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Search results; Over 1,000 homes in Winter Park

Guest favourite
Apartment in Winter Park
Cozy mountain retreat in downtown Winter Park
1 bedroom, 3 beds, 1 private bathroom
9–14 Sept
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4.94 out of 5 average rating, 164 reviews
Top guest favourite
Home in Winter Park
Luxury Winter Park HomeHotTub*Majestic View*Resort
4 bedrooms, 9 beds
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
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
13–18 Sept
4.92 out of 5 average rating, 702 reviews
Top guest favourite
Apartment in Fraser
Bright Modern Mountain Getaway | Views + Garage
2 bedrooms, 4 beds
7–12 Sept
5.0 out of 5 average rating, 49 reviews
Top guest favourite
Apartment in Winter Park
The Rustic Moose
2 bedrooms, 6 beds
5–10 Sept
5.0 out of 5 average rating, 70 reviews
Guest favourite
Apartment in Winter Park
Winter Park Ski Resort - Top Floor
1 bedroom, 1 sofa bed
12–17 Sept
4.98 out of 5 average rating, 40 reviews
Guest favourite
Apartment in Fraser
Mountain Modern Cozyville
1 bedroom, 2 beds
6–11 Sept
4.88 out of 5 average rating, 145 reviews
Guest favourite
Apartment in Fraser
Mountain Retreat | Private Hot Tub | Sleeps Eight
2 bedrooms, 4 beds
6–11 Sept
4.92 out of 5 average rating, 13 reviews
Top guest favourite
Apartment in Winter Park
Downtown Mtn Oasis + Hot Tubs | Steps to Events
2 bedrooms, 5 beds
7–12 Sept
4.96 out of 5 average rating, 114 reviews
Guest favourite
Apartment in Fraser
Spacious Family Friendly Townhome Retreat
3 bedrooms, 6 beds
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
5–10 Sept
4.75 out of 5 average rating, 24 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, 14 reviews
Top guest favourite
Apartment in Winter Park
Cozy DT condo mins from slopes
2 bedrooms, 3 beds
8–13 Sept
5.0 out of 5 average rating, 105 reviews
Top guest favourite
Home in Winter Park
WP Resort Villa 502 - Hot Tub - Bunks - Great View
3 bedrooms, 7 beds
12–17 Sept
5.0 out of 5 average rating, 26 reviews
Home in Winter Park
The Grand Den | Rooftop Spa, Garage & Superb Views
4 bedrooms, 5 beds
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
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
20–25 Sept
4.97 out of 5 average rating, 147 reviews
Top guest favourite
Flat in Winter Park
Beautifully Furnished Modern Condo In Downtown WP
2 bedrooms, 3 beds
13–18 Sept
4.98 out of 5 average rating, 294 reviews