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Search results; Over 1,000 homes in Winter Park

Descriptions are based on details hosts provide
Top guest favourite
Home in Winter Park
Pool Access & Mtn View! Luxe WP Cabin, Near Trails
3 bedrooms, 3 beds, 2 private bathrooms
7–12 Aug
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4.99 out of 5 average rating, 150 reviews
Guest favourite
Apartment in Winter Park
Remodeled modern rustic with hot tubs
3 bedrooms, 7 beds, 2 bathrooms
23–28 Jul
4.88 out of 5 average rating, 113 reviews
Apartment in Winter Park
Condo on the River for the family
3 bedrooms, 6 beds, 2 bathrooms
15–20 Jul
New place to stay
Top guest favourite
Flat in Winter Park
Mountain views and a fireplace, top floor
2 bedrooms, 4 beds, 2 bathrooms
12–17 Sept
4.96 out of 5 average rating, 23 reviews
Top guest favourite
Townhouse in Winter Park
Fireplace and ski lift across the street
4 bedrooms, 7 beds, 3 bathrooms
7–12 Aug
4.92 out of 5 average rating, 74 reviews
Top guest favourite
Apartment in Winter Park
Downtown Mtn Oasis + Hot Tubs | Steps to Events
2 bedrooms, 5 beds, 3 bathrooms
19–24 Jul
4.96 out of 5 average rating, 107 reviews
Top guest favourite
Townhouse in Winter Park
Winter Park Townhome w/ Stunning Slope Views!
3 bedrooms, 6 beds, 2.5 bathrooms
27 Jul – 1 Aug
4.95 out of 5 average rating, 164 reviews
Guest favourite
Home in Winter Park
Mountain modern with hot tub and views
4 bedrooms, 9 beds, 4 bathrooms
9–14 Aug
4.97 out of 5 average rating, 29 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
Top guest favourite
Apartment in Winter Park
Newly remodeled with a forest-view deck
2 bedrooms, 6 beds, 2 bathrooms
2–7 Aug
5.0 out of 5 average rating, 66 reviews
Top guest favourite
Home in Winter Park
Private hot tub with mountain views
3 bedrooms, 7 beds, 3.5 bathrooms
9–14 Aug
5.0 out of 5 average rating, 22 reviews
Top guest favourite
Home in Winter Park
Rooftop hot tub and sauna, walk downtown
4 bedrooms, 5 beds, 3.5 bathrooms
16–21 Aug
5.0 out of 5 average rating, 13 reviews
Top guest favourite
Townhouse in Winter Park
Mountain views and a private hot tub
3 bedrooms, 6 beds, 3.5 bathrooms
15–20 Jul
4.97 out of 5 average rating, 34 reviews
Guest favourite
Home in Winter Park
Mountain views, hot tub, and a fireplace
2 bedrooms, 3 beds, 2 bathrooms
14–19 Jul
5.0 out of 5 average rating, 16 reviews
Guest favourite
Home in Winter Park
Riverfront villa with a private hot tub
4 bedrooms, 9 beds, 5.5 bathrooms
15–20 Jul
4.96 out of 5 average rating, 25 reviews
Guest favourite
Flat in Winter Park
Hot tub and firepit, walk to town
2 bedrooms, 4 beds, 2 bathrooms
24–29 Aug
5.0 out of 5 average rating, 9 reviews
Guest favourite
Townhouse in Winter Park
Hot tub and fireplace near Winter Park
3 bedrooms, 4 beds, 4 bathrooms
2–7 Aug
5.0 out of 5 average rating, 22 reviews
Guest favourite
Apartment in Winter Park
Large studio condo downtown Winter Park, CO
1 queen bed, 1 bathroom
19–24 Jul
4.93 out of 5 average rating, 95 reviews
Top guest favourite
Apartment in Winter Park
Riverside with a pool near ski bus
2 bedrooms, 3 beds, 1 bathroom
2–7 Aug
4.91 out of 5 average rating, 324 reviews