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 17 – 22
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May 17 – 22
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ﺩ.ﺇ6,458 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 27 – Jun 1
ﺩ.ﺇ2,322 for 5 nights
for 5 nights
4.91 out of 5 average rating, 212 reviews
Guest favorite
Condo in Winter Park
Hideaway Park! Hot tub,Pool,FitnessCtr&FreePrkg
2 beds
May 17 – 22
ﺩ.ﺇ2,932 for 5 nights
for 5 nights
4.96 out of 5 average rating, 139 reviews
Top guest favorite
Condo in Winter Park
Luxury Ski-In/Out | Ski to Winter Park Resort
5 beds
May 17 – 22
ﺩ.ﺇ3,117 for 5 nights
for 5 nights
4.94 out of 5 average rating, 94 reviews
Top guest favorite
Apartment in Winter Park
Modern New build ski in/out. 1br + den.
4 beds
May 29 – Jun 3
ﺩ.ﺇ2,424 for 5 nights
for 5 nights
5.0 out of 5 average rating, 19 reviews
Guest favorite
Condo in Winter Park
One Bedroom Condo - Winter Park Resort Base Area
2 beds
May 25 – 30
ﺩ.ﺇ2,031 for 5 nights
for 5 nights
4.91 out of 5 average rating, 285 reviews
Superhost
Condo in Winter Park
Beautiful Cozy Studio at the Base-Heated Parking
2 beds
May 17 – 22
ﺩ.ﺇ1,515 for 5 nights
for 5 nights
4.78 out of 5 average rating, 318 reviews
Top guest favorite
Townhouse in Winter Park
Beautiful Condo at Winter Park!
1 bed
May 18 – 23
ﺩ.ﺇ2,669 for 5 nights
for 5 nights
4.97 out of 5 average rating, 63 reviews
Guest favorite
Condo in Winter Park
High-End Ski-In/Out Luxury | Library Room | Views
4 beds
May 17 – 22
ﺩ.ﺇ3,293 for 5 nights
for 5 nights
5.0 out of 5 average rating, 17 reviews
Top guest favorite
Condo in Winter Park
Perfect Winter Park Getaway!
3 beds
May 17 – 22
ﺩ.ﺇ3,960 for 5 nights
for 5 nights
5.0 out of 5 average rating, 14 reviews
Top guest favorite
Condo in Winter Park
Luxury Patio to Slopes | Ski-In/Out | WP Base
4 beds
May 20 – 25
ﺩ.ﺇ3,293 for 5 nights
for 5 nights
5.0 out of 5 average rating, 9 reviews
Guest favorite
Apartment in Winter Park
Village of Winter Park Condo
2 beds
May 17 – 22
ﺩ.ﺇ3,289 for 5 nights
for 5 nights
4.85 out of 5 average rating, 303 reviews
Apartment in Winter Park
Hideaway Station Luxury Loft 404 (New w/ Hot Tub)
3 beds
May 17 – 22
ﺩ.ﺇ3,486 for 5 nights
for 5 nights
5.0 out of 5 average rating, 4 reviews
Top guest favorite
Apartment in Winter Park
Founder’s Pointe Ski/in out #4652
2 beds
May 17 – 22
ﺩ.ﺇ2,558 for 5 nights
for 5 nights
4.99 out of 5 average rating, 72 reviews
Guest favorite
Cabin in Empire
Nordic Cabin Hideaway
Free cancellation
Aug 4 – 9
ﺩ.ﺇ9,776 for 5 nights
for 5 nights
5.0 out of 5 average rating, 40 reviews
Top guest favorite
Condo in Winter Park
Cozy Winter Park Riverfront Studio~ Walk Downtown
Free cancellation
May 27 – Jun 1
ﺩ.ﺇ2,597 for 5 nights
for 5 nights
5.0 out of 5 average rating, 71 reviews
Guest favorite
Condo in Winter Park
One Bdrm Condo Ski In / Ski Out, Hot Tub, Fire Pit
Free cancellation
May 28 – Jun 2
ﺩ.ﺇ2,385 for 5 nights
for 5 nights
4.87 out of 5 average rating, 177 reviews
Guest favorite
Townhouse in Winter Park
Winter Park Townhome w/ Stunning Slope Views!
6 beds
May 18 – 23
ﺩ.ﺇ6,471 for 5 nights
for 5 nights
4.94 out of 5 average rating, 149 reviews
Top guest favorite
Townhouse in Winter Park
Modern/Rustic 2-bedroom Townhouse + Bonus Loft
3 beds
Jun 7 – 12
ﺩ.ﺇ3,294 for 5 nights
for 5 nights
4.98 out of 5 average rating, 147 reviews