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Search results; Over 1,000 homes in Winter Park

Top guest favourite
Apartment in Winter Park
Best Views In WinterPark | FamilyFriendly | Garage
3 bedrooms, 6 beds, 3 private bathrooms
1–6 Aug
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5.0 out of 5 average rating, 129 reviews
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, 9 reviews, 3 bedrooms, 5 beds, 3 bathrooms
17–22 Aug
Luxe
Home in Tabernash
Pole Creek Home 739 - Hot Tub - Views - Game Room
5.0 out of 5 average rating, 6 reviews, 5 bedrooms, 9 beds, 4 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
Superhost
Home in Fraser
Mountain Villa 1064 - Private Hot Tub - Views
New place to stay, 3 bedrooms, 5 beds, 2.5 bathrooms
2–7 Aug
Top guest favourite
Townhouse in Winter Park
Luxury Winter Park Retreat with Private Hot Tub
5.0 out of 5 average rating, 24 reviews, 3 bedrooms, 4 beds, 4 bathrooms
2–7 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
1–6 Aug
Guest favourite
Flat in Fraser
Eagle Ridge above the summit
5.0 out of 5 average rating, 11 reviews, 2 bedrooms, 3 beds, 2 bathrooms
1–6 Aug
Guest favourite
Flat in Winter Park
Into the Ultimate Summer & Endless Discovery
5.0 out of 5 average rating, 22 reviews, 2 bedrooms, 3 beds, 2 bathrooms
2–7 Aug
Top guest favourite
Flat in Winter Park
Mountain Town Luxury Penthouse
5.0 out of 5 average rating, 24 reviews, 2 bedrooms, 3 beds, 3 bathrooms
11–16 Aug
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
28 Sept – 3 Oct
Guest favourite
Home in Winter Park
Chateau Louise • Group & Family Friendly • Central
5.0 out of 5 average rating, 9 reviews, 3 bedrooms, 5 beds, 2.5 bathrooms
1–6 Aug
Guest favourite
Apartment in Winter Park
Modern condo w/ hot tub & fireplace
4.92 out of 5 average rating, 37 reviews, 3 bedrooms, 7 beds, 3 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
Cabin in Grand County
Scandinavian-Inspired Escape: Modern Cabin w/ Spa
4.96 out of 5 average rating, 290 reviews, 3 bedrooms, 5 beds, 2 bathrooms
28 Aug – 2 Sept
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
Top guest favourite
Townhouse in Winter park
Modern Cabin w/ Hot Tub & Garage - Minutes to Mtn
4.98 out of 5 average rating, 132 reviews, 2 bedrooms, 3 beds, 2 bathrooms
4–9 Aug
Apartment in Winter Park
3 miles to WP! 3BR3BA Condo - Winter Park Oasis
5.0 out of 5 average rating, 3 reviews, 3 bedrooms, 4 beds, 3 bathrooms
3–8 Aug