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Search results; Over 1,000 homes in Winter Park

Guest favourite
Apartment in Winter Park
Walk to Downtown | Hot Tub | Fire place | River |
1 bedroom, 2 beds, 1 private bathroom
13–18 Jul
,
4.88 out of 5 average rating, 339 reviews
Top guest favourite
Townhouse in Winter Park
The Camping Bear
4.92 out of 5 average rating, 72 reviews, 4 bedrooms, 7 beds, 3 bathrooms
7–12 Aug
Top guest favourite
Townhouse in Winter Park
Beautiful Condo at Winter Park!
4.94 out of 5 average rating, 99 reviews, 1 bedroom, 1 bathroom
2–7 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!
4.92 out of 5 average rating, 692 reviews, 1 bed, 1 bathroom
16–21 Aug
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
Home in Fraser
Fraser Mercantile
5.0 out of 5 average rating, 45 reviews, 4 bedrooms, 5 beds, 2 bathrooms
8–13 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
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
8–13 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
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
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
8–13 Jul
Top guest favourite
Guest suite in Fraser
Madge’s Studio Pets welcome!
4.97 out of 5 average rating, 492 reviews, 1 bedroom, 1 bed, 1 bathroom
30 Aug – 4 Sept
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
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
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
Guest favourite
Apartment in Winter Park
Cozy mountain retreat in downtown Winter Park
4.94 out of 5 average rating, 158 reviews, 1 bedroom, 3 beds, 1 bathroom
8–13 Jul
Guest favourite
Apartment in Winter Park
Cozy condo w/ fireplace & hot tub
5.0 out of 5 average rating, 7 reviews, 2 bedrooms, 4 beds, 2 bathrooms
8–13 Jul
Top guest favourite
Apartment in Winter Park
The Best Location in Downtown Winter Park!
4.96 out of 5 average rating, 107 reviews, 2 bedrooms, 5 beds, 3 bathrooms
12–17 Jul