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Our top choices for Wingina vacation homes

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

Wingina
10.0 out of 10, Exceptional, (5)
"Absolutely great property. There's enough to do there that you don't have to go off the property. I highly recommend. "
United States
Aaron m.
The price is AED 389
AED 1,083 total
includes taxes & fees
11 Dec - 12 Dec
Hot Tub | Fire Pit | River | State Park | King Bed

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

Appomattox
9.8 out of 10, Exceptional, (15)
"Nice quiet cabin, wish we could have booked it longer."
United States
John S.
The price is AED 385
AED 847 total
includes taxes & fees
16 Dec - 17 Dec
Cozy Cabin w/ Hot Tub | State Park | Near Lake

Hillside Haven: Modern Retreat, Mountain Views

Faber
10.0 out of 10, Exceptional, (32)
"Fantastic property with all the amenities near UVA, and lots of wineries."
United States
roberto c.
The price is AED 657
AED 1,530 total
includes taxes & fees
14 Dec - 15 Dec
Hillside Haven: Modern Retreat, Mountain Views

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

Nellysford
10.0 out of 10, Exceptional, (5)
"A lovely little hideaway a stone's throw from the Blue Ridge. Clean, comfortable, and cozy. Very communicative and professional hosts. Highly recommended!"
United States
Tim G.
The price is AED 386
AED 1,093 total
includes taxes & fees
11 Dec - 12 Dec
Tucked Inn: Upper Unit - 151 Getaway/Wine + Brews

Whole House

Amherst
9.8 out of 10, Exceptional, (32)
"The property was just what we wanted -- quiet, private, spacious, comfortable, well equipped. Easy to find and everything worked! We will definitely aim to book this property again when we're back in the area."
United States
Andrew
The price is AED 291
AED 503 total
includes taxes & fees
21 Dec - 22 Dec
Whole House

Historic Bungalow 30 minutes from Wintergreen

Roseland
10.0 out of 10, Exceptional, (14)
"Great stay! Thank you!"
United States
Lauren
The price is AED 452
AED 1,011 total
includes taxes & fees
8 Jan - 9 January 2026
Historic Bungalow 30 minutes from Wintergreen

Peaceful Retreat w/ Hot Tub, Fire Pit, Mountain Views

Afton
10.0 out of 10, Exceptional, (20)
"Ashley is an awesome host. I love Creekside! This is my second stay there, and I loved it so much I booked an extra day. Best place to stay in Afton "
United States
Michael C.
The price is AED 573
AED 1,633 total
includes taxes & fees
11 Dec - 12 Dec
Peaceful Retreat w/ Hot Tub, Fire Pit, Mountain Views

Tucked Inn: Lower Unit - NEW Nelson Co Getaway

2.0 star property
Nellysford
The price is AED 367
AED 1,072 total
includes taxes & fees
11 Dec - 12 Dec
Tucked Inn: Lower Unit - NEW Nelson Co Getaway

Cozy Country small two bedroom home.

Roseland
9.8 out of 10, Exceptional, (17)
"Lovely cozy place in the mountains, we had a total blast!"
United States
Prabir
The price is AED 496
AED 907 total
includes taxes & fees
24 Dec - 25 Dec
Cozy Country small two bedroom home.

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

Wintergreen Resort
10.0 out of 10, Exceptional, (24)
"Amazing place, clean and quiet even though there are houses nearby. Hosts were excellent with communication!"
United States
Courtney S.
The price is AED 397
AED 1,200 total
includes taxes & fees
11 Dec - 12 Dec
Cozy chalet w/ king beds, fireplace, and hot tub. Close to skiing! Dog-friendly!

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

Afton
10.0 out of 10, Exceptional, (9)
"We had a great time at Boogie Nights!! Jeremy was very responsive. "
United States
Lauren C.
The price is AED 602
AED 1,459 total
includes taxes & fees
15 Dec - 16 Dec
Boogie Nights Manor on VA's Brew Ridge Trail nestled in the Blue Ridge Mountains

Spacious + Serene Mtn Top Escape, 4 En Suites

Wintergreen Resort
10.0 out of 10, Exceptional, (48)
"Amazing stay for nelson 151 trip for Birthday. Owners are amazing communication was easy and quick. Property is beautiful and very well maintained. We will be staying here again. "
United States
DANIEL H.
The price is AED 528
AED 1,600 total
includes taxes & fees
11 Dec - 12 Dec
Spacious + Serene Mtn Top Escape, 4 En Suites

Wintergreen 5BR with Hot Tub, Sauna, Firepit

Chestnut Springs
10.0 out of 10, Exceptional, (4)
Wintergreen 5BR with Hot Tub, Sauna, Firepit

Blue's Barn: Central to Wineries & Breweries

Nellysford
9.6 out of 10, Exceptional, (18)
"We were very comfortable staying in this property. It's a great place to relax and unwind."
United States
Doug W.
Blue's Barn: Central to Wineries & Breweries

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

Nellysford
10.0 out of 10, Exceptional, (2)
"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. "
United States
Robert H.
The price is AED 1,730
AED 3,063 total
includes taxes & fees
23 Dec - 24 Dec
"Glass & Pine" Home close to Bold Rock & Vineyards

Cabin Ski Retreat • 5 Min to Slopes • Hot Tub • Firepit • Game Room • Hiking

Chestnut Springs
10.0 out of 10, Exceptional, (15)
"Great stay!"
United States
Cheryl P.
The price is AED 589
AED 1,677 total
includes taxes & fees
14 Dec - 15 Dec
Cabin Ski Retreat • 5 Min to Slopes • Hot Tub • Firepit • Game Room • Hiking

4 BR cabin mins to trails & breweries pets welcome

Chestnut Springs
9.6 out of 10, Exceptional, (28)
"Nice place and very clean "
United States
Melad K.
The price is AED 711
AED 2,151 total
includes taxes & fees
11 Dec - 12 Dec
4 BR cabin mins to trails & breweries pets welcome

Afton Bliss: Sleeps 10 on 151 with Game Room

Afton
9.8 out of 10, Exceptional, (7)
"The house was very clean and had all the amenities we needed for our stay. Host was quick to communicate and answer any questions."
United States
Liz
The price is AED 694
AED 1,926 total
includes taxes & fees
11 Dec - 12 Dec
Afton Bliss: Sleeps 10 on 151 with Game Room

The Country Retreat – Cozy Comfort Meets Peaceful Countryside

2.0 star property
Scottsville
The price is AED 881
AED 1,219 total
includes taxes & fees
20 Dec - 21 Dec
The Country Retreat – Cozy Comfort Meets Peaceful Countryside

Spacious 6 Br • Hot Tub • Pool Table • On 151

Faber
9.8 out of 10, Exceptional, (20)
"Somehow, this place is even more beautiful inside than the photos! Location is very convenient and we really enjoyed our stay. Would definitely stay here again!"
United States
Laura W.
The price is AED 628
AED 2,190 total
includes taxes & fees
12 Dec - 13 Dec
Spacious 6 Br • Hot Tub • Pool Table • On 151
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