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Search results; Over 1,000 homes in Winter Park

Top guest favorite
Condo in Winter Park
Riverfront with a wood-burning fireplace
Studio, 2 beds, 1 private bath
Sep 15 – 20
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4.98 out of 5 average rating, 430 reviews
Guest favorite
Home in Winter Park
Mountain-modern home with Rocky Mountain views
4.97 out of 5 average rating, 32 reviews, 4 bedrooms, 9 beds, 4 baths
Aug 16 – 21
Guest favorite
Apartment in Fraser
Mountain basecamp near Winter Park Resort
5.0 out of 5 average rating, 11 reviews, 2 bedrooms, 3 beds, 2 baths
Aug 14 – 19
Top guest favorite
Cabin in Grand County
Scandinavian cabin with hot tub and heated floors
4.96 out of 5 average rating, 292 reviews, 3 bedrooms, 5 beds, 2 baths
Aug 25 – 30
Guest favorite
Condo in Winter Park
Walkable to downtown with a fireplace
4.8 out of 5 average rating, 60 reviews, 1 bedroom, 2 beds, 1 bath
Sep 6 – 11
Guest favorite
Home in Tabernash
19ft ceilings with mountain views and sauna
4.93 out of 5 average rating, 30 reviews, 3 bedrooms, 7 beds, 2.5 baths
Aug 12 – 17
Superhost
Home in Winter Park
Hot tub and fireplace near Winter Park
New place to stay, 3 bedrooms, 5 beds, 2.5 baths
Aug 12 – 17
Guest favorite
Home in Winter Park
Hot tub with pond and mountain views
4.79 out of 5 average rating, 19 reviews, 4 bedrooms, 5 beds, 4 baths
Sep 12 – 17
Top guest favorite
Townhouse in Winter Park
New build with a hot tub, near skiing
5.0 out of 5 average rating, 29 reviews, 3 bedrooms, 4 beds, 4 baths
Aug 21 – 26
Guest favorite
Home in Winter Park
Hot tub with ski views, near resort
4.85 out of 5 average rating, 40 reviews, 3 bedrooms, 8 beds, 3.5 baths
Aug 16 – 21
Top guest favorite
Home in Winter Park
Rooftop hot tub and sauna, walk downtown
5.0 out of 5 average rating, 16 reviews, 4 bedrooms, 5 beds, 3.5 baths
Aug 16 – 21
Luxe
Home in Tabernash
Hot tub with golf course sunset views
5.0 out of 5 average rating, 7 reviews, 4 bedrooms, 9 beds, 4 baths
Aug 23 – 28
Top guest favorite
Apartment in Winter Park
Penthouse with hot tub and mountain views
5.0 out of 5 average rating, 26 reviews, 2 bedrooms, 3 beds, 3 baths
Aug 12 – 17
Top guest favorite
Home in Tabernash
Continental Divide views from the hot tub
4.98 out of 5 average rating, 108 reviews, 4 bedrooms, 7 beds, 3 baths
Aug 16 – 21
Guest favorite
Home in Winter Park
Private hot tub with mountain views, slopeside
4.94 out of 5 average rating, 16 reviews, 3 bedrooms, 6 beds, 2 baths
Aug 12 – 17
Superhost
Home in Fraser
Mountain views and a private hot tub
3 bedrooms, 4 beds, 3.5 baths
Aug 12 – 17
Top guest favorite
Condo in Winter Park
Three balconies with mountain views, Winter Park
4.93 out of 5 average rating, 284 reviews, 2 bedrooms, 2 beds, 2 baths
Aug 16 – 21
Guest favorite
Home in Granby
Mountain views, hot tub, wood-burning fireplace
4.82 out of 5 average rating, 95 reviews, 3 bedrooms, 8 beds, 2.5 baths
Oct 4 – 9
Guest favorite
Condo in Winter Park
Wood-burning fireplace, free ski shuttle
4.94 out of 5 average rating, 161 reviews, 1 bedroom, 3 beds, 1 bath
Aug 12 – 17