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Search results; Over 1,000 homes in Winter Park

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
Top guest favourite
Flat in Winter Park
The real Winter Park/Alpine experience condo
1 bedroom, 2 beds, 1 bathroom
15–20 Sept
5.0 out of 5 average rating, 6 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
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
Top guest favourite
Townhouse in Winter Park
The Camping Bear
4 bedrooms, 7 beds, 3 bathrooms
14–19 Sept
4.92 out of 5 average rating, 78 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
Guest favourite
Townhouse in Winter Park
Luxury Winter Park Retreat with Private Hot Tub
3 bedrooms, 4 beds, 4 bathrooms
20–25 Sept
4.97 out of 5 average rating, 33 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
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
Guest favourite
Cabin in Winter Park
Cabin w/ Deck- Bike & HikeTrails & Downtown- RMNP
5 bedrooms, 5 beds, 3 bathrooms
6–11 Sept
4.86 out of 5 average rating, 21 reviews
Guest favourite
Apartment in Winter Park
One Bdrm Condo Ski In / Ski Out, Hot Tub, Fire Pit
1 bedroom, 2 beds, 1 bathroom
27 Sept – 2 Oct
4.88 out of 5 average rating, 220 reviews
Guest favourite
Apartment in Fraser
Family friendly retreat w/outdoor pool & hot tubs
3 bedrooms, 6 beds, 2 bathrooms
6–11 Sept
4.97 out of 5 average rating, 35 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
Superhost
Home in Winter Park
Chalet Apres | Amazing Location | Hot Tub & Sauna
2 bedrooms, 3 beds, 2 bathrooms
2–7 Sept
4.75 out of 5 average rating, 24 reviews
Guest favourite
Home in Winter Park
Winter Park Pond Chalet 13 - Hot Tub - Views
4 bedrooms, 5 beds, 4 bathrooms
12–17 Sept
4.75 out of 5 average rating, 20 reviews
Apartment in Fraser
WP Shuttle | Condo in Downtown Fraser
2 bedrooms, 3 beds, 2 bathrooms
2–7 Sept
5.0 out of 5 average rating, 3 reviews
Guest favourite
Townhouse in Winter Park
Luxury Ski in/Ski out town home, private hot tub
4 bedrooms, 5 beds, 4.5 bathrooms
13–18 Sept
4.92 out of 5 average rating, 63 reviews
Guest favourite
Flat in Winter Park
1BR Condo in Winter Park, CO
1 bedroom, 2 beds, 1 bathroom
17–22 Sept
5.0 out of 5 average rating, 49 reviews