Default HTG hotel image

Search Vacation Homes in Wingina

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
24 Jul - 26 Jul
In two months
4 Sep - 6 Sep
In three months
2 Oct - 4 Oct
In four months
30 Oct - 1 Nov

Our top choices for Wingina vacation 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, (13 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 AED 484
AED 1,194 total
includes taxes & fees
6 Aug - 7 Aug
Hot Tub | Fire Pit | River | State Park | King Bed
House, Private Bathroom (Art & Soul) | Exterior

Art & Soul

Art & Soul
2.0 star property
Nellysford
The price is AED 2,127
AED 2,388 total
includes taxes & fees
20 Jul - 21 Jul
Art & Soul
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 AED 314
AED 529 total
includes taxes & fees
8 Jul - 9 Jul
Whole House
Outdoor dining

Secluded 20+ Acre Retreat Near Brew & Wine Trails

Secluded 20+ Acre Retreat Near Brew & Wine Trails
Afton
9.6 out of 10, Exceptional, (19 reviews)
"Everything was exactly as stated. We loved the house and the close proximity to the 151. We will definitely come back! "
United States
Harold R.
Secluded 20+ Acre Retreat Near Brew & Wine Trails
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)
"Great place"
United States
Stephen M.
The price is AED 353
AED 1,383 total
includes taxes & fees
8 Jul - 9 Jul
Spacious + Serene Mtn Top Escape, 4 En Suites
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 AED 496
AED 1,093 total
includes taxes & fees
16 Jul - 17 Jul
Historic Bungalow 30 minutes from Wintergreen
Beach towels

Cozy Country small two bedroom home.

Cozy Country small two bedroom home.
Roseland
9.8 out of 10, Exceptional, (19 reviews)
"Lovely cozy place in the mountains, we had a total blast!"
United States
Prabir
The price is AED 496
AED 899 total
includes taxes & fees
8 Jul - 9 Jul
Cozy Country small two bedroom home.
Property grounds

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

Peaceful Retreat w/ Hot Tub, Fire Pit, Mountain Views
Afton
10.0 out of 10, Exceptional, (20 reviews)
"Great little spot, close to main road, near many of the 151 breweries. "
United States
Jeff K.
The price is AED 1,031
AED 2,168 total
includes taxes & fees
6 Aug - 7 Aug
Peaceful Retreat w/ Hot Tub, Fire Pit, Mountain Views
Property grounds

Hillside Haven: Modern Retreat, Mountain Views

Hillside Haven: Modern Retreat, Mountain Views
Faber
10.0 out of 10, Exceptional, (37 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 AED 657
AED 1,539 total
includes taxes & fees
13 Jul - 14 Jul
Hillside Haven: Modern Retreat, Mountain Views
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.
The price is AED 615
AED 1,482 total
includes taxes & fees
30 Jul - 31 Jul
Cozy chalet w/ king beds, fireplace, and hot tub. Close to hiking! Dog-friendly!
Smart TV, fireplace, books

Beautiful 4-season Mountain Home- New Listing

Beautiful 4-season Mountain Home- New Listing
Wintergreen Resort
10.0 out of 10, Exceptional, (44 reviews)
"We had a great time staying here! The place was in great condition and in such a great location! The host was very responsive and helpful with all questions. I would absolutely recommend and will certainly try to book here again in the future!"
United States
Chad H.
The price is AED 731
AED 1,980 total
includes taxes & fees
8 Jul - 9 Jul
Beautiful 4-season Mountain Home- New Listing
House, Private Bathroom (Tucked Inn: Lower Unit) | Exterior

Tucked Inn: Lower Unit

Tucked Inn: Lower Unit
2.0 star property
Nellysford
The price is AED 367
AED 1,031 total
includes taxes & fees
8 Jul - 9 Jul
Tucked Inn: Lower Unit
Interior

Mountain Mama- Amazing Views! + Hot Tub!

Mountain Mama- Amazing Views! + Hot Tub!
Afton
9.8 out of 10, Exceptional, (25 reviews)
"Beautiful house with beautiful views. "
United States
Jayson K.
The price is AED 955
AED 2,137 total
includes taxes & fees
13 Jul - 14 Jul
Mountain Mama- Amazing Views! + Hot Tub!
Smart TV, fireplace, books

Luxury, Curated Lakefront Cabin with New Hot Tub. Near Breweries and Vineyards!

Luxury, Curated Lakefront Cabin with New Hot Tub. Near Breweries and Vineyards!
Faber
10.0 out of 10, Exceptional, (7 reviews)
"Absolutely perfect!"
United States
Sharon K.
Luxury, Curated Lakefront Cabin with New Hot Tub. Near Breweries and Vineyards!
Terrace/patio

Hot Tub | King Suites | Outdoor Fireplace & Lounge

Hot Tub | King Suites | Outdoor Fireplace & Lounge
Wingina
10.0 out of 10, Exceptional, (1 review)
"We were so happy with our experience here! We rented this house and another house with the same owners, less than 10 minutes away from each other (both in Wingina). The 2 houses were each about 1/2 hour away from the seminary in Dillwyn…great location. Thank you for sharing your beautiful houses with us!"
United States
Jeff B.
The price is AED 496
AED 1,182 total
includes taxes & fees
30 Jul - 31 Jul
Hot Tub | King Suites | Outdoor Fireplace & Lounge
Dining

Fall in Love in this Cute Cabin Rental with for Two in Love, Virginia

Fall in Love in this Cute Cabin Rental with for Two in Love, Virginia
Love
The price is AED 1,202
AED 1,544 total
includes taxes & fees
14 Jul - 15 Jul
Fall in Love in this Cute Cabin Rental with for Two in Love, Virginia
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)
"The host was very gracious and informative, communicating everything we needed to know. The property was in a great location for us as the purpose of our trip was to visit nearby hiking trails and Charlottesville. The house had everything we needed for a very comfortable stay, and the kids loved having the arcade and ping pong table. Thanks for having us!"
United States
Shirlenne H.
The price is AED 1,181
AED 2,947 total
includes taxes & fees
8 Jul - 9 Jul
Afton Escape-New Arcade, Winery Brewery EV-Charger
Dining

The Reserve at 151: Sauna, Hot Tub, Pool & Poker

The Reserve at 151: Sauna, Hot Tub, Pool & Poker
Afton
9.8 out of 10, Exceptional, (9 reviews)
"Perfect stay with a beautiful location!"
United States
Madelyn P.
The Reserve at 151: Sauna, Hot Tub, Pool & Poker
Exterior

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.
6BR • Arcade & Pool Table • Hot Tub • Wine Country
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)
"Plenty of room for 11 people. Kitchen was great. We enjoyed the fire pit. Rooms were all clean."
United States
Lisa B.
FLASH SALE: Blue Ridge Estate Wine, Beer, & Skiing
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Wingina Hotel Reviews

Longacre of Appomattox

Longacre of Appomattox

10/10 Excellent
"Such a beautiful home. Our room was spacious and the home and grounds were breathtaking. Stepping back in time."
Tawni 4-night trip
Posted 2 days ago
Longacre of Appomattox

Explore a world of travel with Expedia