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Search results; Over 1,000 homes in Winter Park

Top guest favourite
Townhouse in Winter Park
Winter Park Townhome w/ Stunning Slope Views!
3 bedrooms, 6 beds, 2.5 private bathrooms
21–26 Aug
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4.95 out of 5 average rating, 164 reviews
Home in Tabernash
Ridgeline Retreat | Modern 4BR, Big Mountain Views
4 bedrooms, 10 beds, 3.5 bathrooms
23–28 Aug
New place to stay
Superhost
Home in Winter Park
Luxury Emerald Escape | Hot Tub | Ski Shuttle
3 bedrooms, 5 beds, 2.5 bathrooms
19–24 Aug
New place to stay
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, 96 reviews
Home in Winter Park
The Grand Den | Rooftop Spa, Garage & Superb Views
4 bedrooms, 5 beds, 3 bathrooms
19–24 Aug
5.0 out of 5 average rating, 4 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, 25 reviews
Luxe
Home in Tabernash
Pole Creek Home 739 - Hot Tub - Views - Game Room
4 bedrooms, 9 beds, 4 bathrooms
23–28 Aug
5.0 out of 5 average rating, 8 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
19–24 Aug
5.0 out of 5 average rating, 60 reviews
Top guest favourite
Home in Fraser
Spacious Cabin with Views • Location • Hot Tub
3 bedrooms, 7 beds, 3.5 bathrooms
19–24 Aug
4.95 out of 5 average rating, 174 reviews
Superhost
Townhouse in Fraser
Beautiful Home Near Everything on Cranmer
3 bedrooms, 3 king beds, 3.5 bathrooms
4–9 Sept
5.0 out of 5 average rating, 3 reviews
Guest favourite
Flat in Fraser
Eagle Ridge above the summit
2 bedrooms, 3 beds, 2 bathrooms
19–24 Aug
5.0 out of 5 average rating, 11 reviews
Guest favourite
Apartment in Winter Park
Cozy mountain retreat in downtown Winter Park
1 bedroom, 3 beds, 1 bathroom
24–29 Aug
4.94 out of 5 average rating, 163 reviews
Top guest favourite
Home in Fraser
Private Hot Tub, Garage + EV Charger, On Bus Line!
2 bedrooms, 4 beds, 2 bathrooms
21–26 Aug
4.94 out of 5 average rating, 110 reviews
Top guest favourite
Townhouse in Winter Park
Luxury Winter Park Retreat with Private Hot Tub
3 bedrooms, 4 beds, 4 bathrooms
30 Aug – 4 Sept
5.0 out of 5 average rating, 30 reviews
Top guest favourite
Townhouse in Winter Park
The Camping Bear
4 bedrooms, 7 beds, 3 bathrooms
28 Aug – 2 Sept
4.92 out of 5 average rating, 78 reviews
Guest favourite
Home in Winter Park
WP Resort Villa 402 - Hot Tub - Arcade - Views
3 bedrooms, 8 beds, 3.5 bathrooms
7–12 Sept
4.85 out of 5 average rating, 40 reviews
Superhost
Home in Winter Park
Ramble Retreat I Downtown Winter Park w/Hot Tub
4 bedrooms, 7 beds, 4.5 bathrooms
20–25 Aug
5.0 out of 5 average rating, 3 reviews
Top guest favourite
Apartment in Fraser
Walk to Restaurants! Hike, Bike and Fish!
1 bedroom, 3 beds, 1 bathroom
30 Aug – 4 Sept
4.97 out of 5 average rating, 146 reviews
Guest favourite
Townhouse in Winter Park
Beautiful Condo at Winter Park!
1 bedroom, 1 bathroom
23–28 Aug
4.94 out of 5 average rating, 103 reviews