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Search results; Over 1,000 homes in Winter Park

Top guest favourite
Guest suite in Winter Park
Charming Suite in Old Town Winter Park
1 bedroom, 1 bed, 1 private bathroom
26–31 Jul
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4.98 out of 5 average rating, 495 reviews
Top guest favourite
Flat in Winter Park
Winter Park Getaway w/ Panoramic Mountain Views
4.96 out of 5 average rating, 23 reviews, 2 bedrooms, 4 beds, 2 bathrooms
12–17 Sept
Top guest favourite
Apartment in Fraser
Luxury Condo w Private Hot Tub - Fraser, CO
5.0 out of 5 average rating, 26 reviews, 2 bedrooms, 3 beds, 1 bathroom
20–25 Aug
Top guest favourite
Apartment in Winter Park
Downtown Mtn Oasis + Hot Tubs | Steps to Events
4.96 out of 5 average rating, 107 reviews, 2 bedrooms, 5 beds, 3 bathrooms
12–17 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
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
9–14 Aug
Guest favourite
Home in Winter Park
Slopeside Chalet 106 - Hot Tub - Views - Bunk Room
5.0 out of 5 average rating, 5 reviews, 3 bedrooms, 5 beds, 3.5 bathrooms
13–18 Jul
Apartment in Winter Park
Crestview Place Mountain View, Balcony & Shuttle
New place to stay, 2 bedrooms, 3 beds, 3 bathrooms
20–25 Jul
Guest favourite
Apartment in Winter Park
Amazing Top Floor WP Getaway!
4.95 out of 5 average rating, 111 reviews, 2 bedrooms, 5 beds, 2 bathrooms
12–17 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
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
Top guest favourite
Apartment in Winter Park
On Fraser River - King bed - pool & hot tubs @ rec
4.91 out of 5 average rating, 322 reviews, 2 bedrooms, 3 beds, 1 bathroom
12–17 Jul
Guest favourite
Home in Winter Park
WP Resort Villa 402 - Hot Tub - Arcade - Views
4.86 out of 5 average rating, 37 reviews, 3 bedrooms, 8 beds, 3.5 bathrooms
16–21 Aug
Top guest favourite
Apartment in Fraser
New Luxury Condo Private Hot Tub and Fireplace
5.0 out of 5 average rating, 7 reviews, 2 bedrooms, 4 beds, 2 bathrooms
21–26 Aug
Guest favourite
Home in Winter Park
Chateau Louise • Town Central • Park • Walkable
5.0 out of 5 average rating, 8 reviews, 3 bedrooms, 5 beds, 2.5 bathrooms
12–17 Jul
Guest favourite
Apartment in Winter Park
Homebase Snowblaze
4.88 out of 5 average rating, 254 reviews, 2 beds, 1 bathroom
12–17 Jul
Guest favourite
Apartment in Winter Park
Prime location, amazing views, stylish, sleeps 7
4.85 out of 5 average rating, 114 reviews, 2 bedrooms, 5 beds, 2 bathrooms
12–17 Jul
Guest favourite
Home in Winter Park
Downtown WP Loft 206 - Large Hot Tub - Great Views
5.0 out of 5 average rating, 16 reviews, 2 bedrooms, 3 beds, 2 bathrooms
12–17 Jul
Guest favourite
Home in Winter Park
Downtown WP Condo 1409 - Hot Tub - Views - Firepit
4.93 out of 5 average rating, 29 reviews, 2 bedrooms, 4 beds, 2 bathrooms
12–17 Jul