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Search results; Over 1,000 homes in Winter Park

Guest favourite
Apartment in Winter Park
Top Floor Condo Steps From Free Shuttle w/Hot Tub
2 bedrooms, 2 beds, 2 private bathrooms
16–21 Aug
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4.93 out of 5 average rating, 284 reviews
Top guest favourite
Guest suite in Fraser
Madge’s Studio Pets welcome!
1 bedroom, 1 king bed
4–9 Oct
4.97 out of 5 average rating, 499 reviews
Apartment in Fraser
Summer in Fraser- Outdoor Pool/HotTub, Sunsets!
2 bedrooms, 2 queen beds
22–27 Aug
4.84 out of 5 average rating, 139 reviews
Guest favourite
Flat in Fraser
Eagle Ridge above the summit
2 bedrooms, 3 beds
14–19 Aug
5.0 out of 5 average rating, 11 reviews
Top guest favourite
Flat in Winter Park
Mountain Town Luxury Penthouse
2 bedrooms, 3 beds
12–17 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
31 Aug – 5 Sept
4.98 out of 5 average rating, 171 reviews
Guest favourite
Cabin in Fraser
Cozy Fraser Cabin w/ Views & Moose Sightings!
1 bedroom, 2 queen beds
16–21 Aug
4.97 out of 5 average rating, 88 reviews
Guest favourite
Apartment in Winter Park
Cozy mountain retreat in downtown Winter Park
1 bedroom, 3 beds
11–16 Aug
4.94 out of 5 average rating, 161 reviews
Apartment in Winter Park
Winter Park Riverfront, Hike, Bike, Walk Downtown
1 bedroom, 2 beds
11–16 Aug
New place to stay
Top guest favourite
Cabin in Grand County
Scandinavian-Inspired Escape: Modern Cabin w/ Spa
3 bedrooms, 5 beds
13–18 Aug
4.96 out of 5 average rating, 292 reviews
Guest favourite
Apartment in Winter Park
Winter Park Condo
1 bedroom, 2 beds
6–11 Sept
4.8 out of 5 average rating, 60 reviews
Guest favourite
Flat in Winter Park
Winter Park Mountain Retreat with Serene Views
2 bedrooms, 2 queen beds
11–16 Aug
4.93 out of 5 average rating, 14 reviews
Top guest favourite
Apartment in Fraser
Walk to Restaurants! Bring Your Fishing Pole!
1 bedroom, 3 beds
15–20 Aug
4.97 out of 5 average rating, 144 reviews
Guest favourite
Apartment in Winter Park
One Bdrm Condo Ski In / Ski Out, Hot Tub, Fire Pit
1 bedroom, 2 beds
16–21 Aug
4.88 out of 5 average rating, 217 reviews
Top guest favourite
Apartment in Fraser
Bright Modern Mountain Getaway | Views + Garage
2 bedrooms, 4 beds
23–28 Aug
5.0 out of 5 average rating, 48 reviews
Guest favourite
Home in Granby
Cliff Side Chalet - Great Views - Hot Tub - Bunks
3 bedrooms, 8 beds
4–9 Oct
4.82 out of 5 average rating, 95 reviews
Top guest favourite
Apartment in Winter Park
Winter Park Studio: On the River~ Walk Downtown!
2 beds
15–20 Sept
4.98 out of 5 average rating, 430 reviews
Guest favourite
Flat in Winter Park
1BR Condo in Winter Park, CO
1 bedroom, 2 beds
13–18 Aug
5.0 out of 5 average rating, 48 reviews
Top guest favourite
Apartment in Fraser
Luxury Condo w Private Hot Tub - Fraser, CO
2 bedrooms, 3 beds
5–10 Oct
5.0 out of 5 average rating, 36 reviews