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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
1–6 Aug
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4.98 out of 5 average rating, 497 reviews
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
Luxe
Home in Tabernash
Pole Creek Home 739 - Hot Tub - Views - Game Room
5.0 out of 5 average rating, 6 reviews, 5 bedrooms, 9 beds, 4 bathrooms
16–21 Aug
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
Top guest favourite
Home in Fraser
Spruce Ridge Villa 714H - Great Views - Bunk Room
5.0 out of 5 average rating, 10 reviews, 3 bedrooms, 5 beds, 3 bathrooms
17–22 Aug
Top guest favourite
Home in Winter Park
Duplex In town! Views! PrvtHottub,2Cgarage,Sleeps9
5.0 out of 5 average rating, 18 reviews, 3 bedrooms, 6 beds, 3.5 bathrooms
1–6 Aug
Top guest favourite
Flat in Winter Park
Mountain Town Luxury Penthouse
5.0 out of 5 average rating, 25 reviews, 2 bedrooms, 3 beds, 3 bathrooms
12–17 Aug
Superhost
Home in Fraser
Mountain Villa 1064 - Private Hot Tub - Views
New place to stay, 3 bedrooms, 5 beds, 2.5 bathrooms
2–7 Aug
Superhost
Home in Granby
Cliff Side Chalet - Great Views - Hot Tub - Bunks
4.82 out of 5 average rating, 93 reviews, 3 bedrooms, 8 beds, 2.5 bathrooms
2–7 Aug
Guest favourite
Townhouse in Winter Park
Modern/Rustic 2-bedroom Townhouse + Bonus Loft
4.97 out of 5 average rating, 195 reviews, 2 bedrooms, 3 beds, 2 bathrooms
5–10 Aug
Guest favourite
Home in Fraser
Downtown WP Chalet 111 - Hot Tub - Views - Bunks
5.0 out of 5 average rating, 7 reviews, 3 bedrooms, 4 beds, 3.5 bathrooms
9–14 Aug
Top guest favourite
Townhouse in Winter park
Modern Cabin w/ Hot Tub & Garage - Minutes to Mtn
4.98 out of 5 average rating, 132 reviews, 2 bedrooms, 3 beds, 2 bathrooms
4–9 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
Superhost
Home in Winter Park
Downtown WP Villa 165 - Hot Tub - Views - Bunks
4 bedrooms, 7 beds, 5.5 bathrooms
1–6 Aug
Guest favourite
Flat in Winter Park
Trademark Retreat- Minutes to Base
4.9 out of 5 average rating, 10 reviews, 3 bedrooms, 5 beds, 3 bathrooms
2–7 Aug
Top guest favourite
Flat in Winter Park
Mountain Condo w/ Hot Tub | Walk to Town | Ski Bus
5.0 out of 5 average rating, 13 reviews, 2 bedrooms, 4 beds, 2 bathrooms
17–22 Aug
Guest favourite
Flat in Fraser
Eagle Ridge above the summit
5.0 out of 5 average rating, 11 reviews, 2 bedrooms, 3 beds, 2 bathrooms
2–7 Aug
Top guest favourite
Townhouse in Winter Park
Luxury Winter Park Retreat with Private Hot Tub
5.0 out of 5 average rating, 25 reviews, 3 bedrooms, 4 beds, 4 bathrooms
16–21 Aug
Home in Fraser
Lux TH • on the Ski Bus • Hot Tub • 2-Car Garage
5.0 out of 5 average rating, 3 reviews, 3 bedrooms, 6 beds, 3.5 bathrooms
2–7 Aug