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Search results; Over 1,000 homes in Winter Park

Top guest favourite
Townhouse in Winter Park
Slopeside Trademark Mountain Retreat #44
3 bedrooms, 4 beds, 3.5 private bathrooms
11–16 Oct
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4.99 out of 5 average rating, 208 reviews
Top guest favourite
Guest suite in Fraser
The Mountains are calling!
4.93 out of 5 average rating, 697 reviews, 1 bed, 1 bathroom
16–21 Aug
Top guest favourite
Townhouse in Winter Park
Luxury Winter Park Retreat with Private Hot Tub
5.0 out of 5 average rating, 25 reviews, 3 bedrooms, 4 beds, 4 bathrooms
16–21 Aug
Guest favourite
Apartment in Winter Park
Walk to Downtown | Hot Tub | Fire place | River |
4.88 out of 5 average rating, 343 reviews, 1 bedroom, 2 beds, 1 bathroom
1–6 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
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
9–14 Aug
Guest favourite
Home in Winter Park
Downtown WP Condo 2203 - Hot Tub - Views - Firepit
5.0 out of 5 average rating, 28 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
Apartment in Winter Park
New Condo Downtown Winter Park-Close to the Slopes
5.0 out of 5 average rating, 29 reviews, 2 bedrooms, 6 beds, 2 bathrooms
1–6 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
9–14 Aug
Top guest favourite
Apartment in Fraser
Luxury Condo w Private Hot Tub - Fraser, CO
5.0 out of 5 average rating, 34 reviews, 2 bedrooms, 3 beds, 1 bathroom
20–25 Aug
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
Guest suite in Fraser
Madge’s Studio Pets welcome!
4.97 out of 5 average rating, 497 reviews, 1 bedroom, 1 bed, 1 bathroom
30 Aug – 4 Sept
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
Home in Fraser
Private Hot Tub, Garage + EV Charger, On Bus Line!
4.93 out of 5 average rating, 103 reviews, 2 bedrooms, 4 beds, 2 bathrooms
3–8 Aug
Guest favourite
Apartment in Fraser
Alpine Luxe Loft- Hot Tub, Fireplace, Views, Ski
4.92 out of 5 average rating, 26 reviews, 3 bedrooms, 4 beds, 2 bathrooms
16–21 Aug
Top guest favourite
Apartment in Winter Park
New 2BD/2BA w/AC: Walk to Restaurants + Shopping!
5.0 out of 5 average rating, 55 reviews, 2 bedrooms, 2 beds, 2 bathrooms
3–8 Aug
Guest favourite
Apartment in Winter Park
Ski In/Out Founders Pointe 1-Bedroom with Bunk Bed
4.95 out of 5 average rating, 22 reviews, 1 bedroom, 4 beds, 1 bathroom
23–28 Aug
Top guest favourite
Apartment in Fraser
Walk to Restaurants! Book now for Fall Foliage!
4.97 out of 5 average rating, 143 reviews, 1 bedroom, 3 beds, 1 bathroom
16–21 Aug