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Search results; Over 1,000 homes in Winter Park

Top guest favourite
Flat in Winter Park
Winter Park Getaway w/ Panoramic Mountain Views
4.96 out of 5 average rating, 23 reviews, 2 bedrooms, 4 beds, 2 bathrooms
12–17 Sept
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
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
Superhost
Home in Winter Park
Downtown WP Loft 106 - Huge Hot Tub - Great Views
5.0 out of 5 average rating, 5 reviews, 3 bedrooms, 8 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
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
Home in Winter Park
Slopeside Chalet 106 - Hot Tub - Views - Bunk Room
5.0 out of 5 average rating, 5 reviews, 3 bedrooms, 5 beds, 3.5 bathrooms
14–19 Jul
Guest favourite
Townhouse in Winter Park
Experience luxury and adventure at Row 41
5.0 out of 5 average rating, 20 reviews, 4 bedrooms, 5 beds, 3 bathrooms
14–19 Jul
Superhost
Home in Winter Park
Downtown WP Sojourn Villa 115 | Bunk Room | Views
New place to stay, 3 bedrooms, 5 beds, 3.5 bathrooms
14–19 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
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
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
Guest favourite
Home in Winter Park
Downtown WP River Front Villa 236 I Hot Tub I View
4.96 out of 5 average rating, 25 reviews, 4 bedrooms, 9 beds, 5.5 bathrooms
15–20 Jul
Guest favourite
Townhouse in Winter Park
Cozy Mountain Cabin in the Heart of Winter Park
4.82 out of 5 average rating, 185 reviews, 3 bedrooms, 6 beds, 2.5 bathrooms
31 Aug – 5 Sept
Guest favourite
Apartment in Winter Park
Large studio condo downtown Winter Park, CO
4.93 out of 5 average rating, 95 reviews, 1 bed, 1 bathroom
19–24 Jul
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
Superhost
Home in Winter Park
Downtown WP Loft 57 - Rooftop Hot Tub - Great View
3 bedrooms, 7 beds, 3 bathrooms
26–31 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