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Search results; Over 1,000 homes

Guest favourite
Apartment in Wintergreen Resort
All-Season 2bd/2ba next to Spa view of Golf Course
2 bedrooms, 5 beds, 2 private bathrooms
7–12 Jul
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4.95 out of 5 average rating, 152 reviews
Top 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
5–10 Jul
Guest favourite
Home in Wintergreen Resort
Designer Look: Mountain View Pool Tennis One Level
4.88 out of 5 average rating, 32 reviews, 4 bedrooms, 6 beds, 2 bathrooms
5–10 Jul
Top guest favourite
Holiday home in Lovingston
Ultimate cabin in the mountains
4.97 out of 5 average rating, 264 reviews, 2 bedrooms, 3 beds, 1 bathroom
6–11 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
Cottage in Afton
Cottage on 151 w/ Hot Tub, Firepit, Mountain Views
4.97 out of 5 average rating, 184 reviews, 1 bedroom, 2 beds, 1 bathroom
5–10 Jul
Guest favourite
Chalet in Wintergreen Resort
Owl Bnb | Walkable to Slopes | Speakeasy Room
4.94 out of 5 average rating, 186 reviews, 2 bedrooms, 3 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
5–10 Jul
Guest favourite
Flat in Wintergreen Resort
Wintergreen Getaway
4.85 out of 5 average rating, 103 reviews, 2 bedrooms, 3 beds, 2 bathrooms
26–31 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
6–11 Jul
Superhost
Apartment in Wintergreen Resort
Your Cozy Mountain Getaway Awaits
4.79 out of 5 average rating, 107 reviews, 2 bedrooms, 4 beds, 2 bathrooms
6–11 Jul
Guest favourite
Chalet in Wintergreen Resort
Hansel 'n Gretel: Wood Stove Grill Firepit Dogs OK
4.93 out of 5 average rating, 61 reviews, 3 bedrooms, 5 beds, 3 bathrooms
5–10 Jul
Top guest favourite
Home in Afton
Mountain Overlook House - Blue Ridge Parkway
4.99 out of 5 average rating, 104 reviews, 2 bedrooms, 2 beds, 2 bathrooms
2–7 Aug
Top guest favourite
Chalet in Wintergreen Resort
Mountain Views, Hiking, Ski-Out @ Tyro
5.0 out of 5 average rating, 88 reviews, 4 bedrooms, 9 beds, 3.5 bathrooms
13–18 Jul
Top guest favourite
Townhouse in Wintergreen Resort
Beary Lazy - 4 beds and 2 sleeping sofas!
5.0 out of 5 average rating, 66 reviews, 2 bedrooms, 4 beds, 2.5 bathrooms
26–31 Jul
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
5–10 Jul
Guest favourite
Apartment in Wintergreen Resort
1 bedroom condo, close to hikes & breweries & pool
4.93 out of 5 average rating, 205 reviews, 1 bedroom, 2 beds, 1 bathroom
16–21 Jul
Guest favourite
Home in Nellysford
Cozy Wine Trail Cottage w/ Hot Tub & Fire Pit
4.89 out of 5 average rating, 9 reviews, 2 bedrooms, 3 beds, 1 bathroom
15–20 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