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Search results; Over 1,000 homes in Winter Park

Guest favourite
Cabin in Winter Park
Charming Log Cabin w/hot tub in Winter Park CO!
2 bedrooms, 4 beds, 1.5 private bathrooms
9–14 Aug
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4.81 out of 5 average rating, 317 reviews
Guest favourite
Apartment in Winter Park
Walk to Downtown | Hot Tub | Fire place | River |
1 bedroom, 2 beds, 1 bathroom
1–6 Aug
4.88 out of 5 average rating, 343 reviews
Top guest favourite
Townhouse in Winter Park
Luxury Winter Park Retreat with Private Hot Tub
3 bedrooms, 4 beds, 4 bathrooms
16–21 Aug
5.0 out of 5 average rating, 25 reviews
Top guest favourite
Flat in Winter Park
Winter Park Getaway w/ Panoramic Mountain Views
2 bedrooms, 4 beds, 2 bathrooms
12–17 Sept
4.96 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, 697 reviews
Guest favourite
Home in Winter Park
Downtown WP Loft 206 - Large Hot Tub - Great Views
2 bedrooms, 3 beds, 2 bathrooms
22–27 Aug
5.0 out of 5 average rating, 17 reviews
Top guest favourite
Apartment in Winter Park
New Condo Downtown Winter Park-Close to the Slopes
2 bedrooms, 6 beds, 2 bathrooms
2–7 Aug
5.0 out of 5 average rating, 29 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, 28 reviews
Guest favourite
Apartment in Winter Park
Pool Hot Tub Free Garage · Remodeled Studio
1 bedroom, 4 beds, 1 bathroom
9–14 Aug
4.87 out of 5 average rating, 91 reviews
Top guest favourite
Townhouse in Winter Park
Beautiful Condo at Winter Park!
1 bedroom, 1 bathroom
9–14 Aug
4.94 out of 5 average rating, 101 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
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, 156 reviews
Top guest favourite
Apartment in Winter Park
New 2BD/2BA w/AC: Walk to Restaurants + Shopping!
2 bedrooms, 2 king beds, 2 bathrooms
3–8 Aug
5.0 out of 5 average rating, 55 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, 124 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
Apartment in Fraser
Alpine Luxe Loft- Hot Tub, Fireplace, Views, Ski
3 bedrooms, 4 beds, 2 bathrooms
16–21 Aug
4.92 out of 5 average rating, 26 reviews
Guest favourite
Home in Fraser
Private Hot Tub, Garage + EV Charger, On Bus Line!
2 bedrooms, 4 beds, 2 bathrooms
3–8 Aug
4.93 out of 5 average rating, 103 reviews
Guest favourite
Apartment in Winter Park
Cozy Summer Getaway | Luxury Condo in Downtown
1 bedroom, 2 beds, 1 bathroom
15–20 Aug
4.87 out of 5 average rating, 39 reviews
Top guest favourite
Apartment in Winter Park
Trestle Bike Park•Hot Tub•Pet Friendly•Mtn View
2 beds, 1 bathroom
9–14 Aug
4.94 out of 5 average rating, 33 reviews