filters

Search results; Over 1,000 homes in Winter Park

Photo 1 of 29
Superhost
Cabin in Winter Park
Base of Winter Park w/ hot tub
1 bedroom, 2 beds, 1 private bathroom
1–6 Oct
,
4.91 out of 5 average rating, 11 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, 36 reviews
Photo 1 of 29
Guest favourite
Home in Winter Park
Luxurious Mountain Home near Downtown Winter Park!
7 bedrooms, 17 beds, 6.5 bathrooms
25–30 Oct
4.89 out of 5 average rating, 87 reviews
Photo 1 of 17
Guest favourite
Apartment in Winter Park
10 Minute Walk to the Winter Park Gondola 6 beds.
3 bedrooms, 6 beds, 2.5 bathrooms
15–20 Oct
4.94 out of 5 average rating, 69 reviews
Photo 1 of 24
Top guest favourite
Townhouse in Winter Park
Winter Park Townhome w/ Stunning Slope Views!
3 bedrooms, 6 beds, 2.5 bathrooms
13–18 Oct
4.94 out of 5 average rating, 163 reviews
Photo 1 of 24
Featured hotel
Hotel in Winter Park
Gravity Haus Winter Park, Superior king twin trun.
1 bedroom, 1 bathroom
1–6 Oct
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 6
Guest favourite
Apartment in Winter Park
Winter Park Ski Resort - Top Floor
1 bedroom, 1 sofa bed, 1 bathroom
1–6 Oct
4.98 out of 5 average rating, 42 reviews
Photo 1 of 29
Luxe
Home in Winter Park
Ski In Out Chalet 277 - Hot Tub - Great Views
4 bedrooms, 13 beds, 4.5 bathrooms
19–24 Oct
4.94 out of 5 average rating, 72 reviews
Photo 1 of 29
Superhost
Home in Winter Park
Unbeatable Location Downtown Winter Park W/Hot tub
4 bedrooms, 7 beds, 4.5 bathrooms
1–6 Oct
New place to stay
Photo 1 of 29
Top guest favourite
Flat in Winter Park
Mountain Town Luxury Penthouse
2 bedrooms, 3 beds, 3 bathrooms
20–25 Apr
5.0 out of 5 average rating, 28 reviews
Photo 1 of 21
Top guest favourite
Flat in Winter Park
Mountain Condo w/ Hot Tub | Walk to Town | Ski Bus
2 bedrooms, 4 beds, 2 bathrooms
4–9 Oct
5.0 out of 5 average rating, 22 reviews
Photo 1 of 29
Guest favourite
Home in Winter Park
The Owl's Nest | Private Hot Tub | Game Room
4 bedrooms, 9 beds, 4.5 bathrooms
11–16 Oct
5.0 out of 5 average rating, 10 reviews
Photo 1 of 23
Top guest favourite
Apartment in Winter Park
Cozy Winter Park Riverfront Studio~ Walk Downtown
2 beds, 1 bathroom
4–9 Oct
5.0 out of 5 average rating, 121 reviews
Photo 1 of 29
Guest favourite
Cabin in Winter Park
Cabin w/ Deck- Bike & HikeTrails & Downtown- RMNP
5 bedrooms, 5 beds, 3 bathrooms
1–6 Oct
4.86 out of 5 average rating, 22 reviews
Photo 1 of 29
Guest favourite
Townhouse in Winter Park
Luxury Winter Park Retreat with Private Hot Tub
3 bedrooms, 4 beds, 4 bathrooms
10–15 Oct
4.97 out of 5 average rating, 36 reviews
Photo 1 of 29
Luxe
Home in Winter Park
Fish, Raft, Hike. Then Home to a Rooftop Soak
5 bedrooms, 8 beds, 5.5 bathrooms
11–16 Oct
5.0 out of 5 average rating, 7 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 28
Guest favourite
Apartment in Winter Park
One Bdrm Condo Ski In / Ski Out, Hot Tub, Fire Pit
1 bedroom, 2 beds, 1 bathroom
11–16 Oct
4.88 out of 5 average rating, 221 reviews