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Search results; Over 1,000 homes in Winter Park

Top guest favourite
Guest suite in Winter Park
Charming Suite in Old Town Winter Park
1 bedroom, 1 bed, 1 private bathroom
8–13 Aug
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4.98 out of 5 average rating, 497 reviews
Guest favourite
Home in Winter Park
Downtown WP Condo 2203 - Hot Tub - Views - Firepit
2 bedrooms, 2 beds, 2 bathrooms
6–11 Aug
5.0 out of 5 average rating, 28 reviews
Top guest favourite
Home in Winter Park
WP Resort Villa 502 - Hot Tub - Bunks - Great View
3 bedrooms, 7 beds, 3.5 bathrooms
9–14 Aug
5.0 out of 5 average rating, 24 reviews
Guest favourite
Home in Fraser
Downtown WP Chalet 111 - Hot Tub - Views - Bunks
3 bedrooms, 4 beds, 3.5 bathrooms
9–14 Aug
5.0 out of 5 average rating, 7 reviews
Home in Fraser
New Winter Park Townhouse with Great Views!
4 bedrooms, 5 beds, 3.5 bathrooms
2–7 Aug
5.0 out of 5 average rating, 3 reviews
Top guest favourite
Home in Fraser
Spruce Ridge Villa 714H - Great Views - Bunk Room
3 bedrooms, 5 beds, 3 bathrooms
17–22 Aug
5.0 out of 5 average rating, 10 reviews
Guest favourite
Flat in Fraser
Eagle Ridge above the summit
2 bedrooms, 3 beds, 2 bathrooms
1–6 Aug
5.0 out of 5 average rating, 11 reviews
Guest favourite
Apartment in Fraser
Alpine Luxe Loft- Hot Tub, Fireplace, Views, Ski
3 bedrooms, 4 beds, 2 bathrooms
16–21 Aug
4.92 out of 5 average rating, 26 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
1–6 Aug
4.93 out of 5 average rating, 283 reviews
Superhost
Home in Granby
Cliff Side Chalet - Great Views - Hot Tub - Bunks
3 bedrooms, 8 beds, 2.5 bathrooms
28 Sept – 3 Oct
4.82 out of 5 average rating, 93 reviews
Top guest favourite
Apartment in Fraser
Bright Modern Mountain Getaway | Views + Garage
2 bedrooms, 4 beds, 2 bathrooms
23–28 Aug
5.0 out of 5 average rating, 48 reviews
Top guest favourite
Apartment in Winter Park
The Rustic Moose
2 bedrooms, 6 beds, 2 bathrooms
2–7 Aug
5.0 out of 5 average rating, 68 reviews
Superhost
Townhouse in Fraser
Beautiful Home Near Everything on Cranmer
3 bedrooms, 3 king beds, 3.5 bathrooms
3–8 Aug
Top guest favourite
Townhouse in Winter park
Modern Cabin w/ Hot Tub & Garage - Minutes to Mtn
2 bedrooms, 3 king beds, 2 bathrooms
4–9 Aug
4.98 out of 5 average rating, 132 reviews
Guest favourite
Home in Winter Park
Luxury Winter Park HomeHotTub*Majestic View*Resort
4 bedrooms, 9 beds, 4 bathrooms
9–14 Aug
4.97 out of 5 average rating, 32 reviews
Guest favourite
Home in Winter Park
WP Resort Villa 402 - Hot Tub - Arcade - Views
3 bedrooms, 8 beds, 3.5 bathrooms
16–21 Aug
4.85 out of 5 average rating, 39 reviews
Guest favourite
Flat in Winter Park
Into the Ultimate Summer & Endless Discovery
2 bedrooms, 3 beds, 2 bathrooms
2–7 Aug
5.0 out of 5 average rating, 22 reviews
Superhost
Home in Fraser
Mountain Villa 1064 - Private Hot Tub - Views
3 bedrooms, 5 beds, 2.5 bathrooms
2–7 Aug
New place to stay
Top guest favourite
Cabin in Grand County
Scandinavian-Inspired Escape: Modern Cabin w/ Spa
3 bedrooms, 5 beds, 2 bathrooms
28 Aug – 2 Sept
4.96 out of 5 average rating, 291 reviews