Search results; Over 1,000 places in Winter Park

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Guest favorite
Townhouse in Winter Park
Cozy Modern Cabin w/ Hot Tub - Minutes to Ski Area
6 guests3 bedrooms4 beds2 baths
May 1 – 6
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May 1 – 6
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ﺩ.ﺇ6,509 for 5 nights
for 5 nights

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Guest favorite
Condo in Winter Park
Ski-In Ski-Out Zephyr Mtn Lodge Condo w/ Hot Tub
2 beds
May 5 – 10
ﺩ.ﺇ2,376 for 5 nights
for 5 nights
4.91 out of 5 average rating, 211 reviews
Superhost
Condo in Winter Park
Ski-In/Ski-Out Studio Mtn View-Free Heated Parking
2 beds
May 4 – 9
ﺩ.ﺇ1,675 for 5 nights
for 5 nights
4.85 out of 5 average rating, 66 reviews
Guest favorite
Condo in Winter Park
One Bdrm Condo Ski In / Ski Out, Hot Tub, Fire Pit
2 beds
May 4 – 9
ﺩ.ﺇ2,342 for 5 nights
for 5 nights
4.87 out of 5 average rating, 177 reviews
Guest favorite
Condo in Winter Park
High-End Ski-In/Out Luxury | Library Room | Views
4 beds
May 1 – 6
ﺩ.ﺇ4,412 for 5 nights
for 5 nights
5.0 out of 5 average rating, 16 reviews
Top guest favorite
Apartment in Winter Park
Ski In/Ski Out on The Corridor! Close to the Base!
2 queen beds
May 1 – 6
ﺩ.ﺇ3,056 for 5 nights
for 5 nights
5.0 out of 5 average rating, 14 reviews
Top guest favorite
Guest suite in Winter Park
Charming Suite in Old Town Winter Park
1 queen bed
May 1 – 6
ﺩ.ﺇ4,520 for 5 nights
for 5 nights
4.98 out of 5 average rating, 459 reviews
Guest favorite
Apartment in Winter Park
Founder’s Pointe Ski/In Out #4467
2 beds
May 1 – 6
ﺩ.ﺇ2,558 for 5 nights
for 5 nights
4.95 out of 5 average rating, 240 reviews
Condo in Winter Park
1BR Ski In/Out | Hot tub | Fast WiFi | Views
Free cancellation
May 22 – 27
ﺩ.ﺇ3,659 for 5 nights
for 5 nights
4.81 out of 5 average rating, 32 reviews
Top guest favorite
Guest suite in Fraser
Spring into summer at Madge’s. Pets welcome!
Free cancellation
Aug 11 – 16
ﺩ.ﺇ1,830 for 5 nights
for 5 nights
4.96 out of 5 average rating, 415 reviews
Guest favorite
Cabin in Idaho Springs
Charming A-Frame Cabin w Spa
May 5 – 10
ﺩ.ﺇ5,639 for 5 nights
for 5 nights
5.0 out of 5 average rating, 13 reviews
Guest favorite
Condo in Winter Park
One Bedroom Condo - Winter Park Resort Base Area
2 beds
May 3 – 8
ﺩ.ﺇ2,031 for 5 nights
for 5 nights
4.91 out of 5 average rating, 285 reviews
Apartment in Winter Park
Private room in Winter Park
Free cancellation
May 21 – 26
ﺩ.ﺇ1,830 for 5 nights
for 5 nights
4.75 out of 5 average rating, 4 reviews
Guest favorite
Apartment in Winter Park
Ski-In/Out Studio | 1st floor | Hot Tubs | Garage
2 beds
May 1 – 6
ﺩ.ﺇ3,207 for 5 nights
for 5 nights
4.95 out of 5 average rating, 22 reviews
Guest favorite
Condo in Winter Park
Stylish Studio on Main Street in Winter Park
1 king bed
May 1 – 6
ﺩ.ﺇ2,174 for 5 nights
for 5 nights
4.9 out of 5 average rating, 67 reviews
Guest favorite
Cabin in Empire
Nordic Cabin Hideaway
Free cancellation
Aug 4 – 9
ﺩ.ﺇ9,750 for 5 nights
for 5 nights
5.0 out of 5 average rating, 37 reviews
Apartment in Winter Park
Studio Mountainview 4th-Floor | Kitchenette
Free cancellation
May 9 – 14
ﺩ.ﺇ1,759 for 5 nights
for 5 nights
4.63 out of 5 average rating, 38 reviews
Guest favorite
Condo in Winter Park
Top Floor with Beautiful Views! Larger 1-Bedroom!
2 beds
May 5 – 10
ﺩ.ﺇ2,820 for 5 nights
for 5 nights
4.91 out of 5 average rating, 206 reviews
Top guest favorite
Condo in Winter Park
Top floor, larger 1 bedroom in Winter Park Village
2 beds
May 1 – 6
ﺩ.ﺇ2,483 for 5 nights
for 5 nights
4.97 out of 5 average rating, 123 reviews