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Search results; Over 1,000 homes in Winter Park

Guest favourite
Apartment in Winter Park
One Bdrm Condo Ski In / Ski Out, Hot Tub, Fire Pit
1 bedroom, 2 beds, 1 private bathroom
26–31 Jul
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4.87 out of 5 average rating, 212 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
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, 8 reviews
Superhost
Home in Winter Park
Downtown WP Villa 165 - Hot Tub - Views - Bunks
4 bedrooms, 7 beds, 5.5 bathrooms
25–30 Jul
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
Superhost
Townhouse in Fraser
Beautiful Home Near Everything on Cranmer
3 bedrooms, 3 king beds, 3.5 bathrooms
3–8 Aug
Guest favourite
Home in Winter Park
Downtown WP Condo 2203 - Hot Tub - Views - Firepit
2 bedrooms, 2 beds, 2 bathrooms
25–30 Jul
5.0 out of 5 average rating, 27 reviews
Top guest favourite
Apartment in Fraser
New Luxury Condo Private Hot Tub and Fireplace
2 bedrooms, 4 beds, 2 bathrooms
21–26 Aug
5.0 out of 5 average rating, 8 reviews
Guest favourite
Apartment in Fraser
Alpine Luxe Loft- Hot Tub, Fireplace, Views, Ski
3 bedrooms, 4 beds, 2 bathrooms
16–21 Aug
4.96 out of 5 average rating, 23 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
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
Apartment in Winter Park
Modern condo w/ hot tub & fireplace
3 bedrooms, 7 beds, 3 bathrooms
2–7 Aug
4.92 out of 5 average rating, 37 reviews
Top guest favourite
Flat in Winter Park
Luxury Winter Park Studio*PrivHotTub*Majestic View
1 bedroom, 1 king bed, 1 bathroom
18–23 Aug
4.97 out of 5 average rating, 122 reviews
Home in Winter Park
Downtown WP 3BR | Walkable+Hot Tub+HideawayParks
3 bedrooms, 6 beds, 3.5 bathrooms
25–30 Jul
New place to stay
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 Winter Park
WP Resort Villa 402 - Hot Tub - Arcade - Views
3 bedrooms, 8 beds, 3.5 bathrooms
16–21 Aug
4.84 out of 5 average rating, 38 reviews
Top guest favourite
Townhouse in Winter Park
The Camping Bear
4 bedrooms, 7 beds, 3 bathrooms
7–12 Aug
4.92 out of 5 average rating, 74 reviews
Guest favourite
Flat in Winter Park
Into the Ultimate Summer & Endless Discovery
2 bedrooms, 3 beds, 2 bathrooms
21–26 Jul
5.0 out of 5 average rating, 22 reviews