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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
Apartment in Wintergreen Resort
Ski-In Ski-Out ~ Mtn Views ~ King Suite
2 bedrooms, 2 beds, 2 bathrooms
18–23 Jul
4.95 out of 5 average rating, 176 reviews
Guest favourite
Home in Wintergreen Resort
Saltbox at Wintergreen, a Modern Mountain Escape
4 bedrooms, 6 beds, 3 bathrooms
18–23 Jul
4.95 out of 5 average rating, 239 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, 248 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, 209 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
Top guest favourite
Home in Wintergreen Resort
Cliffs Edge -A Contemporary Mountain Home
3 bedrooms, 4 beds, 3 bathrooms
20–25 Jul
4.97 out of 5 average rating, 125 reviews
Top guest favourite
Home in Nellysford
Cozy Wine Trail Cottage w/ Hot Tub & Fire Pit
2 bedrooms, 3 beds, 1 bathroom
17–22 Jul
4.91 out of 5 average rating, 11 reviews
Guest favourite
Townhouse in Wintergreen Resort
Cozy condo with loft. Walk to Wintergreen resort!
3 bedrooms, 6 beds, 2 bathrooms
18–23 Jul
4.9 out of 5 average rating, 84 reviews
Top guest favourite
Townhouse in Wintergreen Resort
Beary Lazy - 4 beds and 2 sleeping sofas!
2 bedrooms, 4 beds, 2.5 bathrooms
26–31 Jul
5.0 out of 5 average rating, 66 reviews
Guest favourite
Townhouse in Wintergreen Resort
4BR (3 KING)+ Shuffleboard + Hot Tub + EV Outlet
4 bedrooms, 7 beds, 3.5 bathrooms
19–24 Jul
4.94 out of 5 average rating, 99 reviews
Top guest favourite
Home in Wintergreen Resort
Ski-in ski out!
2 bedrooms, 2 beds, 1.5 bathrooms
17–22 Jul
5.0 out of 5 average rating, 16 reviews
Guest favourite
Home in Wintergreen Resort
The Fairway Chalet • Sleeps 6 • Dog Friendly
3 bedrooms, 3 beds, 2 bathrooms
7–12 Aug
5.0 out of 5 average rating, 30 reviews
Guest favourite
Home in Wintergreen Resort
The Bears Perch Cabin -Private Hottub and Sauna
3 bedrooms, 5 beds, 2.5 bathrooms
20–25 Jul
5.0 out of 5 average rating, 10 reviews
Top guest favourite
Cabin in Vesuvius
The Sanctuary
2 bedrooms, 5 beds, 2.5 bathrooms
17–22 Jul
4.99 out of 5 average rating, 374 reviews
Guest favourite
Home in Wintergreen Resort
Hot Tub Valley View Pool Tennis Dogs OK EV Charger
3 bedrooms, 7 beds, 3 bathrooms
27 Jul – 1 Aug
4.98 out of 5 average rating, 84 reviews
Superhost
Flat in Wintergreen Resort
Ski-In/Ski-Out + Blue Ridge Views | Wintergreen
3 bedrooms, 4 beds, 3 bathrooms
19–24 Jul
New place to stay
Guest favourite
Home in Wintergreen Resort
King Bed Movie Room Fire Pit Pool Tennis Golf Hike
4 bedrooms, 7 beds, 3.5 bathrooms
19–24 Jul
4.9 out of 5 average rating, 42 reviews
Guest favourite
Flat in Wintergreen Resort
Cozy Wintergreen Retreat | Fireplace + Pool
2 bedrooms, 4 beds, 2 bathrooms
26–31 Jul
4.96 out of 5 average rating, 26 reviews