filters

Search results; Over 1,000 homes in Winter Park

Photo 1 of 19
Guest favourite
Apartment in Winter Park
Oversized 1bed Ski In/Out MTN VIEWS King&Qn beds
2 bedrooms, 2 beds, 1 private bathroom
10–15 Oct
,
4.89 out of 5 average rating, 337 reviews
Photo 1 of 29
Top guest favourite
Home in Winter Park
Luxury Winter Park HomeHotTub*Majestic View*Resort
4 bedrooms, 9 beds, 4 bathrooms
18–23 Oct
4.97 out of 5 average rating, 37 reviews
Photo 1 of 26
Guest favourite
Cabin in Winter Park
Cozy Cabin in Perfect Location
2 beds, 1 bathroom
7–12 Oct
4.84 out of 5 average rating, 659 reviews
Photo 1 of 24
Featured hotel
Hotel in Winter Park
Superior king twin trundle
1 bedroom, 1 bathroom
3–8 Oct
Photo 1 of 28
Guest favourite
Apartment in Winter Park
One Bdrm Condo Ski In / Ski Out, Hot Tub, Fire Pit
1 bedroom, 2 beds, 1 bathroom
4–9 Oct
4.88 out of 5 average rating, 221 reviews
Photo 1 of 29
Superhost
Home in Winter Park
WP Resort Villa 509 - Hot Tub - Views - Theatre
4 bedrooms, 6 beds, 4.5 bathrooms
1–6 Oct
New place to stay
Photo 1 of 29
Guest favourite
Townhouse in Winter Park
Luxury Ski in/Ski out town home, private hot tub
4 bedrooms, 5 beds, 4.5 bathrooms
1–6 Oct
4.92 out of 5 average rating, 64 reviews
Photo 1 of 29
Top guest favourite
Guest suite in Winter Park
Charming Suite in Old Town Winter Park
1 bedroom, 1 queen bed, 1 bathroom
1–6 Oct
4.98 out of 5 average rating, 499 reviews
Photo 1 of 29
Guest favourite
Apartment in Winter Park
Cozy mountain retreat in downtown Winter Park
1 bedroom, 3 beds, 1 bathroom
1–6 Oct
4.94 out of 5 average rating, 165 reviews
Photo 1 of 29
Top guest favourite
Home in Winter Park
WP Resort Villa 502 - Hot Tub - Bunks - Great View
3 bedrooms, 7 beds, 3.5 bathrooms
4–9 Oct
5.0 out of 5 average rating, 29 reviews
Photo 1 of 17
Top guest favourite
Flat in Winter Park
Village of Winter Park Condo
1 bedroom, 2 beds, 1 bathroom
1–6 Oct
4.86 out of 5 average rating, 323 reviews
Photo 1 of 25
Top guest favourite
Apartment in Winter Park
Winter Park Condo on the River: Walk to Downtown!
1 bedroom, 2 beds, 1 bathroom
4–9 Oct
4.99 out of 5 average rating, 125 reviews
Photo 1 of 29
Top guest favourite
Apartment in Winter Park
Zephyr Ski In/Out at Winter Park - 1/2 Price Tues!
1 bedroom, 2 beds, 1 bathroom
1–6 Oct
5.0 out of 5 average rating, 60 reviews
Photo 1 of 29
Top guest favourite
Apartment in Winter Park
Downtown Mtn Oasis + Hot Tubs | Steps to Events
2 bedrooms, 5 beds, 3 bathrooms
6–11 Oct
4.96 out of 5 average rating, 114 reviews
Photo 1 of 29
Guest favourite
Home in Winter Park
Winter Park Pond Chalet 13 - Hot Tub - Views
4 bedrooms, 5 beds, 4 bathrooms
4–9 Oct
4.78 out of 5 average rating, 23 reviews
Photo 1 of 29
Top guest favourite
Flat in Winter Park
NEW Ski In/Out Condo w/ Hot Tub & Balcony
2 bedrooms, 4 beds, 1 bathroom
1–6 Oct
5.0 out of 5 average rating, 54 reviews
Photo 1 of 29
Guest favourite
Flat in Winter Park
Cozy Winter Park Condo - Heart of Town
1 bedroom, 2 beds, 1 bathroom
1–6 Oct
4.95 out of 5 average rating, 22 reviews
Photo 1 of 27
Superhost
Home in Winter Park
Luxury Emerald Escape | Hot Tub | Ski Shuttle
3 bedrooms, 5 beds, 2.5 bathrooms
6–11 Oct
New place to stay
Photo 1 of 29
Top guest favourite
Guest suite in Fraser
The Mountains are calling!
1 queen bed, 1 bathroom
9–14 Oct
4.92 out of 5 average rating, 704 reviews