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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
8–13 Aug
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4.99 out of 5 average rating, 273 reviews
Guest favourite
Chalet in Wintergreen Resort
Owl Bnb | Walkable to Slopes | Speakeasy Room
4.94 out of 5 average rating, 187 reviews, 2 bedrooms, 3 beds, 2 bathrooms
12–17 Jul
Guest favourite
Apartment in Wintergreen Resort
Ski-In Ski-Out ~ Mtn Views ~ King Suite
4.95 out of 5 average rating, 175 reviews, 2 bedrooms, 2 beds, 2 bathrooms
12–17 Jul
Guest favourite
Home in Nellysford
Mountain Bauhaus | Sleeps 8 | Amenities | Grill
4.9 out of 5 average rating, 126 reviews, 4 bedrooms, 2.5 bathrooms
12–17 Jul
Guest favourite
Home in Wintergreen Resort
Designer Look: Mountain View Pool Tennis One Level
4.88 out of 5 average rating, 33 reviews, 4 bedrooms, 6 beds, 2 bathrooms
12–17 Jul
Guest favourite
Apartment in Wintergreen Resort
1 bedroom condo, close to hikes & breweries & pool
4.92 out of 5 average rating, 207 reviews, 1 bedroom, 2 beds, 1 bathroom
16–21 Jul
Guest favourite
Home in Wintergreen Resort
Saltbox at Wintergreen, a Modern Mountain Escape
4.95 out of 5 average rating, 238 reviews, 4 bedrooms, 6 beds, 3 bathrooms
9–14 Jul
Guest favourite
Cabin in Wintergreen Resort
The Honey Den - Your WTG Summer Retreat! w/ Mtn Vs
5.0 out of 5 average rating, 6 reviews, 5 bedrooms, 7 beds, 4.5 bathrooms
15–20 Jul
Top guest favourite
Holiday home in Lovingston
Ultimate cabin in the mountains
4.97 out of 5 average rating, 265 reviews, 2 bedrooms, 3 beds, 1 bathroom
29 Jul – 3 Aug
Superhost
Home in Afton
Rockwell Ridge | Garden Suite with Full Kitchen
New place to stay, 1 bedroom, 2 beds, 1 bathroom
12–17 Jul
Guest favourite
Apartment in Wintergreen Resort
Cozy Condo on the mountain at Wintergreen!
4.87 out of 5 average rating, 133 reviews, 2 bedrooms, 3 beds, 2 bathrooms
12–17 Jul
Guest favourite
Home in Wintergreen Resort
The Fairway Chalet • Sleeps 6 • Dog Friendly
5.0 out of 5 average rating, 29 reviews, 3 bedrooms, 3 beds, 2 bathrooms
8–13 Jul
Top guest favourite
Apartment in Wintergreen Resort
Five Minute Walk to Everything!
4.96 out of 5 average rating, 358 reviews, 2 bedrooms, 5 beds, 2 bathrooms
11–16 Jul
Top guest favourite
Home in Wintergreen Resort
Ski-in ski out!
5.0 out of 5 average rating, 16 reviews, 2 bedrooms, 2 beds, 1.5 bathrooms
8–13 Jul
Guest favourite
Chalet in Wintergreen Resort
Hansel 'n Gretel: Wood Stove Grill Firepit Dogs OK
4.94 out of 5 average rating, 62 reviews, 3 bedrooms, 5 beds, 3 bathrooms
8–13 Jul
Top guest favourite
Home in Wintergreen Resort
Best Blue Ridge Views at Sunrise over Wintergreen
5.0 out of 5 average rating, 28 reviews, 1 bedroom, 1 bed, 1 bathroom
30 Aug – 4 Sept
Guest favourite
Townhouse in Wintergreen Resort
Cozy condo with loft. Walk to Wintergreen resort!
4.9 out of 5 average rating, 83 reviews, 3 bedrooms, 6 beds, 2 bathrooms
8–13 Jul
Guest favourite
Flat in Wintergreen Resort
Great location/WalktoResort&Hiking/PupFriendly
4.93 out of 5 average rating, 15 reviews, 2 bedrooms, 3 beds, 2 bathrooms
8–13 Jul
Guest favourite
Apartment in Wintergreen Resort
BlueRidge Getaway- Dog Friendly
4.94 out of 5 average rating, 191 reviews, 3 bedrooms, 6 beds, 3 bathrooms
9–14 Jul