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Search results; Over 1,000 homes in Winter Park

Top guest favourite
Townhouse in Winter Park
Townhome w/ private hot tub & short walk to town!
3 bedrooms, 6 beds, 3.5 private bathrooms
11–16 Jul
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4.97 out of 5 average rating, 34 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
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
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
Flat in Fraser
Brand new luxury condo.
5.0 out of 5 average rating, 31 reviews, 3 bedrooms, 5 beds, 2 bathrooms
5–10 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
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
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
17–22 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
5–10 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
Top guest favourite
Apartment in Winter Park
Winter Park Ski Resort - Top Floor
5.0 out of 5 average rating, 35 reviews, 1 bedroom, 2 beds, 1 bathroom
5–10 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
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
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 Fraser
3 BD/3 BA + BunkRoom + Top Floor Spa + MTN Views
4.96 out of 5 average rating, 97 reviews, 4 bedrooms, 6 beds, 3 bathrooms
5–10 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
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
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
Top guest favourite
Home in Winter Park
Chateau Louise • Steps From Music In The Park
5.0 out of 5 average rating, 8 reviews, 3 bedrooms, 5 beds, 2.5 bathrooms
11–16 Jul