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Aug 15 - Aug 17
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Browse Select Wingina Cottages

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

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

9.8 out of 10, Exceptional, (136)
"Beautiful property. Great placee to rest and relax."
Spectacular Waterfront Retreat on Piney River in the Blue Ridge Mountains.
Charming cozy RIVERFRONT cottage on the Piney River. A little slice of heaven!
Fridge, microwave, oven, stovetop

Charming cozy RIVERFRONT cottage on the Piney River. A little slice of heaven!

10.0 out of 10, Exceptional, (55)
"Really cool property on the Piney River. Great fly fishing in the back yard. Tons of outdoor space- house itself is beautiful. Kids enjoyed their spring break hanging outside and fishing. "
Charming cozy RIVERFRONT cottage on the Piney River. A little slice of heaven!
Pine Cottage: Hot Tub, 2 mins to Bold Rock!
Terrace/patio

Pine Cottage: Hot Tub, 2 mins to Bold Rock!

10.0 out of 10, Exceptional, (19)
"The house was super cute and accommodated our whole group. It was close to a good amount of breweries and wineries. "
The price is CA $260
CA $642 total
includes taxes & fees
Aug 12 - Aug 13
Pine Cottage: Hot Tub, 2 mins to Bold Rock!
Quiet Blue Ridge Mountain Cottage
Outdoor dining

Quiet Blue Ridge Mountain Cottage

9.6 out of 10, Exceptional, (88)
"small, quaint little cottage that accommodated our lodging needs sufficiently"
Quiet Blue Ridge Mountain Cottage
Clear Sky Cottage - A Spacious 1 BR Cottage Close to Charlottesville & Wineries.
Fridge, microwave, oven, stovetop

Clear Sky Cottage - A Spacious 1 BR Cottage Close to Charlottesville & Wineries.

10.0 out of 10, Exceptional, (1)
"Beautifully decorated and super clean. They’ve thought of all the little touches. Location is perfect, around 7 miles outside of town but in the peaceful countryside. We sat on the porch watching wildlife in the back. There are vineyards and breweries in all directions. We visited Monticello and even mountain top orchards. Owners were great. We will be returning. "
Clear Sky Cottage - A Spacious 1 BR Cottage Close to Charlottesville & Wineries.
The Sleepy Fox Cottage: A Cozy Getaway with a Touch of History
1 bedroom, WiFi, bed sheets

The Sleepy Fox Cottage: A Cozy Getaway with a Touch of History

The Sleepy Fox Cottage: A Cozy Getaway with a Touch of History
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, (19)
"We had a great time starting here on spring break."
Cottage with stream, mountains, peaceful, quite, secluded, dog friendly.
Brand new serene luxury cottage just off the Brew Ridge Trail
Interior

Brand new serene luxury cottage just off the Brew Ridge Trail

The price is CA $105
CA $219 total
includes taxes & fees
Aug 18 - Aug 19
Brand new serene luxury cottage just off the Brew Ridge Trail
❤️️Stoney Creek Cottage❤️️Minutes to Wintergreen!
Pool

❤️️Stoney Creek Cottage❤️️Minutes to Wintergreen!

9.8 out of 10, Exceptional, (25)
"We had a great time!! The house was spotless, hot tub was great, and the fire pit was perfect! We had fun playing pool every night and seeing the animals next door during the day. Master bedroom and bathroom are amazing!!!"
The price is CA $209
CA $856 total
includes taxes & fees
Aug 12 - Aug 13
❤️️Stoney Creek Cottage❤️️Minutes to Wintergreen!
Serene Roseland Retreat Near Wintergreen Resort!
House (3 Bedrooms) | Front of property

Serene Roseland Retreat Near Wintergreen Resort!

3.0 star property
Serene Roseland Retreat Near Wintergreen Resort!
Fairwood Cottage-Exceptional 1BR Cottage Minutes From Charlottesville & Wineries
Fridge, microwave, oven, stovetop

Fairwood Cottage-Exceptional 1BR Cottage Minutes From Charlottesville & Wineries

10.0 out of 10, Exceptional, (25)
"My husband and I enjoyed this home so much! Beautiful location, house is immaculate, communication with owners was perfect! Cannot say enough wonderful things. We booked it again immediately for a trip we having coming in the fall. "
Fairwood Cottage-Exceptional 1BR Cottage Minutes From Charlottesville & Wineries
Bluebird Cottage: Near 151 + Appalachian Trail
Fridge, microwave, oven, dishwasher

Bluebird Cottage: Near 151 + Appalachian Trail

2.0 star property
7.8 out of 10, Good, (7)
"Such a cute house! Had a very relaxing time! Great location to one of our favorite spots - Bold Rock! "
The price is CA $158
CA $401 total
includes taxes & fees
Aug 26 - Aug 27
Bluebird Cottage: Near 151 + Appalachian Trail
Hot Tub! Short walk to Three Notch'd - Charming Mid-Century Modern Cottage!
Fridge, microwave, oven, stovetop

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

10.0 out of 10, Exceptional, (13)
"We really enjoyed our stay. The house, as always, is well stocked and clean. Very convenient location."
Hot Tub! Short walk to Three Notch'd - Charming Mid-Century Modern Cottage!
Beautiful, Remodeled Cottage in the Heart of Afton
Property grounds

Beautiful, Remodeled Cottage in the Heart of Afton

10.0 out of 10, Exceptional, (65)
"My husband and I were just looking for a quick getaway for the weekend and this was perfect!"
Beautiful, Remodeled Cottage in the Heart of Afton
Cozy cottage with PRIVATE hot tub and year round pool.
Fridge, microwave, oven, stovetop

Cozy cottage with PRIVATE hot tub and year round pool.

10.0 out of 10, Exceptional, (3)
"Host was available and helpful. Property is clean and comfortable. Traffic noise was a lot louder than expected but overall a great stay!"
Cozy cottage with PRIVATE hot tub and year round pool.
Cottage w/ James River Access in Wingina!
Interior

Cottage w/ James River Access in Wingina!

3.0 star property
Cottage w/ James River Access in Wingina!
Wintergreen Resort Home w/ 2 Decks + Ski Access!
House (3 Bedrooms) | Interior

Wintergreen Resort Home w/ 2 Decks + Ski Access!

3.0 star property
Wintergreen Resort Home w/ 2 Decks + Ski Access!
Grand Chalet w/ Hot Tub - Near Wintergreen Resort
TV, fireplace, books

Grand Chalet w/ Hot Tub - Near Wintergreen Resort

3.0 star property
10.0 out of 10, Exceptional, (1)
"The Shamokin Chalet (Grand Chalet) was a gorgeous home with amazing mountain views! It was one of the most well appointed homes I’ve stayed in - well stocked kitchen (paper products, spices, dishes, cooking supplies, coffees), shampoos, conditioners, body wash, toilet paper and plenty of towels in all bathrooms, even beach towels for the hot tub. The home was beautifully decorated and immaculate. The landscaping was gorgeous. It had the most massive TV I’ve ever seen. The owner was a great...
Grand Chalet w/ Hot Tub - Near Wintergreen Resort
Blue Rivers Cottage with Mountain Views
Outdoor dining

Blue Rivers Cottage with Mountain Views

10.0 out of 10, Exceptional, (3)
"This property is beautiful inside and out, and we were very comfortable during our stay. Highly recommend!!"
Blue Rivers Cottage with Mountain Views
Cozy 'hillside Hideaway' in Wintergreen Resort!
Interior

Cozy 'hillside Hideaway' in Wintergreen Resort!

3.0 star property
Cozy 'hillside Hideaway' in Wintergreen Resort!
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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Top Wingina Hotel Reviews

Longacre of Appomattox

Longacre of Appomattox

10/10 Excellent
"This B&B surprised me with how adorable it is! We had the suite, which was huge and comfy. Check in was a breeze, continental breakfast was nice, and the house & grounds itself is beautiful. "
Tammy 1-night trip
Posted 7 days ago
Longacre of Appomattox