Search results; Over 1,000 places in Winter Park

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Guest favorite
Apartment in Winter Park
Cozy mtn getaway! 2 blocks from Main Street
6 guests2 bedrooms4 beds2 baths
Jun 1 – 6
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Jun 1 – 6
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ﺩ.ﺇ3,508 for 5 nights
for 5 nights

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Superhost
Condo in Winter Park
Ski In/Ski Out - Modern Cozy Condo in Winter Park
2 beds
Jun 1 – 6
ﺩ.ﺇ2,017 for 5 nights
for 5 nights
4.88 out of 5 average rating, 164 reviews
Top guest favorite
Apartment in Winter Park
Modern New build ski in/out. 1br + den.
4 beds
Jun 1 – 6
ﺩ.ﺇ2,282 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
Jun 1 – 6
ﺩ.ﺇ2,031 for 5 nights
for 5 nights
4.91 out of 5 average rating, 285 reviews
Guest favorite
Apartment in Winter Park
Luxury Mountain Retreat with Hot Tub
1 bed
Jun 1 – 6
ﺩ.ﺇ2,476 for 5 nights
for 5 nights
5.0 out of 5 average rating, 9 reviews
Guest favorite
Condo in Winter Park
Ski-In Ski-Out Zephyr Mtn Lodge Condo w/ Hot Tub
2 beds
Jun 1 – 6
ﺩ.ﺇ2,412 for 5 nights
for 5 nights
4.91 out of 5 average rating, 214 reviews
Guest favorite
Apartment in Winter Park
Mountain Studio | Ski-In/Out | Hot Tubs | Garage
2 beds
Jun 1 – 6
ﺩ.ﺇ2,476 for 5 nights
for 5 nights
4.95 out of 5 average rating, 22 reviews
Top guest favorite
Condo in Winter Park
Ski-in Ski-out Cozy Condo
2 queen beds
Jul 22 – 27
ﺩ.ﺇ2,090 for 5 nights
for 5 nights
4.96 out of 5 average rating, 52 reviews
Top guest favorite
Condo in Winter Park
Top floor, larger 1 bedroom in Winter Park Village
2 beds
Jun 1 – 6
ﺩ.ﺇ2,395 for 5 nights
for 5 nights
4.97 out of 5 average rating, 124 reviews
Top guest favorite
Condo in Winter Park
Zephyr Ski In/Out at Winter Park - 1/2 Price Tues!
2 beds
Jun 1 – 6
ﺩ.ﺇ7,278 for 5 nights
for 5 nights
5.0 out of 5 average rating, 51 reviews
Superhost
Condo in Winter Park
Main St Luxury + Hot Tub & Steps to Brew & Trails
2 beds
Jun 9 – 14
ﺩ.ﺇ1,881 for 5 nights
for 5 nights
4.83 out of 5 average rating, 207 reviews
Top guest favorite
Condo in Winter Park
Arcade | Ski-In/Out | Retro Camp Vibes | TreeCondo
4 beds
Jun 1 – 6
ﺩ.ﺇ7,537 for 5 nights
for 5 nights
5.0 out of 5 average rating, 22 reviews
Condo in Winter Park
Slopeside Studio Mountainview 4th-Floor
2 beds
Jun 1 – 6
ﺩ.ﺇ1,916 for 5 nights
for 5 nights
4.13 out of 5 average rating, 32 reviews
Superhost
Townhouse in Winter Park
Luxury Ski in/Ski out town home, private hot tub
Free cancellation
Jun 12 – 17
ﺩ.ﺇ11,408 for 5 nights
for 5 nights
4.93 out of 5 average rating, 59 reviews
Guest favorite
Apartment in Winter Park
Founder’s Pointe Ski/in Out #4648
2 beds
Jun 1 – 6
ﺩ.ﺇ2,558 for 5 nights
for 5 nights
4.95 out of 5 average rating, 94 reviews
Top guest favorite
Apartment in Winter Park
Mini Moose Lodge
Free cancellation
Jun 6 – 11
ﺩ.ﺇ2,518 for 5 nights
for 5 nights
4.88 out of 5 average rating, 16 reviews
Top guest favorite
Condo in Winter Park
Zephyr Mountain Lodge - 1BR Beautifully Renovated
2 beds
Jun 1 – 6
ﺩ.ﺇ3,465 for 5 nights
for 5 nights
4.94 out of 5 average rating, 51 reviews
Condo in Winter Park
Ski-In/Ski-Out Winter Park Condo w/ Balcony!
2 beds
Jun 1 – 6
ﺩ.ﺇ3,185 for 5 nights
for 5 nights
4.91 out of 5 average rating, 23 reviews
Guest favorite
Condo in Winter Park
Oversized 1bed Ski In/Out MTN VIEWS King&Qn beds
1 king bed
Jun 1 – 6
ﺩ.ﺇ3,078 for 5 nights
for 5 nights
4.88 out of 5 average rating, 315 reviews