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Search results; Over 1,000 homes in Winter Park

Guest favourite
Apartment in Winter Park
Main Street Luxury - Hot Tub + Trails
1 bedroom, 2 beds, 2 private bathrooms
12–17 Aug
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4.85 out of 5 average rating, 249 reviews
Top guest favourite
Flat in Winter Park
Hip mountain pad • Steps to Summer Festivals
4.81 out of 5 average rating, 32 reviews, 2 beds, 1 bathroom
2–7 Aug
Top guest favourite
Guest suite in Fraser
The Mountains are calling!
4.93 out of 5 average rating, 695 reviews, 1 bed, 1 bathroom
16–21 Aug
Guest favourite
Home in Winter Park
Downtown WP Loft 206 - Large Hot Tub - Great Views
5.0 out of 5 average rating, 17 reviews, 2 bedrooms, 3 beds, 2 bathrooms
1–6 Aug
Guest favourite
Home in Winter Park
Downtown WP Condo 2203 - Hot Tub - Views - Firepit
5.0 out of 5 average rating, 27 reviews, 2 bedrooms, 2 beds, 2 bathrooms
2–7 Aug
Top guest favourite
Flat in Winter Park
Winter Park Getaway w/ Panoramic Mountain Views
4.96 out of 5 average rating, 24 reviews, 2 bedrooms, 4 beds, 2 bathrooms
12–17 Sept
Top guest favourite
Flat in Fraser
3 BD/3 BA + BunkRoom + Top Floor Spa + MTN Views
4.96 out of 5 average rating, 98 reviews, 4 bedrooms, 6 beds, 3 bathrooms
9–14 Aug
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
Apartment in Winter Park
Luxe 4BR Winter Park Retreat w/ Private Hot Tub
4.9 out of 5 average rating, 60 reviews, 4 bedrooms, 5 beds, 3 bathrooms
2–7 Aug
Top guest favourite
Flat in Winter Park
Luxury Winter Park Studio*PrivHotTub*Majestic View
4.97 out of 5 average rating, 122 reviews, 1 bedroom, 1 bed, 1 bathroom
29 Aug – 3 Sept
Top guest favourite
Apartment in Winter Park
Luxury Condo on Main Street - Winter Park, CO
4.99 out of 5 average rating, 80 reviews, 2 bedrooms, 4 beds, 2 bathrooms
1–6 Aug
Top guest favourite
Townhouse in Winter Park
Luxury Winter Park Retreat with Private Hot Tub
5.0 out of 5 average rating, 24 reviews, 3 bedrooms, 4 beds, 4 bathrooms
2–7 Aug
Top guest favourite
Townhouse in Winter Park
Beautiful Condo at Winter Park!
4.94 out of 5 average rating, 101 reviews, 1 bedroom, 1 bathroom
2–7 Aug
Guest favourite
Apartment in Fraser
Alpine Luxe Loft- Hot Tub, Fireplace, Views, Ski
4.92 out of 5 average rating, 24 reviews, 3 bedrooms, 4 beds, 2 bathrooms
14–19 Aug
Top guest favourite
Apartment in Fraser
Luxury Condo w Private Hot Tub - Fraser, CO
5.0 out of 5 average rating, 33 reviews, 2 bedrooms, 3 beds, 1 bathroom
28 Aug – 2 Sept
Guest favourite
Apartment in Winter Park
Pool Hot Tub Free Garage · Remodeled Studio
4.87 out of 5 average rating, 91 reviews, 1 bedroom, 4 beds, 1 bathroom
2–7 Aug
Top guest favourite
Flat in Winter Park
Tipsy Fox @ Downtown Winter Park Near the Slopes!
4.95 out of 5 average rating, 155 reviews, 1 bedroom, 2 beds, 1 bathroom
2–7 Aug
Top guest favourite
Apartment in Winter Park
AC, newer 2 Bed / 2 Bath with private Hot tub
5.0 out of 5 average rating, 35 reviews, 2 bedrooms, 3 beds, 2 bathrooms
8–13 Aug
Top guest favourite
Apartment in Winter Park
Downtown Mtn Oasis + Hot Tubs | Steps to Events
4.96 out of 5 average rating, 109 reviews, 2 bedrooms, 5 beds, 3 bathrooms
1–6 Aug