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Search results; Over 1,000 homes

Top guest favourite
Home in Wintergreen Resort
Close to hiking! | King Beds | Fireplace | Hot Tub
2 bedrooms, 2 beds, 2.5 private bathrooms
20–25 Sept
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4.99 out of 5 average rating, 181 reviews
Top guest favourite
Chalet in Wintergreen Resort
Cozy Cabin+Walk to Ski *Hot Tub* Mtn Vibe
3 bedrooms, 6 beds, 2.5 bathrooms
1–6 Sept
4.92 out of 5 average rating, 130 reviews
Top guest favourite
Apartment in Wintergreen Resort
Wintergreen Mountain Views - Diamond in the Slopes
2 bedrooms, 4 beds, 2 bathrooms
6–11 Sept
4.96 out of 5 average rating, 52 reviews
Guest favourite
Cabin in Wintergreen Resort
Hot Tub & Views | Mid Century Modern Wonder
5 bedrooms, 10 beds, 4.5 bathrooms
1–6 Sept
4.91 out of 5 average rating, 117 reviews
Top guest favourite
Chalet in Wintergreen Resort
Mountain Views, Hiking, Ski-Out @ Tyro
4 bedrooms, 9 beds, 3.5 bathrooms
1–6 Sept
5.0 out of 5 average rating, 91 reviews
Superhost
Apartment in Wintergreen Resort
1 bedroom condo, close to hikes & breweries & pool
1 bedroom, 2 beds, 1 bathroom
7–12 Sept
4.92 out of 5 average rating, 215 reviews
Top guest favourite
Home in Wintergreen Resort
Mid-Century Escape • Sleeps 12 • Breweries
4 bedrooms, 7 beds, 2 bathrooms
7–12 Sept
4.91 out of 5 average rating, 47 reviews
Top guest favourite
Home in Wintergreen Resort
Bear's Mountain Escape
3 bedrooms, 5 beds, 2 bathrooms
7–12 Sept
4.95 out of 5 average rating, 168 reviews
Guest favourite
Flat in Wintergreen Resort
Wintergreen Escape | King Bed + Porch Views
1 bedroom, 2 beds, 1 bathroom
7–12 Sept
4.92 out of 5 average rating, 129 reviews
Top guest favourite
Flat in Rockfish
Blue Ridge Bliss - For family & friends to enjoy!
2 bedrooms, 3 beds, 2 bathrooms
21–26 Sept
4.98 out of 5 average rating, 229 reviews
Guest favourite
Townhouse in Wintergreen Resort
Cozy condo with loft. Walk to Wintergreen resort!
3 bedrooms, 6 beds, 2 bathrooms
1–6 Sept
4.91 out of 5 average rating, 85 reviews
Guest favourite
Home in Wintergreen Resort
Ski-In & Ski Out at Wintergreen Resort
4 bedrooms, 8 beds, 4.5 bathrooms
1–6 Sept
5.0 out of 5 average rating, 12 reviews
Top guest favourite
Townhouse in Wintergreen Resort
Stylish Retreat Near Trails & Tastings
3 bedrooms, 6 beds, 2 bathrooms
7–12 Sept
5.0 out of 5 average rating, 15 reviews
Top guest favourite
Home in Wintergreen Resort
Mountaintop Home, Walk to Lifts
3 bedrooms, 2 bunk beds, 2 bathrooms
1–6 Sept
4.84 out of 5 average rating, 67 reviews
Top guest favourite
Apartment in Wintergreen Resort
Where the Trail Ends
1 bedroom, 2 beds, 1 bathroom
1–6 Sept
4.93 out of 5 average rating, 254 reviews
Guest favourite
Home in Wintergreen Resort
Luxury|Hot Tub|Sauna|Cold Plunge|Game Room|Views
6 bedrooms, 12 beds, 4.5 bathrooms
21–26 Sept
4.97 out of 5 average rating, 62 reviews
Home in Wintergreen Resort
Sunset Views, Hot Tub, and Firepit in Wintergreen!
5 bedrooms, 6 beds, 3.5 bathrooms
7–12 Sept
5.0 out of 5 average rating, 3 reviews
Guest favourite
Home in Wintergreen Resort
Designer Home w/ Incredible Views, Sleeps 16
6 bedrooms, 9 beds, 3.5 bathrooms
5–10 Oct
4.94 out of 5 average rating, 104 reviews
Guest favourite
Chalet in Wintergreen Resort
Hot Tub EV Charger Pool Dog OK Grill Tennis Hiking
4 bedrooms, 8 beds, 2.5 bathrooms
7–12 Sept
4.9 out of 5 average rating, 40 reviews