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Search results; Over 1,000 homes in Winter Park

Top guest favourite
Guest suite in Winter Park
Charming Suite in Old Town Winter Park
1 bedroom, 1 bed, 1 private bathroom
8–13 Aug
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4.98 out of 5 average rating, 497 reviews
Guest favourite
Apartment in Winter Park
Walk to Downtown | Hot Tub | Fire place | River |
1 bedroom, 2 beds, 1 bathroom
3–8 Aug
4.88 out of 5 average rating, 343 reviews
Top guest favourite
Apartment in Winter Park
Luxury Condo on Main Street - Winter Park, CO
2 bedrooms, 4 beds, 2 bathrooms
2–7 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
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
Guest favourite
Apartment in Winter Park
Homebase Snowblaze
2 beds, 1 bathroom
2–7 Aug
4.88 out of 5 average rating, 257 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, 26 reviews
Top guest favourite
Apartment in Winter Park
New 2BD/2BA w/AC: Walk to Restaurants + Shopping!
2 bedrooms, 2 king beds, 2 bathrooms
9–14 Aug
5.0 out of 5 average rating, 55 reviews
Top guest favourite
Apartment in Winter Park
Winter Park Studio: On the River~ Walk Downtown!
2 beds, 1 bathroom
9–14 Aug
4.98 out of 5 average rating, 428 reviews
Guest favourite
Flat in Winter Park
Ski in / Ski out at Winter Park - pool & hot tub
2 beds, 1 bathroom
10–15 Aug
4.93 out of 5 average rating, 14 reviews
Guest favourite
Guest suite in Winter Park
New Look! Breakfast, Hot Tub & No Host fee!
1 bedroom, 1 king bed, 1 bathroom
9–14 Aug
4.84 out of 5 average rating, 458 reviews
Superhost
Home in Winter Park
Downtown WP Condo 3406 - Hot Tub - Views - Firepit
2 bedrooms, 4 beds, 2 bathrooms
4–9 Aug
5.0 out of 5 average rating, 3 reviews
Guest favourite
Flat in Winter Park
Into the Ultimate Summer & Endless Discovery
2 bedrooms, 3 beds, 2 bathrooms
2–7 Aug
5.0 out of 5 average rating, 22 reviews
Guest favourite
Cabin in Fraser
Cosmic Cabin: Views, Trails, HotTub by Winter Park
3 bedrooms, 5 beds, 2 bathrooms
2–7 Aug
4.95 out of 5 average rating, 74 reviews
Guest favourite
Flat in Winter Park
Private room in Winter Park
1 bedroom, 2 beds, 1 bathroom
9–14 Aug
4.82 out of 5 average rating, 50 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, 25 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
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