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Holiday Homes in Wingina

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Check prices for these dates

In two weeks
3 Jul - 5 Jul
In two months
14 Aug - 16 Aug
In three months
11 Sept - 13 Sept
In four months
9 Oct - 11 Oct

Our top choices for Wingina holiday homes

Interior

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

Hot Tub | Fire Pit | River | State Park | King Bed
Wingina
9.6 out of 10, Exceptional, (11 reviews)
"The house was cozy, comfortable and clean. It's secluded nature setting was a perfect getaway. The hot-tub was a great treat as much as the sound of the stream and view. "
United States
Melissa C.
The price is €282
includes taxes & fees
8 Jul - 9 Jul
Hot Tub | Fire Pit | River | State Park | King Bed
House, Private Bathroom (Tucked Inn: Lower Unit) | Exterior

Tucked Inn: Lower Unit

Tucked Inn: Lower Unit
2.0 star property
Nellysford
The price is €243
includes taxes & fees
16 Jun - 17 Jun
Tucked Inn: Lower Unit
Interior

Whole House

Whole House
Amherst
9.8 out of 10, Exceptional, (38 reviews)
"House was perfect for overnight stay. 30 min from Vines Center and easy to find."
United States
Unspecified U.
The price is €133
includes taxes & fees
16 Jun - 17 Jun
Whole House
Interior

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

Cozy Cabin w/ Hot Tub | State Park | Near Lake
Appomattox
9.8 out of 10, Exceptional, (27 reviews)
"Beautiful, well appointed cabin in close proximity to Holliday Lake State Park. Looking forward to another stay in the future."
United States
Marci A.
The price is €202
includes taxes & fees
29 Jun - 30 Jun
Cozy Cabin w/ Hot Tub | State Park | Near Lake
Beach towels

Cozy Country small two bedroom home.

Cozy Country small two bedroom home.
Roseland
9.8 out of 10, Exceptional, (19 reviews)
"The host was very informative about check-in and what to expect. The house was clean, cute, and very peaceful. Loved the view from the backyard. Definitely recommend!"
United States
Tori W.
The price is €220
includes taxes & fees
16 Jun - 17 Jun
Cozy Country small two bedroom home.
Outdoor dining

Historic Bungalow 30 minutes from Wintergreen

Historic Bungalow 30 minutes from Wintergreen
Roseland
10.0 out of 10, Exceptional, (16 reviews)
"Great stay! Thank you!"
United States
Lauren
The price is €262
includes taxes & fees
16 Jun - 17 Jun
Historic Bungalow 30 minutes from Wintergreen
Exterior

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

Cozy chalet w/ king beds, fireplace, and hot tub. Close to hiking! Dog-friendly!
Wintergreen Resort
10.0 out of 10, Exceptional, (32 reviews)
"Everything was amazing I couldn't recommend this property enough"
United States
Stanley W.
Cozy chalet w/ king beds, fireplace, and hot tub. Close to hiking! Dog-friendly!
Terrace/patio

Blue's Barn: Central to Wineries & Breweries

Blue's Barn: Central to Wineries & Breweries
Nellysford
9.6 out of 10, Exceptional, (22 reviews)
"Clean, nice place"
United States
Tom
The price is €272
includes taxes & fees
16 Jun - 17 Jun
Blue's Barn: Central to Wineries & Breweries
Property grounds

Hillside Haven: Modern Retreat, Mountain Views

Hillside Haven: Modern Retreat, Mountain Views
Faber
10.0 out of 10, Exceptional, (35 reviews)
"This was a wonderful, private, modern place to stay! We were here for a visit to Pippin Hill and this was the perfect place!"
United States
Shiloh F.
The price is €359
includes taxes & fees
16 Jun - 17 Jun
Hillside Haven: Modern Retreat, Mountain Views
Fridge, microwave, oven, stovetop

The Country Retreat – Cozy Comfort Meets Peaceful Countryside

The Country Retreat – Cozy Comfort Meets Peaceful Countryside
Scottsville
9.0 out of 10, Wonderful, (4 reviews)
"Nice clean place out in the country. We were there for Memorial Day weekend and had a nice relaxing time."
United States
Michael L.
The price is €298
includes taxes & fees
23 Jun - 24 Jun
The Country Retreat – Cozy Comfort Meets Peaceful Countryside
Terrace/patio

Adventure Awaits

Adventure Awaits
Laurel Ridge
9.4 out of 10, Exceptional, (9 reviews)
"Holly was amazing! We loved the location, the coziness, and the house had all the bells and whistles! Adventure Awaits made our Wintergreen vacation the best! "
United States
Kimberly K.
The price is €430
includes taxes & fees
21 Jun - 22 Jun
Adventure Awaits
House, Private Bathroom (Tucked Inn: Upper Unit) | Terrace/patio

Tucked Inn: Upper Unit

Tucked Inn: Upper Unit
2.0 star property
Nellysford
The price is €248
includes taxes & fees
16 Jun - 17 Jun
Tucked Inn: Upper Unit
Smart TV, fireplace, books

Spacious + Serene Mtn Top Escape, 4 En Suites

Spacious + Serene Mtn Top Escape, 4 En Suites
Wintergreen Resort
10.0 out of 10, Exceptional, (56 reviews)
"We had a wonderful stay, everything was just as described. I would definitely stay again"
United States
kevin M.
The price is €323
includes taxes & fees
16 Jun - 17 Jun
Spacious + Serene Mtn Top Escape, 4 En Suites
Dining

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

"Glass & Pine" Home close to Bold Rock & Vineyards
Nellysford
10.0 out of 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. "
United States
Robert H.
The price is €376
includes taxes & fees
14 Jul - 15 Jul
"Glass & Pine" Home close to Bold Rock & Vineyards
Smart TV, fireplace, ping pong, books

4 BR cabin mins to trails & breweries pets welcome

4 BR cabin mins to trails & breweries pets welcome
Chestnut Springs
9.6 out of 10, Exceptional, (35 reviews)
"We really enjoyed our stay in Wintergreen! The location was great and the view was incredible. The house was spotless and we loved that there was a full kitchen. We recommend to others! "
United States
Laura J.
The price is €505
includes taxes & fees
21 Jun - 22 Jun
4 BR cabin mins to trails & breweries pets welcome
Fridge, microwave, oven, stovetop

Peaceful stay at the Colleen cottage!

Peaceful stay at the Colleen cottage!
Arrington
10.0 out of 10, Exceptional, (2 reviews)
"Peaceful, beautiful, and a convenient location. I highly recommend this spacious clean home on beautiful land."
United States
Pam H.
The price is €293
includes taxes & fees
21 Jun - 22 Jun
Peaceful stay at the Colleen cottage!
Bar (on property)

Afton Escape-New Arcade, Winery Brewery EV-Charger

Afton Escape-New Arcade, Winery Brewery EV-Charger
Afton
10.0 out of 10, Exceptional, (33 reviews)
"House was comfortable and worked well for two families with kids. Very clean. "
United States
Bailey D.
The price is €729
includes taxes & fees
7 Jul - 8 Jul
Afton Escape-New Arcade, Winery Brewery EV-Charger
Terrace/patio

Hot Tub | King Suites | Outdoor Fireplace & Lounge

Hot Tub | King Suites | Outdoor Fireplace & Lounge
Wingina
Hot Tub | King Suites | Outdoor Fireplace & Lounge
Interior

FLASH SALE: Blue Ridge Estate Wine, Beer, & Skiing

FLASH SALE: Blue Ridge Estate Wine, Beer, & Skiing
Afton
10.0 out of 10, Exceptional, (11 reviews)
"We had a great time at Boogie Nights!! Jeremy was very responsive. "
United States
Lauren C.
The price is €499
includes taxes & fees
16 Jun - 17 Jun
FLASH SALE: Blue Ridge Estate Wine, Beer, & Skiing
Outdoor spa tub

6BR • Arcade & Pool Table • Hot Tub • Wine Country

6BR • Arcade & Pool Table • Hot Tub • Wine Country
Faber
10.0 out of 10, Exceptional, (25 reviews)
"Great stay for a group! Lots of space and a great location in the middle of all Nelson Co. has to offer. We will be back!"
United States
Kayla B.
The price is €581
includes taxes & fees
21 Jun - 22 Jun
6BR • Arcade & Pool Table • Hot Tub • Wine Country
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

The Crossroads Inn

The Crossroads Inn

10/10 Excellent
"The staff is incredibly helpful and sweet. The Inn has an old world charm. Feeding the chickens added to the great experience. This is a great place to relax."
Stephen 3-night trip
Posted 16 hours ago
The Crossroads Inn

Find out more about Wingina

Wingina Holiday Homes information

Number of reviews
304
Accommodation
324 Holiday Homes
Lowest Price
€133
Highest Price
€729