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Search results; Over 1,000 homes in Winter Park

Guest favourite
Cabin in Winter Park
Cozy Cabin in Perfect Location
Studio, 2 beds, 1 bathroom
29 Aug – 3 Sept
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4.84 out of 5 average rating, 648 reviews
Guest favourite
Home in Granby
Cliff Side Chalet - Great Views - Hot Tub - Bunks
3 bedrooms, 8 beds, 2.5 bathrooms
4–9 Oct
4.82 out of 5 average rating, 95 reviews
Superhost
Home in Winter Park
Luxury Emerald Escape | Hot Tub | Ski Shuttle
3 bedrooms, 5 beds, 2.5 bathrooms
15–20 Aug
New place to stay
Top guest favourite
Apartment in Fraser
Bright Modern Mountain Getaway | Views + Garage
2 bedrooms, 4 beds, 2 bathrooms
15–20 Aug
5.0 out of 5 average rating, 48 reviews
Home in Tabernash
Ridgeline Retreat | Modern 4BR, Big Mountain Views
4 bedrooms, 10 beds, 3.5 bathrooms
16–21 Aug
New place to stay
Home in Winter Park
The Grand Den | Rooftop Spa, Garage & Superb Views
4 bedrooms, 5 beds, 3 bathrooms
15–20 Aug
5.0 out of 5 average rating, 4 reviews
Top guest favourite
Apartment in Winter Park
Trestle Bike Park•Hot Tub•Pet Friendly•Mtn View
2 beds, 1 bathroom
16–21 Aug
4.94 out of 5 average rating, 34 reviews
Guest favourite
Cabin in Tabernash
Private Mountain Estate
5 bedrooms, 7 beds, 3 bathrooms
16–21 Aug
4.93 out of 5 average rating, 27 reviews
Luxe
Home in Tabernash
Pole Creek Home 739 - Hot Tub - Views - Game Room
4 bedrooms, 9 beds, 4 bathrooms
23–28 Aug
5.0 out of 5 average rating, 7 reviews
Top guest favourite
Apartment in Winter Park
Winter Park Studio: On the River~ Walk Downtown!
2 beds, 1 bathroom
15–20 Sept
4.98 out of 5 average rating, 430 reviews
Superhost
Home in Winter Park
Ramble Retreat I Downtown Winter Park w/Hot Tub
4 bedrooms, 7 beds, 4.5 bathrooms
15–20 Aug
5.0 out of 5 average rating, 3 reviews
Top guest favourite
Apartment in Winter Park
Top Floor Condo Steps From Free Shuttle w/Hot Tub
2 bedrooms, 2 queen beds, 2 bathrooms
16–21 Aug
4.93 out of 5 average rating, 284 reviews
Top guest favourite
Home in Fraser
Mountain Retreat | New Condo | Private Hot Tub
2 bedrooms, 4 beds, 2 bathrooms
16–21 Aug
4.96 out of 5 average rating, 85 reviews
Guest favourite
Home in Winter Park
Luxury Winter Park HomeHotTub*Majestic View*Resort
4 bedrooms, 9 beds, 4 bathrooms
16–21 Aug
4.97 out of 5 average rating, 32 reviews
Top guest favourite
Flat in Winter Park
Modern New build ski in/out. 1br + den.
1 bedroom, 4 beds, 1 bathroom
23–28 Aug
5.0 out of 5 average rating, 45 reviews
Top guest favourite
Home in Winter Park
WP Resort Villa 502 - Hot Tub - Bunks - Great View
3 bedrooms, 7 beds, 3.5 bathrooms
28 Aug – 2 Sept
5.0 out of 5 average rating, 25 reviews
Guest favourite
Flat in Winter Park
Trademark Retreat- Minutes to Base
3 bedrooms, 5 beds, 3 bathrooms
15–20 Aug
4.9 out of 5 average rating, 10 reviews
Top guest favourite
Flat in Winter Park
Mountain Town Luxury Penthouse
2 bedrooms, 3 beds, 3 bathrooms
16–21 Aug
5.0 out of 5 average rating, 26 reviews
Top guest favourite
Townhouse in Winter Park
The Camping Bear
4 bedrooms, 7 beds, 3 bathrooms
18–23 Aug
4.92 out of 5 average rating, 77 reviews