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Search results; Over 1,000 homes

Top guest favourite
Apartment in Wintergreen Resort
2-min drive to resort, Outdoor HOA pool now open!
2 bedrooms, 4 beds, 2 private bathrooms
20–25 Jul
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4.97 out of 5 average rating, 175 reviews
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
13–18 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
13–18 Jul
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
13–18 Jul
Guest favourite
Flat in Wintergreen Resort
Cozy Wintergreen Retreat | Fireplace + Pool
4.96 out of 5 average rating, 25 reviews, 2 bedrooms, 4 beds, 2 bathrooms
26–31 Jul
Guest favourite
Home in Nellysford
Mountain Bauhaus | Sleeps 8 | Amenities | Grill
4.9 out of 5 average rating, 127 reviews, 4 bedrooms, 2.5 bathrooms
19–24 Jul
Top guest favourite
Home in Wintergreen Resort
Bear's Mountain Escape
4.95 out of 5 average rating, 161 reviews, 3 bedrooms, 5 beds, 2 bathrooms
1–6 Aug
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
13–18 Jul
Guest favourite
Flat in Wintergreen Resort
Laurelwood Hollow: Walk to Ski & Swim
4.96 out of 5 average rating, 23 reviews, 2 bedrooms, 3 beds, 2 bathrooms
13–18 Jul
Top guest favourite
Chalet in Wintergreen Resort
Mountain Views, Hiking, Ski-Out @ Tyro
5.0 out of 5 average rating, 89 reviews, 4 bedrooms, 9 beds, 3.5 bathrooms
13–18 Jul
Guest favourite
Home in Wintergreen Resort
The Fairway Chalet • Sleeps 6 • Dog Friendly
5.0 out of 5 average rating, 30 reviews, 3 bedrooms, 3 beds, 2 bathrooms
13–18 Jul
Guest favourite
Apartment in Wintergreen Resort
QueenBed Pool Tennis Golf Hiking DogOK Pack n Play
4.96 out of 5 average rating, 27 reviews, 1 bedroom, 3 beds, 1 bathroom
26–31 Jul
Top guest favourite
Apartment in Wintergreen Resort
Wintergreen Mountain Views - Diamond in the Slopes
4.96 out of 5 average rating, 52 reviews, 2 bedrooms, 4 beds, 2 bathrooms
28 Jul – 2 Aug
Guest favourite
Flat in Wintergreen Resort
Wintergreen Getaway II
5.0 out of 5 average rating, 10 reviews, 1 bedroom, 1 bed, 2 bathrooms
17–22 Jul
Top guest favourite
Home in Wintergreen Resort
Mountain View | Hot tub | Sleeps 14
5.0 out of 5 average rating, 15 reviews, 5 bedrooms, 11 beds, 4.5 bathrooms
19–24 Jul
Top guest favourite
Home in Wintergreen Resort
Saltbox at Wintergreen, a Modern Mountain Escape
4.95 out of 5 average rating, 239 reviews, 4 bedrooms, 6 beds, 3 bathrooms
13–18 Jul
Top guest favourite
Apartment in Wintergreen Resort
Mountain Views
4.77 out of 5 average rating, 174 reviews, 2 bedrooms, 3 beds, 2 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
Top guest favourite
Home in Wintergreen Resort
Best Blue Ridge Views at Sunrise over Wintergreen
5.0 out of 5 average rating, 29 reviews, 1 bedroom, 1 bed, 1 bathroom
30 Aug – 4 Sept