Search results; Over 1,000 homes in Wintergreen Resort

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Top guest favorite
Guest suite in Wintergreen Resort
Luxurious MountainTop Retreat - Fall in Love
Free cancellation
Aug 1 – 6
ﺩ.ﺇ2,648 for 5 nights
4.98 out of 5 average rating, 220 reviews
Guest favorite
Condo in Wintergreen Resort
Mountain top 3-bedroom condo with spectacular view
Free cancellation
Aug 1 – 6
ﺩ.ﺇ4,633 for 5 nights
4.94 out of 5 average rating, 103 reviews
Guest favorite
Condo in Wintergreen Resort
Love of mountains oh fill my cup
Free cancellation
Aug 1 – 6
ﺩ.ﺇ3,044 for 5 nights
5.0 out of 5 average rating, 28 reviews
Superhost
Home in Wintergreen Resort
The Distinguished Squirrel Chalet walking distance
5 beds
Aug 1 – 6
ﺩ.ﺇ4,667 for 5 nights
4.8 out of 5 average rating, 5 reviews
Guest favorite
Condo in Wintergreen Resort
Ski-in/Ski-out Wintergreen Highlands Condo -Views!
Free cancellation
Aug 3 – 8
ﺩ.ﺇ4,521 for 5 nights
4.96 out of 5 average rating, 184 reviews
Top guest favorite
Home in Wintergreen Resort
Cozy Chalet | King Beds | Fireplace | Hot Tub
2 king beds
Aug 24 – 29
ﺩ.ﺇ3,122 for 5 nights
5.0 out of 5 average rating, 116 reviews
Superhost
Condo in Wintergreen Resort
Mountain Views
Free cancellation
Aug 3 – 8
ﺩ.ﺇ2,575 for 5 nights
4.73 out of 5 average rating, 146 reviews
Guest favorite
Condo in Wintergreen Resort
1 bedroom condo, hiking, breweries, wineries
Free cancellation
Aug 21 – 26
ﺩ.ﺇ2,696 for 5 nights
4.95 out of 5 average rating, 150 reviews
Guest favorite
Home in Wintergreen Resort
Hottub Ski In/Ski Out Renovated Chalet Lower Tyro
Free cancellation
Aug 1 – 6
ﺩ.ﺇ5,920 for 5 nights
4.97 out of 5 average rating, 199 reviews
Top guest favorite
Condo in Wintergreen Resort
Cozy Laurelwood condo - 1 min walk to pool
2 beds
Aug 1 – 6
ﺩ.ﺇ2,820 for 5 nights
5.0 out of 5 average rating, 86 reviews
Top guest favorite
Chalet in Wintergreen Resort
Mountain Views, Hiking, Ski-Out @ Tyro
Free cancellation
Aug 1 – 6
ﺩ.ﺇ7,039 for 5 nights
5.0 out of 5 average rating, 57 reviews
Guest favorite
Condo in Wintergreen Resort
Majestic Mountain View’s from The Cliffs
Free cancellation
Aug 7 – 12
ﺩ.ﺇ3,414 for 5 nights
4.81 out of 5 average rating, 81 reviews
Apartment in Wintergreen Resort
You'll Say "Wow!" Over This View
Free cancellation
Aug 4 – 9
ﺩ.ﺇ4,930 for 5 nights
Guest favorite
Condo in Wintergreen Resort
New Construction! 1 Bed/2 Bath, pet friendly
Free cancellation
Aug 17 – 22
ﺩ.ﺇ2,734 for 5 nights
4.95 out of 5 average rating, 209 reviews
Top guest favorite
Condo in Wintergreen Resort
Base Camp Condo
Free cancellation
Aug 10 – 15
ﺩ.ﺇ3,100 for 5 nights
4.97 out of 5 average rating, 78 reviews
Superhost
Condo in Wintergreen Resort
Cool Wintergreen Mountain Getaway!
Free cancellation
Aug 1 – 6
ﺩ.ﺇ3,061 for 5 nights
4.85 out of 5 average rating, 112 reviews
Top guest favorite
Condo in Wintergreen Resort
Wintergreen Resort King bed, Fire place, 2 Bd/2 Br
2 beds
Aug 1 – 6
ﺩ.ﺇ2,747 for 5 nights
4.98 out of 5 average rating, 90 reviews
Top guest favorite
Townhouse in Wintergreen Resort
Spacious Serene MtnTop Escape *4 EnSuites* Dogs OK
6 beds
Aug 1 – 6
ﺩ.ﺇ5,259 for 5 nights
4.97 out of 5 average rating, 73 reviews