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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
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
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, 210 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
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
Cabin in Wintergreen Resort
Hot Tub & Views | Mid Century Modern Wonder
5 bedrooms, 10 beds, 4.5 bathrooms
24–29 Aug
4.9 out of 5 average rating, 114 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
Townhouse in Wintergreen Resort
Beary Lazy - 4 beds and 2 sleeping sofas!
2 bedrooms, 4 beds, 2.5 bathrooms
26–31 Jul
5.0 out of 5 average rating, 66 reviews
Guest favourite
Apartment in Wintergreen Resort
Cozy Condo on the mountain at Wintergreen!
2 bedrooms, 3 beds, 2 bathrooms
26–31 Jul
4.87 out of 5 average rating, 133 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 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
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
Top guest favourite
Apartment in Wintergreen Resort
Beautiful Mountain Getaway - Walk to Everything!
3 bedrooms, 5 beds, 2 bathrooms
27 Jul – 1 Aug
4.97 out of 5 average rating, 98 reviews
Top guest favourite
Home in Wintergreen Resort
Cozy Wintergreen Townhome
4 bedrooms, 7 beds, 3.5 bathrooms
26–31 Jul
4.96 out of 5 average rating, 27 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
Cabin in Vesuvius
The Sanctuary
2 bedrooms, 5 beds, 2.5 bathrooms
19–24 Jul
4.99 out of 5 average rating, 374 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