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Search results; Over 1,000 homes in Winter Park

Top guest favourite
Apartment in Winter Park
Winter Park Studio: On the River~ Walk Downtown!
Studio, 2 beds, 1 private bathroom
9–14 Aug
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4.98 out of 5 average rating, 429 reviews
Top guest favourite
Flat in Winter Park
Modern New build ski in/out. 1br + den.
1 bedroom, 4 beds, 1 bathroom
21–26 Aug
5.0 out of 5 average rating, 41 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, 27 reviews
Top guest favourite
Townhouse in Winter Park
Beautiful Condo at Winter Park!
1 bedroom, 1 bathroom
16–21 Aug
4.94 out of 5 average rating, 101 reviews
Guest favourite
Apartment in Winter Park
Ski In/Ski Out - Modern Cozy Condo in Winter Park
2 beds, 1 bathroom
22–27 Aug
4.9 out of 5 average rating, 239 reviews
Guest favourite
Home in Winter Park
Downtown WP Condo 2203 - Hot Tub - Views - Firepit
2 bedrooms, 2 beds, 2 bathrooms
10–15 Aug
5.0 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
4–9 Aug
4.99 out of 5 average rating, 80 reviews
Top guest favourite
Guest suite in Fraser
The Mountains are calling!
1 queen bed, 1 bathroom
24–29 Aug
4.93 out of 5 average rating, 697 reviews
Superhost
Cabin in Winter Park
Condo near Winter Park Gondola w/ hot tub
1 bedroom, 2 beds, 1 bathroom
9–14 Aug
4.9 out of 5 average rating, 10 reviews
Guest favourite
Apartment in Winter Park
Cozy Summer Getaway | Luxury Condo in Downtown
1 bedroom, 2 beds, 1 bathroom
15–20 Aug
4.88 out of 5 average rating, 40 reviews
Superhost
Apartment in Winter Park
Ski-In/Out & Trestle Access | Pool
2 bedrooms, 3 beds, 2 bathrooms
3–8 Aug
4.91 out of 5 average rating, 23 reviews
Guest favourite
Guest suite in Winter Park
New Look! Breakfast, Hot Tub & No Host fee!
1 bedroom, 1 king bed, 1 bathroom
21–26 Aug
4.84 out of 5 average rating, 458 reviews
Guest favourite
Apartment in Winter Park
Ski In/Out Founders Pointe 1-Bedroom with Bunk Bed
1 bedroom, 4 beds, 1 bathroom
23–28 Aug
4.95 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, 125 reviews
Guest favourite
Apartment in Winter Park
Walk to town! Indoor pool, sauna, hot tubs.
2 bedrooms, 3 beds, 2 bathrooms
3–8 Aug
4.92 out of 5 average rating, 119 reviews
Top guest favourite
Apartment in Winter Park
Ski-In Ski-Out Zephyr Mtn Lodge Condo w/ Hot Tub
1 bedroom, 2 beds, 1 bathroom
13–18 Aug
4.91 out of 5 average rating, 274 reviews
Top guest favourite
Flat in Winter Park
Winter Park Getaway w/ Panoramic Mountain Views
2 bedrooms, 4 beds, 2 bathrooms
2–7 Oct
4.96 out of 5 average rating, 25 reviews
Top guest favourite
Flat in Winter Park
Hip mountain pad • Steps to Summer Festivals
2 beds, 1 bathroom
27 Aug – 1 Sept
4.82 out of 5 average rating, 34 reviews
Guest favourite
Apartment in Winter Park
One Bdrm Condo Ski In / Ski Out, Hot Tub, Fire Pit
1 bedroom, 2 beds, 1 bathroom
16–21 Aug
4.87 out of 5 average rating, 215 reviews