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Top guest favourite
Apartment in Wintergreen Resort
Panoramic Sunsets Mountain Views Pool $99 Midweek
2 bedrooms, 2 beds, 2 private bathrooms
2–7 Aug
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4.99 out of 5 average rating, 273 reviews
Top guest favourite
Chalet in Wintergreen Resort
Cozy Cabin+Walk to Ski *Hot Tub* Mtn Vibe
4.92 out of 5 average rating, 127 reviews, 3 bedrooms, 6 beds, 2.5 bathrooms
6–11 Jul
Top guest favourite
Apartment in Wintergreen Resort
Wintergreen Mountain Views - Diamond in the Slopes
4.96 out of 5 average rating, 50 reviews, 2 bedrooms, 4 beds, 2 bathrooms
30 Jul – 4 Aug
Top guest favourite
Apartment in Wintergreen Resort
Beautiful Mountain Getaway - Walk to Everything!
4.97 out of 5 average rating, 97 reviews, 3 bedrooms, 5 beds, 2 bathrooms
7–12 Jul
Top guest favourite
Home in Wintergreen Resort
Mid-Century Escape • Near Breweries • Sleeps 12
4.9 out of 5 average rating, 41 reviews, 4 bedrooms, 7 beds, 2 bathrooms
31 Jul – 5 Aug
Top guest favourite
Home in Wintergreen Resort
Wintergreen 5BR | Hot Tub | Sauna | Firepit
4.98 out of 5 average rating, 44 reviews, 5 bedrooms, 7 beds, 3.5 bathrooms
6–11 Jul
Guest favourite
Home in Wintergreen Resort
Mountain View | Hot tub | Sleeps 14
5.0 out of 5 average rating, 14 reviews, 5 bedrooms, 11 beds, 4.5 bathrooms
6–11 Jul
Top guest favourite
Cabin in Wintergreen Resort
4BD Modern Cabin | Patio, Game Loft, Golf Course
4.93 out of 5 average rating, 44 reviews, 4 bedrooms, 8 beds, 3.5 bathrooms
6–11 Jul
Top guest favourite
Flat in Rockfish
Blue Ridge Bliss - For family & friends to enjoy!
4.98 out of 5 average rating, 227 reviews, 2 bedrooms, 3 beds, 2 bathrooms
12–17 Jul
Guest favourite
Townhouse in Wintergreen Resort
King Bed Pool Tennis Golf Hiking DogOK Pack n Play
4.91 out of 5 average rating, 76 reviews, 3 bedrooms, 4 beds, 2 bathrooms
13–18 Jul
Guest favourite
Townhouse in Wintergreen Resort
4BR (3 KING)+ Shuffleboard + Hot Tub + EV Outlet
4.94 out of 5 average rating, 99 reviews, 4 bedrooms, 7 beds, 3.5 bathrooms
6–11 Jul
Guest favourite
Chalet in Wintergreen Resort
Hansel 'n Gretel: Wood Stove Grill Firepit Dogs OK
4.94 out of 5 average rating, 62 reviews, 3 bedrooms, 5 beds, 3 bathrooms
6–11 Jul
Guest favourite
Home in Nellysford
Mountain Bauhaus | Sleeps 8 | Amenities | Grill
4.9 out of 5 average rating, 126 reviews, 4 bedrooms, 2.5 bathrooms
12–17 Jul
Top guest favourite
Apartment in Wintergreen Resort
3 BR 3 BA, 2 story condo in Highlands
4.99 out of 5 average rating, 183 reviews, 3 bedrooms, 5 beds, 3 bathrooms
6–11 Jul
Guest favourite
Apartment in Wintergreen Resort
Ski-In Ski-Out ~ Mtn Views ~ King Suite
4.95 out of 5 average rating, 175 reviews, 2 bedrooms, 2 beds, 2 bathrooms
12–17 Jul
Guest favourite
Chalet in Wintergreen Resort
Owl Bnb | Walkable to Slopes | Speakeasy Room
4.94 out of 5 average rating, 186 reviews, 2 bedrooms, 3 beds, 2 bathrooms
12–17 Jul
Guest favourite
Apartment in Wintergreen Resort
Ski-in/Ski-out Wintergreen Highlands Condo -Views!
4.95 out of 5 average rating, 198 reviews, 2 bedrooms, 4 beds, 2 bathrooms
12–17 Jul
Top guest favourite
Home in Wintergreen Resort
Close to hiking! | King Beds | Fireplace | Hot Tub
4.99 out of 5 average rating, 174 reviews, 2 bedrooms, 2 beds, 2.5 bathrooms
23–28 Jul
Guest favourite
Chalet in Wintergreen Resort
Hot Tub EV Charger Pool Dog OK Grill Tennis Hiking
4.89 out of 5 average rating, 35 reviews, 4 bedrooms, 8 beds, 2.5 bathrooms
12–17 Jul