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Search results; Over 1,000 homes in Winter Park

Superhost
Apartment in Winter Park
Luxury Condo @ Standard Pricing. GREAT VIEWS. Priv
2 bedrooms, 3 beds, 2 bathrooms
15–20 Jul
New place to stay
Guest favourite
Flat in Winter Park
Ski-in Ski-Out Winter Park Condo
1 bathroom
19–24 Jul
4.91 out of 5 average rating, 64 reviews
Guest favourite
Apartment in Winter Park
Modern Mountain Getaway
2 bedrooms, 5 beds, 2 bathrooms
7–12 Jul
4.92 out of 5 average rating, 36 reviews
Top guest favourite
Home in Winter Park
WP Resort Villa 502 - Hot Tub - Bunks - Great View
3 bedrooms, 7 beds, 3.5 bathrooms
9–14 Aug
5.0 out of 5 average rating, 22 reviews
Guest favourite
Home in Winter Park
Downtown WP Penthouse 221 I Private Hot Tub I View
3 bedrooms, 7 beds, 3 bathrooms
7–12 Jul
4.88 out of 5 average rating, 8 reviews
Top guest favourite
Flat in Fraser
Brand new luxury condo.
3 bedrooms, 5 beds, 2 bathrooms
7–12 Jul
5.0 out of 5 average rating, 31 reviews
Guest favourite
Home in Winter Park
Downtown WP Penthouse 219 I Private Hot Tub I View
3 bedrooms, 7 beds, 3 bathrooms
7–12 Jul
5.0 out of 5 average rating, 16 reviews
Top guest favourite
Flat in Winter Park
Winter Park Getaway w/ Panoramic Mountain Views
2 bedrooms, 4 beds, 2 bathrooms
26–31 Jul
4.95 out of 5 average rating, 22 reviews
Superhost
Home in Winter Park
Downtown WP Villa 165 - Hot Tub - Views - Bunks
4 bedrooms, 7 beds, 5.5 bathrooms
11–16 Jul
Top guest favourite
Apartment in Winter Park
Luxury Condo on Main Street - Winter Park, CO
2 bedrooms, 4 beds, 2 bathrooms
19–24 Jul
4.99 out of 5 average rating, 78 reviews
Guest favourite
Apartment in Winter Park
Cozy condo w/ fireplace & hot tub
2 bedrooms, 4 beds, 2 bathrooms
7–12 Jul
5.0 out of 5 average rating, 7 reviews
Guest favourite
Apartment in Winter Park
Summer Escape • Riverfront Stay in WP
2 bedrooms, 4 beds, 3 bathrooms
7–12 Jul
4.9 out of 5 average rating, 10 reviews
Top guest favourite
Townhouse in Winter Park
Beautiful Condo at Winter Park!
1 bedroom, 1 bathroom
2–7 Aug
4.94 out of 5 average rating, 99 reviews
Top guest favourite
Home in Winter Park
Chateau Louise • Town Central • Park • Walkable
3 bedrooms, 5 beds, 2.5 bathrooms
11–16 Jul
5.0 out of 5 average rating, 8 reviews
Top guest favourite
Apartment in Winter Park
The Best Location in Downtown Winter Park!
2 bedrooms, 5 beds, 3 bathrooms
12–17 Jul
4.96 out of 5 average rating, 107 reviews
Guest favourite
Apartment in Winter Park
Top Floor Condo Steps From Free Shuttle w/Hot Tub
2 bedrooms, 2 queen beds, 2 bathrooms
12–17 Jul
4.93 out of 5 average rating, 279 reviews
Top guest favourite
Apartment in Winter Park
New Condo Downtown Winter Park-Close to the Slopes
2 bedrooms, 6 beds, 2 bathrooms
7–12 Jul
5.0 out of 5 average rating, 25 reviews