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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
Home in Fraser
Mountain Retreat | New Condo | Private Hot Tub
2 bedrooms, 4 beds, 2 bathrooms
16–21 Sept
4.97 out of 5 average rating, 86 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
Cozy DT condo mins from slopes
2 bedrooms, 3 beds, 2 bathrooms
8–13 Sept
5.0 out of 5 average rating, 105 reviews
Superhost
Cabin in Winter Park
Cozy Cabin in Perfect Location
2 beds, 1 bathroom
7–12 Oct
4.84 out of 5 average rating, 653 reviews
Top guest favourite
Home in Fraser
Private 2-acre Mtn Retreat - Hot Tub + Game Room
4 bedrooms, 7 beds, 3.5 bathrooms
13–18 Sept
4.97 out of 5 average rating, 39 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
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
Apartment in Fraser
Updated Fraser Condo | Trails, Shuttle & W/D
1 bedroom, 2 beds, 1 bathroom
3–8 Oct
4.98 out of 5 average rating, 171 reviews
Top guest favourite
Home in Winter Park
WP Resort Villa 502 - Hot Tub - Bunks - Great View
3 bedrooms, 7 beds, 3.5 bathrooms
12–17 Sept
5.0 out of 5 average rating, 26 reviews
Top guest favourite
Flat in Winter Park
Beautifully Furnished Modern Condo In Downtown WP
2 bedrooms, 3 beds, 2 bathrooms
13–18 Sept
4.98 out of 5 average rating, 294 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
The Rustic Moose
2 bedrooms, 6 beds, 2 bathrooms
7–12 Sept
5.0 out of 5 average rating, 70 reviews
Guest favourite
Home in Fraser
Lux Townhome • Ski Bus • Hot Tub • 2-Car Garage
3 bedrooms, 6 beds, 3.5 bathrooms
29 Sept – 4 Oct
5.0 out of 5 average rating, 5 reviews
Top guest favourite
Flat in Winter Park
New Hike or Ski in/out Modern Condo-Quiet w/ Views
2 bedrooms, 4 beds, 1 bathroom
9–14 Sept
5.0 out of 5 average rating, 42 reviews
Guest favourite
Home in Fraser
Mountain Cozy | New w/ Hot Tub
2 bedrooms, 4 beds, 2 bathrooms
7–12 Sept
4.96 out of 5 average rating, 94 reviews
Top guest favourite
Home in Winter Park
Winter Park Home | Hot Tub Sauna Walk to Downtown
4 bedrooms, 5 beds, 3.5 bathrooms
6–11 Oct
5.0 out of 5 average rating, 17 reviews