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Top guest favourite
Apartment in Wintergreen Resort
Extremely private, HOA pool/stair-free entry
2 bedrooms, 4 beds, 2 private bathrooms
24–29 Aug
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4.97 out of 5 average rating, 179 reviews
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Apartment in Wintergreen Resort
1 bedroom condo, close to hikes & breweries & pool
1 bedroom, 2 beds, 1 bathroom
16–21 Aug
4.92 out of 5 average rating, 213 reviews
Guest favourite
Apartment in Wintergreen Resort
Ski-In Ski-Out ~ Mtn Views ~ King Suite
2 bedrooms, 2 beds, 2 bathrooms
14–19 Aug
4.95 out of 5 average rating, 177 reviews
Top guest favourite
Home in Wintergreen Resort
Mid-Century Escape • Sleeps 12 • Breweries
4 bedrooms, 7 beds, 2 bathrooms
16–21 Aug
4.91 out of 5 average rating, 46 reviews
Top guest favourite
Home in Afton
Mountain Overlook House - Blue Ridge Parkway
2 bedrooms, 2 beds, 2 bathrooms
16–21 Aug
4.99 out of 5 average rating, 107 reviews
Top guest favourite
Townhouse in Wintergreen Resort
Stylish Retreat Near Trails & Tastings
3 bedrooms, 6 beds, 2 bathrooms
16–21 Aug
5.0 out of 5 average rating, 15 reviews
Guest favourite
Home in Wintergreen Resort
Saltbox at Wintergreen, a Modern Mountain Escape
4 bedrooms, 6 beds, 3 bathrooms
15–20 Aug
4.95 out of 5 average rating, 239 reviews
Top guest favourite
Cabin in Wintergreen Resort
On The Rocks
3 bedrooms, 4 beds, 2 bathrooms
14–19 Aug
4.98 out of 5 average rating, 90 reviews
Top guest favourite
Home in Wintergreen Resort
Close to hiking! | King Beds | Fireplace | Hot Tub
2 bedrooms, 2 king beds, 2.5 bathrooms
16–21 Aug
4.99 out of 5 average rating, 177 reviews
Guest favourite
Home in Wintergreen Resort
Cozy Wintergreen Chalet | 3BR, 4 Beds & Fireplace
3 bedrooms, 4 beds, 2 bathrooms
14–19 Aug
4.97 out of 5 average rating, 37 reviews
Guest favourite
Chalet in Wintergreen Resort
Hot Tub EV Charger Pool Dog OK Grill Tennis Hiking
4 bedrooms, 8 beds, 2.5 bathrooms
16–21 Aug
4.89 out of 5 average rating, 37 reviews
Guest favourite
Apartment in Wintergreen Resort
Cozy Condo on the mountain at Wintergreen!
2 bedrooms, 3 beds, 2 bathrooms
14–19 Aug
4.88 out of 5 average rating, 136 reviews
Top guest favourite
Townhouse in Wintergreen Resort
Altitude Adjustment
2 bedrooms, 3 beds, 2 bathrooms
14–19 Aug
5.0 out of 5 average rating, 77 reviews
Top guest favourite
Holiday home in Lovingston
Ultimate cabin in the mountains
2 bedrooms, 3 beds, 1 bathroom
23–28 Aug
4.96 out of 5 average rating, 272 reviews
Top guest favourite
Cabin in Wintergreen Resort
Blackwood Chalet: Hot Tub + 0.3 mile from Slopes
3 bedrooms, 4 beds, 2 bathrooms
16–21 Aug
4.98 out of 5 average rating, 65 reviews
Guest favourite
Home in Wintergreen Resort
Home Outdoor Fire Pit Arcade, Scenic Helipad Views
3 bedrooms, 7 beds, 3.5 bathrooms
14–19 Aug
5.0 out of 5 average rating, 8 reviews
Top guest favourite
Home in Wintergreen Resort
Top of the Mountain Hideaway with Hot Tub!
3 bedrooms, 6 beds, 3 bathrooms
14–19 Aug
5.0 out of 5 average rating, 58 reviews
Guest favourite
Cabin in Wintergreen Resort
Hot Tub & Views | Mid Century Modern Wonder
5 bedrooms, 10 beds, 4.5 bathrooms
24–29 Aug
4.91 out of 5 average rating, 116 reviews
Top guest favourite
Townhouse in Wintergreen Resort
Beary Lazy - 4 beds and 2 sleeping sofas!
2 bedrooms, 4 beds, 2.5 bathrooms
14–19 Aug
5.0 out of 5 average rating, 66 reviews