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Search results; Over 1,000 homes in Winter Park

Guest favourite
Apartment in Winter Park
Four-Season Winter Park Condo w/ Pool Access!
2 bedrooms, 3 beds, 2 bathrooms
26–31 Jul
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4.87 out of 5 average rating, 106 reviews
Guest favourite
Home in Fraser
Fraser Luxury Retreat | Hot Tub & Scenic Views!
5.0 out of 5 average rating, 5 reviews, 3 bedrooms, 5 beds, 3.5 bathrooms
12–17 Jul
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
Apartment in Winter Park
Walk to Downtown | Hot Tub | Fire place | River |
4.88 out of 5 average rating, 339 reviews, 1 bedroom, 2 beds, 1 bathroom
5–10 Jul
Guest favourite
Townhouse in Winter Park
Beautiful Condo at Winter Park!
4.94 out of 5 average rating, 99 reviews, 1 bedroom, 1 bathroom
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
Top guest favourite
Flat in Winter Park
Mountain Town Luxury Penthouse
5.0 out of 5 average rating, 22 reviews, 2 bedrooms, 3 beds, 3 bathrooms
9–14 Aug
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
Top guest favourite
Guest suite in Fraser
The Mountains are calling!
4.92 out of 5 average rating, 692 reviews, 1 bed, 1 bathroom
16–21 Aug
Top guest favourite
Apartment in Winter Park
The Rustic Moose
5.0 out of 5 average rating, 66 reviews, 2 bedrooms, 6 beds, 2 bathrooms
2–7 Aug
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
Guest favourite
Flat in Winter Park
Mountain Condo w/ Hot Tub | Walk to Town | Ski Bus
5.0 out of 5 average rating, 8 reviews, 2 bedrooms, 4 beds, 2 bathrooms
12–17 Jul
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
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
14–19 Jul
Top guest favourite
Home in Fraser
Fraser Mercantile
5.0 out of 5 average rating, 45 reviews, 4 bedrooms, 5 beds, 2 bathrooms
11–16 Jul
Guest favourite
Apartment in Fraser
Updated Condo | Washer Dryer | Steps to Shuttle
4.98 out of 5 average rating, 163 reviews, 1 bedroom, 2 beds, 1 bathroom
5–10 Jul
Superhost
Home in Winter Park
Downtown WP Loft 106 - Huge Hot Tub - Great Views
5.0 out of 5 average rating, 5 reviews, 3 bedrooms, 8 beds, 2 bathrooms
5–10 Jul
Top guest favourite
Apartment in Winter Park
New Condo Downtown Winter Park-Close to the Slopes
5.0 out of 5 average rating, 25 reviews, 2 bedrooms, 6 beds, 2 bathrooms
6–11 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
5–10 Jul