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Search results; Over 1,000 homes in Winter Park

Guest favourite
Apartment in Winter Park
Downtown Luxury + Hot Tubs: Walkable Winter Park
2 bedrooms, 4 beds, 3 private bathrooms
19–24 Jul
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4.82 out of 5 average rating, 60 reviews
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
Home in Fraser
Fraser Luxury Retreat | Hot Tub & Scenic Views!
3 bedrooms, 5 beds, 3.5 bathrooms
12–17 Jul
5.0 out of 5 average rating, 5 reviews
Top guest favourite
Apartment in Winter Park
The Best Location in Downtown Winter Park!
2 bedrooms, 5 beds, 3 bathrooms
5–10 Jul
4.96 out of 5 average rating, 107 reviews
Top guest favourite
Apartment in Winter Park
Ski-In Ski-Out Zephyr Mtn Lodge Condo w/ Hot Tub
1 bedroom, 2 beds, 1 bathroom
5–10 Jul
4.91 out of 5 average rating, 267 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
Flat in Fraser
Eagle Ridge above the summit
2 bedrooms, 3 beds, 2 bathrooms
5–10 Jul
5.0 out of 5 average rating, 7 reviews
Top guest favourite
Flat in Fraser
Brand new luxury condo.
3 bedrooms, 5 beds, 2 bathrooms
5–10 Jul
5.0 out of 5 average rating, 31 reviews
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
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
Guest favourite
Apartment in Winter Park
Ski-in Ski-out between Winter park and Mary Jane
1 bedroom, 4 beds, 1 bathroom
12–17 Jul
4.91 out of 5 average rating, 85 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
Flat in Fraser
3 BD/3 BA + BunkRoom + Top Floor Spa + MTN Views
4 bedrooms, 6 beds, 3 bathrooms
5–10 Jul
4.96 out of 5 average rating, 97 reviews
Guest favourite
Apartment in Winter Park
Summer Escape • Riverfront Stay in WP
2 bedrooms, 4 beds, 3 bathrooms
5–10 Jul
4.9 out of 5 average rating, 10 reviews
Top guest favourite
Apartment in Winter Park
Winter Park Ski Resort - Top Floor
1 bedroom, 1 sofa bed, 1 bathroom
5–10 Jul
5.0 out of 5 average rating, 35 reviews
Top guest favourite
Apartment in Fraser
Fresh Modern Mountain Getaway | Views + Garage
2 bedrooms, 4 beds, 2 bathrooms
12–17 Jul
5.0 out of 5 average rating, 46 reviews
Guest favourite
Apartment in Winter Park
Cozy mountain retreat in downtown Winter Park
1 bedroom, 3 beds, 1 bathroom
6–11 Jul
4.94 out of 5 average rating, 157 reviews
Guest favourite
Apartment in Winter Park
Cozy condo w/ fireplace & hot tub
2 bedrooms, 4 beds, 2 bathrooms
5–10 Jul
5.0 out of 5 average rating, 7 reviews
Superhost
Home in Winter Park
Downtown WP Villa 165 - Hot Tub - Views - Bunks
4 bedrooms, 7 beds, 5.5 bathrooms
11–16 Jul