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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
13–18 Sept
4.97 out of 5 average rating, 35 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
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
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
Apartment in Winter Park
The Rustic Moose
2 bedrooms, 6 beds
4–9 Sept
5.0 out of 5 average rating, 70 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
Top guest favourite
Flat in Winter Park
NEW Ski In/Out Condo w/ Hot Tub & Balcony
2 bedrooms, 4 beds
12–17 Sept
5.0 out of 5 average rating, 51 reviews
Guest favourite
Apartment in Winter Park
Prime location, amazing views, stylish, sleeps 7
2 bedrooms, 5 beds
7–12 Sept
4.86 out of 5 average rating, 117 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
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
Guest favourite
Flat in Winter Park
1BR Condo in Winter Park, CO
1 bedroom, 2 beds
15–20 Sept
5.0 out of 5 average rating, 49 reviews
Apartment in Fraser
WP Shuttle | Condo in Downtown Fraser
2 bedrooms, 3 beds
3–8 Sept
5.0 out of 5 average rating, 3 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
Superhost
Cabin in Winter Park
Cozy Cabin in Perfect Location
2 beds
7–12 Oct
4.84 out of 5 average rating, 653 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
3–8 Sept
4.75 out of 5 average rating, 24 reviews
Top guest favourite
Apartment in Winter Park
Cozy DT condo mins from slopes
2 bedrooms, 3 beds
4–9 Sept
5.0 out of 5 average rating, 105 reviews