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Search results; Over 1,000 homes in Winter Park

Guest favourite
Apartment in Winter Park
Cozy mountain retreat in downtown Winter Park
1 bedroom, 3 beds, 1 private bathroom
9–14 Sept
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4.94 out of 5 average rating, 164 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
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
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
Guest favourite
Home in Winter Park
WP Resort Villa 402 - Hot Tub - Arcade - Views
3 bedrooms, 8 beds, 3.5 bathrooms
9–14 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
9–14 Sept
4.95 out of 5 average rating, 174 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
Top guest favourite
Flat in Winter Park
Hip Ski Pad • Hot Tub • Steps to Downtown
2 beds, 1 bathroom
20–25 Sept
4.85 out of 5 average rating, 39 reviews
Top guest favourite
Apartment in Winter Park
Ski-In Ski-Out Zephyr Mtn Lodge Condo w/ Hot Tub
1 bedroom, 2 beds, 1 bathroom
13–18 Sept
4.91 out of 5 average rating, 279 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, 106 reviews
Guest favourite
Townhouse in Winter Park
Modern/Rustic 2-bedroom Townhouse + Bonus Loft
2 bedrooms, 3 beds, 2 bathrooms
22–27 Sept
4.97 out of 5 average rating, 202 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
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, 15 reviews
Luxe
Home in Winter Park
Cast. Summit. Pedal. Soak. Winter Park Luxury
5 bedrooms, 8 beds, 5.5 bathrooms
9–14 Sept
5.0 out of 5 average rating, 11 reviews
Guest favourite
Flat in Winter Park
Winter Park Getaway w/ Panoramic Mountain Views
2 bedrooms, 4 beds, 2 bathrooms
8–13 Oct
4.96 out of 5 average rating, 26 reviews
Top guest favourite
Flat in Winter Park
Modern New build ski in/out. 1br + den.
1 bedroom, 4 beds, 1 bathroom
13–18 Sept
5.0 out of 5 average rating, 48 reviews
Top guest favourite
Flat in Winter Park
Beautifully Furnished Modern Condo In Downtown WP
2 bedrooms, 3 beds, 2 bathrooms
13–18 Sept
4.98 out of 5 average rating, 294 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
Downtown WP Condo 2203 - Hot Tub - Views - Firepit
2 bedrooms, 2 beds, 2 bathrooms
9–14 Sept
5.0 out of 5 average rating, 29 reviews