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Search results; Over 1,000 homes in Winter Park

Top guest favourite
Flat in Winter Park
Village of Winter Park Condo
1 bedroom, 2 beds, 1 private bathroom
4–9 Jul
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4.86 out of 5 average rating, 323 reviews
Top guest favourite
Townhouse in Winter Park
Luxury Winter Park Retreat with Private Hot Tub
5.0 out of 5 average rating, 21 reviews, 3 bedrooms, 4 beds, 4 bathrooms
5–10 Jul
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
12–17 Jul
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
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
5–10 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
5–10 Jul
Top guest favourite
Home in Winter Park
WP Resort Villa 502 - Hot Tub - Bunks - Great View
5.0 out of 5 average rating, 21 reviews, 3 bedrooms, 7 beds, 3.5 bathrooms
9–14 Aug
Top guest favourite
Flat in Winter Park
Winter Park Getaway w/ Panoramic Mountain Views
4.95 out of 5 average rating, 22 reviews, 2 bedrooms, 4 beds, 2 bathrooms
26–31 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
4–9 Jul
Apartment in Fraser
New Luxury Condo Private Hot Tub and Fireplace
5.0 out of 5 average rating, 4 reviews, 2 bedrooms, 4 beds, 2 bathrooms
5–10 Aug
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
5–10 Jul
Superhost
Home in Winter Park
Downtown WP Villa 165 - Hot Tub - Views - Bunks
4 bedrooms, 7 beds, 5.5 bathrooms
11–16 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
Top guest favourite
Apartment in Winter Park
Ski-In Ski-Out Zephyr Mtn Lodge Condo w/ Hot Tub
4.91 out of 5 average rating, 267 reviews, 1 bedroom, 2 beds, 1 bathroom
5–10 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
Superhost
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
5–10 Jul
Top guest favourite
Townhouse in Winter Park
The Camping Bear
4.92 out of 5 average rating, 71 reviews, 4 bedrooms, 7 beds, 3 bathrooms
7–12 Aug
Guest favourite
Townhouse in Winter Park
Beautiful Condo at Winter Park!
4.94 out of 5 average rating, 99 reviews, 1 bedroom, 1 bathroom
5–10 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