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Search results; Over 1,000 homes in Winter Park

Top guest favourite
Townhouse in Winter Park
Winter Park Townhome w/ Stunning Slope Views!
3 bedrooms, 6 beds, 2.5 private bathrooms
8–13 Aug
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4.95 out of 5 average rating, 164 reviews
Top guest favourite
Flat in Winter Park
Hip mountain pad • Steps to Summer Festivals
2 beds, 1 bathroom
2–7 Aug
4.81 out of 5 average rating, 32 reviews
Top guest favourite
Townhouse in Winter Park
Luxury Winter Park Retreat with Private Hot Tub
3 bedrooms, 4 beds, 4 bathrooms
2–7 Aug
5.0 out of 5 average rating, 24 reviews
Top guest favourite
Guest suite in Fraser
The Mountains are calling!
1 queen bed, 1 bathroom
16–21 Aug
4.93 out of 5 average rating, 695 reviews
Guest favourite
Home in Winter Park
Downtown WP Loft 206 - Large Hot Tub - Great Views
2 bedrooms, 3 beds, 2 bathrooms
1–6 Aug
5.0 out of 5 average rating, 17 reviews
Guest favourite
Home in Winter Park
Downtown WP Condo 2203 - Hot Tub - Views - Firepit
2 bedrooms, 2 beds, 2 bathrooms
2–7 Aug
5.0 out of 5 average rating, 27 reviews
Top guest favourite
Flat in Fraser
3 BD/3 BA + BunkRoom + Top Floor Spa + MTN Views
4 bedrooms, 6 beds, 3 bathrooms
9–14 Aug
4.96 out of 5 average rating, 98 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
Top guest favourite
Flat in Winter Park
Luxury Winter Park Studio*PrivHotTub*Majestic View
1 bedroom, 1 king bed, 1 bathroom
29 Aug – 3 Sept
4.97 out of 5 average rating, 122 reviews
Guest favourite
Apartment in Winter Park
Luxe 4BR Winter Park Retreat w/ Private Hot Tub
4 bedrooms, 5 beds, 3 bathrooms
2–7 Aug
4.9 out of 5 average rating, 60 reviews
Top guest favourite
Apartment in Winter Park
Luxury Condo on Main Street - Winter Park, CO
2 bedrooms, 4 beds, 2 bathrooms
1–6 Aug
4.99 out of 5 average rating, 80 reviews
Guest favourite
Apartment in Fraser
Alpine Luxe Loft- Hot Tub, Fireplace, Views, Ski
3 bedrooms, 4 beds, 2 bathrooms
14–19 Aug
4.92 out of 5 average rating, 24 reviews
Top guest favourite
Townhouse in Winter Park
Beautiful Condo at Winter Park!
1 bedroom, 1 bathroom
2–7 Aug
4.94 out of 5 average rating, 101 reviews
Top guest favourite
Apartment in Fraser
Luxury Condo w Private Hot Tub - Fraser, CO
2 bedrooms, 3 beds, 1 bathroom
28 Aug – 2 Sept
5.0 out of 5 average rating, 33 reviews
Top guest favourite
Flat in Winter Park
Tipsy Fox @ Downtown Winter Park Near the Slopes!
1 bedroom, 2 beds, 1 bathroom
2–7 Aug
4.95 out of 5 average rating, 155 reviews
Superhost
Home in Winter Park
Cozy mountain condo w/ fireplace & views
3 bedrooms, 4 beds, 2.5 bathrooms
2–7 Aug
4.85 out of 5 average rating, 13 reviews
Top guest favourite
Apartment in Winter Park
AC, newer 2 Bed / 2 Bath with private Hot tub
2 bedrooms, 3 beds, 2 bathrooms
8–13 Aug
5.0 out of 5 average rating, 35 reviews
Guest favourite
Apartment in Winter Park
Pool Hot Tub Free Garage · Remodeled Studio
1 bedroom, 4 beds, 1 bathroom
2–7 Aug
4.87 out of 5 average rating, 91 reviews
Top guest favourite
Apartment in Winter Park
Downtown Mtn Oasis + Hot Tubs | Steps to Events
2 bedrooms, 5 beds, 3 bathrooms
1–6 Aug
4.96 out of 5 average rating, 109 reviews