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Search results; Over 1,000 homes in Winter Park

Home in Winter Park
Mountainside Winter Park Ski Home w/ Hot Tub
4 bedrooms, 7 beds, 3 private bathrooms
1–6 Sept
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4.74 out of 5 average rating, 54 reviews
Flat in Winter Park
The real Winter Park/Alpine experience condo
1 bedroom, 2 beds, 1 bathroom
8–13 Sept
5.0 out of 5 average rating, 4 reviews
Guest favourite
Apartment in Winter Park
Winter Park Ski Resort - Top Floor
1 bedroom, 1 sofa bed, 1 bathroom
6–11 Sept
4.98 out of 5 average rating, 40 reviews
Top guest favourite
Flat in Winter Park
Mountain Town Luxury Penthouse
2 bedrooms, 3 beds, 3 bathrooms
14–19 Sept
5.0 out of 5 average rating, 26 reviews
Superhost
Home in Winter Park
Unbeatable Location Downtown Winter Park W/Hot tub
4 bedrooms, 7 beds, 4.5 bathrooms
1–6 Sept
New place to stay
Guest favourite
Apartment in Winter Park
Walk to Downtown | Hot Tub | Fire place | River |
1 bedroom, 2 beds, 1 bathroom
13–18 Sept
4.88 out of 5 average rating, 345 reviews
Top guest favourite
Guest suite in Winter Park
Charming Suite in Old Town Winter Park
1 bedroom, 1 queen bed, 1 bathroom
7–12 Sept
4.98 out of 5 average rating, 497 reviews
Home in Tabernash
Ridgeline Retreat | Modern 4BR, Big Mountain Views
4 bedrooms, 10 beds, 3.5 bathrooms
13–18 Sept
New place to stay
Top guest favourite
Apartment in Winter Park
Top Floor Condo Steps From Free Shuttle w/Hot Tub
2 bedrooms, 2 queen beds, 2 bathrooms
6–11 Sept
4.93 out of 5 average rating, 285 reviews
Guest favourite
Cabin in Fraser
Cozy Fraser Cabin w/ Views & Moose Sightings!
1 bedroom, 2 queen beds, 1 bathroom
1–6 Sept
4.97 out of 5 average rating, 90 reviews
Guest favourite
Apartment in Winter Park
Homebase Snowblaze
2 beds, 1 bathroom
7–12 Sept
4.88 out of 5 average rating, 258 reviews
Guest favourite
Apartment in Winter Park
One Bdrm Condo Ski In / Ski Out, Hot Tub, Fire Pit
1 bedroom, 2 beds, 1 bathroom
1–6 Sept
4.88 out of 5 average rating, 219 reviews
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, 17 reviews
Superhost
Cabin in Winter Park
Cozy Cabin in Perfect Location
2 beds, 1 bathroom
7–12 Oct
4.84 out of 5 average rating, 649 reviews
Superhost
Rooms in Fraser
Meadow Ridge Retreat | Near Winter Park
2 bedrooms, 2 beds, 1 bathroom
1–6 Sept
New place to stay
Top guest favourite
Flat in Winter Park
Hip mountain pad • Steps to Summer Festivals
2 beds, 1 bathroom
4–9 Oct
4.84 out of 5 average rating, 37 reviews
Home in Winter Park
The Grand Den | Rooftop Spa, Garage & Superb Views
4 bedrooms, 5 beds, 3 bathrooms
1–6 Sept
5.0 out of 5 average rating, 4 reviews
Guest favourite
Guest suite in Winter Park
New Look! Breakfast, Hot Tub & No Host fee!
1 bedroom, 1 king bed, 1 bathroom
1–6 Sept
4.84 out of 5 average rating, 467 reviews
Superhost
Rooms in Winter Park
Riverfront Retreat | Hot Tubs & Walk to Downtown
3 bedrooms, 4 beds, 2 bathrooms
6–11 Sept
New place to stay