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Search results; Over 1,000 homes in Winter Park

Chalet in Winter Park
Pine Marten Lodge
5 bedrooms, 11 beds, 3.5 private bathrooms
23–28 Aug
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4.86 out of 5 average rating, 88 reviews
Top guest favourite
Guest suite in Fraser
Madge’s Studio Pets welcome!
1 bedroom, 1 king bed, 1 bathroom
30 Oct – 4 Nov
4.97 out of 5 average rating, 501 reviews
Flat in Winter Park
The real Winter Park/Alpine experience condo
1 bedroom, 2 beds, 1 bathroom
27 Aug – 1 Sept
5.0 out of 5 average rating, 4 reviews
Superhost
Rooms in Winter Park
Riverfront Retreat | Hot Tubs & Walk to Downtown
3 bedrooms, 4 beds, 1 bathroom
21–26 Aug
New place to stay
Guest favourite
Apartment in Fraser
Cute modern 2 bed retreat, a perfect basecamp!
2 bedrooms, 2 queen beds, 2 bathrooms
23–28 Aug
4.78 out of 5 average rating, 18 reviews
Guest favourite
Home in Winter Park
Downtown WP Cabin 44 - Hot Tub - Views - Bunks
2 bedrooms, 4 beds, 2 bathrooms
24–29 Aug
4.96 out of 5 average rating, 76 reviews
Top guest favourite
Flat in Winter Park
Mountain Town Luxury Penthouse
2 bedrooms, 3 beds, 3 bathrooms
22–27 Aug
5.0 out of 5 average rating, 26 reviews
Top guest favourite
Apartment in Winter Park
Winter Park Ski Resort - Top Floor
1 bedroom, 1 sofa bed, 1 bathroom
30 Aug – 4 Sept
4.98 out of 5 average rating, 40 reviews
Guest favourite
Apartment in Winter Park
Cozy mountain retreat in downtown Winter Park
1 bedroom, 3 beds, 1 bathroom
24–29 Aug
4.94 out of 5 average rating, 163 reviews
Top guest favourite
Apartment in Winter Park
New 2BD/2BA w/AC: Walk to Restaurants + Shopping!
2 bedrooms, 2 king beds, 2 bathrooms
23–28 Aug
5.0 out of 5 average rating, 59 reviews
Top guest favourite
Guest suite in Winter Park
Charming Suite in Old Town Winter Park
1 bedroom, 1 queen bed, 1 bathroom
23–28 Aug
4.98 out of 5 average rating, 497 reviews
Top guest favourite
Apartment in Fraser
Walk to Restaurants! Don't Miss the Fall Colors!
1 bedroom, 3 beds, 1 bathroom
30 Aug – 4 Sept
4.97 out of 5 average rating, 146 reviews
Guest favourite
Flat in Winter Park
1BR Condo in Winter Park, CO
1 bedroom, 2 beds, 1 bathroom
23–28 Aug
5.0 out of 5 average rating, 49 reviews
Apartment in Winter Park
Winter Park Riverfront, Hike, Bike, Walk Downtown
1 bedroom, 2 beds, 1 bathroom
27 Aug – 1 Sept
New place to stay
Top guest favourite
Flat in Winter Park
Mountain Condo w/ Hot Tub | Walk to Town | Ski Bus
2 bedrooms, 4 beds, 2 bathrooms
7–12 Sept
5.0 out of 5 average rating, 15 reviews
Guest favourite
Apartment in Fraser
New Luxury Condo Private Hot Tub and Fireplace
2 bedrooms, 4 beds, 2 bathrooms
21–26 Aug
4.91 out of 5 average rating, 11 reviews
Guest favourite
Cabin in Fraser
Cozy Fraser Cabin w/ Views & Moose Sightings!
1 bedroom, 2 queen beds, 1 bathroom
30 Aug – 4 Sept
4.97 out of 5 average rating, 90 reviews
Guest favourite
Apartment in Winter Park
Pool Hot Tub Free Garage · Remodeled Studio
1 bedroom, 4 beds, 1 bathroom
23–28 Aug
4.87 out of 5 average rating, 93 reviews
Guest favourite
Apartment in Fraser
Mountain Modern Cozyville
1 bedroom, 2 beds, 1 bathroom
26–31 Aug
4.88 out of 5 average rating, 143 reviews