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Search results; Over 1,000 homes in Winter Park

Guest favourite
Apartment in Winter Park
Perfect ski Condo
Studio, 1 bed, 1 private bathroom
12–17 Jul
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4.77 out of 5 average rating, 150 reviews
Top guest favourite
Flat in Winter Park
Mountain Town Luxury Penthouse
5.0 out of 5 average rating, 22 reviews, 2 bedrooms, 3 beds, 3 bathrooms
21–26 Jul
Top guest favourite
Apartment in Winter Park
The Rustic Moose
5.0 out of 5 average rating, 66 reviews, 2 bedrooms, 6 beds, 2 bathrooms
2–7 Aug
Guest favourite
Townhouse in Fraser
The Alpenglow House: Private Hot Tub Retreat
4.96 out of 5 average rating, 89 reviews, 3 bedrooms, 8 beds, 3.5 bathrooms
10–15 Jul
Top guest favourite
Townhouse in Winter Park
The Camping Bear
4.92 out of 5 average rating, 73 reviews, 4 bedrooms, 7 beds, 3 bathrooms
7–12 Aug
Top guest favourite
Home in Fraser
Fraser Mercantile
5.0 out of 5 average rating, 45 reviews, 4 bedrooms, 5 beds, 2 bathrooms
13–18 Jul
Top guest favourite
Guest suite in Fraser
Madge’s Studio Pets welcome!
4.97 out of 5 average rating, 493 reviews, 1 bedroom, 1 bed, 1 bathroom
30 Aug – 4 Sept
Top guest favourite
Guest suite in Fraser
The Mountains are calling!
4.92 out of 5 average rating, 693 reviews, 1 bed, 1 bathroom
16–21 Aug
Top guest favourite
Townhouse in Winter Park
Winter Park Townhome w/ Stunning Slope Views!
4.95 out of 5 average rating, 164 reviews, 3 bedrooms, 6 beds, 2.5 bathrooms
27 Jul – 1 Aug
Top guest favourite
Apartment in Winter Park
Downtown Mtn Oasis + Hot Tubs | Steps to Events
4.96 out of 5 average rating, 107 reviews, 2 bedrooms, 5 beds, 3 bathrooms
12–17 Jul
Apartment in Winter Park
Crestview Place Mountain View, Balcony & Shuttle
New place to stay, 2 bedrooms, 3 beds, 3 bathrooms
20–25 Jul
Guest favourite
Cabin in Winter Park
Cabin w/ Deck- Bike & HikeTrails & Downtown- RMNP
4.82 out of 5 average rating, 17 reviews, 5 bedrooms, 6 beds, 3 bathrooms
26–31 Jul
Top guest favourite
Apartment in Winter Park
Luxury Condo on Main Street - Winter Park, CO
4.99 out of 5 average rating, 78 reviews, 2 bedrooms, 4 beds, 2 bathrooms
19–24 Jul
Guest favourite
Apartment in Winter Park
WP Mountain Retreat • 3BR/2BA • 3 Hot Tubs & Pool
4.88 out of 5 average rating, 112 reviews, 3 bedrooms, 7 beds, 2 bathrooms
23–28 Jul
Guest favourite
Home in Winter Park
Luxury Mountain Modern Winter Park Home
4.96 out of 5 average rating, 28 reviews, 4 bedrooms, 9 beds, 4 bathrooms
9–14 Aug
Guest favourite
Guest suite in Winter Park
New Look! Breakfast, Hot Tub & No Host fee!
4.84 out of 5 average rating, 453 reviews, 1 bedroom, 1 bed, 1 bathroom
12–17 Jul
Guest favourite
Flat in Winter Park
Mountain Condo w/ Hot Tub | Walk to Town | Ski Bus
5.0 out of 5 average rating, 9 reviews, 2 bedrooms, 4 beds, 2 bathrooms
24–29 Aug
Guest favourite
Flat in Winter Park
Into the Ultimate Summer & Endless Discovery
5.0 out of 5 average rating, 21 reviews, 2 bedrooms, 3 beds, 2 bathrooms
10–15 Jul
Home in Winter Park
Hot Tub, Walk to Restaurants, National Park 40 Min
4.67 out of 5 average rating, 3 reviews, 2 bedrooms, 5 beds, 3 bathrooms
9–14 Jul