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Search results; Over 1,000 homes in Winter Park

Top guest favourite
Home in Winter Park
WP Resort Villa 502 - Hot Tub - Bunks - Great View
3 bedrooms, 7 beds
13–18 Sept
5.0 out of 5 average rating, 28 reviews
Top guest favourite
Home in Winter Park
Luxury Winter Park HomeHotTub*Majestic View*Resort
4 bedrooms, 9 beds
11–16 Oct
4.97 out of 5 average rating, 36 reviews
Guest favourite
Home in Fraser
New Winter Park Townhouse with Great Views!
4 bedrooms, 5 beds
13–18 Sept
5.0 out of 5 average rating, 6 reviews
Guest favourite
Home in Winter Park
Winter Park Pond Chalet 13 - Hot Tub - Views
4 bedrooms, 5 beds
13–18 Sept
4.77 out of 5 average rating, 22 reviews
Superhost
Home in Winter Park
Luxury Emerald Escape | Hot Tub | Ski Shuttle
3 bedrooms, 5 beds
13–18 Sept
New place to stay
Top guest favourite
Guest suite in Fraser
The Mountains are calling!
1 queen bed
11–16 Oct
4.92 out of 5 average rating, 704 reviews
Superhost
Home in Winter Park
Unbeatable Location Downtown Winter Park W/Hot tub
4 bedrooms, 7 beds
13–18 Sept
New place to stay
Superhost
Apartment in Winter Park
WP Mountain Retreat • 3BR/2BA • 3 Hot Tubs & Pool
3 bedrooms, 7 beds
13–18 Sept
4.87 out of 5 average rating, 123 reviews
Guest favourite
Home in Winter Park
Downtown WP Penthouse 221 I Private Hot Tub I View
3 bedrooms, 7 beds
13–18 Sept
4.9 out of 5 average rating, 10 reviews
Top guest favourite
Apartment in Fraser
Bright Modern Mountain Getaway | Views + Garage
2 bedrooms, 4 beds
13–18 Sept
5.0 out of 5 average rating, 50 reviews
Top guest favourite
Home in Winter Park
Winter Park Home | Hot Tub Sauna Walk to Downtown
4 bedrooms, 5 beds
28 Sept – 3 Oct
5.0 out of 5 average rating, 18 reviews
Top guest favourite
Home in Fraser
Spruce Ridge Villa 714H - Great Views - Bunk Room
3 bedrooms, 5 beds
13–18 Sept
5.0 out of 5 average rating, 15 reviews
Top guest favourite
Apartment in Fraser
Updated Fraser Condo | Trails, Shuttle & W/D
1 bedroom, 2 beds
3–8 Oct
4.98 out of 5 average rating, 172 reviews
Guest favourite
Townhouse in Winter Park
Cozy Mountain Cabin in the Heart of Winter Park
3 bedrooms, 6 beds
14–19 Sept
4.82 out of 5 average rating, 192 reviews
Top guest favourite
Flat in Winter Park
NEW Ski In/Out Condo w/ Hot Tub & Balcony
2 bedrooms, 4 beds
13–18 Sept
5.0 out of 5 average rating, 52 reviews
Guest favourite
Apartment in Fraser
Alpine Luxe Loft- Hot Tub, Fireplace, Views, Ski
3 bedrooms, 4 beds
1–6 Nov
4.91 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
15–20 Sept
4.94 out of 5 average rating, 163 reviews
Top guest favourite
Apartment in Winter Park
Downtown Mtn Oasis + Hot Tubs | Steps to Events
2 bedrooms, 5 beds
13–18 Sept
4.96 out of 5 average rating, 114 reviews