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Search results; Over 1,000 homes in Winter Park

Top guest favourite
Apartment in Winter Park
Winter Park Studio: On the River~ Walk Downtown!
Studio, 2 beds, 1 private bathroom
6–11 Jul
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4.98 out of 5 average rating, 422 reviews
Top guest favourite
Flat in Winter Park
Winter Park Getaway w/ Panoramic Mountain Views
2 bedrooms, 4 beds, 2 bathrooms
26–31 Jul
4.95 out of 5 average rating, 22 reviews
Home in Fraser
Fraser Luxury Retreat | Hot Tub & Scenic Views!
3 bedrooms, 5 beds, 3.5 bathrooms
12–17 Jul
5.0 out of 5 average rating, 4 reviews
Guest favourite
Flat in Winter Park
Ski in / Ski out at Winter Park - pool & hot tub
2 beds, 1 bathroom
19–24 Jul
5.0 out of 5 average rating, 11 reviews
Guest favourite
Home in Winter Park
Slopeside Chalet 106 - Hot Tub - Views - Bunk Room
3 bedrooms, 5 beds, 3.5 bathrooms
1–6 Jul
5.0 out of 5 average rating, 5 reviews
Top guest favourite
Apartment in Winter Park
The Best Location in Downtown Winter Park!
2 bedrooms, 5 beds, 3 bathrooms
5–10 Jul
4.96 out of 5 average rating, 107 reviews
Guest favourite
Apartment in Winter Park
10 min to Resort! Amazing Views & Sauna!
3 bedrooms, 3 beds, 2 bathrooms
5–10 Jul
4.95 out of 5 average rating, 153 reviews
Guest favourite
Apartment in Winter Park
Top Floor Condo Steps From Free Shuttle w/Hot Tub
2 bedrooms, 2 queen beds, 2 bathrooms
5–10 Jul
4.93 out of 5 average rating, 279 reviews
Guest favourite
Apartment in Fraser
Spacious Family Friendly Townhome Retreat
3 bedrooms, 6 beds, 3.5 bathrooms
6–11 Jul
4.96 out of 5 average rating, 26 reviews
Guest favourite
Apartment in Winter Park
Summer Escape • Riverfront Stay in WP
2 bedrooms, 4 beds, 3 bathrooms
4–9 Jul
4.89 out of 5 average rating, 9 reviews
Superhost
Townhouse in Winter Park
Winter Park Chalet I Mtn Biking I Summer festivals
2 bedrooms, 5 beds, 2 bathrooms
1–6 Jul
4.83 out of 5 average rating, 30 reviews
Guest favourite
Townhouse in Winter Park
Beautiful Condo at Winter Park!
1 bedroom, 1 bathroom
5–10 Jul
4.94 out of 5 average rating, 99 reviews
Guest favourite
Apartment in Winter Park
Amazing Top Floor WP Getaway!
2 bedrooms, 5 beds, 2 bathrooms
10–15 Jul
4.94 out of 5 average rating, 109 reviews
Top guest favourite
Apartment in Fraser
Fresh Modern Mountain Getaway | Views + Garage
2 bedrooms, 4 beds, 2 bathrooms
12–17 Jul
5.0 out of 5 average rating, 46 reviews
Guest favourite
Apartment in Winter Park
Prime location, amazing views, stylish, sleeps 7
2 bedrooms, 5 beds, 2 bathrooms
12–17 Jul
4.85 out of 5 average rating, 112 reviews
Top guest favourite
Flat in Winter Park
Prime Location! Walk to Main St!
2 bedrooms, 4 beds, 1 bathroom
5–10 Jul
4.97 out of 5 average rating, 29 reviews
Guest favourite
Apartment in Fraser
Updated Condo | Washer Dryer | Steps to Shuttle
1 bedroom, 2 beds, 1 bathroom
10–15 Jul
4.98 out of 5 average rating, 162 reviews
Top guest favourite
Flat in Fraser
Brand new luxury condo.
3 bedrooms, 5 beds, 2 bathrooms
5–10 Jul
5.0 out of 5 average rating, 31 reviews
Top guest favourite
Apartment in Winter Park
Luxury Condo on Main Street - Winter Park, CO
2 bedrooms, 4 beds, 2 bathrooms
19–24 Jul
4.99 out of 5 average rating, 77 reviews