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Search results; Over 1,000 homes in Winter Park

Guest favourite
Apartment in Winter Park
Ski-in / Ski-out Studio Condo
Studio, 2 beds, 1 private bathroom
22–27 Aug
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4.83 out of 5 average rating, 90 reviews
Top guest favourite
Home in Winter Park
WP Resort Villa 502 - Hot Tub - Bunks - Great View
3 bedrooms, 7 beds
28 Aug – 2 Sept
5.0 out of 5 average rating, 25 reviews
Guest favourite
Flat in Fraser
Eagle Ridge above the summit
2 bedrooms, 3 beds
20–25 Aug
5.0 out of 5 average rating, 11 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, 96 reviews
Top guest favourite
Home in Fraser
Spacious Cabin with Views • Location • Hot Tub
3 bedrooms, 7 beds
20–25 Aug
4.95 out of 5 average rating, 174 reviews
Top guest favourite
Apartment in Winter Park
Zephyr Ski In/Out at Winter Park - 1/2 Price Tues!
1 bedroom, 2 beds
20–25 Aug
5.0 out of 5 average rating, 60 reviews
Home in Winter Park
The Grand Den | Rooftop Spa, Garage & Superb Views
4 bedrooms, 5 beds
20–25 Aug
5.0 out of 5 average rating, 4 reviews
Guest favourite
Cabin in Tabernash
Private Mountain Estate
5 bedrooms, 7 beds
21–26 Aug
4.93 out of 5 average rating, 27 reviews
Top guest favourite
Townhouse in Winter Park
Luxury Winter Park Retreat with Private Hot Tub
3 bedrooms, 4 beds
30 Aug – 4 Sept
5.0 out of 5 average rating, 30 reviews
Flat in Winter Park
The real Winter Park/Alpine experience condo
1 bedroom, 2 beds
21–26 Aug
5.0 out of 5 average rating, 4 reviews
Top guest favourite
Apartment in Winter Park
Top Floor Condo Steps From Free Shuttle w/Hot Tub
2 bedrooms, 2 queen beds
23–28 Aug
4.93 out of 5 average rating, 285 reviews
Superhost
Townhouse in Fraser
Beautiful Home Near Everything on Cranmer
3 bedrooms, 3 king beds
4–9 Sept
5.0 out of 5 average rating, 3 reviews
Luxe
Home in Tabernash
Pole Creek Home 739 - Hot Tub - Views - Game Room
4 bedrooms, 9 beds
23–28 Aug
5.0 out of 5 average rating, 8 reviews
Guest favourite
Apartment in Fraser
Cute modern 2 bed retreat, a perfect basecamp!
2 bedrooms, 2 queen beds
23–28 Aug
4.78 out of 5 average rating, 18 reviews
Top guest favourite
Townhouse in Winter Park
The Camping Bear
4 bedrooms, 7 beds
28 Aug – 2 Sept
4.92 out of 5 average rating, 78 reviews
Top guest favourite
Guest suite in Fraser
Madge’s Studio Pets welcome!
1 bedroom, 1 king bed
30 Oct – 4 Nov
4.97 out of 5 average rating, 501 reviews
Top guest favourite
Guest suite in Winter Park
Charming Suite in Old Town Winter Park
1 bedroom, 1 queen bed
23–28 Aug
4.98 out of 5 average rating, 497 reviews
Top guest favourite
Home in Fraser
Spruce Ridge Villa 714H - Great Views - Bunk Room
3 bedrooms, 5 beds
26–31 Aug
5.0 out of 5 average rating, 12 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, 331 reviews