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Search results; Over 1,000 homes in Winter Park

Guest favourite
Boutique hotel in Winter Park
Winter Park Chateau: Snowshoe Hare - Luxury Hotel
1 bedroom, 1 bed, 1 private bathroom
27 Sept – 2 Oct
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4.94 out of 5 average rating, 35 reviews
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
Guest favourite
Home in Fraser
New Winter Park Townhouse with Great Views!
4 bedrooms, 5 beds
7–12 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
9–14 Sept
5.0 out of 5 average rating, 42 reviews
Top guest favourite
Flat in Winter Park
The real Winter Park/Alpine experience condo
1 bedroom, 2 beds
6–11 Sept
5.0 out of 5 average rating, 6 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
Flat in Winter Park
NEW Ski In/Out Condo w/ Hot Tub & Balcony
2 bedrooms, 4 beds
11–16 Sept
5.0 out of 5 average rating, 51 reviews
Guest favourite
Flat in Winter Park
1BR Condo in Winter Park, CO
1 bedroom, 2 beds
17–22 Sept
5.0 out of 5 average rating, 49 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
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
Cozy DT condo mins from slopes
2 bedrooms, 3 beds
2–7 Sept
5.0 out of 5 average rating, 105 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
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
Top guest favourite
Apartment in Winter Park
The Rustic Moose
2 bedrooms, 6 beds
3–8 Sept
5.0 out of 5 average rating, 70 reviews
Apartment in Fraser
WP Shuttle | Condo in Downtown Fraser
2 bedrooms, 3 beds
2–7 Sept
5.0 out of 5 average rating, 3 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
Top guest favourite
Home in Fraser
Mountain Retreat | New Condo | Private Hot Tub
2 bedrooms, 4 beds
8–13 Sept
4.97 out of 5 average rating, 86 reviews
Superhost
Townhouse in Fraser
Beautiful Home Near Everything on Cranmer
3 bedrooms, 3 king beds
4–9 Sept
5.0 out of 5 average rating, 3 reviews
Superhost
Cabin in Winter Park
Cozy Cabin in Perfect Location
2 beds
7–12 Oct
4.84 out of 5 average rating, 652 reviews