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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
15–20 Jul
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5.0 out of 5 average rating, 127 reviews
Top guest favourite
Townhouse in Winter Park
Luxury Winter Park Retreat with Private Hot Tub
5.0 out of 5 average rating, 21 reviews, 3 bedrooms, 4 beds, 4 bathrooms
5–10 Jul
Top guest favourite
Home in Winter Park
WP Resort Villa 502 - Hot Tub - Bunks - Great View
5.0 out of 5 average rating, 21 reviews, 3 bedrooms, 7 beds, 3.5 bathrooms
9–14 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
12–17 Jul
Guest favourite
Apartment in Winter Park
Summer Escape • Riverfront Stay in WP
4.9 out of 5 average rating, 10 reviews, 2 bedrooms, 4 beds, 3 bathrooms
4–9 Jul
Home in Fraser
Hot Tub+Forest Chalet | Walk to Town | Sleeps 10
3 bedrooms, 6 beds, 3.5 bathrooms
5–10 Jul
Guest favourite
Flat in Fraser
Eagle Ridge above the summit
5.0 out of 5 average rating, 7 reviews, 2 bedrooms, 3 beds, 2 bathrooms
5–10 Jul
Guest favourite
Home in Fraser
Spruce Ridge Villa 714H - Great Views - Bunk Room
5.0 out of 5 average rating, 6 reviews, 3 bedrooms, 5 beds, 3 bathrooms
5–10 Aug
Top guest favourite
Townhouse in Winter Park
Winter Park Townhome w/ Stunning Slope Views!
4.95 out of 5 average rating, 164 reviews, 3 bedrooms, 6 beds, 2.5 bathrooms
20–25 Jul
Guest favourite
Home in Winter Park
Slopeside Chalet 106 - Hot Tub - Views - Bunk Room
5.0 out of 5 average rating, 5 reviews, 3 bedrooms, 5 beds, 3.5 bathrooms
13–18 Jul
Top guest favourite
Townhouse in Winter Park
The Camping Bear
4.92 out of 5 average rating, 71 reviews, 4 bedrooms, 7 beds, 3 bathrooms
7–12 Aug
Top guest favourite
Home in Winter Park
Winter Park Home | Hot Tub Sauna Walk to Downtown
5.0 out of 5 average rating, 11 reviews, 4 bedrooms, 5 beds, 3.5 bathrooms
3–8 Jul
Guest favourite
Cabin in Fraser
Cozy Fraser Cabin w/ Views & Moose Sightings!
4.96 out of 5 average rating, 85 reviews, 1 bedroom, 2 beds, 1 bathroom
5–10 Jul
Top guest favourite
Apartment in Winter Park
Winter Park Ski Resort - Top Floor
5.0 out of 5 average rating, 34 reviews, 1 bedroom, 2 beds, 1 bathroom
5–10 Jul
Guest favourite
Home in Winter Park
Luxury Mountain Modern Winter Park Home
4.96 out of 5 average rating, 28 reviews, 4 bedrooms, 9 beds, 4 bathrooms
9–14 Aug
Guest favourite
Apartment in Fraser
Alpine Luxe Loft- Hot Tub, Fireplace, Views, Ski
4.95 out of 5 average rating, 20 reviews, 3 bedrooms, 4 beds, 2 bathrooms
2–7 Aug
Top guest favourite
Apartment in Winter Park
Winter Park Condo on the River: Walk to Downtown!
4.99 out of 5 average rating, 115 reviews, 1 bedroom, 2 beds, 1 bathroom
19–24 Jul
Top guest favourite
Apartment in Winter Park
Trestle Bike Park•Hot Tub•Pet Friendly•Mtn View
4.96 out of 5 average rating, 28 reviews, 2 beds, 1 bathroom
5–10 Jul
Guest favourite
Home in Winter Park
WP Resort Villa 402 - Hot Tub - Arcade - Views
4.86 out of 5 average rating, 37 reviews, 3 bedrooms, 8 beds, 3.5 bathrooms
2–7 Aug