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Search results; Over 1,000 homes in Winter Park

Guest favourite
Apartment in Winter Park
Main Street Luxury - Hot Tub + Trails
1 bedroom, 2 beds, 2 private bathrooms
22–27 Sept
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4.85 out of 5 average rating, 254 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, 28 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, 123 reviews
Top guest favourite
Townhouse in Winter Park
The Camping Bear
4 bedrooms, 7 beds
14–19 Sept
4.92 out of 5 average rating, 78 reviews
Guest favourite
Cabin in Winter Park
Cabin w/ Deck- Bike & HikeTrails & Downtown- RMNP
5 bedrooms, 5 beds
13–18 Sept
4.86 out of 5 average rating, 22 reviews
Guest favourite
Apartment in Winter Park
One Bdrm Condo Ski In / Ski Out, Hot Tub, Fire Pit
1 bedroom, 2 beds
11–16 Oct
4.88 out of 5 average rating, 221 reviews
Top guest favourite
Townhouse in Winter Park
Winter Park Townhome w/ Stunning Slope Views!
3 bedrooms, 6 beds
14–19 Sept
4.94 out of 5 average rating, 163 reviews
Top guest favourite
Flat in Winter Park
Modern New build ski in/out. 1br + den.
1 bedroom, 4 beds
13–18 Sept
5.0 out of 5 average rating, 48 reviews
Guest favourite
Home in Winter Park
Winter Park Pond Chalet 13 - Hot Tub - Views
4 bedrooms, 5 beds
12–17 Sept
4.76 out of 5 average rating, 21 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, 36 reviews
Guest favourite
Townhouse in Winter Park
Luxury Ski in/Ski out town home, private hot tub
4 bedrooms, 5 beds
13–18 Sept
4.92 out of 5 average rating, 63 reviews
Top guest favourite
Apartment in Winter Park
Private Hot Tub + Free Shuttle | Walk Downtown
2 bedrooms, 3 beds
14–19 Sept
5.0 out of 5 average rating, 41 reviews
Top guest favourite
Apartment in Fraser
Walk to Restaurants! Peak Leaf Peeping!
1 bedroom, 3 beds
20–25 Sept
4.97 out of 5 average rating, 148 reviews
Top guest favourite
Apartment in Winter Park
Ski-In Ski-Out Zephyr Mtn Lodge Condo w/ Hot Tub
1 bedroom, 2 beds
13–18 Sept
4.91 out of 5 average rating, 279 reviews
Guest favourite
Apartment in Winter Park
Prime location, amazing views, stylish, sleeps 7
2 bedrooms, 5 beds
12–17 Sept
4.87 out of 5 average rating, 119 reviews
Luxe
Home in Winter Park
Ski In Out Chalet 277 - Hot Tub - Great Views
4 bedrooms, 13 beds
13–18 Sept
4.94 out of 5 average rating, 72 reviews
Top guest favourite
Home in Fraser
Mountain Retreat | New Condo | Private Hot Tub
2 bedrooms, 4 beds
19–24 Sept
4.97 out of 5 average rating, 87 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
Superhost
Apartment in Fraser
Meadow Ridge Retreat | Near Winter Park
2 bedrooms, 2 beds
21–26 Sept
New place to stay