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Search results; Over 1,000 homes

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
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
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
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
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
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
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
Guest favourite
Apartment in Wintergreen Resort
Cozy Comfort with a View - Wintergreen Resort
2 bedrooms, 2 beds
4–9 Aug
4.91 out of 5 average rating, 165 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
Guest favourite
Cabin in Wintergreen Resort
Ridge Views · Pool Access · Hot Tub · Game Room
5 bedrooms, 8 beds
9–14 Aug
4.97 out of 5 average rating, 117 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
Guest favourite
Apartment in Wintergreen Resort
Wintergreen Condo w/ Pool: Near Hike & Market!
2 bedrooms, 3 beds
2–7 Aug
4.86 out of 5 average rating, 29 reviews
Top guest favourite
Home in Wintergreen Resort
Cozy Wintergreen Townhome
4 bedrooms, 7 beds
2–7 Aug
4.97 out of 5 average rating, 29 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
Cabin in Wintergreen Resort
4BD Modern Cabin | Patio, Game Loft, Golf Course
4 bedrooms, 8 beds
1–6 Aug
4.93 out of 5 average rating, 45 reviews
Top guest favourite
Apartment in Wintergreen Resort
WonderfulViews/WalktoResort&Hiking/SpaciousCondo
3 bedrooms, 4 beds
1–6 Aug
4.98 out of 5 average rating, 53 reviews
Top guest favourite
Apartment in Wintergreen Resort
Extremely private, HOA pool/stair-free entry
2 bedrooms, 4 beds
21–26 Aug
4.97 out of 5 average rating, 178 reviews