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Search results; Over 1,000 homes in Winter Park

Top guest favourite
Apartment in Winter Park
Oversized 1bed Ski In/Out MTN VIEWS King&Qn beds
2 bedrooms, 2 beds, 1 private bathroom
11–16 Aug
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4.89 out of 5 average rating, 336 reviews
Guest favourite
Home in Granby
Cliff Side Chalet - Great Views - Hot Tub - Bunks
3 bedrooms, 8 beds
25–30 Oct
4.82 out of 5 average rating, 94 reviews
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
Top guest favourite
Home in Fraser
Spruce Ridge Villa 714H - Great Views - Bunk Room
3 bedrooms, 5 beds
17–22 Aug
5.0 out of 5 average rating, 10 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
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
Apartment in Winter Park
The Rustic Moose
2 bedrooms, 6 beds
25–30 Aug
5.0 out of 5 average rating, 69 reviews
Guest favourite
Cabin in Tabernash
Private Mountain Estate
5 bedrooms, 7 beds
10–15 Aug
4.92 out of 5 average rating, 26 reviews
Top guest favourite
Apartment in Fraser
View • Fireplace • Hot Tub • Sauna • Pool
2 bedrooms, 5 beds
23–28 Aug
4.98 out of 5 average rating, 329 reviews
Guest favourite
Flat in Winter Park
Trademark Retreat- Minutes to Base
3 bedrooms, 5 beds
15–20 Aug
4.9 out of 5 average rating, 10 reviews
Guest favourite
Home in Winter Park
Downtown WP Pond Chalet 13 - Hot Tub - Views
4 bedrooms, 5 beds
12–17 Sept
4.79 out of 5 average rating, 19 reviews
Top guest favourite
Apartment in Winter Park
Luxury Condo on Main Street - Winter Park, CO
2 bedrooms, 4 beds
17–22 Aug
4.99 out of 5 average rating, 80 reviews
Guest favourite
Apartment in Winter Park
Top Floor Condo Steps From Free Shuttle w/Hot Tub
2 bedrooms, 2 queen beds
16–21 Aug
4.93 out of 5 average rating, 283 reviews
Top guest favourite
Apartment in Winter Park
Zephyr Ski In/Out at Winter Park - 1/2 Price Tues!
1 bedroom, 2 beds
9–14 Aug
5.0 out of 5 average rating, 60 reviews
Home in Fraser
Lux Townhome • Ski Bus • Hot Tub • 2-Car Garage
3 bedrooms, 6 beds
17–22 Aug
5.0 out of 5 average rating, 4 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, 47 reviews
Guest favourite
Home in Winter Park
WP Resort Villa 402 - Hot Tub - Arcade - Views
3 bedrooms, 8 beds
16–21 Aug
4.85 out of 5 average rating, 40 reviews
Apartment in Fraser
Summer in Fraser- Outdoor Pool/HotTub, Sunsets!
2 bedrooms, 2 queen beds
9–14 Aug
4.84 out of 5 average rating, 139 reviews
Guest favourite
Apartment in Winter Park
Cozy Summer Getaway | Luxury Condo in Downtown
1 bedroom, 2 beds
15–20 Aug
4.88 out of 5 average rating, 40 reviews