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Search results; Over 1,000 homes in Winter Park

Top guest favourite
Apartment in Winter Park
Top Floor Condo Steps From Free Shuttle w/Hot Tub
2 bedrooms, 2 beds, 2 private bathrooms
1–6 Aug
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4.93 out of 5 average rating, 281 reviews
Guest favourite
Home in Granby
Cliff Side Chalet - Great Views - Hot Tub - Bunks
4.82 out of 5 average rating, 91 reviews, 3 bedrooms, 8 beds, 2.5 bathrooms
16–21 Aug
Superhost
Townhouse in Fraser
Beautiful Home Near Everything on Cranmer
3 bedrooms, 3 beds, 3.5 bathrooms
3–8 Aug
Superhost
Home in Winter Park
Brand New! I Downtown Winter Park w/Hot Tub
New place to stay, 4 bedrooms, 4 beds, 3 bathrooms
13–18 Aug
Top guest favourite
Home in Fraser
Spruce Ridge Villa 714H - Great Views - Bunk Room
5.0 out of 5 average rating, 8 reviews, 3 bedrooms, 5 beds, 3 bathrooms
11–16 Aug
Top guest favourite
Home in Winter Park
Duplex In town! Views! PrvtHottub,2Cgarage,Sleeps9
5.0 out of 5 average rating, 18 reviews, 3 bedrooms, 6 beds, 3.5 bathrooms
20–25 Jul
Home in Fraser
New Winter Park Townhouse with Great Views!
5.0 out of 5 average rating, 3 reviews, 4 bedrooms, 5 beds, 3.5 bathrooms
2–7 Aug
Guest favourite
Home in Fraser
Downtown WP Chalet 111 - Hot Tub - Views - Bunks
5.0 out of 5 average rating, 7 reviews, 3 bedrooms, 4 beds, 3.5 bathrooms
9–14 Aug
Top guest favourite
Home in Winter Park
Winter Park Home | Hot Tub Sauna Walk to Downtown
5.0 out of 5 average rating, 13 reviews, 4 bedrooms, 5 beds, 3.5 bathrooms
16–21 Aug
Guest favourite
Apartment in Fraser
Alpine Luxe Loft- Hot Tub, Fireplace, Views, Ski
4.96 out of 5 average rating, 23 reviews, 3 bedrooms, 4 beds, 2 bathrooms
16–21 Aug
Top guest favourite
Home in Winter Park
WP Resort Villa 502 - Hot Tub - Bunks - Great View
5.0 out of 5 average rating, 22 reviews, 3 bedrooms, 7 beds, 3.5 bathrooms
9–14 Aug
Top guest favourite
Apartment in Fraser
New Luxury Condo Private Hot Tub and Fireplace
5.0 out of 5 average rating, 7 reviews, 2 bedrooms, 4 beds, 2 bathrooms
21–26 Aug
Home in Fraser
Hot Tub+Forest Chalet | Walk to Town | Sleeps 10
3 bedrooms, 6 beds, 3.5 bathrooms
28 Jul – 2 Aug
Guest favourite
Home in Winter Park
Downtown WP Cabin 44 - Hot Tub - Views - Bunks
4.96 out of 5 average rating, 72 reviews, 2 bedrooms, 4 beds, 2 bathrooms
23–28 Aug
Guest favourite
Cabin in Tabernash
Secluded log cabin on Hurd Creek +Weddings/Events
4.92 out of 5 average rating, 26 reviews, 5 bedrooms, 7 beds, 3 bathrooms
21–26 Jul
Guest favourite
Apartment in Winter Park
Prime location, amazing views, stylish, sleeps 7
4.85 out of 5 average rating, 116 reviews, 2 bedrooms, 5 beds, 2 bathrooms
26–31 Jul
Top guest favourite
Townhouse in Winter Park
The Camping Bear
4.92 out of 5 average rating, 74 reviews, 4 bedrooms, 7 beds, 3 bathrooms
7–12 Aug
Home in Winter Park
Cozy condo w/ kitchen, wifi & amazing location
New place to stay, 2 bedrooms, 2 beds, 1 bathroom
21–26 Jul
Top guest favourite
Flat in Winter Park
Mountain Town Luxury Penthouse
5.0 out of 5 average rating, 23 reviews, 2 bedrooms, 3 beds, 3 bathrooms
21–26 Jul