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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
1–6 Aug
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4.96 out of 5 average rating, 358 reviews
Guest favourite
Home in Nellysford
Mountain Bauhaus | Sleeps 8 | Amenities | Grill
4 bedrooms, 2.5 bathrooms
2–7 Aug
4.9 out of 5 average rating, 128 reviews
Guest favourite
Cabin in Wintergreen Resort
The Honey Den - Your WTG Summer Retreat! w/ Mtn Vs
5 bedrooms, 7 beds, 4.5 bathrooms
1–6 Aug
5.0 out of 5 average rating, 6 reviews
Guest favourite
Cabin in Wintergreen Resort
Hot Tub & Views | Mid Century Modern Wonder
5 bedrooms, 10 beds, 4.5 bathrooms
24–29 Aug
4.9 out of 5 average rating, 115 reviews
Top guest favourite
Home in Wintergreen Resort
Mid-Century Escape • Near Breweries • Sleeps 12
4 bedrooms, 7 beds, 2 bathrooms
16–21 Aug
4.91 out of 5 average rating, 43 reviews
Top guest favourite
Home in Wintergreen Resort
Cliffs Edge -A Contemporary Mountain Home
3 bedrooms, 4 beds, 3 bathrooms
10–15 Aug
4.97 out of 5 average rating, 125 reviews
Top guest favourite
Cabin in Wintergreen Resort
Blackwood Chalet: Hot Tub + 0.3 mile from Slopes
3 bedrooms, 4 beds, 2 bathrooms
2–7 Aug
4.98 out of 5 average rating, 62 reviews
Guest favourite
Townhouse in Wintergreen Resort
Stylish Retreat Near Trails & Tastings
3 bedrooms, 6 beds, 2 bathrooms
1–6 Aug
5.0 out of 5 average rating, 14 reviews
Guest favourite
Chalet in Wintergreen Resort
Hansel 'n Gretel: Wood Stove Grill Firepit Dogs OK
3 bedrooms, 5 beds, 3 bathrooms
1–6 Aug
4.94 out of 5 average rating, 62 reviews
Top guest favourite
Apartment in Wintergreen Resort
Panoramic Sunsets Mountain Views Pool $99 Midweek
2 bedrooms, 2 king beds, 2 bathrooms
8–13 Aug
4.99 out of 5 average rating, 274 reviews
Top guest favourite
Chalet in Wintergreen Resort
Mountain Views, Hiking, Ski-Out @ Tyro
4 bedrooms, 9 beds, 3.5 bathrooms
1–6 Aug
5.0 out of 5 average rating, 91 reviews
Top guest favourite
Home in Wintergreen Resort
Cozy Wintergreen Townhome
4 bedrooms, 7 beds, 3.5 bathrooms
1–6 Aug
4.96 out of 5 average rating, 28 reviews
Top guest favourite
Home in Wintergreen Resort
Close to hiking! | King Beds | Fireplace | Hot Tub
2 bedrooms, 2 king beds, 2.5 bathrooms
2–7 Aug
4.99 out of 5 average rating, 174 reviews
Top guest favourite
Home in Afton
Mountain Overlook House - Blue Ridge Parkway
2 bedrooms, 2 beds, 2 bathrooms
2–7 Aug
4.99 out of 5 average rating, 106 reviews
Superhost
Apartment in Wintergreen Resort
1 bedroom condo, close to hikes & breweries & pool
1 bedroom, 2 beds, 1 bathroom
3–8 Aug
4.92 out of 5 average rating, 211 reviews
Guest favourite
Home in Wintergreen Resort
Swim | Hike | Fish | at Wintergreen Resort
4 bedrooms, 8 beds, 4.5 bathrooms
9–14 Aug
5.0 out of 5 average rating, 9 reviews
Guest favourite
Home in Wintergreen Resort
Saltbox at Wintergreen, a Modern Mountain Escape
4 bedrooms, 6 beds, 3 bathrooms
1–6 Aug
4.95 out of 5 average rating, 239 reviews
Guest favourite
Apartment in Wintergreen Resort
Ski-In Ski-Out ~ Mtn Views ~ King Suite
2 bedrooms, 2 beds, 2 bathrooms
2–7 Aug
4.95 out of 5 average rating, 176 reviews
Top guest favourite
Cabin in Wintergreen Resort
4BD Modern Cabin | Patio, Game Loft, Golf Course
4 bedrooms, 8 beds, 3.5 bathrooms
1–6 Aug
4.93 out of 5 average rating, 44 reviews