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Search results; Over 1,000 homes in Winter Park

Top guest favourite
Apartment in Winter Park
Walk to Town, Front Door Ski Shuttle Pick-up!
2 bedrooms, 3 beds, 2 private bathrooms
6–11 Aug
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4.96 out of 5 average rating, 157 reviews
Superhost
Home in Winter Park
Brand New! I Downtown Winter Park w/Hot Tub
4 bedrooms, 4 beds, 3 bathrooms
13–18 Aug
New place to stay
Guest favourite
Home in Granby
Cliff Side Chalet - Great Views - Hot Tub - Bunks
3 bedrooms, 8 beds, 2.5 bathrooms
16–21 Aug
4.82 out of 5 average rating, 91 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
Luxe
Home in Tabernash
Pole Creek Home 739 - Hot Tub - Views - Game Room
5 bedrooms, 9 beds, 4 bathrooms
16–21 Aug
5.0 out of 5 average rating, 6 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, 22 reviews
Top guest favourite
Home in Winter Park
Duplex In town! Views! PrvtHottub,2Cgarage,Sleeps9
3 bedrooms, 6 beds, 3.5 bathrooms
1–6 Aug
5.0 out of 5 average rating, 18 reviews
Top guest favourite
Townhouse in Winter Park
Luxury Winter Park Retreat with Private Hot Tub
3 bedrooms, 4 beds, 4 bathrooms
2–7 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
Guest favourite
Home in Winter Park
Downtown WP Condo 2203 - Hot Tub - Views - Firepit
2 bedrooms, 2 beds, 2 bathrooms
2–7 Aug
5.0 out of 5 average rating, 27 reviews
Guest favourite
Home in Winter Park
Chateau Louise • Group & Family Friendly • Central
3 bedrooms, 5 beds, 2.5 bathrooms
1–6 Aug
5.0 out of 5 average rating, 9 reviews
Home in Winter Park
Hot Tub- 35 Min to RMNP Hikes & Lakes- Winter Park
3 bedrooms, 3 beds, 3.5 bathrooms
1–6 Aug
5.0 out of 5 average rating, 4 reviews
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
Superhost
Home in Winter Park
Downtown WP Loft 25 - Huge Hot Tub - Great Views
2 bedrooms, 4 beds, 2.5 bathrooms
1–6 Aug
5.0 out of 5 average rating, 5 reviews
Superhost
Home in Winter Park
Downtown WP Villa 165 - Hot Tub - Views - Bunks
4 bedrooms, 7 beds, 5.5 bathrooms
9–14 Aug
Guest favourite
Home in Tabernash
Silver Lining Chateau 374 - Great Views - Hot Tub
3 bedrooms, 6 beds, 2.5 bathrooms
10–15 Aug
5.0 out of 5 average rating, 8 reviews
Guest favourite
Home in Winter Park
Downtown WP Villa 745 - Private Hot Tub - Views
3 bedrooms, 6 beds, 3.5 bathrooms
21–26 Aug
5.0 out of 5 average rating, 18 reviews
Top guest favourite
Apartment in Fraser
View • Fireplace • Hot Tub • Sauna • Pool
2 bedrooms, 5 beds, 2.5 bathrooms
3–8 Aug
4.98 out of 5 average rating, 327 reviews
Guest favourite
Home in Winter Park
Downtown WP Penthouse 221 I Private Hot Tub I View
3 bedrooms, 7 beds, 3 bathrooms
9–14 Aug
4.89 out of 5 average rating, 9 reviews