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Search results; Over 1,000 homes in Winter Park

Guest favourite
Flat in Winter Park
Amazing Condo at the Base of Winter Park Resort
1 bedroom, 2 beds, 1 private bathroom
13–18 Jul
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4.96 out of 5 average rating, 142 reviews
Top guest favourite
Flat in Winter Park
Mountain Town Luxury Penthouse
5.0 out of 5 average rating, 23 reviews, 2 bedrooms, 3 beds, 3 bathrooms
21–26 Jul
Home in Fraser
New Winter Park Townhouse with Great Views!
4 bedrooms, 5 beds, 3.5 bathrooms
2–7 Aug
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
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
13–18 Jul
Guest favourite
Apartment in Winter Park
WP Mountain Retreat • 3BR/2BA • 3 Hot Tubs & Pool
4.88 out of 5 average rating, 113 reviews, 3 bedrooms, 7 beds, 2 bathrooms
23–28 Jul
Guest favourite
Home in Winter Park
Luxury Mountain Modern Winter Park Home
4.97 out of 5 average rating, 29 reviews, 4 bedrooms, 9 beds, 4 bathrooms
9–14 Aug
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
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
20–25 Jul
Guest favourite
Apartment in Fraser
NEW Condo -Ski/Bike/Hike Winter Park/Grand County
4.94 out of 5 average rating, 79 reviews, 2 bedrooms, 5 beds, 2 bathrooms
20–25 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
Top guest favourite
Home in Winter Park
Winter Park Home | Hot Tub Sauna Walk to Downtown
5.0 out of 5 average rating, 13 reviews, 4 bedrooms, 5 beds, 3.5 bathrooms
16–21 Aug
Top guest favourite
Apartment in Winter Park
On Fraser River - King bed - pool & hot tubs @ rec
4.91 out of 5 average rating, 324 reviews, 2 bedrooms, 3 beds, 1 bathroom
2–7 Aug
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
Apartment in Winter Park
Winter Park Condo Rental ~ 2 Mi to Ski Resort!
4.83 out of 5 average rating, 30 reviews, 2 bedrooms, 6 beds, 2 bathrooms
2–7 Aug
Luxe
Home in Winter Park
Ski In Out Chalet 277 - Hot Tub - Great Views
4.94 out of 5 average rating, 70 reviews, 4 bedrooms, 13 beds, 4.5 bathrooms
18–23 Jul
Superhost
Home in Winter Park
Ramble Retreat I Downtown Winter Park w/Hot Tub
New place to stay, 4 bedrooms, 7 beds, 4.5 bathrooms
27 Jul – 1 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
Guest suite in Fraser
The Mountains are calling!
4.93 out of 5 average rating, 694 reviews, 1 bed, 1 bathroom
16–21 Aug