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Search results; Over 1,000 homes in Winter Park

Guest favourite
Apartment in Winter Park
Hideaway Park! Hot tub,Pool,FitnessCtr&FreePrkg
1 bedroom, 2 beds, 1 private bathroom
27 Sept – 2 Oct
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4.91 out of 5 average rating, 180 reviews
Top guest favourite
Home in Winter Park
Luxury Winter Park HomeHotTub*Majestic View*Resort
4 bedrooms, 9 beds, 4 bathrooms
13–18 Sept
4.97 out of 5 average rating, 35 reviews
Superhost
Apartment in Winter Park
WP Mountain Retreat • 3BR/2BA • 3 Hot Tubs & Pool
3 bedrooms, 7 beds, 2 bathrooms
12–17 Sept
4.87 out of 5 average rating, 122 reviews
Top guest favourite
Guest suite in Fraser
The Mountains are calling!
1 queen bed, 1 bathroom
13–18 Sept
4.92 out of 5 average rating, 702 reviews
Top guest favourite
Apartment in Winter Park
The Rustic Moose
2 bedrooms, 6 beds, 2 bathrooms
5–10 Sept
5.0 out of 5 average rating, 70 reviews
Top guest favourite
Apartment in Fraser
Bright Modern Mountain Getaway | Views + Garage
2 bedrooms, 4 beds, 2 bathrooms
7–12 Sept
5.0 out of 5 average rating, 49 reviews
Guest favourite
Apartment in Winter Park
Winter Park Ski Resort - Top Floor
1 bedroom, 1 sofa bed, 1 bathroom
12–17 Sept
4.98 out of 5 average rating, 40 reviews
Guest favourite
Apartment in Fraser
Mountain Modern Cozyville
1 bedroom, 2 beds, 1 bathroom
6–11 Sept
4.88 out of 5 average rating, 145 reviews
Top guest favourite
Apartment in Winter Park
Downtown Mtn Oasis + Hot Tubs | Steps to Events
2 bedrooms, 5 beds, 3 bathrooms
7–12 Sept
4.96 out of 5 average rating, 114 reviews
Guest favourite
Apartment in Fraser
Mountain Retreat | Private Hot Tub | Sleeps Eight
2 bedrooms, 4 beds, 2 bathrooms
6–11 Sept
4.92 out of 5 average rating, 13 reviews
Top guest favourite
Apartment in Winter Park
Cozy DT condo mins from slopes
2 bedrooms, 3 beds, 2 bathrooms
8–13 Sept
5.0 out of 5 average rating, 105 reviews
Guest favourite
Apartment in Fraser
Spacious Family Friendly Townhome Retreat
3 bedrooms, 6 beds, 3.5 bathrooms
6–11 Sept
4.97 out of 5 average rating, 30 reviews
Superhost
Home in Winter Park
Chalet Apres | Amazing Location | Hot Tub & Sauna
2 bedrooms, 3 beds, 2 bathrooms
5–10 Sept
4.75 out of 5 average rating, 24 reviews
Superhost
Home in Winter Park
Luxury Emerald Escape | Hot Tub | Ski Shuttle
3 bedrooms, 5 beds, 2.5 bathrooms
9–14 Sept
New place to stay
Top guest favourite
Home in Fraser
Spruce Ridge Villa 714H - Great Views - Bunk Room
3 bedrooms, 5 beds, 3 bathrooms
13–18 Sept
5.0 out of 5 average rating, 14 reviews
Top guest favourite
Flat in Fraser
3 BD/3 BA + BunkRoom + Top Floor Spa + MTN Views
4 bedrooms, 6 beds, 3 bathrooms
15–20 Sept
4.96 out of 5 average rating, 106 reviews
Home in Winter Park
The Grand Den | Rooftop Spa, Garage & Superb Views
4 bedrooms, 5 beds, 3 bathrooms
7–12 Sept
5.0 out of 5 average rating, 4 reviews
Luxe
Home in Winter Park
Cast. Summit. Pedal. Soak. Winter Park Luxury
5 bedrooms, 8 beds, 5.5 bathrooms
6–11 Sept
5.0 out of 5 average rating, 10 reviews
Top guest favourite
Apartment in Fraser
Walk to Restaurants! Ride the Fraser Bike Park!
1 bedroom, 3 beds, 1 bathroom
20–25 Sept
4.97 out of 5 average rating, 147 reviews