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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
Superhost
Home in Tabernash
492 Mountain Peak Dr.
3 bedrooms, 4 beds, 3 bathrooms
18–23 Jul
New place to stay
Home in Fraser
New Winter Park Townhouse with Great Views!
4 bedrooms, 5 beds, 3.5 bathrooms
11–16 Jul
Guest favourite
Home in Winter Park
WP Resort Villa 402 - Hot Tub - Arcade - Views
3 bedrooms, 8 beds, 3.5 bathrooms
2–7 Aug
4.86 out of 5 average rating, 37 reviews
Top guest favourite
Townhouse in Winter Park
Winter Park Townhome w/ Stunning Slope Views!
3 bedrooms, 6 beds, 2.5 bathrooms
20–25 Jul
4.95 out of 5 average rating, 164 reviews
Home in Fraser
Hot Tub+Forest Chalet | Walk to Town | Sleeps 10
3 bedrooms, 6 beds, 3.5 bathrooms
7–12 Jul
Top guest favourite
Home in Fraser
Spruce Ridge Villa 714H - Great Views - Bunk Room
3 bedrooms, 5 beds, 3 bathrooms
11–16 Aug
5.0 out of 5 average rating, 8 reviews
Guest favourite
Apartment in Winter Park
Modern condo w/ hot tub & fireplace
3 bedrooms, 7 beds, 3 bathrooms
2–7 Aug
4.92 out of 5 average rating, 37 reviews
Guest favourite
Home in Winter Park
Luxury Mountain Modern Winter Park Home
4 bedrooms, 9 beds, 4 bathrooms
9–14 Aug
4.96 out of 5 average rating, 28 reviews
Top guest favourite
Home in Winter Park
WP Resort Villa 502 - Hot Tub - Bunks - Great View
3 bedrooms, 7 beds, 3.5 bathrooms
9–14 Aug
5.0 out of 5 average rating, 22 reviews
Guest favourite
Apartment in Winter Park
Summer Escape • Riverfront Stay in WP
2 bedrooms, 4 beds, 3 bathrooms
7–12 Jul
4.9 out of 5 average rating, 10 reviews
Top guest favourite
Townhouse in Winter Park
The Camping Bear
4 bedrooms, 7 beds, 3 bathrooms
7–12 Aug
4.92 out of 5 average rating, 72 reviews
Top guest favourite
Apartment in Winter Park
Winter Park Condo on the River: Walk to Downtown!
1 bedroom, 2 beds, 1 bathroom
19–24 Jul
4.99 out of 5 average rating, 116 reviews
Guest favourite
Home in Winter Park
Downtown WP Cabin 44 - Hot Tub - Views - Bunks
2 bedrooms, 4 beds, 2 bathrooms
11–16 Aug
4.96 out of 5 average rating, 71 reviews
Top guest favourite
Townhouse in Winter Park
Beautiful Condo at Winter Park!
1 bedroom, 1 bathroom
2–7 Aug
4.94 out of 5 average rating, 99 reviews
Guest favourite
Home in Winter Park
Downtown WP Villa 745 - Private Hot Tub - Views
3 bedrooms, 6 beds, 3.5 bathrooms
19–24 Jul
5.0 out of 5 average rating, 16 reviews
Top guest favourite
Apartment in Winter Park
The Best Location in Downtown Winter Park!
2 bedrooms, 5 beds, 3 bathrooms
12–17 Jul
4.96 out of 5 average rating, 107 reviews
Guest favourite
Cabin in Fraser
Cozy Fraser Cabin w/ Views & Moose Sightings!
1 bedroom, 2 queen beds, 1 bathroom
26–31 Jul
4.96 out of 5 average rating, 85 reviews