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Search results; Over 1,000 homes

Top guest favourite
Apartment in Wintergreen Resort
Panoramic Sunsets Mountain Views Pool $99 Midweek
2 bedrooms, 2 beds, 2 private bathrooms
10–15 Aug
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4.99 out of 5 average rating, 274 reviews
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
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
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
Top guest favourite
Cabin in Wintergreen Resort
Blackwood Chalet: Hot Tub + 0.3 mile from Slopes
3 bedrooms, 4 beds
2–7 Aug
4.98 out of 5 average rating, 63 reviews
Top guest favourite
Holiday home in Lovingston
Ultimate cabin in the mountains
2 bedrooms, 3 beds
2–7 Aug
4.96 out of 5 average rating, 271 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
Owl Bnb | Walkable to Slopes | Speakeasy Room
2 bedrooms, 3 beds
1–6 Aug
4.94 out of 5 average rating, 191 reviews
Top guest favourite
Home in Afton
Mountain Overlook House - Blue Ridge Parkway
2 bedrooms, 2 beds
13–18 Aug
4.99 out of 5 average rating, 106 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, 175 reviews
Top guest favourite
Townhouse in Wintergreen Resort
Beary Lazy - 4 beds and 2 sleeping sofas!
2 bedrooms, 4 beds
1–6 Aug
5.0 out of 5 average rating, 66 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
Guest favourite
Home in Wintergreen Resort
Saltbox at Wintergreen, a Modern Mountain Escape
4 bedrooms, 6 beds
1–6 Aug
4.95 out of 5 average rating, 239 reviews
Apartment in Wintergreen Resort
Laurelwood 00 with Wintergreen Advantage
2 bedrooms, 2 beds
1–6 Aug
New place to stay
Guest favourite
Home in Wintergreen Resort
Home Outdoor Fire Pit Arcade, Scenic Helipad Views
3 bedrooms, 7 beds
3–8 Aug
5.0 out of 5 average rating, 8 reviews
Top guest favourite
Home in Wintergreen Resort
Hottub Ski InOut Renovated Chalet Lower Tyro Slope
3 bedrooms, 7 beds
1–6 Aug
4.97 out of 5 average rating, 237 reviews
Guest favourite
Home in Wintergreen Resort
Designer Home w/ Incredible Views, Sleeps 16
6 bedrooms, 9 beds
15–20 Aug
4.94 out of 5 average rating, 103 reviews
Guest favourite
Townhouse in Wintergreen Resort
King Bed Pool Tennis Golf Hiking DogOK Pack n Play
3 bedrooms, 4 beds
3–8 Aug
4.91 out of 5 average rating, 77 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