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
Home in Fraser
Fraser Luxury Retreat | Hot Tub & Scenic Views!
5.0 out of 5 average rating, 4 reviews, 3 bedrooms, 5 beds, 3.5 bathrooms
10–15 Jul
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
Top guest favourite
Apartment in Winter Park
The Rustic Moose
5.0 out of 5 average rating, 65 reviews, 2 bedrooms, 6 beds, 2 bathrooms
2–7 Aug
Guest favourite
Apartment in Winter Park
Ski-in Ski-out between Winter park and Mary Jane
4.91 out of 5 average rating, 85 reviews, 1 bedroom, 4 beds, 1 bathroom
1–6 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
1–6 Jul
Guest favourite
Apartment in Winter Park
10 min to Resort! Amazing Views & Sauna!
4.95 out of 5 average rating, 153 reviews, 3 bedrooms, 3 beds, 2 bathrooms
5–10 Jul
Top guest favourite
Home in Winter Park
Chateau Louise • Steps From Music In The Park
5.0 out of 5 average rating, 8 reviews, 3 bedrooms, 5 beds, 2.5 bathrooms
11–16 Jul
Top 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
Top guest favourite
Flat in Fraser
Brand new luxury condo.
5.0 out of 5 average rating, 31 reviews, 3 bedrooms, 5 beds, 2 bathrooms
5–10 Jul
Top guest favourite
Townhouse in Winter Park
Luxury Winter Park Retreat with Private Hot Tub
5.0 out of 5 average rating, 20 reviews, 3 bedrooms, 4 beds, 4 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
Apartment in Winter Park
Top Floor Condo Steps From Free Shuttle w/Hot Tub
4.93 out of 5 average rating, 279 reviews, 2 bedrooms, 2 beds, 2 bathrooms
5–10 Jul
Top guest favourite
Apartment in Fraser
Fresh Modern Mountain Getaway | Views + Garage
5.0 out of 5 average rating, 46 reviews, 2 bedrooms, 4 beds, 2 bathrooms
12–17 Jul
Top guest favourite
Apartment in Winter Park
The Best Location in Downtown Winter Park!
4.96 out of 5 average rating, 107 reviews, 2 bedrooms, 5 beds, 3 bathrooms
5–10 Jul
Guest favourite
Flat in Winter Park
Ski in / Ski out at Winter Park - pool & hot tub
5.0 out of 5 average rating, 11 reviews, 2 beds, 1 bathroom
19–24 Jul
Guest favourite
Guest suite in Winter Park
New Look! Breakfast, Hot Tub & No Host fee!
4.84 out of 5 average rating, 453 reviews, 1 bedroom, 1 bed, 1 bathroom
5–10 Jul
Top guest favourite
Apartment in Winter Park
Luxury Condo on Main Street - Winter Park, CO
4.99 out of 5 average rating, 77 reviews, 2 bedrooms, 4 beds, 2 bathrooms
19–24 Jul
Luxe
Home in Winter Park
Riverwalk Luxury Home - Hot Tub,Trails, Fire Pit
5.0 out of 5 average rating, 5 reviews, 5 bedrooms, 12 beds, 5 bathrooms
12–17 Jul