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Search results; Over 1,000 homes

Guest favourite
Chalet in Wintergreen Resort
Owl Bnb | Walkable to Slopes | Speakeasy Room
2 bedrooms, 3 beds, 2 shared bathrooms
7–12 Sept
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4.94 out of 5 average rating, 194 reviews
Superhost
Apartment in Wintergreen Resort
1 bedroom condo, close to hikes & breweries & pool
1 bedroom, 2 beds, 1 bathroom
7–12 Sept
4.92 out of 5 average rating, 214 reviews
Top guest favourite
Apartment in Wintergreen Resort
What-a-Mountain View Pool Tennis Hike Golf KingBed
3 bedrooms, 6 beds, 3 bathrooms
7–12 Sept
4.98 out of 5 average rating, 50 reviews
Guest favourite
Home in Wintergreen Resort
Getaway To Wintergreen
7 bedrooms, 13 beds, 6.5 bathrooms
12–17 Sept
4.89 out of 5 average rating, 44 reviews
Flat in Wintergreen Resort
1BR 2BA Cozy Retreat Steps from Wintergreen Resort
1 bedroom, 3 beds, 2 bathrooms
1–6 Sept
New place to stay
Guest favourite
Home in Wintergreen Resort
Cozy Wintergreen Chalet | 3BR, 4 Beds & Fireplace
3 bedrooms, 4 beds, 2 bathrooms
6–11 Sept
4.97 out of 5 average rating, 38 reviews
Top guest favourite
Home in Wintergreen Resort
Bear's Mountain Escape
3 bedrooms, 5 beds, 2 bathrooms
1–6 Sept
4.95 out of 5 average rating, 167 reviews
Home in Wintergreen Resort
Creature Comforts
2 bedrooms, 2 beds, 2.5 bathrooms
1–6 Sept
New place to stay
Top guest favourite
Cabin in Tyro
Tyro Mountain View Cabin
2 bedrooms, 2 double beds, 1 bathroom
6–11 Sept
4.98 out of 5 average rating, 380 reviews
Top guest favourite
Flat in Wintergreen Resort
Cozy Wintergreen Retreat | Fireplace + Pool
2 bedrooms, 4 beds, 2 bathrooms
13–18 Sept
4.97 out of 5 average rating, 31 reviews
Guest favourite
Townhouse in Wintergreen Resort
King Bed Pool Tennis Golf Hiking DogOK Pack n Play
3 bedrooms, 4 beds, 2 bathrooms
1–6 Sept
4.91 out of 5 average rating, 82 reviews
Top guest favourite
Flat in Rockfish
Blue Ridge Bliss - For family & friends to enjoy!
2 bedrooms, 3 beds, 2 bathrooms
21–26 Sept
4.98 out of 5 average rating, 229 reviews
Guest favourite
Apartment in Wintergreen Resort
Ski-In Ski-Out ~ Mtn Views ~ King Suite
2 bedrooms, 2 beds, 2 bathrooms
20–25 Sept
4.95 out of 5 average rating, 179 reviews
Top guest favourite
Home in Afton
Mountain Overlook House - Blue Ridge Parkway
2 bedrooms, 2 beds, 2 bathrooms
30 Oct – 4 Nov
4.99 out of 5 average rating, 108 reviews
Villa in Faber
Pen y Bryn | Hilltop 5BR Luxury Retreat, Pool+Spa
5 bedrooms, 9 beds, 6.5 bathrooms
1–6 Nov
New place to stay
Home in Lyndhurst
The Stay
2 bedrooms, 4 beds, 1 bathroom
8–13 Sept
Chalet in Wintergreen Resort
Alpine Ascent
3 bedrooms, 4 beds, 3 bathrooms
1–6 Sept
New place to stay
Top guest favourite
Holiday home in Lovingston
Ultimate cabin in the mountains
2 bedrooms, 3 beds, 1 bathroom
6–11 Sept
4.96 out of 5 average rating, 275 reviews
Top guest favourite
Farm stay in Afton
Afton, Mountain View Mini Farm
2 bedrooms, 4 beds, 2 bathrooms
27 Sept – 2 Oct
4.99 out of 5 average rating, 349 reviews