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Guest favourite
Apartment in Wintergreen Resort
Ski-in/Ski-out Wintergreen Highlands Condo -Views!
2 bedrooms, 4 beds, 2 private bathrooms
16–21 Aug
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4.95 out of 5 average rating, 200 reviews
Home in Wintergreen Resort
Wintergreen Resort, Hot Tub, EV Charger, Game room
3 bedrooms, 7 beds, 3.5 bathrooms
23–28 Aug
New place to stay
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
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
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, 30 reviews
Top guest favourite
Apartment in Wintergreen Resort
Panoramic Sunsets Mountain Views Pool $99 Midweek
2 bedrooms, 2 king beds, 2 bathrooms
16–21 Aug
4.99 out of 5 average rating, 274 reviews
Top guest favourite
Guest house in Afton
Your Perfect Blue Ridge Mountain Hideaway near 151
2 bedrooms, 2 queen beds, 1 bathroom
30 Aug – 4 Sept
4.92 out of 5 average rating, 700 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, 273 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
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
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, 280 reviews
Top guest favourite
Apartment in Wintergreen Resort
Where the Trail Ends
1 bedroom, 2 beds, 1 bathroom
17–22 Aug
4.93 out of 5 average rating, 254 reviews
Guest favourite
Home in Wintergreen Resort
Wintergreen Condo Ski In Ski Out
3 bedrooms, 4 beds, 2 bathrooms
11–16 Sept
4.93 out of 5 average rating, 44 reviews
Top guest favourite
Flat in Wintergreen Resort
Family and dog friendly with views and pools!
2 bedrooms, 3 beds, 2 bathrooms
30 Aug – 4 Sept
4.95 out of 5 average rating, 22 reviews
Guest favourite
Apartment in Wintergreen Resort
Ski-In Ski-Out ~ Mtn Views ~ King Suite
2 bedrooms, 2 beds, 2 bathrooms
16–21 Aug
4.95 out of 5 average rating, 178 reviews
Top guest favourite
Home in Wintergreen Resort
Cool Mountain Breezes W/ New Hot Tub & Sauna
3 bedrooms, 7 beds, 3 bathrooms
16–21 Aug
5.0 out of 5 average rating, 15 reviews
Guest favourite
Flat in Wintergreen Resort
Wintergreen Getaway II
1 bedroom, 1 sofa bed, 2 bathrooms
23–28 Aug
5.0 out of 5 average rating, 16 reviews
Top guest favourite
Cabin in Vesuvius
The Sanctuary
2 bedrooms, 5 beds, 2.5 bathrooms
16–21 Aug
4.99 out of 5 average rating, 375 reviews
Top guest favourite
Room in Roseland
Private Entrance Mountain Lodge Room/Nelson Rt151
2 beds, 1 bathroom
17–22 Aug
4.93 out of 5 average rating, 69 reviews