Search results; Over 1,000 homes

Top guest favourite
Apartment in Wintergreen Resort
Where the Trail Ends
1 bedroom, 2 beds, 1 shared bathroom
7–12 Jul
,
4.93 out of 5 average rating, 254 reviews
Guest favourite
Townhouse in Wintergreen Resort
King Bed Pool Tennis Golf Hiking DogOK Pack n Play
3 bedrooms, 4 beds, 2 bathrooms
6–11 Jul
4.93 out of 5 average rating, 74 reviews
Guest favourite
Home in Nellysford
Mountain Bauhaus | Sleeps 8 | Amenities | Grill
4 bedrooms, 2.5 bathrooms
5–10 Jul
4.9 out of 5 average rating, 125 reviews
Guest favourite
Home in Wintergreen Resort
The Bears Perch Cabin -Private Hottub and Sauna
3 bedrooms, 5 beds, 2.5 bathrooms
5–10 Jul
5.0 out of 5 average rating, 8 reviews
Guest favourite
Flat in Wintergreen Resort
Great location/WalktoResort&Hiking/PupFriendly
2 bedrooms, 3 beds, 2 bathrooms
6–11 Jul
4.93 out of 5 average rating, 15 reviews
Top guest favourite
Apartment in Wintergreen Resort
Mountain Views
2 bedrooms, 3 beds, 2 bathrooms
5–10 Jul
4.77 out of 5 average rating, 173 reviews
Guest favourite
Cottage in Afton
Cottage on 151 w/ Hot Tub, Firepit, Mountain Views
1 bedroom, 2 beds, 1 bathroom
5–10 Jul
4.97 out of 5 average rating, 181 reviews
Guest favourite
Home in Wintergreen Resort
The Fairway Chalet • Sleeps 6 • Dog Friendly
3 bedrooms, 3 beds, 2 bathrooms
6–11 Jul
5.0 out of 5 average rating, 29 reviews
Guest favourite
Chalet in Wintergreen Resort
Owl Bnb | Walkable to Slopes | Speakeasy Room
2 bedrooms, 3 beds, 2 bathrooms
5–10 Jul
4.94 out of 5 average rating, 186 reviews
Superhost
Apartment in Wintergreen Resort
Fox Paw | Walk to Slopes & Village at Wintergreen
2 bedrooms, 2 queen beds, 2 bathrooms
5–10 Jul
New place to stay
Top guest favourite
Home in Nellysford
Cozy Wine Trail Cottage w/ Hot Tub & Fire Pit
2 bedrooms, 3 beds, 1 bathroom
15–20 Jul
5.0 out of 5 average rating, 7 reviews
Guest favourite
Home in Wintergreen Resort
King Bed Movie Room Fire Pit Pool Tennis Golf Hike
4 bedrooms, 7 beds, 3.5 bathrooms
12–17 Jul
4.9 out of 5 average rating, 40 reviews
Top guest favourite
Home in Wintergreen Resort
The Distinguished Squirrel Chalet walking distance
3 bedrooms, 5 beds, 3 bathrooms
13–18 Jul
4.97 out of 5 average rating, 31 reviews
Guest favourite
Chalet in Wintergreen Resort
Hansel 'n Gretel: Wood Stove Grill Firepit Dogs OK
3 bedrooms, 5 beds, 3 bathrooms
5–10 Jul
4.93 out of 5 average rating, 61 reviews
Superhost
Tent in Lyndhurst
Glamping Tent adjacent to the Blue Ridge Parkway
1 bedroom, 1 bed, 1 bathroom
2–7 Jul
New place to stay
Top guest favourite
Apartment in Wintergreen Resort
2-min drive to resort, Outdoor HOA pool now open!
2 bedrooms, 4 beds, 2 bathrooms
13–18 Jul
4.97 out of 5 average rating, 172 reviews
Guest favourite
Home in Wintergreen Resort
Alpenglow- Amazing views, 5 Masters, 5600sf
5 bedrooms, 7 beds, 6.5 bathrooms
8–13 Sept
4.94 out of 5 average rating, 17 reviews
Top guest favourite
Home in Wintergreen Resort
Saltbox at Wintergreen, a Modern Mountain Escape
4 bedrooms, 6 beds, 3 bathrooms
5–10 Jul
4.95 out of 5 average rating, 238 reviews
Guest favourite
Apartment in Wintergreen Resort
Ski-in/Ski-out Wintergreen Highlands Condo -Views!
2 bedrooms, 4 beds, 2 bathrooms
1–6 Jul
4.95 out of 5 average rating, 198 reviews