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Search results; Over 1,000 homes in Winter Park

Top guest favourite
Apartment in Winter Park
New Condo Downtown Winter Park-Close to the Slopes
2 bedrooms, 6 beds, 2 private bathrooms
15–20 Aug
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5.0 out of 5 average rating, 30 reviews
Top guest favourite
Apartment in Fraser
Bright Modern Mountain Getaway | Views + Garage
2 bedrooms, 4 beds, 2 bathrooms
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, 2.5 bathrooms
25–30 Oct
4.82 out of 5 average rating, 95 reviews
Top guest favourite
Cabin in Grand County
Scandinavian-Inspired Escape: Modern Cabin w/ Spa
3 bedrooms, 5 beds, 2 bathrooms
13–18 Aug
4.96 out of 5 average rating, 292 reviews
Top guest favourite
Home in Fraser
Spruce Ridge Villa 714H - Great Views - Bunk Room
3 bedrooms, 5 beds, 3 bathrooms
26–31 Aug
5.0 out of 5 average rating, 10 reviews
Guest favourite
Home in Fraser
New Winter Park Townhouse with Great Views!
4 bedrooms, 5 beds, 3.5 bathrooms
14–19 Aug
5.0 out of 5 average rating, 6 reviews
Superhost
Home in Winter Park
Luxury Emerald Escape | Hot Tub | Ski Shuttle
3 bedrooms, 5 beds, 3 bathrooms
10–15 Aug
New place to stay
Top guest favourite
Home in Winter Park
Duplex In town! Views! PrvtHottub,2Cgarage,Sleeps9
3 bedrooms, 6 beds, 3.5 bathrooms
10–15 Aug
5.0 out of 5 average rating, 18 reviews
Guest favourite
Flat in Fraser
Eagle Ridge above the summit
2 bedrooms, 3 beds, 2 bathrooms
14–19 Aug
5.0 out of 5 average rating, 11 reviews
Guest favourite
Home in Winter Park
Downtown WP Pond Chalet 13 - Hot Tub - Views
4 bedrooms, 5 beds, 4 bathrooms
12–17 Sept
4.79 out of 5 average rating, 19 reviews
Top guest favourite
Flat in Winter Park
Mountain Town Luxury Penthouse
2 bedrooms, 3 beds, 3 bathrooms
12–17 Aug
5.0 out of 5 average rating, 26 reviews
Guest favourite
Flat in Winter Park
Trademark Retreat- Minutes to Base
3 bedrooms, 5 beds, 3 bathrooms
15–20 Aug
4.9 out of 5 average rating, 10 reviews
Top guest favourite
Guest suite in Fraser
Madge’s Studio Pets welcome!
1 bedroom, 1 king bed, 1 bathroom
4–9 Oct
4.97 out of 5 average rating, 499 reviews
Guest favourite
Flat in Winter Park
1BR Condo in Winter Park, CO
1 bedroom, 2 beds, 1 bathroom
13–18 Aug
5.0 out of 5 average rating, 48 reviews
Top guest favourite
Home in Winter Park
WP Resort Villa 502 - Hot Tub - Bunks - Great View
3 bedrooms, 7 beds, 3.5 bathrooms
28 Aug – 2 Sept
5.0 out of 5 average rating, 24 reviews
Guest favourite
Home in Winter Park
WP Resort Villa 402 - Hot Tub - Arcade - Views
3 bedrooms, 8 beds, 3.5 bathrooms
16–21 Aug
4.85 out of 5 average rating, 40 reviews
Top guest favourite
Apartment in Fraser
View • Fireplace • Hot Tub • Sauna • Pool
2 bedrooms, 5 beds, 2.5 bathrooms
23–28 Aug
4.98 out of 5 average rating, 329 reviews
Home in Fraser
Lux Townhome • Ski Bus • Hot Tub • 2-Car Garage
3 bedrooms, 6 beds, 3.5 bathrooms
17–22 Aug
5.0 out of 5 average rating, 4 reviews
Superhost
Home in Fraser
Mountain Villa 1064 - Private Hot Tub - Views
3 bedrooms, 5 beds, 2.5 bathrooms
14–19 Aug
5.0 out of 5 average rating, 3 reviews