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Compare 11 Chalets in Wingina with updated reviews, rates, and availability.

Spectacular Ski Chalet, 3 BR, 2.5 Bath, Great Location.
Exterior

Spectacular Ski Chalet, 3 BR, 2.5 Bath, Great Location.

10.0 out of 10, Exceptional, (116)
"We had another wonderful stay here and that's why we keep coming back! The house is always so clean and well kept. We always feel so relaxed up in the mountains. The beautiful windows at this cabin provide such a great view of the trees and little birds outside. We loved it as always!"
Spectacular Ski Chalet, 3 BR, 2.5 Bath, Great Location.
Luxury Chalet, Best Views in Virginia
Terrace/patio

Luxury Chalet, Best Views in Virginia

9.8 out of 10, Exceptional, (26)
"We particularly enjoyed the spectacular views. Beds were comfy. Found the decor a bit overdone. Lighting was hard to figure out (especially since we were directed to keep outside lighting at a minimum.) Master toilet didn't work (sent message to property manager). One bedroom on mid-level did not have a bathroom access (found that to be a little strange) and not represented in information about the house. Hot water not working in one of the kitchen sinks and took forever to get hot in the other...
Luxury Chalet, Best Views in Virginia
Hansel 'n Gretel: Wood Stove Grill Firepit Dogs OK
Exterior

Hansel 'n Gretel: Wood Stove Grill Firepit Dogs OK

10.0 out of 10, Exceptional, (5)
"I enjoyed the home, however unfortunately I could not give a full five star review for this property due to cleanliness. House seemed unkept, not cleaned or checked prior to stay. Stove and oven not clean (setting off smoke detector upon use); Floors not vacuumed, food on kitchen floor; All surfaces dusty; Windows inside dirty; Several light bulbs burnt out. "
Hansel 'n Gretel: Wood Stove Grill Firepit Dogs OK
Opulent Retreat Amidst Blue Ridge's Serenity * Dog Friendly * Hot Tub

Opulent Retreat Amidst Blue Ridge's Serenity * Dog Friendly * Hot Tub

10.0 out of 10, Exceptional, (9)
"We all loved the home. We were so comfortable and enjoyed all of the upgrades throughout the house. It was perfect for our gathering, and we hated to leave. The host was remarkably responsive, and went out of his way to ensure that we had a pleasant stay."
Opulent Retreat Amidst Blue Ridge's Serenity * Dog Friendly * Hot Tub
Majestic Mtn Cabin + sunset view & 5 minutes to slopes
Living area

Majestic Mtn Cabin + sunset view & 5 minutes to slopes

Majestic Mtn Cabin + sunset view & 5 minutes to slopes
Hot Tub EV Charger Golden Tee Gig WiFi Pool Tennis
Outdoor spa tub

Hot Tub EV Charger Golden Tee Gig WiFi Pool Tennis

9.4 out of 10, Exceptional, (3)
"We live locally but had friends and family coming to town for my birthday so we rented Riley’s retreat. Our weekend was filled with visits to all the food and beverages on 151. I loved the fun amenities at the house ( hot tub, pool table, games, etc). My initial investigation I didn’t realize we we so far up Wintergreen but in the end it did not matter and was a perfect house for the weekend ! Thank you !!"
Hot Tub EV Charger Golden Tee Gig WiFi Pool Tennis
Hot Tub EV Charger Golden Tee Gig WiFi Pool Tennis
Outdoor dining

Hot Tub EV Charger Golden Tee Gig WiFi Pool Tennis

10.0 out of 10, Exceptional, (3)
"The communication was excellent before and during the stay - they checked in and followed up with us. The property had everything we needed for a great weekend. A quick 2 minute drive to the Wintergreen restaurants and small store. "
Hot Tub EV Charger Golden Tee Gig WiFi Pool Tennis
Sleepy Bear Chalet
Living area

Sleepy Bear Chalet

9.0 out of 10, Wonderful, (2)
"The property was overall nice with minor issues. It had a funky smell upon entering, most likely due to moisture and several outlets were not working. Access to the property was very difficult for my mother with mobility issues since it went down wooden stairs that were slippery after the rain. The third bedroom is a loft with no privacy (door or enclosed walls) and due to the vaulted ceiling adults can’t comfortably be up there. "
Sleepy Bear Chalet
Fam-Friendly Mountain Chalet: Hot Tub, Sauna, Gameroom, Adventure Bunkbeds
Outdoor dining

Fam-Friendly Mountain Chalet: Hot Tub, Sauna, Gameroom, Adventure Bunkbeds

10.0 out of 10, Exceptional, (1)
"My family and I recently spent a long weekend in August at this family-friendly chalet in Wintergreen and loved every moment. The owners really thought of everything! Highly recommend! "
Fam-Friendly Mountain Chalet: Hot Tub, Sauna, Gameroom, Adventure Bunkbeds
10 Acre Wilderness Paradise!
Exterior

10 Acre Wilderness Paradise!

10 Acre Wilderness Paradise!
Wintergreen Resort: 2 min to Ski Slopes, Fire Pit, Hiking, Pool, Dogs Welcome
Wide open living room space

Wintergreen Resort: 2 min to Ski Slopes, Fire Pit, Hiking, Pool, Dogs Welcome

2.0 star property
The price is AED 1,372
AED 2,707 total
includes taxes & fees
30 Nov - 1 Dec
Wintergreen Resort: 2 min to Ski Slopes, Fire Pit, Hiking, Pool, Dogs Welcome
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Other property types in Wingina

2br/2ba: Million Dollar View from Luxury Condo on the Ridge.
Entrance to High Ridge

2br/2ba: Million Dollar View from Luxury Condo on the Ridge.

9.0 out of 10, Wonderful, (256)
"My wife Teresa and I have been staying here for 11 years now. Every year for the last eleven years we have stayed the last week of Oct. The view is incredible. It never gets old. Something else that is very important to my wife and I is that the foyer door is only about 15 feet from the parking lot and its a flat walkway. Also, once in the foyer, its literally 2 steps to the stairs which are only 9 stairs. Most condos at Wintergreen are a hike just getting to the front door of the unit. Not...
The price is AED 514
AED 1,015 total
includes taxes & fees
30 Nov - 1 Dec
2br/2ba: Million Dollar View from Luxury Condo on the Ridge.
Cozy Mountain Cabin Nelson 151 near Bold Rock Cidery and DB Brewery
Cabin sits on host's 34-acre mountain property. Private guest driveway/parking.

Cozy Mountain Cabin Nelson 151 near Bold Rock Cidery and DB Brewery

10.0 out of 10, Exceptional, (65)
"This is a lovely cabin perfectly appointed throughout. The host was very attentive. I would stay again."
The price is AED 477
AED 726 total
includes taxes & fees
24 Nov - 25 Nov
Cozy Mountain Cabin Nelson 151 near Bold Rock Cidery and DB Brewery
Endless Mountain Top Views from All The Way Up!
Enjoy the stunning views from the balcony!

Endless Mountain Top Views from All The Way Up!

10.0 out of 10, Exceptional, (51)
"This was our second time at this location. It is well equipped, clean, comfortable and the location is great. It sits at the top of the ridge, so views of sunrise and the evening sky are beautiful. The owners are responsive and accommodating. We "
Endless Mountain Top Views from All The Way Up!
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.