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Search results; Over 1,000 homes

Top guest favourite
Home in Wintergreen Resort
Hottub Ski InOut Renovated Chalet Lower Tyro Slope
3 bedrooms, 7 beds, 2 private bathrooms
1–6 Aug
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4.97 out of 5 average rating, 237 reviews
Guest favourite
Townhouse in Wintergreen Resort
King Bed Pool Tennis Golf Hiking DogOK Pack n Play
3 bedrooms, 4 beds, 2 bathrooms
3–8 Aug
4.91 out of 5 average rating, 77 reviews
Guest favourite
Home in Wintergreen Resort
Hot Tub EV Charger Pac-Man 60" TV Pool Tennis Golf
7 bedrooms, 7 beds, 4.5 bathrooms
1–6 Aug
4.97 out of 5 average rating, 73 reviews
Top guest favourite
Apartment in Wintergreen Resort
Wintergreen Mountain Views - Diamond in the Slopes
2 bedrooms, 4 beds, 2 bathrooms
6–11 Aug
4.96 out of 5 average rating, 52 reviews
Guest favourite
Flat in Wintergreen Resort
Wintergreen Escape | King Bed + Porch Views
1 bedroom, 2 beds, 1 bathroom
8–13 Aug
4.94 out of 5 average rating, 124 reviews
Superhost
Flat in Wintergreen Resort
Ski-In/Ski-Out + Blue Ridge Views | Wintergreen
3 bedrooms, 4 beds, 3 bathrooms
4–9 Aug
New place to stay
Top guest favourite
Flat in Wintergreen Resort
*NEW* Fully Renovated Slopeside Condo
2 bedrooms, 4 beds, 2 bathrooms
1–6 Aug
5.0 out of 5 average rating, 14 reviews
Apartment in Wintergreen Resort
Mountain Inn Lodge 57 with Wintergreen Advantage
1 bedroom, 1 king bed, 1 bathroom
1–6 Aug
5.0 out of 5 average rating, 3 reviews
Superhost
Home in Wintergreen Resort
Hot Tub EV Charger Pool Table Dogs OK Tennis Golf
4 bedrooms, 9 beds, 3.5 bathrooms
9–14 Aug
4.84 out of 5 average rating, 142 reviews
Top guest favourite
Home in Wintergreen Resort
Luxe Cliff House Retreat: Hike, Sip, Relax
3 bedrooms, 3 beds, 2 bathrooms
1–6 Aug
4.95 out of 5 average rating, 37 reviews
Top guest favourite
Flat in Wintergreen Resort
little mountain haven. True ski-in Ski out
1 bedroom, 1 king bed, 1 bathroom
1–6 Aug
4.95 out of 5 average rating, 22 reviews
Top guest favourite
Home in Wintergreen Resort
Oak Haven - Peaceful Chalet minutes to the slopes
3 bedrooms, 10 beds, 2 bathrooms
1–6 Aug
5.0 out of 5 average rating, 21 reviews
Top guest favourite
Home in Wintergreen Resort
Bear's Mountain Escape
3 bedrooms, 5 beds, 2 bathrooms
4–9 Aug
4.95 out of 5 average rating, 163 reviews
Guest favourite
Home in Wintergreen Resort
The Bears Perch Cabin -Private Hottub and Sauna
3 bedrooms, 5 beds, 2.5 bathrooms
2–7 Aug
5.0 out of 5 average rating, 10 reviews
Top guest favourite
Apartment in Wintergreen Resort
Where the Trail Ends
1 bedroom, 2 beds, 1 bathroom
1–6 Aug
4.93 out of 5 average rating, 254 reviews
Guest favourite
Apartment in Wintergreen Resort
Firefly on The Ridge: Mountain + Ski Slope Views
2 bedrooms, 2 king beds, 2 bathrooms
9–14 Aug
5.0 out of 5 average rating, 17 reviews
Guest favourite
Apartment in Wintergreen Resort
Panoramic Peak: Wintergreen Condo with Views
1 bedroom, 2 beds, 2 bathrooms
2–7 Aug
4.9 out of 5 average rating, 152 reviews
Top guest favourite
Tiny home in Afton
Luxury Tiny Home: Cozy, Modern Luxury Tiny Retreat
1 bedroom, 1 queen bed, 1 bathroom
23–28 Aug
4.98 out of 5 average rating, 131 reviews
Top guest favourite
Flat in Rockfish
Blue Ridge Bliss - For family & friends to enjoy!
2 bedrooms, 3 beds, 2 bathrooms
27 Aug – 1 Sept
4.98 out of 5 average rating, 228 reviews