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Search results; Over 1,000 homes

Top guest favourite
Apartment in Wintergreen Resort
Panoramic Sunsets Mountain Views Pool $99 Midweek
2 bedrooms, 2 beds, 2 private bathrooms
10–15 Aug
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4.99 out of 5 average rating, 274 reviews
Flat in Wintergreen Resort
1BR 2BA Cozy Retreat Steps from Wintergreen Resort
1 bedroom, 3 beds, 2 bathrooms
6–11 Aug
New place to stay
Top guest favourite
Home in Wintergreen Resort
Best Blue Ridge Views at Sunrise over Wintergreen
1 bedroom, 1 king bed, 1 bathroom
30 Aug – 4 Sept
5.0 out of 5 average rating, 34 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, 345 reviews
Top guest favourite
Bungalow in Afton
The Bungalow at Afton Mountain Retreat by Veritas
3 bedrooms, 4 beds, 2 bathrooms
16–21 Aug
4.99 out of 5 average rating, 250 reviews
Top guest favourite
Home in Wintergreen Resort
Cool Mountain Breezes W/ New Hot Tub & Sauna
3 bedrooms, 7 beds, 3 bathrooms
12–17 Aug
5.0 out of 5 average rating, 14 reviews
Top guest favourite
Apartment in Wintergreen Resort
Love of mountains oh fill my cup
2 bedrooms, 2 queen beds, 2 bathrooms
9–14 Aug
4.94 out of 5 average rating, 54 reviews
Guest favourite
Townhouse in Wintergreen Resort
Wintergreen home, ideal location, dogs welcome!
2 bedrooms, 5 beds, 2 bathrooms
9–14 Aug
4.91 out of 5 average rating, 214 reviews
Superhost
Apartment in Wintergreen Resort
1 bedroom condo, close to hikes & breweries & pool
1 bedroom, 2 beds, 1 bathroom
14–19 Aug
4.92 out of 5 average rating, 213 reviews
Top guest favourite
Townhouse in Wintergreen Resort
Beary Lazy - 4 beds and 2 sleeping sofas!
2 bedrooms, 4 beds, 2.5 bathrooms
6–11 Aug
5.0 out of 5 average rating, 66 reviews
Top guest favourite
Home in Wintergreen Resort
Mid-Century Escape • Sleeps 12 • Breweries
4 bedrooms, 7 beds, 2 bathrooms
16–21 Aug
4.91 out of 5 average rating, 46 reviews
Top guest favourite
Home in Nellysford
Cozy Wine Trail Cottage w/ Hot Tub & Fire Pit
2 bedrooms, 3 beds, 1 bathroom
9–14 Aug
4.92 out of 5 average rating, 13 reviews
Guest favourite
Apartment in Wintergreen Resort
Ski-In Ski-Out ~ Mtn Views ~ King Suite
2 bedrooms, 2 beds, 2 bathrooms
9–14 Aug
4.95 out of 5 average rating, 177 reviews
Top guest favourite
Home in Wintergreen Resort
Cliffs Edge -A Contemporary Mountain Home
3 bedrooms, 4 beds, 3 bathrooms
17–22 Aug
4.97 out of 5 average rating, 127 reviews
Top guest favourite
Room in Roseland
Private Entrance Mountain Lodge Room/Nelson Rt151
2 beds, 1 bathroom
9–14 Aug
4.93 out of 5 average rating, 68 reviews
Guest favourite
Cabin in Wintergreen Resort
Hot Tub & Views | Mid Century Modern Wonder
5 bedrooms, 10 beds, 4.5 bathrooms
24–29 Aug
4.91 out of 5 average rating, 116 reviews
Guest favourite
Cabin in Wintergreen Resort
The Honey Den - Your WTG Summer Retreat! w/ Mtn Vs
5 bedrooms, 7 beds, 4.5 bathrooms
9–14 Aug
5.0 out of 5 average rating, 6 reviews
Guest favourite
Cabin in Roseland
Cozy Cabin Minutes from Wintergreen and Breweries
2 bedrooms, 3 beds, 1 bathroom
6–11 Aug
4.98 out of 5 average rating, 41 reviews
Top guest favourite
Home in Wintergreen Resort
Bear's Mountain Escape
3 bedrooms, 5 beds, 2 bathrooms
23–28 Aug
4.95 out of 5 average rating, 164 reviews