Search results; Over 1,000 homes

Top guest favourite
Apartment in Wintergreen Resort
Where the Trail Ends
1 bedroom, 2 beds, 1 shared bathroom
7–12 Jul
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4.93 out of 5 average rating, 254 reviews
Superhost
Apartment in Wintergreen Resort
1 bedroom condo, close to hikes & breweries & pool
1 bedroom, 2 beds, 1 bathroom
16–21 Jul
4.93 out of 5 average rating, 204 reviews
Guest favourite
Flat in Wintergreen Resort
Walk to Market/Slopes!
2 bedrooms, 3 beds, 2 bathrooms
5–10 Jul
4.86 out of 5 average rating, 132 reviews
Guest favourite
Home in Nellysford
Mountain Bauhaus | Sleeps 8 | Amenities | Grill
4 bedrooms, 2.5 bathrooms
5–10 Jul
4.9 out of 5 average rating, 125 reviews
Guest favourite
Chalet in Wintergreen Resort
Owl Bnb | Walkable to Slopes | Speakeasy Room
2 bedrooms, 3 beds, 2 bathrooms
5–10 Jul
4.94 out of 5 average rating, 186 reviews
Guest favourite
Flat in Wintergreen Resort
Wintergreen Getaway II
1 bedroom, 1 sofa bed, 2 bathrooms
12–17 Jul
5.0 out of 5 average rating, 8 reviews
Superhost
Apartment in Wintergreen Resort
Overlook 180 degree views w/Peloton!
2 bedrooms, 2 beds, 2 bathrooms
5–10 Jul
4.85 out of 5 average rating, 48 reviews
Guest favourite
Flat in Wintergreen Resort
Wintergreen Getaway
2 bedrooms, 3 beds, 2 bathrooms
26–31 Jul
4.85 out of 5 average rating, 102 reviews
Top guest favourite
Home in Wintergreen Resort
Mid-Century Escape • Near Breweries • Sleeps 12
4 bedrooms, 7 beds, 2 bathrooms
12–17 Jul
4.9 out of 5 average rating, 39 reviews
Top guest favourite
Yurt in Afton
Luxe Yurt w/Hot Tub in the Heart of the Blue Ridge
1 bedroom, 3 beds, 1 bathroom
26–31 Jul
5.0 out of 5 average rating, 984 reviews
Top guest favourite
Apartment in Wintergreen Resort
2-min drive to resort, Outdoor HOA pool now open!
2 bedrooms, 4 beds, 2 bathrooms
13–18 Jul
4.97 out of 5 average rating, 172 reviews
Top guest favourite
Home in Wintergreen Resort
Mountain View | Hot tub | Sleeps 14
5 bedrooms, 11 beds, 4.5 bathrooms
1–6 Jul
5.0 out of 5 average rating, 13 reviews
Top guest favourite
Home in Wintergreen Resort
Hottub Ski InOut Renovated Chalet Lower Tyro Slope
3 bedrooms, 7 beds, 2 bathrooms
12–17 Jul
4.97 out of 5 average rating, 232 reviews
Top guest favourite
Apartment in Wintergreen Resort
Panoramic Sunsets Mountain Views Pool $99 Midweek
2 bedrooms, 2 king beds, 2 bathrooms
5–10 Jul
4.99 out of 5 average rating, 272 reviews
Guest favourite
Home in Wintergreen Resort
The Bears Perch Cabin -Private Hottub and Sauna
3 bedrooms, 5 beds, 2.5 bathrooms
5–10 Jul
5.0 out of 5 average rating, 8 reviews
Guest favourite
Townhouse in Wintergreen Resort
Cozy condo with loft. Walk to Wintergreen resort!
3 bedrooms, 6 beds, 2 bathrooms
1–6 Jul
4.9 out of 5 average rating, 83 reviews
Top guest favourite
Home in Wintergreen Resort
Saltbox at Wintergreen, a Modern Mountain Escape
4 bedrooms, 6 beds, 3 bathrooms
5–10 Jul
4.95 out of 5 average rating, 238 reviews
Guest favourite
Home in Wintergreen Resort
Getaway To Wintergreen
7 bedrooms, 13 beds, 6.5 bathrooms
19–24 Jul
4.9 out of 5 average rating, 42 reviews
Guest favourite
Townhouse in Wintergreen Resort
King Bed Pool Tennis Golf Hiking DogOK Pack n Play
3 bedrooms, 4 beds, 2 bathrooms
6–11 Jul
4.93 out of 5 average rating, 74 reviews