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Search results; Over 1,000 homes in Winter Park

Top guest favourite
Apartment in Winter Park
New Condo Downtown Winter Park-Close to the Slopes
2 bedrooms, 6 beds
11–16 Aug
5.0 out of 5 average rating, 30 reviews
Top guest favourite
Apartment in Winter Park
Luxury Condo on Main Street - Winter Park, CO
2 bedrooms, 4 beds
5–10 Aug
4.99 out of 5 average rating, 80 reviews
Top guest favourite
Townhouse in Winter Park
Luxury Winter Park Retreat with Private Hot Tub
3 bedrooms, 4 beds
16–21 Aug
5.0 out of 5 average rating, 27 reviews
Superhost
Apartment in Winter Park
Ski-In/Out & Trestle Access | Pool
2 bedrooms, 3 beds
4–9 Aug
4.91 out of 5 average rating, 23 reviews
Top guest favourite
Flat in Winter Park
Modern New build ski in/out. 1br + den.
1 bedroom, 4 beds
21–26 Aug
5.0 out of 5 average rating, 41 reviews
Guest favourite
Guest suite in Winter Park
New Look! Breakfast, Hot Tub & No Host fee!
1 bedroom, 1 king bed
21–26 Aug
4.84 out of 5 average rating, 458 reviews
Guest favourite
Flat in Winter Park
Into the Ultimate Summer & Endless Discovery
2 bedrooms, 3 beds
4–9 Aug
5.0 out of 5 average rating, 22 reviews
Superhost
Cabin in Winter Park
Condo near Winter Park Gondola w/ hot tub
1 bedroom, 2 beds
9–14 Aug
4.9 out of 5 average rating, 10 reviews
Superhost
Apartment in Winter Park
WP Mountain Retreat • 3BR/2BA • 3 Hot Tubs & Pool
3 bedrooms, 7 beds
16–21 Aug
4.86 out of 5 average rating, 118 reviews
Top guest favourite
Apartment in Winter Park
Ski-In Ski-Out Zephyr Mtn Lodge Condo w/ Hot Tub
1 bedroom, 2 beds
13–18 Aug
4.91 out of 5 average rating, 274 reviews
Guest favourite
Apartment in Winter Park
Cozy mountain retreat in downtown Winter Park
1 bedroom, 3 beds
6–11 Aug
4.94 out of 5 average rating, 160 reviews
Guest favourite
Apartment in Winter Park
Ski In/Ski Out - Modern Cozy Condo in Winter Park
2 beds
22–27 Aug
4.9 out of 5 average rating, 239 reviews
Guest favourite
Townhouse in Winter Park
Modern/Rustic 2-bedroom Townhouse + Bonus Loft
2 bedrooms, 3 beds
5–10 Aug
4.97 out of 5 average rating, 196 reviews
Guest favourite
Home in Winter Park
Slopeside Chalet 97A - Hot Tub - Views - Bunk Room
2 bedrooms, 7 beds
4–9 Aug
4.92 out of 5 average rating, 65 reviews
Top guest favourite
Flat in Winter Park
Luxury Winter Park Studio*PrivHotTub*Majestic View
1 bedroom, 1 king bed
29 Aug – 3 Sept
4.97 out of 5 average rating, 125 reviews
Top guest favourite
Townhouse in Winter Park
Beautiful Condo at Winter Park!
1 bedroom
16–21 Aug
4.94 out of 5 average rating, 101 reviews
Guest favourite
Flat in Winter Park
1BR Condo in Winter Park, CO
1 bedroom, 2 beds
13–18 Aug
5.0 out of 5 average rating, 47 reviews
Guest favourite
Apartment in Winter Park
Walk to Downtown | Hot Tub | Fire place | River |
1 bedroom, 2 beds
9–14 Aug
4.88 out of 5 average rating, 344 reviews