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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, 250 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
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, 28 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
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
Guest suite in Fraser
The Mountains are calling!
1 queen bed, 1 bathroom
16–21 Aug
4.93 out of 5 average rating, 696 reviews
Guest favourite
Apartment in Winter Park
Pool Hot Tub Free Garage · Remodeled Studio
1 bedroom, 4 beds, 1 bathroom
4–9 Aug
4.87 out of 5 average rating, 91 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
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
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 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, 342 reviews
Top guest favourite
Apartment in Winter Park
Downtown Mtn Oasis + Hot Tubs | Steps to Events
2 bedrooms, 5 beds, 3 bathrooms
2–7 Aug
4.96 out of 5 average rating, 109 reviews
Guest favourite
Home in Fraser
Private Hot Tub, Garage + EV Charger, On Bus Line!
2 bedrooms, 4 beds, 2 bathrooms
1–6 Aug
4.93 out of 5 average rating, 103 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
Apartment in Winter Park
New Condo Downtown Winter Park-Close to the Slopes
2 bedrooms, 6 beds, 2 bathrooms
1–6 Aug
5.0 out of 5 average rating, 29 reviews
Guest favourite
Home in Winter Park
Downtown WP Condo 1409 - Hot Tub - Views - Firepit
2 bedrooms, 4 beds, 2 bathrooms
14–19 Aug
4.93 out of 5 average rating, 29 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, 24 reviews
Guest favourite
Apartment in Winter Park
Ski In/Ski Out - Modern Cozy Condo in Winter Park
2 beds, 1 bathroom
9–14 Aug
4.9 out of 5 average rating, 239 reviews