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Search results; Over 1,000 homes

Top guest favourite
Apartment in Wintergreen Resort
Five Minute Walk to Everything!
2 bedrooms, 5 beds, 2 private bathrooms
27 Jul – 1 Aug
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4.96 out of 5 average rating, 358 reviews
Guest favourite
Home in Wintergreen Resort
The Fairway Chalet • Sleeps 6 • Dog Friendly
3 bedrooms, 3 beds, 2 bathrooms
14–19 Jul
5.0 out of 5 average rating, 30 reviews
Guest favourite
Chalet in Wintergreen Resort
Owl Bnb | Walkable to Slopes | Speakeasy Room
2 bedrooms, 3 beds, 2 bathrooms
19–24 Jul
4.94 out of 5 average rating, 187 reviews
Guest favourite
Apartment in Wintergreen Resort
Ski-In Ski-Out ~ Mtn Views ~ King Suite
2 bedrooms, 2 beds, 2 bathrooms
14–19 Jul
4.95 out of 5 average rating, 175 reviews
Top guest favourite
Home in Afton
Mountain Overlook House - Blue Ridge Parkway
2 bedrooms, 2 beds, 2 bathrooms
2–7 Aug
4.99 out of 5 average rating, 106 reviews
Top guest favourite
Home in Wintergreen Resort
Saltbox at Wintergreen, a Modern Mountain Escape
4 bedrooms, 6 beds, 3 bathrooms
15–20 Jul
4.95 out of 5 average rating, 239 reviews
Guest favourite
Townhouse in Wintergreen Resort
Cozy condo with loft. Walk to Wintergreen resort!
3 bedrooms, 6 beds, 2 bathrooms
15–20 Jul
4.9 out of 5 average rating, 83 reviews
Top guest favourite
Chalet in Wintergreen Resort
Mountain Views, Hiking, Ski-Out @ Tyro
4 bedrooms, 9 beds, 3.5 bathrooms
15–20 Jul
5.0 out of 5 average rating, 89 reviews
Top guest favourite
Bungalow in Afton
The Bungalow at Afton Mountain Retreat by Veritas
3 bedrooms, 4 beds, 2 bathrooms
19–24 Jul
4.99 out of 5 average rating, 247 reviews
Guest favourite
Cabin in Wintergreen Resort
The Honey Den - Your WTG Summer Retreat! w/ Mtn Vs
5 bedrooms, 7 beds, 4.5 bathrooms
25–30 Jul
5.0 out of 5 average rating, 6 reviews
Superhost
Apartment in Wintergreen Resort
1 bedroom condo, close to hikes & breweries & pool
1 bedroom, 2 beds, 1 bathroom
5–10 Aug
4.92 out of 5 average rating, 207 reviews
Top guest favourite
Flat in Wintergreen Resort
Ski Slope Views & Private Sauna | Dog Friendly
4 bedrooms, 5 beds, 4 bathrooms
14–19 Jul
4.98 out of 5 average rating, 45 reviews
Top guest favourite
Home in Wintergreen Resort
Cozy Wintergreen Townhome
4 bedrooms, 7 beds, 3.5 bathrooms
15–20 Jul
4.96 out of 5 average rating, 27 reviews
Top guest favourite
Home in Nellysford
Cozy Wine Trail Cottage w/ Hot Tub & Fire Pit
2 bedrooms, 3 beds, 1 bathroom
18–23 Jul
4.9 out of 5 average rating, 10 reviews
Apartment in Wintergreen Resort
Birds Eye: Mntn Views K-Bed DogOK Pool Tennis Golf
3 bedrooms, 4 beds, 3 bathrooms
18–23 Jul
4.84 out of 5 average rating, 169 reviews
Guest favourite
Apartment in Wintergreen Resort
Cozy Condo on the mountain at Wintergreen!
2 bedrooms, 3 beds, 2 bathrooms
26–31 Jul
4.87 out of 5 average rating, 133 reviews
Superhost
Apartment in Wintergreen Resort
Fox Paw | Walk to Slopes & Village at Wintergreen
2 bedrooms, 2 queen beds, 2 bathrooms
20–25 Jul
New place to stay
Guest favourite
Chalet in Wintergreen Resort
Hansel 'n Gretel: Wood Stove Grill Firepit Dogs OK
3 bedrooms, 5 beds, 3 bathrooms
25–30 Jul
4.94 out of 5 average rating, 62 reviews
Guest favourite
Apartment in Wintergreen Resort
Firefly on The Ridge: Mountain + Ski Slope Views
2 bedrooms, 2 king beds, 2 bathrooms
19–24 Jul
5.0 out of 5 average rating, 14 reviews