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Guest favorite
Condo in Wintergreen Resort
2-min drive from hiking/skiing, stair-free
6 guests2 bedrooms4 beds2 baths
Sep 2 – 7
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Sep 2 – 7
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ﺩ.ﺇ2,583 for 5 nights

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Superhost
Apartment in Wintergreen Resort
Wintergreen Getaway
3 beds
Sep 7 – 12
ﺩ.ﺇ1,813 for 5 nights
4.88 out of 5 average rating, 68 reviews
Guest favorite
Condo in Wintergreen Resort
1 bedroom condo, hiking, breweries, wineries
2 beds
Sep 9 – 14
ﺩ.ﺇ2,049 for 5 nights
4.95 out of 5 average rating, 154 reviews
Guest favorite
Condo in Wintergreen Resort
Tips Up: Cozy Slopeside Retreat w/ Fireplace
2 beds
Sep 7 – 12
ﺩ.ﺇ2,058 for 5 nights
4.91 out of 5 average rating, 181 reviews
Superhost
Home in Wintergreen Resort
Mountain Retreat: Year-Round Getaway, Pup Friendly
3 beds
Sep 1 – 6
ﺩ.ﺇ4,844 for 5 nights
New place to stay
Top guest favorite
Condo in Wintergreen Resort
Cozy, clean, quiet mountain condo- King bed
2 beds
Sep 1 – 6
ﺩ.ﺇ2,691 for 5 nights
4.94 out of 5 average rating, 254 reviews
Guest favorite
Condo in Wintergreen Resort
The Modern Mountain Condo
2 beds
Sep 1 – 6
ﺩ.ﺇ2,670 for 5 nights
4.93 out of 5 average rating, 231 reviews
Top guest favorite
Home in Nellysford
Glass & Pine, close to Bold Rock & Vineyards
3 beds
Sep 1 – 6
ﺩ.ﺇ4,744 for 5 nights
4.97 out of 5 average rating, 33 reviews
Top guest favorite
Condo in Wintergreen Resort
A Scenic Mountain Retreat, your Home on the Ridge
3 beds
Sep 1 – 6
ﺩ.ﺇ3,565 for 5 nights
5.0 out of 5 average rating, 43 reviews
Top guest favorite
Home in Wintergreen Resort
Cozy Chalet | King Beds | Fireplace | Hot Tub
2 king beds
Oct 19 – 24
ﺩ.ﺇ4,346 for 5 nights
4.99 out of 5 average rating, 125 reviews
Top guest favorite
Condo in Wintergreen Resort
The Perch in Wintergreen Laurelwood
3 beds
Sep 8 – 13
ﺩ.ﺇ3,358 for 5 nights
5.0 out of 5 average rating, 40 reviews
Superhost
Home in Wintergreen Resort
3 min to Ski: DogOK King Bed Fireplace Grill 48"TV
7 beds
Sep 1 – 6
ﺩ.ﺇ3,229 for 5 nights
Top guest favorite
Condo in Wintergreen Resort
Luxury Condo in the Sky! Finest in Wintergreen!
4 beds
Sep 5 – 10
ﺩ.ﺇ3,737 for 5 nights
4.97 out of 5 average rating, 105 reviews
Superhost
Condo in Wintergreen Resort
Panoramic Peak: Wintergreen Condo with Views
2 beds
Sep 7 – 12
ﺩ.ﺇ3,500 for 5 nights
4.9 out of 5 average rating, 136 reviews
Top guest favorite
Chalet in Wintergreen Resort
Mountain Views, Hiking, Ski-Out @ Tyro
9 beds
Sep 7 – 12
ﺩ.ﺇ6,673 for 5 nights
5.0 out of 5 average rating, 58 reviews
Guest favorite
Condo in Wintergreen Resort
Ski-in/Ski-out condo Pet-OK Steps from Wintergreen
3 beds
Sep 1 – 6
ﺩ.ﺇ2,721 for 5 nights
5.0 out of 5 average rating, 30 reviews
Guest favorite
Home in Wintergreen Resort
Wintergreen Condo Ski In Ski Out
4 beds
Sep 1 – 6
ﺩ.ﺇ2,497 for 5 nights
5.0 out of 5 average rating, 9 reviews
Guest favorite
Home in Wintergreen Resort
The Distinguished Squirrel Chalet walking distance
5 beds
Sep 3 – 8
ﺩ.ﺇ4,757 for 5 nights
4.89 out of 5 average rating, 9 reviews
Apartment in Wintergreen Resort
Wow! What A View!
2 beds
Sep 2 – 7
ﺩ.ﺇ4,501 for 5 nights
5.0 out of 5 average rating, 3 reviews