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Search results; Over 1,000 homes in Winter Park

Top guest favourite
Apartment in Winter Park
Luxury Condo on Main Street - Winter Park, CO
2 bedrooms, 4 beds, 2 private bathrooms
17–22 Aug
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4.99 out of 5 average rating, 81 reviews
Apartment in Winter Park
Winter Park Riverfront, Hike, Bike, Walk Downtown
1 bedroom, 2 beds, 1 bathroom
7–12 Sept
New place to stay
Top guest favourite
Guest suite in Fraser
Madge’s Studio Pets welcome!
1 bedroom, 1 king bed, 1 bathroom
12–17 Oct
4.97 out of 5 average rating, 500 reviews
Top guest favourite
Flat in Winter Park
Mountain Town Luxury Penthouse
2 bedrooms, 3 beds, 3 bathrooms
14–19 Aug
5.0 out of 5 average rating, 26 reviews
Top guest favourite
Apartment in Fraser
Updated Fraser Condo | Trails, Shuttle & W/D
1 bedroom, 2 beds, 1 bathroom
31 Aug – 5 Sept
4.98 out of 5 average rating, 171 reviews
Flat in Winter Park
The real Winter Park/Alpine experience condo
1 bedroom, 2 beds, 1 bathroom
18–23 Aug
5.0 out of 5 average rating, 4 reviews
Guest favourite
Apartment in Winter Park
Micro Guest Suite Downtown WP Great Location!
2 beds, 1 bathroom
13–18 Aug
4.8 out of 5 average rating, 51 reviews
Guest favourite
Cabin in Fraser
Cozy Fraser Cabin w/ Views & Moose Sightings!
1 bedroom, 2 queen beds, 1 bathroom
16–21 Aug
4.97 out of 5 average rating, 89 reviews
Superhost
Rooms in Winter Park
Riverfront Retreat | Hot Tubs & Walk to Downtown
3 bedrooms, 4 beds, 2 bathrooms
13–18 Aug
New place to stay
Guest favourite
Apartment in Fraser
Alpine Luxe Loft- Hot Tub, Fireplace, Views, Ski
3 bedrooms, 4 beds, 2 bathrooms
16–21 Aug
4.93 out of 5 average rating, 28 reviews
Guest favourite
Home in Granby
Cliff Side Chalet - Great Views - Hot Tub - Bunks
3 bedrooms, 8 beds, 2.5 bathrooms
4–9 Oct
4.82 out of 5 average rating, 95 reviews
Top guest favourite
Flat in Winter Park
Mountain Condo w/ Hot Tub | Walk to Town | Ski Bus
2 bedrooms, 4 beds, 2 bathrooms
17–22 Aug
5.0 out of 5 average rating, 15 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, 75 reviews
Guest favourite
Apartment in Winter Park
One Bdrm Condo Ski In / Ski Out, Hot Tub, Fire Pit
1 bedroom, 2 beds, 1 bathroom
16–21 Aug
4.88 out of 5 average rating, 217 reviews
Top guest favourite
Cabin in Grand County
Scandinavian-Inspired Escape: Modern Cabin w/ Spa
3 bedrooms, 5 beds, 2 bathrooms
6–11 Sept
4.96 out of 5 average rating, 292 reviews
Guest favourite
Apartment in Fraser
Cute modern 2 bed retreat, a perfect basecamp!
2 bedrooms, 2 queen beds, 2 bathrooms
23–28 Aug
4.76 out of 5 average rating, 17 reviews
Guest favourite
Home in Winter Park
Luxury Winter Park HomeHotTub*Majestic View*Resort
4 bedrooms, 9 beds, 4 bathrooms
16–21 Aug
4.97 out of 5 average rating, 32 reviews
Top guest favourite
Apartment in Winter Park
Trestle Bike Park•Hot Tub•Pet Friendly•Mtn View
2 beds, 1 bathroom
16–21 Aug
4.94 out of 5 average rating, 34 reviews
Top guest favourite
Apartment in Fraser
Luxury Condo w Private Hot Tub - Fraser, CO
2 bedrooms, 3 beds, 1 bathroom
1–6 Oct
5.0 out of 5 average rating, 36 reviews