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Holiday Rentals in Winter Park

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    Travellers to Winter Park are booking December dates now. Secure your holiday rental today, and have the perfect trip.
    All 407 Rentals in Winter Park
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    Base Camp 4941 / 31
    (11)Very good
    4 Bedrooms, 5 Bathrooms, Sleeps 14 Quick View
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Trailhead Lodges 7231 / 25
    (24)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Timber Lake Way 4911 / 27
    (3)Very good
    3 Bedrooms, 4 Bathrooms, Sleeps 6 Quick View
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    • Grill
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    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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    Winter Park, Grand County 80482
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 6
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    3 Bedrooms, 3 Bathrooms, Sleeps 11 Quick View
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    • Internet Access
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    • DVD Player
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Tired of squeezing the family into a tiny ski-in, ski-out condo? This amazing, two-story loft could be just what you are looking for....and it's just a two minute stroll from the lifts! Enjoy three beautifully furnished bedrooms, three luxurious bathrooms, and a whole floor dedicated to gathering...
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    Winter Park, Grand County 80482
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 11
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Internet Access
    • Sauna
    • Grill
    • Cable/satellite TV
    • Hot Tub
    • DVD Player
    • Mountain Views
    • Private Outdoor Pool (Heated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Guests just love this two bedroom two bathroom condo rated 5 stars on Trip Advisor! This Winter Park condo has it all with a complete remodel and new furnishings. The vacation rental has a new kitchen with light and bright cabinets, stainless steal appliances and granite counter tops. The open...
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    Winter Park, Grand County 80482
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Fraser Crossing 33261 / 29
    (22)Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Hot Tub
    • DVD Player
    • Mountain Views
    • Internet Access
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This exceptional Village condo is one of a kind, situated in the corner of the building and overlooking the Village and Ice Skating Pond. It has its own 650 square-foot private deck with comfy outdoor furniture....a perfect spot to take in the sights & relax at the end of an action packed day. Pet...
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    Winter Park, Grand County 80482
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 8
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    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Cable/satellite TV
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    A Colorado condo vacation rental is a lovely decorated 2 bedroom condo with 899 square feet of living space has a private balcony accessible from the living room with forest views and one block from Main Street in downtown Winter Park. The main living area has a tiled floor throughout, wood...
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    Winter Park, Grand County 80482
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Amenities & Details
    • Sauna
    • Hot Tub
    • DVD Player
    • Cable/satellite TV
    • Mountain Views
    • Balcony
    • Grill
    • Private Outdoor Pool (Heated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Nicely furnished one bedroom one bathroom Winter Park condo. Located conveniently close to the town of Winter Park and on the free shuttle route to Winter Park Resort, this rental has all the amenities that you need for your vacation. The open floor plan features a fully stocked kitchen with...
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    Winter Park, Grand County 80482
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Hi Country Haus Unit 19081 / 18
    (1)Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    Kid friendly
    Smoking allowed
    About this property
    ***Please also note that Building 19 does not permit smoking outside within 20 feet of the building, in the rental units and there are no pets allowed. This lovely Colorado condo in Winter Park is a 2 bedroom unit has 899 square feet of living space and includes a bonus amenity of a private balcony...
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    Winter Park, Grand County 80482
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 7
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    Lakota Mountain Lodge 1061 / 27
    (4)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 9 Quick View
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    • Hot Tub
    • Cable/satellite TV
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    • DVD Player
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Put on the fire and relax while you enjoy a good book or put on a movie. You will love the bubbly private hot tub and soaking in the beautiful views of the mountains and the ski slopes. Families with small children love to find this home fully equipped with a pack 'n' play and rocking chair. Lakota...
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    Winter Park, Grand County 80482
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 9
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    Hi Country Haus Unit 7051 / 19
    (1)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The 2 bedroom 1 bathroom unit has been recently renovated and has 651 square feet of living space. In the living room, a flat screen HDTV is mounted next to the wood burning fireplace, VCR, DVD, free in unit Wi-Fi access with a queen sofa sleeper make this area a nice relaxing getaway. The kitchen...
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    Location Information
    Winter Park, Grand County 80482
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    Zephyr Mountain Lodge 25101 / 30
    (1)Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • DVD Player
    • Internet Access
    • Hot Tub
    • Cable/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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    Winter Park, Grand County 80482
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Zephyr Mountain Lodge 26031 / 24
    (1)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Internet Access
    • Cable/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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    Winter Park, Grand County 80482
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 8
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    Founders Pointe 44471 / 23
    (2)Average
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Internet Access
    • Cable/satellite TV
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This newly built, contemporary vacation rental property is located near The Village of Winter Park Resort, right at the base of the Winter Park mountain. This condo is in great proximity to the Zephyr Express and Discovery Park for your learn to ski winter vacation or the abundance of activities...
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    Winter Park, Grand County 80482
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Fraser Crossing 36231 / 27
    (26)Very good
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Internet Access
    • Cable/satellite TV
    • DVD Player
    • Hot Tub
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    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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    Winter Park, Grand County 80482
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
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    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • Shared Outdoor Pool (Unheated)
    • Cable/satellite TV
    • Hot Tub
    • DVD Player
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This modern, bright two bedroom condo has an enviable location in one of Downtown Winter Park's most popular complexes: Trailhead Lodges. Situated close to the complex clubhouse & pool, yet backing onto open woodland, this family friendly home offers you privacy and convenience in one neat package....
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    Winter Park, Grand County 80482
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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    Zephyr Mountain Lodge 16061 / 30
    (16)Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    • Cable/satellite TV
    • Internet Access
    • Hot Tub
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Picture yourself taking just a few steps from your condo, putting on your skis, and hitting the slopes to make first tracks on a fresh blanket of sparkling snow. Then return home, happy & exhausted, to enjoy a glass of wine while watching the alpenglow gently warm the mountains of the continental...
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    Winter Park, Grand County 80482
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 7
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    Zephyr Mountain Lodge 24191 / 29
    (53)Very good
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Internet Access
    • Cable/satellite TV
    • Hot Tub
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Stay in style at the largest and most remodeled Zephyr one bedroom. It's 300 square feet larger than others, at the end of the hallway for quiet evenings, and has a balcony and windows facing the slopes/lifts and then also spans to the other side of the building and bedroom overlooks the village...
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    Winter Park, Grand County 80482
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Hideaway Village Waldorf 51 / 16
    (1)Average
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Parking
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    A 3 bedroom unit that will comfortably sleep 6 people an interior floor plan with two levels and 966 square feet and is non smoking and no pets are allowed. The living room area has wood accent walls, wood burning fireplace, TV, VCR and telephone. The dining area is adjacent to the main living...
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    Winter Park, Grand County 80482
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Private Indoor Pool
    • Sauna
    • Grill
    • Cable/satellite TV
    • DVD Player
    • Internet Access
    • Hot Tub
    • Mountain Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Nicely furnished two bedroom two bathroom Winter Park condo. Located conveniently close to the town of Winter Park and on the free shuttle route to Winter Park Resort, this rental has all the amenities that you need for your vacation. The open floor plan features a fully stocked kitchen with...
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    Winter Park, Grand County 80482
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Telemark 6981 / 29
    (16)Very good
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Cable/satellite TV
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    • Hot Tub
    • DVD Player
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    Pet friendly
    Kid friendly
    Smoking allowed
    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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    Winter Park, Grand County 80482
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    Beaver Village Unit #03331 / 17
    (1)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Internet Access
    • Grill
    • Hot Tub
    • DVD Player
    • Sauna
    • Private Indoor Pool
    • Mountain Views
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Vaulted ceilings in this two bedroom two bathroom condo let in a lot of natural light and add the feeling of spaciousness to this Winter Park vacation rental. Completely remodeled, this condo is rated 'E' for excellent as one of our top rated condominiums. Visitors will enjoy the completely...
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    Winter Park, Grand County 80482
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Crestview Place Unit 6031 / 16
    (2)Very good
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Washer
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    • Hot Tub
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    A stunning remodeled 2 bedroom with loft 2.75 bathroom unit on the sixth floor has a total of 1, 344 square feet on three levels. The lower level of the unit has the main entrance with tiled floor and area to store jackets, coats and boots. A queen bed with en-suite bathroom including a jetted...
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    Winter Park, Grand County 80482
    Condo/Apartment - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    Base Village Loft 1061 / 34
    (23)Very good
    3 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • Cable/satellite TV
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    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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    Winter Park, Grand County 80482
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 10
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    Mary Jane's Dream Home1 / 34
    (2)Excellent
    4 Bedrooms, 5 Bathrooms, Sleeps 16 Quick View
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    • Cable/satellite TV
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    • Hot Tub
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    Pet friendly
    Kid friendly
    Smoking allowed
    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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    Base Camp 4801 / 29
    (24)Very good
    4 Bedrooms, 5 Bathrooms, Sleeps 12 Quick View
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    • Hot Tub
    • Cable/satellite TV
    • Internet Access
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    Pet friendly
    Kid friendly
    Smoking allowed
    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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    Zephyr Mountain Lodge 24131 / 27
    (29)Very good
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Hot Tub
    • Internet Access
    • Cable/satellite TV
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    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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    Winter Park, Grand County 80482
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Beaver Village Unit #0224R1 / 16
    (1)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Internet Access
    • Mountain Views
    • DVD Player
    • Hot Tub
    • Private Indoor Pool
    • Sauna
    • Balcony
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This one bedroom one bathroom Winter Park condo is located on the end of the building which means additional natural light with an extra window in the living room. Decorated in a classic mountain theme this condo is comfortable, clean and just the ideal layout for couples, singles or a family. The...
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    Winter Park, Grand County 80482
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Zephyr Mountain Lodge 16011 / 30
    (27)Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Internet Access
    • Hot Tub
    • Cable/satellite TV
    • DVD Player
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This fun & inviting Zephyr condo has everything a family could want: the perfect ski-in/ski-out location, a fully functional kitchen & flatscreen TVs in all the rooms. Don't feel like playing chef tonight? No problem, pop on your shoes & visit one of the many restaurants right outside the front...
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    Winter Park, Grand County 80482
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Zephyr Mountain Lodge 16031 / 32
    (20)Very good
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Cable/satellite TV
    • Internet Access
    • Hot Tub
    • DVD Player
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    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
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
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    3 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • Grill
    • Terrace
    • Balcony
    • Washer
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This spacious three bedroom luxury townhouse with over 2000 square feet is located in the signature ski base community and provides first-class amenities with a classic Colorado mountain theme and feels like a home away from home. This home has a fully-equipped gourmet kitchen, a 40' LCD TV in...
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    Winter Park, Grand County 80482
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 10
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    Zephyr Mountain Lodge 22151 / 27
    (34)Very good
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Internet Access
    • DVD Player
    • Cable/satellite TV
    • Hot Tub
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    You can't beat the view of the slopes and base village from this one bedroom Zephyr condo. You'll love the special conveniences that come with this unit, such as being able to watch your friends and family ski to the lifts, or cooking up a great apres ski dinner. Add that to the new furnishings and...
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    Location Information
    Winter Park, Grand County 80482
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Trout Creek Lodge1 / 34
    (2)Excellent
    7 Bedrooms, 7 Bathrooms, Sleeps 30 Quick View
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    • Internet Access
    • DVD Player
    • Cable/satellite TV
    • Mountain Views
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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
    Holiday Rental House - 7 Bedrooms, 7 Bathrooms, Sleeps 30
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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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    Hideaway Village Como 61 / 9
    (3)Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    • Internet Access
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This 2 bedroom 2 bathroom unit has 880 square feet of interior living space and many upgrades for an unforgettable winter getaway. In the open and bright living room, log accented furnishings compliment the western decor, flat screen TV with VCR, DVD, CD player and free in unit Wi-Fi access, wood...
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    Location Information
    Winter Park, Grand County 80482
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 7
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    Mountain Cottage1 / 14
    (9)Very good
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    Pet friendly
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    Smoking allowed
    About this property
    We only need three words to describe our small, but perfect retreat… 1. LOCATION! 2. LOCATION! 3. LOCATION! You’ve just found the perfect place to escape to in Winter Park. Aside from the beauty of the mountains and the unbelievable skiing, the town of Winter Park centers around a fun...
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    Location Information
    Winter Park, Grand County 80482
    Cabin Holiday Rental - 1 Bedroom, 1 Bathroom, Sleeps 3
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    3 Bedrooms, 4 Bathrooms, Sleeps 9 Quick View
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    Amenities & Details
    • Hot Tub
    • Cable/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
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 9
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    Lakota Antlers 5091 / 26
    (1)Excellent
    4 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    Amenities & Details
    • Internet Access
    • Mountain Views
    • Cable/satellite TV
    • DVD Player
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Located a stone's throw from the Resort, this new townhome has three floors of pure relaxation, featuring: breathtaking mountain views and serene surroundings, new luxurious furnishings and amenities, and exceptional space for families and groups to enjoy mountain moments together. The ski lifts...
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    Location Information
    Winter Park, Grand County 80482
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 10
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    Winter Park Place 151 / 25
    (3)Average
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Grill
    • Internet Access
    • Cable/satellite TV
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This 2 bedroom 2 bathroom vacation condo is located in Old Town Winter Park, Colorado- just steps from the Winter Park Resort. In the master bedroom there is a queen bed, private bathroom and a wood burning fireplace. Off of the master bedroom there is a private deck with a spiral staircase that...
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    Location Information
    Winter Park, Grand County 80482
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Bear Crossing 14151 / 30
    (3)Excellent
    4 Bedrooms, 4 Bathrooms, Sleeps 11 Quick View
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    Amenities & Details
    • Internet Access
    • Hot Tub
    • Mountain Views
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This beautiful 3-story townhome sits just above downtown Winter Park, with gorgeous views of the valley and mountains from your large picture windows in the main living area. Enjoy the plush furnishings, high end kitchen, and cozy up by the fireplace after your adventurous day in the Rocky...
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    Location Information
    Winter Park, Grand County 80482
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 11
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    Fraser Crossing 34181 / 22
    (35)Very good
    Studio, 1 Bathroom, Sleeps 4 Quick View
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    Amenities & Details
    • Cable/satellite TV
    • Hot Tub
    • Internet Access
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Comfy new furniture and stylish décor make this a great spot to relax after a day on the slopes. And you're only a hop, skip & a splash from the hot tub! This quaint and spacious studio is perfect for a small family, couple or a few friends wanting to be on the doorstep of the restaurants, shops &...
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    Location Information
    Winter Park, Grand County 80482
    Condo/Apartment - 1 Bathroom, Sleeps 4
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    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Amenities & Details
    • Sauna
    • Mountain Views
    • Hot Tub
    • Internet Access
    • Grill
    • Private Indoor Pool
    • DVD Player
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This classic Winter Park one bedroom condo has all that you need for your vacation. Full kitchen complete with cookware, dining room for eating and large living space with fireplace. Master bedroom features a queen bed. May rent as a two bedroom for additional space. The kitchen has been newly...
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    Location Information
    Winter Park, Grand County 80482
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    6 Bedrooms, 10 Bathrooms, Sleeps 19 Quick View
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    Amenities & Details
    • 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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    Location Information
    Winter Park, Grand County 80446
    Holiday Rental House - 6 Bedrooms, 10 Bathrooms, Sleeps 19
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    Beaver Village Unit #06311 / 23
    (1)Very good
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Sauna
    • Private Indoor Pool
    • DVD Player
    • Mountain Views
    • Grill
    • Hot Tub
    • Internet Access
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Nice and bright three bedroom three bathroom Winter Park condo. Loaded with amenities from fireplace in living room and master bedroom. Guests will enjoy the vaulted ceilings of this vacation rental that adds additional light and the feel of extra space. Location: Building 6, 3rd floor. The...
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    Location Information
    Winter Park, Grand County 80482
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    Sawmill Station 1041 / 22
    (12)Very good
    3 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    Amenities & Details
    • Cable/satellite TV
    • Hot Tub
    • Internet Access
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Located in the heart of downtown Winter Park, this townhome is just a short walk from restaurants and shops. The home has three private decks, where you can enjoy the views of the Continental Divide while you relax in the hot tub. Inside, enjoy the high end finishes and amenities! Sleeping...
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    Location Information
    Winter Park, Grand County 80482
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 10
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    Zephyr Mountain Lodge 20041 / 27
    (2)Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Cable/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
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Timber Run Vista 21 / 24
    (1)Average
    Studio, 1 Bathroom, Sleeps 4 Quick View
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    Amenities & Details
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This comfortable vacation studio is tucked in the trees, located approximately 1 mile off the main road in Winter Park, Colorado. The condo sleeps 4 people with a double murphy bed and a queen sofa sleeper (NOT RECOMMENDED FOR ADULTS TO SLEEP ON) . It is a simple unit, but has all the necessities....
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    Location Information
    Winter Park, Grand County 80482
    Condo/Apartment - 1 Bathroom, Sleeps 4
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    Bear Crossing 7451 / 30
    (1)Excellent
    3 Bedrooms, 4 Bathrooms, Sleeps 11 Quick View
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    Amenities & Details
    • Internet Access
    • Hot Tub
    • DVD Player
    • Cable/satellite TV
    • Mountain Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Situated above downtown Winter Park in a quiet area, Bear Crossing has everything you need! 3 master suites, 2 living areas, and a game room all spread out on 2 levels. Enjoy mountain views from your private deck! This pet friendly Bear Crossing Townhome has everything you want in your Rocky...
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    Location Information
    Winter Park, Grand County 80482
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 11
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    Zephyr Mountain Lodge 16021 / 27
    (6)Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Cable/satellite TV
    • Internet Access
    • Hot Tub
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This two-bedroom, Zephyr Slopeside condo delivers all the perks you would expect from ski in/out condo in the heart of Winter Park Resort, plus a whole lot more. Ski home to an evening cozying up on the new couch to watch a movie, or throw on your Mukluks and stroll to your choice of tasty...
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    Location Information
    Winter Park, Grand County 80482
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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