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Search results; Over 1,000 homes

Top guest favourite
Apartment in Wintergreen Resort
180 Degree Views, Dogs love it too!
2 bedrooms, 5 beds, 2 private bathrooms
16–21 Aug
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4.94 out of 5 average rating, 86 reviews
Top guest favourite
Home in Wintergreen Resort
Cool Mountain Breezes W/ New Hot Tub & Sauna
3 bedrooms, 7 beds
12–17 Aug
5.0 out of 5 average rating, 13 reviews
Guest favourite
Home in Wintergreen Resort
Wintergreen Condo Ski In Ski Out
3 bedrooms, 4 beds
1–6 Aug
4.93 out of 5 average rating, 44 reviews
Home in Afton
The Cupola Creek House
4 bedrooms, 8 beds
1–6 Aug
New place to stay
Guest favourite
Home in Nellysford
Mountain Bauhaus | Sleeps 8 | Amenities | Grill
4 bedrooms
2–7 Aug
4.9 out of 5 average rating, 128 reviews
Top guest favourite
Home in Wintergreen Resort
Mid-Century Escape • Sleeps 12 • Breweries
4 bedrooms, 7 beds
16–21 Aug
4.91 out of 5 average rating, 45 reviews
Guest favourite
Home in Wintergreen Resort
Saltbox at Wintergreen, a Modern Mountain Escape
4 bedrooms, 6 beds
2–7 Aug
4.95 out of 5 average rating, 239 reviews
Guest favourite
Apartment in Wintergreen Resort
Cozy Comfort with a View - Wintergreen Resort
2 bedrooms, 2 beds
4–9 Aug
4.91 out of 5 average rating, 165 reviews
Guest favourite
Cabin in Wintergreen Resort
Hot Tub & Views | Mid Century Modern Wonder
5 bedrooms, 10 beds
24–29 Aug
4.9 out of 5 average rating, 115 reviews
Guest favourite
Apartment in Wintergreen Resort
Ski-In Ski-Out ~ Mtn Views ~ King Suite
2 bedrooms, 2 beds
2–7 Aug
4.95 out of 5 average rating, 176 reviews
Guest favourite
Chalet in Wintergreen Resort
Hansel 'n Gretel: Wood Stove Grill Firepit Dogs OK
3 bedrooms, 5 beds
1–6 Aug
4.94 out of 5 average rating, 63 reviews
Guest favourite
Chalet in Wintergreen Resort
Owl Bnb | Walkable to Slopes | Speakeasy Room
2 bedrooms, 3 beds
2–7 Aug
4.94 out of 5 average rating, 191 reviews
Guest favourite
Cabin in Wintergreen Resort
Ridge Views · Pool Access · Hot Tub · Game Room
5 bedrooms, 8 beds
9–14 Aug
4.97 out of 5 average rating, 117 reviews
Top guest favourite
Flat in Rockfish
Blue Ridge Bliss - For family & friends to enjoy!
2 bedrooms, 3 beds
27 Aug – 1 Sept
4.98 out of 5 average rating, 228 reviews
Top guest favourite
Cabin in Vesuvius
The Sanctuary
2 bedrooms, 5 beds
1–6 Aug
4.99 out of 5 average rating, 374 reviews
Top guest favourite
Villa in Wintergreen Resort
NO STEP ENTRY Wintergreen Mtn Home,HotTub,Sleeps10
4 bedrooms, 5 beds
16–21 Aug
4.96 out of 5 average rating, 146 reviews
Top guest favourite
Home in Nellysford
Cozy Wine Trail Cottage w/ Hot Tub & Fire Pit
2 bedrooms, 3 beds
9–14 Aug
4.92 out of 5 average rating, 13 reviews
Top guest favourite
Home in Wintergreen Resort
Cozy Wintergreen Townhome
4 bedrooms, 7 beds
2–7 Aug
4.97 out of 5 average rating, 29 reviews
Superhost
Apartment in Wintergreen Resort
Wintergreen Resort | Pool | Hike | Dogs Welcome!
2 bedrooms, 2 queen beds
2–7 Aug
4.83 out of 5 average rating, 6 reviews