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Search results; Over 1,000 homes in Winter Park

Top guest favourite
Home in Winter Park
Pool Access & Mtn View! Luxe WP Cabin, Near Trails
3 bedrooms, 3 beds, 2 private bathrooms
7–12 Aug
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4.99 out of 5 average rating, 152 reviews
Top guest favourite
Cabin in Grand County
Scandinavian-Inspired Escape: Modern Cabin w/ Spa
3 bedrooms, 5 beds, 2 bathrooms
28 Aug – 2 Sept
4.96 out of 5 average rating, 292 reviews
Top guest favourite
Apartment in Winter Park
Zephyr Ski In/Out at Winter Park - 1/2 Price Tues!
1 bedroom, 2 beds, 1 bathroom
3–9 Aug
5.0 out of 5 average rating, 60 reviews
Top guest favourite
Townhouse in Winter Park
The Camping Bear
4 bedrooms, 7 beds, 3 bathrooms
7–12 Aug
4.92 out of 5 average rating, 75 reviews
Flat in Winter Park
The real Winter Park/Alpine experience studio
1 bedroom, 2 beds, 1 bathroom
19–24 Aug
New place to stay
Top guest favourite
Home in Winter Park
WP Resort Villa 502 - Hot Tub - Bunks - Great View
3 bedrooms, 7 beds, 3.5 bathrooms
9–14 Aug
5.0 out of 5 average rating, 24 reviews
Top guest favourite
Home in Fraser
Spruce Ridge Villa 714H - Great Views - Bunk Room
3 bedrooms, 5 beds, 3 bathrooms
17–22 Aug
5.0 out of 5 average rating, 10 reviews
Superhost
Home in Granby
Cliff Side Chalet - Great Views - Hot Tub - Bunks
3 bedrooms, 8 beds, 2.5 bathrooms
28 Sept – 3 Oct
4.82 out of 5 average rating, 94 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
Guest favourite
Home in Fraser
Downtown WP Chalet 111 - Hot Tub - Views - Bunks
3 bedrooms, 4 beds, 3.5 bathrooms
9–14 Aug
5.0 out of 5 average rating, 7 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
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, 5 reviews
Guest favourite
Home in Winter Park
Luxury Winter Park HomeHotTub*Majestic View*Resort
4 bedrooms, 9 beds, 4 bathrooms
9–14 Aug
4.97 out of 5 average rating, 32 reviews
Guest favourite
Home in Winter Park
Winter Park Creekside Chalet with Hot Tub
4 bedrooms, 8 beds, 3 bathrooms
17–22 Aug
4.95 out of 5 average rating, 175 reviews
Top guest favourite
Townhouse in Winter park
Modern Cabin w/ Hot Tub & Garage - Minutes to Mtn
2 bedrooms, 3 king beds, 2 bathrooms
12–17 Aug
4.98 out of 5 average rating, 132 reviews
Top guest favourite
Home in Tabernash
Continental Divide Views! New Log Home w/ Hot Tub!
4 bedrooms, 7 beds, 3 bathrooms
16–21 Aug
4.98 out of 5 average rating, 108 reviews
Superhost
Apartment in Winter Park
WP Mountain Retreat • 3BR/2BA • 3 Hot Tubs & Pool
3 bedrooms, 7 beds, 2 bathrooms
16–21 Aug
4.86 out of 5 average rating, 118 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
Guest favourite
Home in Winter Park
Downtown WP Villa 745 - Private Hot Tub - Views
3 bedrooms, 6 beds, 3.5 bathrooms
21–26 Aug
5.0 out of 5 average rating, 18 reviews