Starbucks just below. When you're ready to hit the slopes, you are just a few steps away from the chair lifts. After your eventful day, enjoy dinner at one of the many restaurants in the...
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    Location Information
    Winter Park, Grand County 80482
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 4
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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
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 9
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    2 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Wi-Fi
    • Central Heating
    • Hot Tub
    • Housekeeping Included
    • Mountain Views
    • Skiing: Property Is In A Ski Resort
    • Satellite TV
    • Shared Indoor Pool
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 8
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    Lakota Antlers 5021 / 24
    (9)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    Amenities & Details
    • Hot Tub
    • Satellite TV
    • Internet Access
    • Mountain Views
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    What's not to love in this three bedroom townhome in the most prestigious address in Winter Park: Lakota. Enjoy a heated garage after driving through the snow, and walk into a radiant-floor heated home to rest and visit with family and friends. Sit by the gas fireplace and throw your favorite old...
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    Location Information
    Winter Park, Grand County 80482
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 10
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    Zephyr Mountain Lodge 25031 / 29
    (5)Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 6 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
    Friends and family will love recanting their tales of the day as they look out at the ski slopes from this oversized, newly renovated penthouse condo at Zephyr Riverside. Enjoy the spacious feeling provided by vaulted ceilings, prepare home cooked meals in the full kitchen, or take your pick of...
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    Location Information
    Winter Park, Grand County 80482
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Fraser Crossing 36231 / 27
    (26)Very good
    1 Bedroom, 1 Bathroom, Sleeps 4 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 a new one-bedroom condo with the benefit of both comfort and convenience. Beautifully decorated with modern art pieces, vaulted ceilings and comfortable furniture, you will feel totally pampered in this luxurious 6th-floor home. You'll also enjoy being located just steps away from the bustle...
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    Location Information
    Winter Park, Grand County 80482
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Fraser Crossing 36111 / 30
    (16)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 8 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
    The direct slope views offered by this top-floor condo in Fraser Crossing are among of the best in the building. Vaulted ceilings open up this spacious two bedroom, while the patio door and windows bring in lots of natural sunlight. Walk to the chairlifts and the Winter Park Village each morning in...
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    Location Information
    Winter Park, Grand County 80482
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 8
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    Snowblaze C241 / 32
    (1)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    Amenities & Details
    • Hot Tub
    • Internet Access
    • Sauna
    • Shared Outdoor Pool (Unheated)
    • Mountain Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed July 28, 2016
    Snow blaze was a prefect little getaway in the Rockies. We were a little reluctant going with a condo instead of a cabin but snowblaze ended up being great. It was quiet yet...
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    About this property
    Enjoy this fully-remodeled condo with it's bright and open living space, updated kitchen, large picture windows, and private deck with views. The prime location and modern mountain feel is perfect for your getaway. You'll also appreciate the covered parking and close bus shuttle stop for a quick...
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    Location Information
    Winter Park, Grand County 80482
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 7
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    Zephyr Mountain Lodge 25101 / 30
    (1)Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • DVD Player
    • Internet Access
    • Hot Tub
    • Satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Relax in the comfort and convenience of Zephyr 2510. With the perfect ski in/ski out location, well appointed kitchen, and comfortable furnishings, you will love staying in this 2 bedroom condo! You even have a private balcony with views of the Continental Divide and skating pond. Sleeping...
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    Location Information
    Winter Park, Grand County 80482
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Zephyr Mountain Lodge 24131 / 27
    (29)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
    About this property
    This one bedroom condo is conveniently located just a stone's throw away from the chairlifts! Put on your boots and hop on the slopes in just minutes. After your ski day, enjoy the private balcony with slope and Village views, tasteful decor, gas fireplace and fully equipped kitchen. Sleeping...
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    Location Information
    Winter Park, Grand County 80482
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 4
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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
    Rental Home - 3 Bedrooms, 4 Bathrooms, Sleeps 6
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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 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
    Rental Home - 5 Bedrooms, 3 Bathrooms, Sleeps 16
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    Slopeside 2021 / 30
    (6)Very good
    3 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    Amenities & Details
    • Satellite TV
    • Internet Access
    • DVD Player
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed December 10, 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
    Enjoy the space, comfort, and convenience of this townhome in Old Town. Bay windows, vaulted ceilings and skylights maximize the natural light and open feel of the home. The open layout is perfect for enjoying time together and sharing memories from the day. Need alone time? Head to the private...
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    Winter Park, Grand County 80482
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 10
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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 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 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
    Rental Home - 6 Bedrooms, 3 Bathrooms, Sleeps 14
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    Zephyr Mountain Lodge 15201 / 32
    (6)Very good
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Satellite TV
    • DVD Player
    • Internet Access
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed July 25, 2016
    We stayed at this condo for the winter park Jazz festival. The down side to this condo is that it it very small, it may sleep 8 but very crowded for 8 people (very limited...
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    About this property
    You'll love the convenience and space provided by this large three bedroom remodeled Zephyr condo. With an ideal set up for couples and small families, this condo has two master suites and three full bathrooms. And, it's situated on the 5th floor of the Slopeside building where you'll be just a few...
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    Location Information
    Winter Park, Grand County 80482
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    Zephyr Mountain Lodge 20041 / 27
    (2)Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 6 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
    This newly decorated ski-in/out Zephyr condo walks out to a small private patio and is just steps from the outdoor hot tubs. Situated on the ground floor of the Riverside building, this stylish condo enjoys easy access to the restaurants, shops, lesson center and slopes of Winter Park Resort, but...
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    Location Information
    Winter Park, Grand County 80482
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Hideaway Village Ladora 31 / 17
    (4)Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Internet Access
    • Parking
    • Satellite TV
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The open floor plan on the main level has the living room with comfortable mountain themed furnishings, flat screen TV, DVD, free in unit Wi-Fi access, wood burning fireplace and queen sofa sleeper. A total of 930 square feet of living space is in town home with the dining area being open to the...
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    Location Information
    Winter Park, Grand County 80482
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Zephyr Mountain Lodge 12151 / 25
    (29)Very good
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Amenities & Details
    • Satellite TV
    • Hot Tub
    • DVD Player
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Enjoy the plush amenties of Zephyr 1215: fully equipped kitchen, updated living area with new sofa, fireplace, flat screen TV, cozy bedding...and the best luxury of all...ski from your private back porch straight to the ski lift! Sleeping Arrangements:King bed in bedroom plus a new Queen size,...
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    Location Information
    Winter Park, Grand County 80482
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Trailhead Lodges 7341 / 28
    (19)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Hot Tub
    • Mountain Views
    • Shared Outdoor Pool (Unheated)
    • DVD Player
    • Satellite TV
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed August 8, 2016
    All our needs were met at this facility. Like a home away from home. Would highly recommend this condo.
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    About this property
    Trailhead Lodges 734 is located in the heart of Winter Park- newly built and snuggled into a quiet neighborhood. Beautifully modeled and equipped with everything you want and need- hardwood floors, granite counters, vaulted ceilings, fully equipped kitchen, and more! Outside, you can enjoy the...
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    Location Information
    Winter Park, Grand County 80482
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 8
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    Zephyr Mountain Lodge 24041 / 33
    (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
    Throw on your boots and head straight out to the mountain! This cozy and conveniently located 2 bedroom condo has everything you need: flat screen TV's, great location right on the slopes, Continental Divide views from your private balcony, free ski lockers, access to hot tubs and more! Sleeping...
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    Location Information
    Winter Park, Grand County 80482
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 8
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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 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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    Location Information
    Winter Park, Grand County 80442
    Rental Home - 7 Bedrooms, 7 Bathrooms, Sleeps 18
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    Trailhead Lodges 5121 / 26
    (47)Very good
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Amenities & Details
    • Hot Tub
    • Shared Outdoor Pool (Unheated)
    • Satellite TV
    • Mountain Views
    • DVD Player
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    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 bed, plus a new...
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    Location Information
    Winter Park, Grand County 80482
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 4
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    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • DVD Player
    • Internet Access
    • Satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Discover a whole new level of luxury at Base Village Loft 114 - the only one bedroom Village Loft at Winter Park Resort. As you enter, you will immediately be greeted by custom designed furnishings that beg to be admired and investigated.  A rich leather sofa and one-of-a-kind armchair sprawl out...
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    Location Information
    Winter Park, Grand County 80482
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Trailhead Lodges 3231 / 30
    (1)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    Amenities & Details
    • Internet Access
    • DVD Player
    • Shared Outdoor Pool (Unheated)
    • Mountain Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed March 29, 2016
    The condo is very nice, new, clean, well equipped with a very lovely view. There are no other structures in sight so from the interior of the condo you feel are in a home alone...
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    About this property
    This brand new building is in one of the most sought after locations in downtown Winter Park. The high end touches and wrap around deck make this property perfect for your mountain getaway! Sleeping Arrangements: King bed in the master, king in the second bedroom, two sets of twin bunks in the...
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    Location Information
    Winter Park, Grand County 80482
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 10
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    Base Village Loft 1081 / 24
    (7)Very good
    3 Bedrooms, 3 Bathrooms, Sleeps 9 Quick View
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    Amenities & Details
    • Satellite TV
    • DVD Player
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Another prime example of why people are clammering to secure a booking in one of Winter Park Resort's esteemed Village Lofts!  Sumptuous furnishings, classy décor & a state of the art kitchen make this a perfect home for families looking for that something special for their ski accommodations....
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    Location Information
    Winter Park, Grand County 80482
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 9
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    Base Village Loft 1061 / 25
    (23)Very good
    3 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    Amenities & Details
    • Satellite TV
    • Internet Access
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Modern industrial meets Colorado rustic. This stunningly decorated loft rests directly above the Village walk and is just steps away from dining, nightlife, and of course skiing and outdoor fun at Winter Park Resort.  A sizeable balcony overlooks the pond, and solid wood and stone accents highlight...
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    Location Information
    Winter Park, Grand County 80482
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 10
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    Trailhead Lodges 7231 / 26
    (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 March 25, 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 December 11, 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
    Property Description: Enjoy a perfect view of Hideaway Park from your porch, walk downtown for dinner, or relax in the outdoor heated pool and hot tub. Trailhead Lodges is the most in demand location in downtown Winter Park. Inside, enjoy the fireplace, fully equipped kitchen, and plush...
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    Location Information
    Winter Park, Grand County 80482
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    Founders Pointe 45751 / 28
    (15)Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • DVD Player
    • Hot Tub
    • Internet Access
    • Mountain Views
    • Satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Prepare to be blown away by the gorgeous views of the mountains, slopes & village from this family friendly, front corner unit. A mere two minute walk from the chairlifts, shops & restaurants takes the stress out of the day for child-toting parents; and the comfortable furnishings and cozy...
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    Location Information
    Winter Park, Grand County 80482
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 8
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    Zephyr Mountain Lodge 13241 / 23
    (21)Very good
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Amenities & Details
    • Satellite TV
    • Hot Tub
    • DVD Player
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Cozy and recently updated with just a 30 second stroll over to the chair lifts. You will love the updated kitchen or, if you don't feel like cooking, take your pick of restaurants right out your front door! WIth a king size bed and comfortable living area, why would you stay anywhere else? Sleeping...
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    Location Information
    Winter Park, Grand County 80482
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 4
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    3 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    Amenities & Details
    • Internet Access
    • Satellite TV
    • Hot Tub
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This development is just above downtown Winter Park and rarely has rentals - it's just one building with a private underground heated garage, elevator to your front door, and nice seculded feeling. Easy to walk to town in summertime. On the free shuttle route. And the place is decorated to the 9's...
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    Location Information
    Winter Park, Grand County 80482
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 10
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    Trout Creek Lodge1 / 38
    (2)Excellent
    7 Bedrooms, 7 Bathrooms, Sleeps 30 Quick View
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    Amenities & Details
    • Internet Access
    • DVD Player
    • Satellite TV
    • Mountain Views
    • Hot Tub
    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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    Location Information
    Winter Park, Grand County 80482
    Rental Home - 7 Bedrooms, 7 Bathrooms, Sleeps 30
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    Base Village Loft 1091 / 26
    (3)Very good
    3 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    Amenities & Details
    • 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
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 10
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    Bear Crossing 3351 / 26
    (4)Excellent
    3 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Mountain Views
    • DVD Player
    • Internet Access
    • Satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Enjoy the 2 cozy living areas, two master suites with private fireplaces and rare, unobstructed views of the divide. A perfect mountain getaway for families or groups wanting to be together with some room to spread out. Located above downtown Winter Park, the Bear Crossing Townhome has everything...
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    Location Information
    Winter Park, Grand County 80482
    Rental Home - 3 Bedrooms, 4 Bathrooms, Sleeps 8
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    Zephyr Mountain Lodge 26031 / 24
    (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
    Comfort and convenience are two words to describe this ski in/out condo. Get on the mountain in just minutes, sit back and relax on the balcony, or stroll through the Village at Winter Park Resort just outside of your door! Sleeping Arrangements: Two queens in the master bedroom and two twins in...
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    Location Information
    Winter Park, Grand County 80482
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 8
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    Ski In/Out Resort Village #3301 - Free Activities/Great Views/Pool Sized Hot Tub1 / 24
    (6)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
    other travelers have booked this property
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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 July 25, 2017
    We had a wonderful stay at Frazier Crossing. The accommodations were fabulous! The condo was exceptionally clean and well appointed. We had absolutely everything we needed. The...
    Reviewed July 18, 2017
    In Winter Park for the 35th Winter Park Jazz Festival. Had a great time. Stayed at Fraser Crossing - 2 Bedroom Condo 3rd floor. Unit was beautifully decorated - clean...
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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
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 8
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    3 Bedrooms, 4 Bathrooms, Sleeps 9 Quick View
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    Amenities & Details
    • Hot Tub
    • Satellite TV
    • Internet Access
    • Mountain Views
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This townhome has everything you need for your Rocky Mountain getaway. Perfect for groups and families with en suite bathrooms in every bedroom and three floors to spread out. Enjoy the open kitchen, private hot tub with views of the continental divide, and cozy living area complete with gas...
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    Location Information
    Winter Park, Grand County 80482
    Rental Home - 3 Bedrooms, 4 Bathrooms, Sleeps 9
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    Zephyr Mountain Lodge 16031 / 35
    (20)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
    Mountain meets modern in this great ski in/ski out condo with slopeside views. These owners clearly know what skiers want and have carefully furnished the condo with a full kitchen, new leather couch, with memory foam sleeper, and super comfy bedding to snuggle up in after a hard day on the slopes....
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    Location Information
    Winter Park, Grand County 80482
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Telemark 5101 / 19
    (1)Excellent
    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
    Enjoy the private hot tub and access to the Fraser River trail just beyond your patio. Inside, you'll find comfortable furniture, a fireplace, fully-equipped kitchen with stainless steel appliances, private laundry, and a private garage! NOTE: Guests are advised that there may be neighborhood...
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    Location Information
    Winter Park, Grand County 80482
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 4
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