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Search results; Over 1,000 homes in Winter Park

Guest favourite
Apartment in Winter Park
Walk to the slopes
3 bedrooms, 6 beds, 2.5 bathrooms
22–27 Jul
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4.96 out of 5 average rating, 82 reviews
Top guest favourite
Home in Fraser
Spruce Ridge Villa 714H - Great Views - Bunk Room
5.0 out of 5 average rating, 8 reviews, 3 bedrooms, 5 beds, 3 bathrooms
11–16 Aug
Superhost
Home in Winter Park
Brand New! I Downtown Winter Park w/Hot Tub
New place to stay, 4 bedrooms, 4 beds, 3 bathrooms
13–18 Aug
Guest favourite
Home in Granby
Cliff Side Chalet - Great Views - Hot Tub - Bunks
4.82 out of 5 average rating, 91 reviews, 3 bedrooms, 8 beds, 2.5 bathrooms
16–21 Aug
Superhost
Home in Winter Park
Downtown WP Villa 165 - Hot Tub - Views - Bunks
4 bedrooms, 7 beds, 5.5 bathrooms
25–30 Jul
Guest favourite
Home in Winter Park
Downtown WP Condo 2203 - Hot Tub - Views - Firepit
5.0 out of 5 average rating, 27 reviews, 2 bedrooms, 2 beds, 2 bathrooms
25–30 Jul
Top guest favourite
Home in Winter Park
WP Resort Villa 502 - Hot Tub - Bunks - Great View
5.0 out of 5 average rating, 22 reviews, 3 bedrooms, 7 beds, 3.5 bathrooms
9–14 Aug
Superhost
Townhouse in Fraser
Beautiful Home Near Everything on Cranmer
3 bedrooms, 3 beds, 3.5 bathrooms
3–8 Aug
Top guest favourite
Apartment in Fraser
New Luxury Condo Private Hot Tub and Fireplace
5.0 out of 5 average rating, 7 reviews, 2 bedrooms, 4 beds, 2 bathrooms
21–26 Aug
Guest favourite
Apartment in Fraser
Alpine Luxe Loft- Hot Tub, Fireplace, Views, Ski
4.96 out of 5 average rating, 23 reviews, 3 bedrooms, 4 beds, 2 bathrooms
16–21 Aug
Home in Fraser
New Winter Park Townhouse with Great Views!
5.0 out of 5 average rating, 3 reviews, 4 bedrooms, 5 beds, 3.5 bathrooms
2–7 Aug
Guest favourite
Home in Tabernash
Silver Lining Chateau 374 - Great Views - Hot Tub
5.0 out of 5 average rating, 8 reviews, 3 bedrooms, 6 beds, 2.5 bathrooms
10–15 Aug
Guest favourite
Apartment in Winter Park
Modern condo w/ hot tub & fireplace
4.92 out of 5 average rating, 37 reviews, 3 bedrooms, 7 beds, 3 bathrooms
2–7 Aug
Top guest favourite
Townhouse in Winter Park
The Camping Bear
4.92 out of 5 average rating, 74 reviews, 4 bedrooms, 7 beds, 3 bathrooms
7–12 Aug
Home in Winter Park
Downtown WP 3BR | Walkable+Hot Tub+HideawayParks
New place to stay, 3 bedrooms, 6 beds, 3.5 bathrooms
25–30 Jul
Top guest favourite
Flat in Winter Park
Luxury Winter Park Studio*PrivHotTub*Majestic View
4.97 out of 5 average rating, 122 reviews, 1 bedroom, 1 bed, 1 bathroom
18–23 Aug
Top guest favourite
Townhouse in Winter Park
Beautiful Condo at Winter Park!
4.94 out of 5 average rating, 101 reviews, 1 bedroom, 1 bathroom
27 Jul – 1 Aug
Superhost
Home in Winter Park
Downtown WP Loft 25 - Huge Hot Tub - Great Views
5.0 out of 5 average rating, 5 reviews, 2 bedrooms, 4 beds, 2.5 bathrooms
29 Jul – 3 Aug
Guest favourite
Home in Winter Park
Downtown WP Cabin 44 - Hot Tub - Views - Bunks
4.96 out of 5 average rating, 73 reviews, 2 bedrooms, 4 beds, 2 bathrooms
23–28 Aug