Search results; Over 1,000 homes in Winter Park

Showing 1 – 18

The home you selected

Superhost
Condo in Winter Park
Newly renovated ondo @ the Base. Access to hot tub
8 guests2 bedrooms4 beds2 baths
Sep 1 – 6
More
Sep 1 – 6
More
ﺩ.ﺇ4,943 for 5 nights

Explore more homes

Top guest favorite
Condo in Winter Park
Slopeside Studio
2 beds
Sep 30 – Oct 5
ﺩ.ﺇ1,542 for 5 nights
5.0 out of 5 average rating, 11 reviews
Superhost
Condo in Winter Park
Beautiful Cozy Studio at the Base-Heated Parking
2 beds
Sep 9 – 14
ﺩ.ﺇ1,836 for 5 nights
4.78 out of 5 average rating, 329 reviews
Superhost
Condo in Winter Park
Ski In/Ski Out - Modern Cozy Condo in Winter Park
2 beds
Sep 7 – 12
ﺩ.ﺇ2,325 for 5 nights
4.89 out of 5 average rating, 179 reviews
Apartment in Winter Park
NEW|Ski in/out|VIEWS|Garage Parking|Hot Tub
4 beds
Sep 4 – 9
ﺩ.ﺇ3,703 for 5 nights
New place to stay
Top guest favorite
Condo in Winter Park
Cozy Winter Park Riverfront Studio~ Walk Downtown
2 beds
Sep 7 – 12
ﺩ.ﺇ2,461 for 5 nights
5.0 out of 5 average rating, 85 reviews
Superhost
Condo in Winter Park
Ski-In/Ski-Out Studio Mtn View-Free Heated Parking
2 beds
Sep 9 – 14
ﺩ.ﺇ1,903 for 5 nights
4.85 out of 5 average rating, 79 reviews
Guest favorite
Condo in Granby
Cozy K-Suite~Mtn Views~ Salt Water Pool & Hot-Tubs
1 bed
Oct 29 – Nov 3
ﺩ.ﺇ1,488 for 5 nights
4.89 out of 5 average rating, 378 reviews
Top guest favorite
Cabin in Idaho Springs
SkyLodge: A Unique Lake House
3 beds
Oct 5 – 10
ﺩ.ﺇ3,765 for 5 nights
5.0 out of 5 average rating, 110 reviews
Superhost
Apartment in Winter Park
The Little Palace-Full Amenities
2 beds
Sep 1 – 6
ﺩ.ﺇ2,183 for 5 nights
5.0 out of 5 average rating, 5 reviews
Guest favorite
Condo in Winter Park
Ski-in Ski-out between Winter park and Mary Jane
4 beds
Sep 1 – 6
ﺩ.ﺇ4,162 for 5 nights
4.88 out of 5 average rating, 69 reviews
Top guest favorite
Cabin in Empire
Nordic Cabin Hideaway
2 queen beds
Sep 28 – Oct 3
ﺩ.ﺇ8,757 for 5 nights
5.0 out of 5 average rating, 59 reviews
Guest favorite
Condo in Winter Park
Cozy mountain retreat in downtown Winter Park
3 beds
Sep 1 – 6
ﺩ.ﺇ2,385 for 5 nights
4.93 out of 5 average rating, 132 reviews
Guest favorite
Cabin in Winter Park
Cozy Cabin in Perfect Location
2 beds
Oct 12 – 17
ﺩ.ﺇ2,282 for 5 nights
4.84 out of 5 average rating, 592 reviews
Townhouse in Winter Park
Cozy Winter Park Townhome • Hot Tub & Near Resort
4 beds
Sep 1 – 6
ﺩ.ﺇ4,069 for 5 nights
New place to stay
Condo in Winter Park
Beautiful 3 bedroom, pet friendly, magnificent
4 beds
Sep 19 – 24
ﺩ.ﺇ5,211 for 5 nights
New place to stay
Superhost
Condo in Winter Park
Fantastic front corner 2bd condo Base Winter Park
2 king beds
Sep 1 – 6
ﺩ.ﺇ4,000 for 5 nights
New place to stay
Guest favorite
Home in Winter Park
5-10 min walk to lifts. Luxury home in Winter Park
4 beds
Sep 1 – 6
ﺩ.ﺇ6,910 for 5 nights
5.0 out of 5 average rating, 29 reviews
Top guest favorite
Townhouse in Winter Park
Modern/Rustic 2-bedroom Townhouse + Bonus Loft
3 beds
Sep 8 – 13
ﺩ.ﺇ3,104 for 5 nights
4.98 out of 5 average rating, 160 reviews