filters

Search results; Over 1,000 homes in Winter Park

Photo 1 of 19
Guest favourite
Apartment in Winter Park
Main Street Luxury - Hot Tub + Trails
1 bedroom, 2 beds, 2 private bathrooms
7–12 Oct
,
4.85 out of 5 average rating, 254 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
20–25 Sept
4.98 out of 5 average rating, 499 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
27 Sept – 2 Oct
5.0 out of 5 average rating, 28 reviews
Photo 1 of 29
Guest favourite
Flat in Winter Park
Winter Park 2 bedrooms Corner Unit w outdoor patio
2 bedrooms, 4 beds, 1 bathroom
27 Sept – 2 Oct
4.97 out of 5 average rating, 32 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
Top guest favourite
Apartment in Winter Park
Top Floor Condo Steps From Free Shuttle w/Hot Tub
2 bedrooms, 2 queen beds, 2 bathrooms
20–25 Sept
4.93 out of 5 average rating, 289 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 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 29
Top guest favourite
Flat in Winter Park
Hip Ski Pad • Hot Tub • Steps to Downtown
2 beds, 1 bathroom
20–25 Sept
4.85 out of 5 average rating, 39 reviews
Photo 1 of 29
Apartment in Winter Park
Cozy Condo Short-Term License #004821
1 bedroom, 2 beds, 1 bathroom
22–27 Sept
4.75 out of 5 average rating, 76 reviews
Photo 1 of 22
Guest favourite
Flat in Winter Park
Ski in / Ski out at Winter Park - pool & hot tub
2 beds, 1 bathroom
24–29 Sept
4.95 out of 5 average rating, 19 reviews
Photo 1 of 15
Guest favourite
Apartment in Winter Park
Large studio condo downtown Winter Park, CO
1 queen bed, 1 bathroom
18–23 Sept
4.93 out of 5 average rating, 98 reviews
Photo 1 of 15
Top guest favourite
Apartment in Winter Park
Cozy DT condo mins from slopes
2 bedrooms, 3 beds, 2 bathrooms
5–10 Oct
5.0 out of 5 average rating, 106 reviews
Photo 1 of 18
Top guest favourite
Apartment in Winter Park
Ski-in Ski-out Cozy Condo
1 queen bed, 1 bathroom
14–19 Oct
4.97 out of 5 average rating, 72 reviews
Photo 1 of 29
Top guest favourite
Apartment in Winter Park
Ski In/Ski Out - Modern Cozy Condo in Winter Park
2 beds, 1 bathroom
20–25 Sept
4.9 out of 5 average rating, 250 reviews
Photo 1 of 19
Guest favourite
Apartment in Winter Park
Stylish Studio on Main Street in Winter Park
1 king bed, 1 bathroom
19–24 Sept
4.9 out of 5 average rating, 98 reviews
Photo 1 of 23
Guest favourite
Apartment in Winter Park
Homebase Snowblaze
2 beds, 1 bathroom
20–25 Sept
4.88 out of 5 average rating, 260 reviews
Photo 1 of 29
Top guest favourite
Flat in Winter Park
New Hike or Ski in/out Modern Condo-Quiet w/ Views
2 bedrooms, 4 beds, 1 bathroom
3–8 Oct
5.0 out of 5 average rating, 42 reviews
Photo 1 of 27
Top guest favourite
Home in Winter Park
Penthouse Cozy Condo Winter Park
3 bedrooms, 3 beds, 3 bathrooms
24–29 Sept
5.0 out of 5 average rating, 9 reviews