Wingina Holiday Homes
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Holiday Homes in Wingina

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Dates

Wed, 18 Mar

Thu, 19 Mar

your current months are March, 2026 and April, 2026.

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Our top choices for Wingina holiday homes

Holiday Home in Wingina

Hot Tub | Fire Pit | River | State Park | King Bed

9.4 out of 10, Exceptional, (9 reviews)

9.4/10

Exceptional

(9 reviews)

"Hygge House was very clean and a refreshing stay! Hot tub was relaxing. Overall, a beautiful and restful retreat. "

Candy H.

The price is €250

€250

includes taxes & fees

5 Mar - 6 Mar

Hot Tub | Fire Pit | River | State Park | King Bed

Holiday Home in Amherst

Whole House

9.8 out of 10, Exceptional, (37 reviews)

9.8/10

Exceptional

(37 reviews)

"Angela was very responsive to any questions that I had.The house was well stocked and cozy. Very convenient location as well. "

Sheri C.

The price is €141

€141

includes taxes & fees

1 Apr - 2 Apr

Whole House

Holiday Home in Faber

Hillside Haven: Modern Retreat, Mountain Views

10.0 out of 10, Exceptional, (33 reviews)

10/10

Exceptional

(33 reviews)

"Fantastic property with all the amenities near UVA, and lots of wineries."

roberto c.

The price is €354

€354

includes taxes & fees

5 Mar - 6 Mar

Hillside Haven: Modern Retreat, Mountain Views

2 bedrooms, iron/ironing board, WiFi, bed sheets

Holiday Home in Roseland

Cozy Country small two bedroom home.

9.8 out of 10, Exceptional, (18 reviews)

9.8/10

Exceptional

(18 reviews)

"Lovely cozy place in the mountains, we had a total blast!"

Prabir

The price is €214

€214

includes taxes & fees

16 Mar - 17 Mar

Cozy Country small two bedroom home.

2 bedrooms, iron/ironing board, free WiFi, bed sheets

Holiday Home in Roseland

Historic Bungalow 30 minutes from Wintergreen

10.0 out of 10, Exceptional, (15 reviews)

10/10

Exceptional

(15 reviews)

"Great stay! Thank you!"

Lauren

The price is €250

€250

includes taxes & fees

16 Mar - 17 Mar

Historic Bungalow 30 minutes from Wintergreen

Holiday Home in Nellysford

Tucked Inn: Upper Unit - 151 Getaway/Wine + Brews

10.0 out of 10, Exceptional, (6 reviews)

10/10

Exceptional

(6 reviews)

"Adorable, clean and quiet stay! The place was nicer than expected. It's obvious the hosts are thoughtful of their guests - we found everything we needed and more. A short drive into Nellysford and tucked away in the trees. "

Katie K.

The price is €253

€253

includes taxes & fees

5 Mar - 6 Mar

Tucked Inn: Upper Unit - 151 Getaway/Wine + Brews

Holiday Home in Wintergreen Resort

Spacious + Serene Mtn Top Escape, 4 En Suites

10.0 out of 10, Exceptional, (50 reviews)

10/10

Exceptional

(50 reviews)

"Fabulous getaway at this beautiful property--clean, well maintained and easy communication with host. Stocked kitchen, comfortable beds, views, and great location. Book here-you will not be disappointed. Thank you Mary and Tyler...we are sure to return!"

Jackie S.

The price is €296

€296

includes taxes & fees

5 Mar - 6 Mar

Spacious + Serene Mtn Top Escape, 4 En Suites

Holiday Home in Nellysford

Tucked Inn: Lower Unit - NEW Nelson Co Getaway

The price is €251

€251

includes taxes & fees

5 Mar - 6 Mar

Tucked Inn: Lower Unit - NEW Nelson Co Getaway

Holiday Home in Nellysford

Blue's Barn: Central to Wineries & Breweries

9.6 out of 10, Exceptional, (18 reviews)

9.6/10

Exceptional

(18 reviews)

"Clean, nice place"

Tom

Blue's Barn: Central to Wineries & Breweries

Holiday Home in Nellysford

"Glass & Pine" Home close to Bold Rock & Vineyards

10.0 out of 10, Exceptional, (2 reviews)

10/10

Exceptional

(2 reviews)

"We only stayed one night but wished we could have stayed longer! The place was super clean and the views were beautiful once the rain finally stopped! Close to our favorite brewery and cidery. There were issues with TV reception (buffering) which may just be the area. Not much time for TV watching anyway with all the beautiful things to explore. We enjoyed our stay. "

Robert H.

The price is €349

€349

includes taxes & fees

5 Mar - 6 Mar

"Glass & Pine" Home close to Bold Rock & Vineyards

4 bedrooms, desk, iron/ironing board, travel cot

Holiday Home in Afton

Secluded 20+ Acre Retreat Near Brew & Wine Trails

10.0 out of 10, Exceptional, (12 reviews)

10/10

Exceptional

(12 reviews)

"Everything was exactly as stated. We loved the house and the close proximity to the 151. We will definitely come back! "

Harold R.

The price is €318

€318

includes taxes & fees

5 Mar - 6 Mar

Secluded 20+ Acre Retreat Near Brew & Wine Trails

Holiday Home in Appomattox

Cozy Cabin w/ Hot Tub | State Park | Near Lake

9.8 out of 10, Exceptional, (22 reviews)

9.8/10

Exceptional

(22 reviews)

"The cabin was clean, had every amenity one needs, and the hosts were wonderful/easy to work with."

Evonne P.

The price is €211

€211

includes taxes & fees

30 Mar - 31 Mar

Cozy Cabin w/ Hot Tub | State Park | Near Lake

Holiday Home in Wintergreen Resort

Beautiful 4-season Mountain Home- New Listing

10.0 out of 10, Exceptional, (43 reviews)

10/10

Exceptional

(43 reviews)

"Wonderful place to say, luxurious and family friendly. Second time our family has stayed at the unit and look forward to hopefully doing so again. "

Timothy G.

The price is €452

€452

includes taxes & fees

16 Mar - 17 Mar

Beautiful 4-season Mountain Home- New Listing

Holiday Home in Afton

Boogie Nights Manor on VA's Brew Ridge Trail nestled in the Blue Ridge Mountains

10.0 out of 10, Exceptional, (9 reviews)

10/10

Exceptional

(9 reviews)

"We had a great time at Boogie Nights!! Jeremy was very responsive. "

Lauren C.

The price is €505

€505

includes taxes & fees

1 Apr - 2 Apr

Boogie Nights Manor on VA's Brew Ridge Trail nestled in the Blue Ridge Mountains

3 bedrooms, free WiFi, bed sheets, wheelchair access

Holiday Home in Pedlars Edge

The Distinguished Squirrel Chalet walking distance

9.0 out of 10, Wonderful, (10 reviews)

9.0/10

Wonderful

(10 reviews)

"we appreciated that it was stocked with basic spices, coffee, necessary cookware, etc. Nice location "

Ryan R.

The price is €419

€419

includes taxes & fees

10 Mar - 11 Mar

The Distinguished Squirrel Chalet walking distance

Holiday Home in Wintergreen Resort

Cozy chalet w/ king beds, fireplace, and hot tub. Close to skiing! Dog-friendly!

10.0 out of 10, Exceptional, (27 reviews)

10/10

Exceptional

(27 reviews)

"Amazing place, clean and quiet even though there are houses nearby. Hosts were excellent with communication!"

Courtney S.

The price is €285

€285

includes taxes & fees

17 Mar - 18 Mar

Cozy chalet w/ king beds, fireplace, and hot tub. Close to skiing! Dog-friendly!

Smart TV, fireplace, video games, table football

Holiday Home in Wintergreen Resort

Newly Rebuilt Home - Hot Tub - Sauna - Sleeps 14

10.0 out of 10, Exceptional, (58 reviews)

10/10

Exceptional

(58 reviews)

"Great stay, lot of fun"

Cooper B.

The price is €838

€838

includes taxes & fees

8 Mar - 9 Mar

Newly Rebuilt Home - Hot Tub - Sauna - Sleeps 14

Holiday Home in Chestnut Springs

4 BR cabin mins to trails & breweries pets welcome

9.4 out of 10, Exceptional, (31 reviews)

9.4/10

Exceptional

(31 reviews)

"Nice place and very clean "

Melad K.

The price is €495

€495

includes taxes & fees

5 Mar - 6 Mar

4 BR cabin mins to trails & breweries pets welcome

Holiday Home in Roseland

Farmhouse getaway for family vacations and friend retreats - heated pool, amazing views, close to wineries/breweries

10.0 out of 10, Exceptional, (33 reviews)

10/10

Exceptional

(33 reviews)

"We had an amazing stay with 9 adults, two toddlers and our dog. It was beautiful, relaxing, toddler & pet friendly. We of course thoroughly enjoyed the pool but also the trails on the property. I'd love to come back! "

Cathryn M.

Farmhouse getaway for family vacations and friend retreats - heated pool, amazing views, close to wineries/breweries

Holiday Home in Roseland

Barrel Sauna, Hot Tub & Views

10.0 out of 10, Exceptional, (1 review)

10/10

Exceptional

(1 review)

"House was beautiful and well maintained."

Collin W.

The price is €271

€271

includes taxes & fees

5 Mar - 6 Mar

Barrel Sauna, Hot Tub & Views

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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