filters

Search results; Over 1,000 homes in Winter Park

Photo 1 of 29
Guest favourite
Apartment in Winter Park
Remodeled Ski In/Out Condo. 30 Sec Walk To Slope!
Studio, 2 beds, 1 private bathroom
1–6 Oct
,
4.97 out of 5 average rating, 72 reviews
Photo 1 of 29
Superhost
Apartment in Winter Park
WP Mountain Retreat • 3BR/2BA • 3 Hot Tubs & Pool
3 bedrooms, 7 beds, 2 bathrooms
5–10 Oct
4.87 out of 5 average rating, 123 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, 28 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
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
Top guest favourite
Townhouse in Winter Park
The Camping Bear
4 bedrooms, 7 beds, 3 bathrooms
5–10 Oct
4.92 out of 5 average rating, 78 reviews
Photo 1 of 29
Superhost
Home in Winter Park
Downtown WP Chalet 380 - Hot Tub - Great Views
3 bedrooms, 6 beds, 3.5 bathrooms
1–6 Oct
New place to stay
Photo 1 of 29
Guest favourite
Apartment in Fraser
Spacious Family Friendly Townhome Retreat
3 bedrooms, 6 beds, 3.5 bathrooms
1–6 Oct
4.97 out of 5 average rating, 31 reviews
Photo 1 of 29
Guest favourite
Home in Fraser
New Winter Park Townhouse with Great Views!
4 bedrooms, 5 beds, 3.5 bathrooms
1–6 Oct
5.0 out of 5 average rating, 6 reviews
Photo 1 of 29
Luxe
Home in Winter Park
Sleeps 19 | Winterhaven Estate by AvantStay
11 bedrooms, 16 beds, 8 bathrooms
29 Oct – 3 Nov
4.85 out of 5 average rating, 26 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
11–16 Oct
4.78 out of 5 average rating, 23 reviews
Photo 1 of 22
Guest favourite
Home in Winter Park
Downtown WP Condo 2404 - Hot Tub - Views - Firepit
2 bedrooms, 3 king beds, 2 bathrooms
1–6 Oct
4.95 out of 5 average rating, 39 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 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
Photo 1 of 25
Guest favourite
Home in Winter Park
Downtown WP Penthouse 221 I Private Hot Tub I View
3 bedrooms, 7 beds, 3 bathrooms
1–6 Oct
4.91 out of 5 average rating, 11 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
12–17 Oct
4.94 out of 5 average rating, 72 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 28
Top guest favourite
Home in Fraser
Spruce Ridge Villa 714H - Great Views - Bunk Room
3 bedrooms, 5 beds, 3 bathrooms
5–10 Oct
5.0 out of 5 average rating, 15 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