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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, 2 bathrooms
19–24 Jul
4.95 out of 5 average rating, 176 reviews
Guest favourite
Home in Wintergreen Resort
Saltbox at Wintergreen, a Modern Mountain Escape
4 bedrooms, 6 beds, 3 bathrooms
20–25 Jul
4.95 out of 5 average rating, 239 reviews
Superhost
Apartment in Wintergreen Resort
1 bedroom condo, close to hikes & breweries & pool
1 bedroom, 2 beds, 1 bathroom
29 Jul – 3 Aug
4.92 out of 5 average rating, 209 reviews
Guest favourite
Chalet in Wintergreen Resort
Owl Bnb | Walkable to Slopes | Speakeasy Room
2 bedrooms, 3 beds, 2 bathrooms
19–24 Jul
4.94 out of 5 average rating, 187 reviews
Top guest favourite
Home in Wintergreen Resort
Best Blue Ridge Views at Sunrise over Wintergreen
1 bedroom, 1 king bed, 1 bathroom
30 Sept – 5 Oct
5.0 out of 5 average rating, 30 reviews
Top guest favourite
Bungalow in Afton
The Bungalow at Afton Mountain Retreat by Veritas
3 bedrooms, 4 beds, 2 bathrooms
19–24 Jul
4.99 out of 5 average rating, 248 reviews
Guest favourite
Home in Nellysford
Mountain Bauhaus | Sleeps 8 | Amenities | Grill
4 bedrooms, 2.5 bathrooms
19–24 Jul
4.9 out of 5 average rating, 128 reviews
Top guest favourite
Home in Wintergreen Resort
Close to hiking! | King Beds | Fireplace | Hot Tub
2 bedrooms, 2 king beds, 2.5 bathrooms
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, 1.5 bathrooms
19–24 Jul
5.0 out of 5 average rating, 16 reviews
Guest favourite
Townhouse in Wintergreen Resort
Cozy condo with loft. Walk to Wintergreen resort!
3 bedrooms, 6 beds, 2 bathrooms
19–24 Jul
4.9 out of 5 average rating, 84 reviews
Top guest favourite
Home in Nellysford
Cozy Wine Trail Cottage w/ Hot Tub & Fire Pit
2 bedrooms, 3 beds, 1 bathroom
27 Jul – 1 Aug
4.91 out of 5 average rating, 11 reviews
Top guest favourite
Home in Afton
Mountain Overlook House - Blue Ridge Parkway
2 bedrooms, 2 beds, 2 bathrooms
2–7 Aug
4.99 out of 5 average rating, 106 reviews
Guest favourite
Flat in Wintergreen Resort
Cozy Wintergreen Retreat | Fireplace + Pool
2 bedrooms, 4 beds, 2 bathrooms
26–31 Jul
4.96 out of 5 average rating, 26 reviews
Home in Wintergreen Resort
Wintergreen Ridgeline Retreat
2 bedrooms, 4 beds, 2 bathrooms
11–16 Aug
New place to stay
Superhost
Apartment in Wintergreen Resort
Fox Paw | Walk to Slopes & Village at Wintergreen
2 bedrooms, 2 queen beds, 2 bathrooms
9–14 Aug
New place to stay
Guest favourite
Townhouse in Wintergreen Resort
Stylish Retreat Near Trails & Tastings
3 bedrooms, 6 beds, 2 bathrooms
26–31 Jul
5.0 out of 5 average rating, 14 reviews
Top guest favourite
Home in Wintergreen Resort
Top of the Mountain Hideaway with Hot Tub!
3 bedrooms, 6 beds, 3 bathrooms
19–24 Jul
5.0 out of 5 average rating, 56 reviews
Top guest favourite
Treehouse in Roseland
Blue Ridge Treehouse
1 bedroom, 1 king bed, 1 bathroom
26–31 Jul
4.93 out of 5 average rating, 84 reviews