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Search results; Over 1,000 homes in Winter Park

Top guest favourite
Apartment in Winter Park
New Condo Downtown Winter Park-Close to the Slopes
2 bedrooms, 6 beds, 2 private bathrooms
19–24 Aug
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5.0 out of 5 average rating, 31 reviews
Superhost
Home in Granby
Cliff Side Chalet - Great Views - Hot Tub - Bunks
3 bedrooms, 8 beds, 2.5 bathrooms
25–30 Oct
4.82 out of 5 average rating, 96 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, 8 reviews
Superhost
Home in Winter Park
Luxury Emerald Escape | Hot Tub | Ski Shuttle
3 bedrooms, 5 beds, 3 bathrooms
18–23 Aug
New place to stay
Guest favourite
Home in Winter Park
Downtown WP Cabin 44 - Hot Tub - Views - Bunks
2 bedrooms, 4 beds, 2 bathrooms
24–29 Aug
4.96 out of 5 average rating, 76 reviews
Superhost
Townhouse in Fraser
Beautiful Home Near Everything on Cranmer
3 bedrooms, 3 king beds, 3.5 bathrooms
4–9 Sept
5.0 out of 5 average rating, 3 reviews
Home in Winter Park
The Grand Den | Rooftop Spa, Garage & Superb Views
4 bedrooms, 5 beds, 3 bathrooms
18–23 Aug
5.0 out of 5 average rating, 4 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
Top guest favourite
Apartment in Fraser
Walk to Restaurants! Bring your Fishing Pole!
1 bedroom, 3 beds, 1 bathroom
30 Aug – 4 Sept
4.97 out of 5 average rating, 146 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
Zephyr Ski In/Out at Winter Park - 1/2 Price Tues!
1 bedroom, 2 beds, 1 bathroom
18–23 Aug
5.0 out of 5 average rating, 60 reviews
Superhost
Home in Winter Park
Ramble Retreat I Downtown Winter Park w/Hot Tub
4 bedrooms, 7 beds, 4.5 bathrooms
20–25 Aug
5.0 out of 5 average rating, 3 reviews
Guest favourite
Apartment in Winter Park
Cozy mountain retreat in downtown Winter Park
1 bedroom, 3 beds, 1 bathroom
18–23 Aug
4.94 out of 5 average rating, 163 reviews
Top guest favourite
Apartment in Winter Park
Trestle Bike Park•Hot Tub•Pet Friendly•Mtn View
2 beds, 1 bathroom
18–23 Aug
4.94 out of 5 average rating, 35 reviews
Top guest favourite
Home in Fraser
Spacious Cabin • Family Friendly • Hot Tub • Views
3 bedrooms, 7 beds, 3.5 bathrooms
18–23 Aug
4.95 out of 5 average rating, 173 reviews
Top guest favourite
Apartment in Fraser
View • Fireplace • Hot Tub • Sauna • Pool
2 bedrooms, 5 beds, 2.5 bathrooms
23–28 Aug
4.98 out of 5 average rating, 331 reviews
Guest favourite
Home in Winter Park
WP Resort Villa 402 - Hot Tub - Arcade - Views
3 bedrooms, 8 beds, 3.5 bathrooms
7–12 Sept
4.85 out of 5 average rating, 40 reviews
Guest favourite
Home in Winter Park
Luxury Winter Park HomeHotTub*Majestic View*Resort
4 bedrooms, 9 beds, 4 bathrooms
30 Aug – 4 Sept
4.97 out of 5 average rating, 32 reviews
Top guest favourite
Townhouse in Winter Park
Winter Park Townhome w/ Stunning Slope Views!
3 bedrooms, 6 beds, 2.5 bathrooms
20–25 Aug
4.95 out of 5 average rating, 164 reviews