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Compare 62 Cottages in Wingina with updated reviews, rates, and availability.

❤️️Stoney Creek Cottage❤️️Minutes to Wintergreen!

❤️️Stoney Creek Cottage❤️️Minutes to Wintergreen!

10.0 out of 10, Exceptional, (21)
"Three couples enjoyed this well appointed home….plenty of room and beautiful views. It was convenient to some great restaurants and wineries. We definitely will visit this area again!"
The price is AED 558
AED 1,555 total
includes taxes & fees
7 Jan - 8 Jan
❤️️Stoney Creek Cottage❤️️Minutes to Wintergreen!
Spectacular Waterfront Retreat on Piney River in the Blue Ridge Mountains.
Welcome view of the Piney River cottage

Spectacular Waterfront Retreat on Piney River in the Blue Ridge Mountains.

9.8 out of 10, Exceptional, (125)
"Absolutely perfect in every way! We brought our whole family to enjoy Thanksgiving a new way. "
Spectacular Waterfront Retreat on Piney River in the Blue Ridge Mountains.
Pine Cottage: Hot Tub and Central to Nelson 151
Exterior

Pine Cottage: Hot Tub and Central to Nelson 151

10.0 out of 10, Exceptional, (16)
"The house was super cute and accommodated our whole group. It was close to a good amount of breweries and wineries. "
The price is AED 731
AED 1,685 total
includes taxes & fees
7 Jan - 8 Jan
Pine Cottage: Hot Tub and Central to Nelson 151
Mountain Mindset: Hot Tub + 0.6 mile from Slopes
Outdoor dining

Mountain Mindset: Hot Tub + 0.6 mile from Slopes

9.6 out of 10, Exceptional, (4)
"We enjoyed the impeccable details in the renovated space. Very comfortable and upscale. Highly recommend to others!"
The price is AED 988
AED 2,696 total
includes taxes & fees
7 Jan - 8 Jan
Mountain Mindset: Hot Tub + 0.6 mile from Slopes
Charming Cottage < 10 Mi to Wineries & Skiing!
Nellysford Vacation Rental | 2BR | 1BA | 980 Sq Ft | Stairs Required for Entry

Charming Cottage < 10 Mi to Wineries & Skiing!

10.0 out of 10, Exceptional, (11)
"The cottage is so charming and has the best location! It’s very close to many wineries and breweries. Check in and check out we’re seamless. We had a great stay. "
Charming Cottage < 10 Mi to Wineries & Skiing!
Cottage w/ James River Access in Wingina!
Wingina Vacation Rental | 1BR | 1BA | 625 Sq Ft | 2 Steps to Enter

Cottage w/ James River Access in Wingina!

2.0 star property
10.0 out of 10, Exceptional, (1)
"Excellent clean friendly. Lived the dogs and decor. "
Cottage w/ James River Access in Wingina!
Serene Roseland Retreat Near Wintergreen Resort!
Terrace/patio

Serene Roseland Retreat Near Wintergreen Resort!

3.0 star property
Serene Roseland Retreat Near Wintergreen Resort!
Quiet Blue Ridge Mountain Cottage
Living Room 2

Quiet Blue Ridge Mountain Cottage

9.6 out of 10, Exceptional, (82)
"This is a delightful, quiet & clean little cabin. We enjoyed exploring the area then cooking dinner at home and spending time together. Thank you!"
Quiet Blue Ridge Mountain Cottage
Cottage with stream, mountains, peaceful, quite, secluded, dog friendly.
Property grounds

Cottage with stream, mountains, peaceful, quite, secluded, dog friendly.

10.0 out of 10, Exceptional, (10)
"We absolutely loved our stay at this charming cottage in Tyro, VA! The property is a true retreat, with a tranquil stream running through the yard and a spacious, fenced-in area that was perfect for enjoying the outdoors in privacy. The cottage itself was cozy, clean, and thoughtfully equipped with everything we needed for a relaxing getaway. The highlight was definitely the serene surroundings. Waking up to the sound of the stream and spending evenings in the large yard made us feel completely...
Cottage with stream, mountains, peaceful, quite, secluded, dog friendly.
Beautiful, Remodeled Cottage in the Heart of Afton
Cottage Entrance

Beautiful, Remodeled Cottage in the Heart of Afton

10.0 out of 10, Exceptional, (61)
"We had a great time at the cottage. It is located conveniently to Skyline Drive. We were able to pick some chestnuts at a Virginia Chestnut farm. Paulie's Pig Out just down the road had tasty BBQ. "
Beautiful, Remodeled Cottage in the Heart of Afton
Charming Lakefront Cabin: Fish, Hike & More!
Exterior

Charming Lakefront Cabin: Fish, Hike & More!

2.0 star property
Charming Lakefront Cabin: Fish, Hike & More!
Luxury Retreat Perfect for Reconnecting w/ Nature

Luxury Retreat Perfect for Reconnecting w/ Nature

10.0 out of 10, Exceptional, (4)
"This place was top notch! We had been awaiting this stay and it more than exceeding our expectations for our 10th anniversary. The website was a great touch and communication before and during our stay was excellent. Beautiful place with all the little touches one could ask for. Perfect location for a quiet getaway and to jump to Charlottesville and the numerous area wineries. We definitely want to come back as it was everything we could ask for."
Luxury Retreat Perfect for Reconnecting w/ Nature
Charming Cottage < 10 Mi to Wineries & Skiing!
Exterior

Charming Cottage < 10 Mi to Wineries & Skiing!

3.0 star property
Charming Cottage < 10 Mi to Wineries & Skiing!
Wintergreen Resort Home w/ 2 Decks + Ski Access!
Dining

Wintergreen Resort Home w/ 2 Decks + Ski Access!

3.0 star property
Wintergreen Resort Home w/ 2 Decks + Ski Access!
Hot Tub! Short walk to Three Notch'd - Charming Mid-Century Modern Cottage!
Enjoy the Back yard complete with Hot tub nestled under twinkle lights overlooking the fire pit stocked with wood. Corn hole and bear pong available to play in the grass.

Hot Tub! Short walk to Three Notch'd - Charming Mid-Century Modern Cottage!

10.0 out of 10, Exceptional, (12)
"This property is amazing. Location 10 Cleanliness 10 Communication 10 We were celebrating a milestone in a friends cancer remission journey (10 years) and felt so welcomed with a personalized gift and decorations. The details are always what matter! There was so much effort from the owners in making this experience special. This property was so nice, we really didn't want to leave with the accommodations and the back yard. When we did leave there was so much within walking distance or a...
Hot Tub! Short walk to Three Notch'd - Charming Mid-Century Modern Cottage!
Wintergreen Home w/ Deck - Near Skiing & Hiking!
Living area

Wintergreen Home w/ Deck - Near Skiing & Hiking!

3.0 star property
Wintergreen Home w/ Deck - Near Skiing & Hiking!
JULY DISCOUNT! Romantic 2 BR 2 story w/mountain views and stunning outdoor space
Property grounds

JULY DISCOUNT! Romantic 2 BR 2 story w/mountain views and stunning outdoor space

JULY DISCOUNT! Romantic 2 BR 2 story w/mountain views and stunning outdoor space
Cozy Cottage with beautiful Mountain View’s - close to wineries
Dining

Cozy Cottage with beautiful Mountain View’s - close to wineries

10.0 out of 10, Exceptional, (10)
"This is my second stay in this beautiful home. The location at Wintergreen is wonderful, it is away from all the commotion at the top of the mountain. Beautiful scenery and gorgeous sunsets. The home has everything you will need for a wonderful stay. Fabulous hosts that can be contacted at any time. Should you need to, But you likely won’t need to because everything is available in the house."
Cozy Cottage with beautiful Mountain View’s - close to wineries
Nellysford Home ~ 10 Mi to Wintergreen Resort
Dining

Nellysford Home ~ 10 Mi to Wintergreen Resort

3.0 star property
9.0 out of 10, Wonderful, (2)
"Fantasically appointed home that was an easy drive to Wintergreen. My family would stay here again."
Nellysford Home ~ 10 Mi to Wintergreen Resort
Wintergreen Resort Retreat - Walk to Slopes!
Living area

Wintergreen Resort Retreat - Walk to Slopes!

3.0 star property
10.0 out of 10, Exceptional, (1)
"The drive to the house was stunning, quiet, and secluded, surrounded by tall trees and the sounds of birds chirping. The house had all the basic amenities, making it feel like a home away from home."
Wintergreen Resort Retreat - Walk to Slopes!
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.
View from condo in winter

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 386
AED 891 total
includes taxes & fees
7 Jan - 8 Jan
2br/2ba: Million Dollar View from Luxury Condo on the Ridge.
Hot Tub! FAST WiFi, Firepit! Hiking off Property! 70"&60” HDTVs Cozy 4BR House.
Fresh Private Hot Tub Lower Deck Relaxing Location in woods with Beautiful Views

Hot Tub! FAST WiFi, Firepit! Hiking off Property! 70"&60” HDTVs Cozy 4BR House.

9.6 out of 10, Exceptional, (286)
"We really enjoyed our stay Host Scott was very informative and has very clear information. The house is very family friendly. We loved being able to use the fireplace. The hot tub was spectacular my wife usually never likes Hot Tubs but used this one twice. Kids loved the indoor basketball hoops and pac-man . My wife grew up with pac-man so she really loved it. We booked the house for my BD and we had some great memories. We were very lucky ski resort was open so the kids loved that. Thank so...
The price is AED 547
AED 1,411 total
includes taxes & fees
13 Jan - 14 Jan
Hot Tub! FAST WiFi, Firepit! Hiking off Property! 70"&60” HDTVs Cozy 4BR House.
View from the Top
"Waves" of mountains and a view of the valley from the living room windows.

View from the Top

10.0 out of 10, Exceptional, (47)
"We really enjoyed our stay and the wonderful mountain vews! Very comfortable condo."
View from the Top
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.

Frequently asked questions

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