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Search results; Over 1,000 homes

Top guest favourite
Home in Wintergreen Resort
Cliffs Edge - It’s Pumpkin Spice Time!
3 bedrooms, 4 beds, 3 shared bathrooms
26–31 Oct
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4.97 out of 5 average rating, 130 reviews
Top guest favourite
Home in Wintergreen Resort
Hottub Ski InOut Renovated Chalet Lower Tyro Slope
3 bedrooms, 7 beds, 2 bathrooms
13–18 Sept
4.97 out of 5 average rating, 238 reviews
Top guest favourite
Chalet in Wintergreen Resort
Cozy Cabin+Walk to Ski *Hot Tub* Mtn Vibe
3 bedrooms, 6 beds, 2.5 bathrooms
13–18 Sept
4.92 out of 5 average rating, 130 reviews
Top guest favourite
Home in Wintergreen Resort
Top of the Mountain Hideaway with Hot Tub!
3 bedrooms, 6 beds, 3 bathrooms
13–18 Sept
5.0 out of 5 average rating, 58 reviews
Top guest favourite
Apartment in Wintergreen Resort
3 BR 3 BA, 2 story condo in Highlands
3 bedrooms, 5 beds, 3 bathrooms
13–18 Sept
4.99 out of 5 average rating, 185 reviews
Top guest favourite
Home in Wintergreen Resort
Mid-Century Escape • Sleeps 10 • Breweries
4 bedrooms, 6 beds, 2 bathrooms
21–26 Sept
4.92 out of 5 average rating, 49 reviews
Top guest favourite
Apartment in Wintergreen Resort
Luxury Condo in the Sky! Finest in Wintergreen!
2 bedrooms, 4 beds, 2 bathrooms
21–26 Sept
4.98 out of 5 average rating, 133 reviews
Top guest favourite
Flat in Rockfish
Blue Ridge Bliss - For family & friends to enjoy!
2 bedrooms, 3 beds, 2 bathrooms
24–29 Sept
4.98 out of 5 average rating, 232 reviews
Top guest favourite
Home in Wintergreen Resort
Wintergreen 5BR | Hot Tub | Sauna | Firepit
5 bedrooms, 7 beds, 3.5 bathrooms
13–18 Sept
4.98 out of 5 average rating, 47 reviews
Guest favourite
Home in Wintergreen Resort
Designer Home w/ Incredible Views, Sleeps 16
6 bedrooms, 9 beds, 3.5 bathrooms
11–16 Oct
4.94 out of 5 average rating, 108 reviews
Top guest favourite
Apartment in Wintergreen Resort
Dobie Slopeside Condo! VIEWS! Mountain Sunrises!
2 bedrooms, 3 beds, 2 bathrooms
13–18 Sept
4.96 out of 5 average rating, 24 reviews
Home in Wintergreen Resort
Sunset Views, Hot Tub, and Firepit in Wintergreen!
5 bedrooms, 6 beds, 3.5 bathrooms
27 Sept – 2 Oct
5.0 out of 5 average rating, 4 reviews
Townhouse in Wintergreen Resort
Wintergreen home, ideal location, dogs welcome!
2 bedrooms, 5 beds, 2 bathrooms
27 Sept – 2 Oct
4.91 out of 5 average rating, 214 reviews
Top guest favourite
Townhouse in Wintergreen Resort
Hike*Spacious MtnTop Escape *4 EnSuites* Dogs OK
4 bedrooms, 6 beds, 4.5 bathrooms
13–18 Sept
4.97 out of 5 average rating, 113 reviews
Top guest favourite
Apartment in Wintergreen Resort
Recently updated - views of the Blue Ridge Mtns
2 bedrooms, 4 beds, 2 bathrooms
13–18 Sept
4.97 out of 5 average rating, 37 reviews
Guest favourite
Townhouse in Wintergreen Resort
Cozy condo with loft. Walk to Wintergreen resort!
3 bedrooms, 6 beds, 2 bathrooms
13–18 Sept
4.91 out of 5 average rating, 85 reviews
Top guest favourite
Home in Wintergreen Resort
Bear's Mountain Escape
3 bedrooms, 5 beds, 2 bathrooms
13–18 Sept
4.95 out of 5 average rating, 170 reviews
Superhost
Apartment in Wintergreen Resort
1 bedroom condo, close to hikes & breweries & pool
1 bedroom, 2 beds, 1 bathroom
24–29 Sept
4.92 out of 5 average rating, 216 reviews
Guest favourite
Home in Wintergreen Resort
Mountain Views in Wintergreen
5 bedrooms, 10 beds, 3.5 bathrooms
13–18 Sept
4.91 out of 5 average rating, 11 reviews