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Search results; Over 1,000 homes in Winter Park

Guest favourite
Chalet in Winter Park
Riverside Location | Walk To Downtown
4 bedrooms, 5 beds, 3.5 private bathrooms
8–13 Sept
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5.0 out of 5 average rating, 10 reviews
Top guest favourite
Home in Winter Park
WP Resort Villa 502 - Hot Tub - Bunks - Great View
3 bedrooms, 7 beds, 3.5 bathrooms
12–17 Sept
5.0 out of 5 average rating, 27 reviews
Guest favourite
Home in Winter Park
WP Resort Villa 402 - Hot Tub - Arcade - Views
3 bedrooms, 8 beds, 3.5 bathrooms
8–13 Sept
4.85 out of 5 average rating, 41 reviews
Top guest favourite
Home in Fraser
Spacious Cabin with Views • Location • Hot Tub
3 bedrooms, 7 beds, 3.5 bathrooms
8–13 Sept
4.95 out of 5 average rating, 174 reviews
Luxe
Home in Winter Park
Hike. Bike. Raft. Rooftop Fire Pit & Hot Tub
5 bedrooms, 8 beds, 5.5 bathrooms
8–13 Sept
5.0 out of 5 average rating, 6 reviews
Guest favourite
Townhouse in Winter Park
Luxury Winter Park Retreat with Private Hot Tub
3 bedrooms, 4 beds, 4 bathrooms
20–25 Sept
4.97 out of 5 average rating, 35 reviews
Top guest favourite
Apartment in Winter Park
Luxury Condo on Main Street - Winter Park, CO
2 bedrooms, 4 beds, 2 bathrooms
9–14 Sept
4.99 out of 5 average rating, 82 reviews
Top guest favourite
Home in Winter Park
Duplex In town! Views! PrvtHottub,2Cgarage,Sleeps9
3 bedrooms, 6 beds, 3.5 bathrooms
8–13 Sept
5.0 out of 5 average rating, 18 reviews
Top guest favourite
Apartment in Winter Park
The Rustic Moose
2 bedrooms, 6 beds, 2 bathrooms
15–20 Sept
5.0 out of 5 average rating, 70 reviews
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, 220 reviews
Superhost
Home in Winter Park
Unbeatable Location Downtown Winter Park W/Hot tub
4 bedrooms, 7 beds, 4.5 bathrooms
8–13 Sept
New place to stay
Guest favourite
Home in Fraser
Mountain Cozy | New w/ Hot Tub
2 bedrooms, 4 beds, 2 bathrooms
8–13 Sept
4.96 out of 5 average rating, 94 reviews
Top guest favourite
Home in Fraser
Spruce Ridge Villa 714H - Great Views - Bunk Room
3 bedrooms, 5 beds, 3 bathrooms
13–18 Sept
5.0 out of 5 average rating, 14 reviews
Top guest favourite
Townhouse in Winter Park
The Camping Bear
4 bedrooms, 7 beds, 3 bathrooms
14–19 Sept
4.92 out of 5 average rating, 78 reviews
Guest favourite
Home in Winter Park
Mountain Escape Minutes From WP | Hot Tub Access
3 bedrooms, 6 beds, 2 bathrooms
8–13 Sept
4.92 out of 5 average rating, 72 reviews
Top guest favourite
Flat in Winter Park
Trailside Escape With a Private Hot Tub!
2 bedrooms, 5 beds, 2 bathrooms
9–14 Sept
5.0 out of 5 average rating, 18 reviews
Guest favourite
Home in Winter Park
Winter Park Pond Chalet 13 - Hot Tub - Views
4 bedrooms, 5 beds, 4 bathrooms
12–17 Sept
4.76 out of 5 average rating, 21 reviews
Top guest favourite
Home in Winter Park
12 Ramble Ln | Rooftop Hot Tub, Walk Downtown
4 bedrooms, 7 beds, 3.5 bathrooms
8–13 Sept
5.0 out of 5 average rating, 9 reviews
Top guest favourite
Apartment in Winter Park
Cozy DT condo mins from slopes
2 bedrooms, 3 beds, 2 bathrooms
9–14 Sept
5.0 out of 5 average rating, 105 reviews