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Search results; Over 1,000 homes in Winter Park

Guest favourite
Cabin in Winter Park
Charming Log Cabin w/hot tub in Winter Park CO!
2 bedrooms, 4 beds, 1.5 private bathrooms
9–14 Aug
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4.81 out of 5 average rating, 317 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
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
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
Luxe
Home in Winter Park
Roam River Home - Endless Amenities - Must View
5 bedrooms, 14 beds, 6 bathrooms
9–14 Aug
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
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, 3 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
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
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
Flat in Fraser
Eagle Ridge above the summit
2 bedrooms, 3 beds, 2 bathrooms
9–14 Aug
5.0 out of 5 average rating, 11 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
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
Flat in Winter Park
Beautifully Furnished Modern Condo In Downtown WP
2 bedrooms, 3 beds, 2 bathrooms
19–24 Aug
4.98 out of 5 average rating, 291 reviews
Guest favourite
Apartment in Winter Park
Cozy mountain retreat in downtown Winter Park
1 bedroom, 3 beds, 1 bathroom
6–11 Aug
4.94 out of 5 average rating, 159 reviews