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Search results; Over 1,000 homes in Winter Park

Top guest favourite
Townhouse in Winter park
Modern Cabin w/ Hot Tub & Garage - Minutes to Mtn
2 bedrooms, 3 beds, 2 private bathrooms
11–16 Jul
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4.98 out of 5 average rating, 130 reviews
Guest favourite
Flat in Winter Park
Ski-in Ski-Out Winter Park Condo
4.91 out of 5 average rating, 64 reviews, 1 bathroom
19–24 Jul
Top guest favourite
Apartment in Winter Park
The Best Location in Downtown Winter Park!
4.96 out of 5 average rating, 107 reviews, 2 bedrooms, 5 beds, 3 bathrooms
6–11 Jul
Guest favourite
Apartment in Winter Park
Modern Mountain Getaway
4.92 out of 5 average rating, 36 reviews, 2 bedrooms, 5 beds, 2 bathrooms
7–12 Jul
Top guest favourite
Home in Winter Park
WP Resort Villa 502 - Hot Tub - Bunks - Great View
5.0 out of 5 average rating, 22 reviews, 3 bedrooms, 7 beds, 3.5 bathrooms
9–14 Aug
Top guest favourite
Flat in Fraser
Brand new luxury condo.
5.0 out of 5 average rating, 31 reviews, 3 bedrooms, 5 beds, 2 bathrooms
6–11 Jul
Guest favourite
Home in Winter Park
Downtown WP Penthouse 219 I Private Hot Tub I View
5.0 out of 5 average rating, 16 reviews, 3 bedrooms, 7 beds, 3 bathrooms
7–12 Jul
Guest favourite
Home in Winter Park
Downtown WP Penthouse 221 I Private Hot Tub I View
4.86 out of 5 average rating, 7 reviews, 3 bedrooms, 7 beds, 3 bathrooms
6–11 Jul
Top guest favourite
Apartment in Winter Park
Luxury Condo on Main Street - Winter Park, CO
4.99 out of 5 average rating, 78 reviews, 2 bedrooms, 4 beds, 2 bathrooms
19–24 Jul
Guest favourite
Apartment in Winter Park
Summer Escape • Riverfront Stay in WP
4.9 out of 5 average rating, 10 reviews, 2 bedrooms, 4 beds, 3 bathrooms
6–11 Jul
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
Flat in Winter Park
Walk to Music Festivals! Riverview 2BR w/ Pool
5.0 out of 5 average rating, 9 reviews, 2 bedrooms, 3 beds, 1 bathroom
6–11 Jul
Guest favourite
Apartment in Winter Park
Ski-in Ski-out between Winter park and Mary Jane
4.91 out of 5 average rating, 85 reviews, 1 bedroom, 4 beds, 1 bathroom
12–17 Jul
Guest favourite
Townhouse in Winter Park
Beautiful Condo at Winter Park!
4.94 out of 5 average rating, 99 reviews, 1 bedroom, 1 bathroom
2–7 Aug
Guest favourite
Home in Fraser
Fraser Luxury Retreat | Hot Tub & Scenic Views!
5.0 out of 5 average rating, 5 reviews, 3 bedrooms, 5 beds, 3.5 bathrooms
20–25 Jul
Guest favourite
Flat in Winter Park
Ski in / Ski out at Winter Park - pool & hot tub
5.0 out of 5 average rating, 12 reviews, 2 beds, 1 bathroom
19–24 Jul
Guest favourite
Flat in Fraser
Eagle Ridge above the summit
5.0 out of 5 average rating, 7 reviews, 2 bedrooms, 3 beds, 2 bathrooms
13–18 Jul
Guest favourite
Apartment in Winter Park
Cozy condo w/ fireplace & hot tub
5.0 out of 5 average rating, 7 reviews, 2 bedrooms, 4 beds, 2 bathrooms
6–11 Jul
Top guest favourite
Apartment in Fraser
Fresh Modern Mountain Getaway | Views + Garage
5.0 out of 5 average rating, 46 reviews, 2 bedrooms, 4 beds, 2 bathrooms
12–17 Jul