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Top guest favourite
Apartment in Wintergreen Resort
Cozy, clean, quiet mountain condo- King bed
1 bedroom, 2 beds, 1 private bathroom
6–11 Sept
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4.94 out of 5 average rating, 263 reviews
Superhost
Apartment in Wintergreen Resort
1 bedroom condo, close to hikes & breweries & pool
1 bedroom, 2 beds, 1 bathroom
23–28 Aug
4.92 out of 5 average rating, 214 reviews
Home in Wintergreen Resort
Wintergreen Ridgeline Retreat
2 bedrooms, 4 beds, 2 bathrooms
30 Aug – 4 Sept
5.0 out of 5 average rating, 4 reviews
Superhost
Home in Wintergreen Resort
Ski Chalet | Walk to Slopes | Hot Tub
3 bedrooms, 5 beds, 2 bathrooms
1–6 Oct
New place to stay
Guest favourite
Townhouse in Wintergreen Resort
King Bed Pool Tennis Golf Hiking DogOK Pack n Play
3 bedrooms, 4 beds, 2 bathrooms
23–28 Aug
4.91 out of 5 average rating, 82 reviews
Flat in Wintergreen Resort
1BR 2BA Cozy Retreat Steps from Wintergreen Resort
1 bedroom, 3 beds, 2 bathrooms
27 Aug – 1 Sept
New place to stay
Top guest favourite
Flat in Wintergreen Resort
Cozy Wintergreen Retreat | Fireplace + Pool
2 bedrooms, 4 beds, 2 bathrooms
22–27 Aug
4.97 out of 5 average rating, 31 reviews
Top guest favourite
Holiday home in Lovingston
Ultimate cabin in the mountains
2 bedrooms, 3 beds, 1 bathroom
23–28 Aug
4.96 out of 5 average rating, 274 reviews
Top guest favourite
Room in Roseland
Private Entrance Mountain Lodge Room/Nelson Rt151
2 beds, 1 bathroom
28 Aug – 2 Sept
4.93 out of 5 average rating, 71 reviews
Top guest favourite
Home in Tyro
Creekside Retreat | Fire Pit + Big Fenced Yard
3 bedrooms, 3 beds, 1 bathroom
25–30 Aug
4.99 out of 5 average rating, 312 reviews
Top guest favourite
Townhouse in Wintergreen Resort
Beary Lazy - 4 beds and 2 sleeping sofas!
2 bedrooms, 4 beds, 2.5 bathrooms
20–25 Aug
5.0 out of 5 average rating, 66 reviews
Guest favourite
Home in Wintergreen Resort
The Fairway Chalet • Sleeps 6 • Dog Friendly
3 bedrooms, 3 beds, 2 bathrooms
20–25 Aug
5.0 out of 5 average rating, 32 reviews
Guest favourite
Apartment in Wintergreen Resort
BlueRidge Getaway- Dog Friendly
3 bedrooms, 6 beds, 3 bathrooms
22–27 Aug
4.93 out of 5 average rating, 196 reviews
Guest favourite
Apartment in Wintergreen Resort
Cozy Condo on the mountain at Wintergreen!
2 bedrooms, 3 beds, 2 bathrooms
24–29 Aug
4.88 out of 5 average rating, 136 reviews
Guest favourite
Flat in Wintergreen Resort
Wintergreen Escape | King Bed + Porch Views
1 bedroom, 2 beds, 1 bathroom
30 Aug – 4 Sept
4.92 out of 5 average rating, 129 reviews
Guest favourite
Cabin in Nellysford
Tiny Luxury Retreat: Lake, Hikes, Brews & Vines
2 bedrooms, 1 king bed, 1 bathroom
21–26 Aug
4.95 out of 5 average rating, 281 reviews
Home in Lyndhurst
The Stay
2 bedrooms, 4 beds, 1 bathroom
20–25 Aug
Top guest favourite
Home in Wintergreen Resort
Cool Mountain Breezes W/ New Hot Tub & Sauna
3 bedrooms, 7 beds, 3 bathrooms
20–25 Aug
5.0 out of 5 average rating, 15 reviews
Top guest favourite
Farm stay in Afton
Afton, Mountain View Mini Farm
2 bedrooms, 4 beds, 2 bathrooms
23–28 Aug
4.99 out of 5 average rating, 347 reviews