Search results; Over 1,000 homes in Winter Park

Guest favourite
Flat in Winter Park
Amazing Condo at the Base of Winter Park Resort
1 bedroom, 2 beds, 1 private bathroom
14–19 Jul
,
4.96 out of 5 average rating, 142 reviews
Home in Winter Park
Mountain Retreat | Hot Tub + Forest Trails
8 beds
14–19 Jul
5.0 out of 5 average rating, 3 reviews
Top guest favourite
Home in Winter Park
WP Resort Villa 211 - Hot Tub - Arcade - Views
8 beds
22–27 Jul
5.0 out of 5 average rating, 14 reviews
Townhouse in Winter Park
Yukon Forest Depot | Ski-Hike-Bike-Golf-Fish-Relax
8 beds
19–24 Jul
New place to stay
Guest favourite
Home in Tabernash
Pole Creek Home 739 - Hot Tub - Views - Game Room
9 beds
10–15 Aug
5.0 out of 5 average rating, 5 reviews
Guest favourite
Home in Winter Park
Downtown WP Pond Chalet 13 - Hot Tub - Views
Waterfront
16–21 Aug
4.75 out of 5 average rating, 16 reviews
Top guest favourite
Home in Winter Park
WP Resort Villa 502 - Hot Tub - Bunks - Great View
7 beds
9–14 Aug
5.0 out of 5 average rating, 22 reviews
Guest favourite
Home in Granby
Circle H Lodge - Lake Granby
13 beds
6–11 Sept
5.0 out of 5 average rating, 17 reviews
Superhost
Home in Winter Park
Ramble Retreat I Downtown Winter Park w/Hot Tub
7 beds
27 Jul – 1 Aug
New place to stay
Top guest favourite
Home in Winter Park
Winter Park Home | Hot Tub Sauna Walk to Downtown
5 beds
16–21 Aug
5.0 out of 5 average rating, 13 reviews
Top guest favourite
Home in Winter Park
5-10 min walk to lifts. Luxury home in Winter Park
4 beds
19–24 Jul
5.0 out of 5 average rating, 29 reviews
Top guest favourite
Townhouse in Winter Park
Winter Park Townhome w/ Stunning Slope Views!
6 beds
27 Jul – 1 Aug
4.95 out of 5 average rating, 164 reviews
Guest favourite
Home in Winter Park
WP Resort Villa 306 - Private Hot Tub - Great View
6 beds
20–25 Jul
4.74 out of 5 average rating, 31 reviews
Superhost
Home in Winter Park
Downtown WP Villa 165 - Hot Tub - Views - Bunks
7 beds
19–24 Jul
Superhost
Home in Winter Park
WP Resort Villa 610 - Hot Tub - Views - Game Room
8 beds
14–19 Jul
New place to stay
Guest favourite
Home in Winter Park
WP Resort Villa 402 - Hot Tub - Arcade - Views
8 beds
16–21 Aug
4.86 out of 5 average rating, 37 reviews
Top guest favourite
Flat in Winter Park
Mountain Town Luxury Penthouse
3 beds
21–26 Jul
5.0 out of 5 average rating, 23 reviews
Guest favourite
Home in Winter Park
Downtown WP River Villa 104 - Rooftop Hot Tub
Waterfront
1–6 Aug
4.91 out of 5 average rating, 44 reviews
Superhost
Townhouse in Winter Park
Lakota SkiRenity | Private Hot Tub
Waterfront
11–16 Aug