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Search results; Over 1,000 homes

Top guest favourite
Apartment in Wintergreen Resort
Five Minute Walk to Everything!
2 bedrooms, 5 beds, 2 private bathrooms
27 Jul – 1 Aug
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4.96 out of 5 average rating, 358 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
Apartment in Wintergreen Resort
Ski-In Ski-Out ~ Mtn Views ~ King Suite
2 bedrooms, 2 beds
18–23 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
Superhost
Apartment in Wintergreen Resort
Fox Paw | Walk to Slopes & Village at Wintergreen
2 bedrooms, 2 queen beds
20–25 Jul
New place to stay
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, 248 reviews
Guest favourite
Home in Wintergreen Resort
Saltbox at Wintergreen, a Modern Mountain Escape
4 bedrooms, 6 beds
19–24 Jul
4.95 out of 5 average rating, 239 reviews
Top guest favourite
Home in Wintergreen Resort
Cliffs Edge -A Contemporary Mountain Home
3 bedrooms, 4 beds
20–25 Jul
4.97 out of 5 average rating, 125 reviews
Top guest favourite
Treehouse in Roseland
Blue Ridge Treehouse
1 bedroom, 1 king bed
18–23 Jul
4.93 out of 5 average rating, 84 reviews
Top guest favourite
Home in Wintergreen Resort
Close to hiking! | King Beds | Fireplace | Hot Tub
2 bedrooms, 2 king beds
2–7 Aug
4.99 out of 5 average rating, 174 reviews
Top guest favourite
Home in Wintergreen Resort
Ski-in ski out!
2 bedrooms, 2 beds
18–23 Jul
5.0 out of 5 average rating, 16 reviews
Top guest favourite
Home in Wintergreen Resort
Best Blue Ridge Views at Sunrise over Wintergreen
1 bedroom, 1 king bed
30 Sept – 5 Oct
5.0 out of 5 average rating, 29 reviews
Top guest favourite
Townhouse in Wintergreen Resort
Beary Lazy - 4 beds and 2 sleeping sofas!
2 bedrooms, 4 beds
26–31 Jul
5.0 out of 5 average rating, 66 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, 209 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
4BR (3 KING)+ Shuffleboard + Hot Tub + EV Outlet
4 bedrooms, 7 beds
19–24 Jul
4.94 out of 5 average rating, 99 reviews
Guest favourite
Townhouse in Wintergreen Resort
Cozy condo with loft. Walk to Wintergreen resort!
3 bedrooms, 6 beds
18–23 Jul
4.9 out of 5 average rating, 84 reviews
Guest favourite
Townhouse in Wintergreen Resort
Stylish Retreat Near Trails & Tastings
3 bedrooms, 6 beds
26–31 Jul
5.0 out of 5 average rating, 14 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, 26 reviews