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Compare 63 Cottages in Wingina with updated reviews, rates, and availability.

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, (122)
"Wonderful, beautiful! This was our 3rd visit and we’ve already booked for next year."
Spectacular Waterfront Retreat on Piney River in the Blue Ridge Mountains.
Perfect getaway at foothills of the Blue Ridge Mountains, with gorgeous views!
Perfect getaway at foothills of the Blue Ridge Mountains, with gorgeous views!
2.0 star property
10.0 out of 10, Exceptional, (1)
"Our family was looking for an end of summer-celebrate some birthdays holiday. This little getaway in Afton was absolutely perfect. Most spectacular views out the back, lovely deck with comfy seating, hot tub, fire pits, hammocks, it has it all to enjoy the beautiful scenery. Very close to hiking spots as well as fabulous breweries in and around the area. Keep in mind there is no TV. We stacked up on books and enjoyed the lounge chairs out back when not out exploring the area. Jeanne was very...
Perfect getaway at foothills of the Blue Ridge Mountains, with gorgeous views!
❤️️Stoney Creek Cottage❤️️Minutes to Wintergreen!
❤️️Stoney Creek Cottage❤️️Minutes to Wintergreen!
10.0 out of 10, Exceptional, (18)
"The property was great and located in an area that was convenient to everything our group was looking to do. We would definitely stay here again"
❤️️Stoney Creek Cottage❤️️Minutes to Wintergreen!
Mountain Mindset: Hot Tub + 0.6 mile from Slopes
Property grounds
Mountain Mindset: Hot Tub + 0.6 mile from Slopes
9.4 out of 10, Exceptional, (3)
"We enjoyed the impeccable details in the renovated space. Very comfortable and upscale. Highly recommend to others!"
The price is SAR 1,171
SAR 2,981 total
includes taxes & fees
24 Sep - 25 Sep
Mountain Mindset: Hot Tub + 0.6 mile from Slopes
Charming cozy RIVERFRONT cottage on the Piney River. A little slice of heaven!!
The Chestnut House. Welcome.
Charming cozy RIVERFRONT cottage on the Piney River. A little slice of heaven!!
10.0 out of 10, Exceptional, (19)
"Everything was modern and well thought out. The outside property was peaceful. We sat on the front porch listening to the rain hitting the metal rooof. I’ve already had 2 friends asking for details for a future stay."
Charming cozy RIVERFRONT cottage on the Piney River. A little slice of heaven!!
Quiet Blue Ridge Mountain Cottage
Living Room 2
Quiet Blue Ridge Mountain Cottage
9.6 out of 10, Exceptional, (79)
"We had a wonderful girls weekend at this sweet cottage. Felt just like visiting your grandmother’s house. The house was very clean and had everything we needed. Access to the pool was easy. Our host was lovely. She checked in on us when we arrived and the morning we left. Great little place to escape to for a weekend."
Quiet Blue Ridge Mountain Cottage
Pine Cottage: Hot Tub and Central to Nelson 151
Property grounds
Pine Cottage: Hot Tub and Central to Nelson 151
10.0 out of 10, Exceptional, (15)
"Need to step back and regroup and refresh and the cottage was perfect. Quiet, hot tub under the stars and a good night sleep was what the dr ordered !! Thank you!!"
The price is SAR 747
SAR 1,725 total
includes taxes & fees
24 Sep - 25 Sep
Pine Cottage: Hot Tub and Central to Nelson 151
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, (6)
"Absolutely love this place. The huge fenced in back yard was a plus for my fur babies. Everything was stocked to the fullest and more. I would go back any time and recommended it highly. Thanks for letting us stay in your beautiful home."
Cottage with stream, mountains, peaceful, quite, secluded, dog friendly.
James River Cottage with 2 Kayaks
James River Cottage with 2 Kayaks
7.0 out of 10, Good, (2)
"The cabin was very small. Lots of bugs and spiders. Ceiling plaster peeling off. No TV instructions and barely worked when we figured it out. No wifi or cell service at all. Had to drive a few miles away to pull up email with the code. Too small and just not what expected."
James River Cottage with 2 Kayaks
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!
9.8 out of 10, Exceptional, (10)
"This place was perfect size for my husband and I and another couple to stay and enjoy an extended weekend. I give it a 4 star over all stay due to the 2 bedroom has more of a closet door instead of a true door that had difficulty closing at night. All new appliances were perfect for cooking dinner at night and perfect location to do the Nelson 151 wine tour."
Charming Cottage < 10 Mi to Wineries & Skiing!
Beautiful, Remodeled Cottage in the Heart of Afton
Cottage Entrance
Beautiful, Remodeled Cottage in the Heart of Afton
10.0 out of 10, Exceptional, (60)
"We were so pleasantly surprised by this little gem. Super clean and close to so many cool things to do. Our original plan was to spend our days at Shenandoah but with so many cool things nearby, we had the chance to explore. The trails on the property are wonderful. We were able to recharge and restore. Thank you so much for sharing your space. Hope to return when the leaves are changing."
Beautiful, Remodeled Cottage in the Heart of Afton
Blue Ridge Cottage
Property grounds
Blue Ridge Cottage
10.0 out of 10, Exceptional, (2)
"This listing met our needs perfectly, house was clean and cozy, host was communicative and had awesome personalized touches for our party. Really great."
Blue Ridge Cottage
Athlone Farm’s Historic Cottage—ca.1800s, Unique, Charming, renovated, sleeps 4
Athlone Farm's historic Cottage
Athlone Farm’s Historic Cottage—ca.1800s, Unique, Charming, renovated, sleeps 4
10.0 out of 10, Exceptional, (2)
"A great place for a small family to stay! We liked everything about it. The stairs are steep — almost more of a ladder — so unless kids are a little older or good at obeying their parents, I’d offer a bit of caution is required. But the cottage was quiet and lovely for our 2-day visit to Sweet Briar College, especially since lodging was hard to find. Communication with the manager was clear and easy via SMS and email. Look no further!"
Athlone Farm’s Historic Cottage—ca.1800s, Unique, Charming, renovated, sleeps 4
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!
Virginia Country Cottage - Your Home Away from Home
Exterior
Virginia Country Cottage - Your Home Away from Home
10.0 out of 10, Exceptional, (41)
"This is a gorgeous house and property. Meticulously maintained, well stocked, spacious and comfortable, lovely location, beautiful all around. The house is on the top of the hill with amazing views and lots of windows to enjoy it. We didn’t cook, but the kitchen seems fully stocked for easy cooking. It was an easy and beautiful drive to nearby cideries and Cville. A real gem, hope to stay there again."
Virginia Country Cottage - Your Home Away from Home
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, (8)
"Rental process and check in was seamless. The hosts were fantastic communicators. The property is fantastically maintained, very clean, and provides all the amenities one could desire. The property location is exactly where you want to be to experience all the area has to offer. Convenient to golf, ski slopes, national forest, and a plethora of wineries and breweries. 10/10 would do agian. "
The price is SAR 647
SAR 2,049 total
includes taxes & fees
25 Sep - 26 Sep
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!
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See all available properties in Wingina
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, (253)
"This gorgeous townhouse was perfectly clean and very comfortable for our stay. The view is incredible! It is definitely a mountain getaway, so stock up on essentials before driving up there, but once you are there you won't be disappointed!!"
The price is SAR 372
SAR 834 total
includes taxes & fees
24 Sep - 25 Sep
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, (275)
"Stayed here with some friends on a quick golf trip and it was an ideal spot. The house is well-maintained and having 4 full sized beds worked out great. The host is an excellent communicator and was quick to answer any questions we had. "
The price is SAR 615
SAR 1,509 total
includes taxes & fees
24 Sep - 25 Sep
Hot Tub! FAST WiFi, Firepit! Hiking off Property! 70"&60” HDTVs Cozy 4BR House.
Best views on Mountain! Breathtaking 5 Star. Available August 26-31! BOOK NOW!
Good morning! Spectacular sunrise from the living room and deck!
Best views on Mountain! Breathtaking 5 Star. Available August 26-31! BOOK NOW!
10.0 out of 10, Exceptional, (219)
"Beautiful views and very accommodating hostess. Highly recommend."
Best views on Mountain! Breathtaking 5 Star. Available August 26-31! BOOK NOW!
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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