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Search results; Over 1,000 homes

Top guest favourite
Apartment in Wintergreen Resort
2-min drive to resort, Outdoor HOA pool now open!
2 bedrooms, 4 beds, 2 private bathrooms
20–25 Jul
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4.97 out of 5 average rating, 176 reviews
Guest favourite
Apartment in Wintergreen Resort
Ski-In Ski-Out ~ Mtn Views ~ King Suite
2 bedrooms, 2 beds
16–21 Jul
4.95 out of 5 average rating, 176 reviews
Guest favourite
Chalet in Wintergreen Resort
Owl Bnb | Walkable to Slopes | Speakeasy Room
2 bedrooms, 3 beds
19–24 Jul
4.94 out of 5 average rating, 187 reviews
Guest favourite
Home in Nellysford
Mountain Bauhaus | Sleeps 8 | Amenities | Grill
4 bedrooms
19–24 Jul
4.9 out of 5 average rating, 128 reviews
Guest favourite
Home in Wintergreen Resort
The Fairway Chalet • Sleeps 6 • Dog Friendly
3 bedrooms, 3 beds
17–22 Jul
5.0 out of 5 average rating, 30 reviews
Guest favourite
Home in Wintergreen Resort
Saltbox at Wintergreen, a Modern Mountain Escape
4 bedrooms, 6 beds
16–21 Jul
4.95 out of 5 average rating, 239 reviews
Top guest favourite
Home in Afton
Mountain Overlook House - Blue Ridge Parkway
2 bedrooms, 2 beds
2–7 Aug
4.99 out of 5 average rating, 106 reviews
Guest favourite
Townhouse in Wintergreen Resort
Cozy condo with loft. Walk to Wintergreen resort!
3 bedrooms, 6 beds
16–21 Jul
4.9 out of 5 average rating, 83 reviews
Top guest favourite
Bungalow in Afton
The Bungalow at Afton Mountain Retreat by Veritas
3 bedrooms, 4 beds
19–24 Jul
4.99 out of 5 average rating, 247 reviews
Top guest favourite
Home in Nellysford
Cozy Wine Trail Cottage w/ Hot Tub & Fire Pit
2 bedrooms, 3 beds
16–21 Jul
4.9 out of 5 average rating, 10 reviews
Superhost
Apartment in Wintergreen Resort
1 bedroom condo, close to hikes & breweries & pool
1 bedroom, 2 beds
5–10 Aug
4.92 out of 5 average rating, 208 reviews
Top guest favourite
Home in Wintergreen Resort
Cozy Wintergreen Townhome
4 bedrooms, 7 beds
18–23 Jul
4.96 out of 5 average rating, 27 reviews
Top guest favourite
Chalet in Wintergreen Resort
Mountain Views, Hiking, Ski-Out @ Tyro
4 bedrooms, 9 beds
16–21 Jul
5.0 out of 5 average rating, 89 reviews
Top guest favourite
Home in Wintergreen Resort
Ski-in ski out!
2 bedrooms, 2 beds
16–21 Jul
5.0 out of 5 average rating, 16 reviews
Guest favourite
Flat in Wintergreen Resort
Cozy Wintergreen Retreat | Fireplace + Pool
2 bedrooms, 4 beds
26–31 Jul
4.96 out of 5 average rating, 25 reviews
Guest favourite
Cabin in Wintergreen Resort
The Honey Den - Your WTG Summer Retreat! w/ Mtn Vs
5 bedrooms, 7 beds
25–30 Jul
5.0 out of 5 average rating, 6 reviews
Top guest favourite
Cabin in Vesuvius
The Sanctuary
2 bedrooms, 5 beds
16–21 Jul
4.99 out of 5 average rating, 374 reviews
Guest favourite
Home in Wintergreen Resort
King Bed Movie Room Fire Pit Pool Tennis Golf Hike
4 bedrooms, 7 beds
19–24 Jul
4.9 out of 5 average rating, 42 reviews
Top guest favourite
Home in Wintergreen Resort
Close to hiking! | King Beds | Fireplace | Hot Tub
2 bedrooms, 2 king beds
12–17 Aug
4.99 out of 5 average rating, 174 reviews