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Holiday Homes in Wingina

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Check prices for these dates

In two weeks
13 Nov - 15 Nov
In two months
25 Dec - 27 Dec
In three months
22 Jan - 24 Jan
In four months
19 Feb - 21 Feb

Our top choices for Wingina holiday homes

A modern kitchen with a wooden island, white cabinetry, and a dining area with wooden chairs.

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

Hot Tub | Fire Pit | River | State Park | King Bed
Wingina
9.8 out of 10, Exceptional, (19 reviews)
"Great place, very peaceful. Great selection of vineyards and breweries nearby. Will absolutely rent it again."
United States
Stephen H.
The price is €282
includes taxes & fees
9 Nov - 10 Nov
Hot Tub | Fire Pit | River | State Park | King Bed
A wooden deck with wicker chairs and a swing, overlooking a green landscape.

2. Hot Tub | King Suites | Outdoor Fireplace & Lounge

Hot Tub | King Suites | Outdoor Fireplace & Lounge
Wingina
9.4 out of 10, Exceptional, (3 reviews)
"Loved our time here! It was a clean and beautiful house! The communication with the owner was great. The mountain roads to the house were a little scary. The freezer had 3-4 old fashioned ice trays which were inconvenient if you needed more ice. The refrigerator temperature was so cold that our milk and our pitcher of water was turning into ice. There was some food stuck on the coffee table out at the hot tub area. The hot faucet in one of the bedroom bathrooms needs to be tightened. Everything...
United States
Susan
Hot Tub | King Suites | Outdoor Fireplace & Lounge
A living room with a pool table, leather recliner, and a potted plant.

3. Cozy & quiet 1 Bedroom apartment with pool table and big screen TV.

Cozy & quiet 1 Bedroom apartment with pool table and big screen TV.
Appomattox
10.0 out of 10, Exceptional, (25 reviews)
"This is one of the best places we have stayed using Vrbo. It’s clean, has a welcoming host, and is in a beautiful area."
United States
Mickey J.
Cozy & quiet 1 Bedroom apartment with pool table and big screen TV.
A modern kitchen with a central island, stainless steel appliances, and wooden cabinetry.

4. Peaceful stay at the Colleen cottage!

Peaceful stay at the Colleen cottage!
Arrington
9.8 out of 10, Exceptional, (7 reviews)
"Peaceful, beautiful, and a convenient location. I highly recommend this spacious clean home on beautiful land."
United States
Pam H.
Peaceful stay at the Colleen cottage!
A hot tub with a wooden deck, a pergola with string lights, and a grassy yard.

5. Pickleball - Hot Tub - River/Hike - 4 King Beds

Pickleball - Hot Tub - River/Hike - 4 King Beds
Schuyler
9.6 out of 10, Exceptional, (5 reviews)
"Beautiful house! Plenty of space and amenities for a large family/group. Very quiet area. Comfortable beds.Hosts were very responsive. I come to the area to visit family, and I definitely plan to stay at this house again."
United States
Leah C.
Pickleball - Hot Tub - River/Hike - 4 King Beds
A wooden structure with a large glass door, a gravel patio, outdoor furniture, and a view of trees and hills.

6. Branch and Barrel

Branch and Barrel
2.0 star property
Roseland
Branch and Barrel
A wooden deck with a blue planter table holding a yellow flower pot.

7. Historic Bungalow 30 minutes from Wintergreen

Historic Bungalow 30 minutes from Wintergreen
Roseland
9.8 out of 10, Exceptional, (19 reviews)
"Great location quiet area"
United States
Scott P.
Historic Bungalow 30 minutes from Wintergreen
A wooden deck with Adirondack chairs and a stone fire pit.

8. Hillside Haven: Modern Retreat, Mountain Views

Hillside Haven: Modern Retreat, Mountain Views
Faber
10.0 out of 10, Exceptional, (41 reviews)
"Lovely stay and perfect for our visit!"
United States
Nicole B.
The price is €419
includes taxes & fees
3 Nov - 4 Nov
Hillside Haven: Modern Retreat, Mountain Views
A cozy living room with a brick fireplace, a flat-screen TV mounted above it, and a dining area with a wooden table and chairs.

9. 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, (36 reviews)
"Great location and had everything needed for a great stay. "
United States
Jeff S.
Cozy Cabin w/ Hot Tub | State Park | Near Lake
A campground with a covered picnic area, surrounded by trees.

10. 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
Cozy Country small two bedroom home.
A swimming pool with a hot tub, surrounded by outdoor furniture and umbrellas, set against a backdrop of trees and mountains.

11. Farmhouse getaway for family vacations and friend retreats - heated pool

Farmhouse getaway for family vacations and friend retreats - heated pool
Roseland
10.0 out of 10, Exceptional, (41 reviews)
"We had a great time staying here! Everything was clean, we felt safe, and the property views were amazing! Beautiful home. Kyle was very quick to respond and helpful. They also made check-out a breeze. I would definitely recommend and stay here again!"
United States
Georgia E.
The price is €482
includes taxes & fees
3 Nov - 4 Nov
Farmhouse getaway for family vacations and friend retreats - heated pool
A wooden cabin interior with a kitchen, dining area, and living space.

12. New Cabin,Be the First to Book! Private and Peaceful, 140 Acres, River trails!

New Cabin,Be the First to Book! Private and Peaceful, 140 Acres, River trails!
Faber
10.0 out of 10, Exceptional, (3 reviews)
"If you want to get away from it all, this is the place to go. When you turn out the light it is at best nothing but stars. Three gravel road, through the woods and then you are there. A quiet place to unwind and commune with nature."
United States
HOWARD C.
New Cabin,Be the First to Book! Private and Peaceful, 140 Acres, River trails!
An outdoor deck with a grill, seating area, and a view of the surrounding forest.

13. Faber Farmhouse: Hot Tub Near & Wineries/Breweries

Faber Farmhouse: Hot Tub Near & Wineries/Breweries
Faber
10.0 out of 10, Exceptional, (14 reviews)
"We enjoyed our stay, the house was"
United States
Sandra H.
Faber Farmhouse: Hot Tub Near & Wineries/Breweries
A wooden structure with a large glass door, a gravel patio, outdoor furniture, and a view of trees and hills.

14. Barrel Sauna, Hot Tub & Views

Barrel Sauna, Hot Tub & Views
Roseland
10.0 out of 10, Exceptional, (2 reviews)
"House was beautiful and well maintained."
United States
Collin W.
Barrel Sauna, Hot Tub & Views
A circular stone fire pit with two Adirondack chairs around it, set on a gravel surface.

15. 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, (21 reviews)
"Great property, the kids enjoyed the games, hot tub, and creek. Highly recommend!"
United States
Amber
Peaceful Retreat w/ Hot Tub, Fire Pit, Mountain Views
A wooden deck with Adirondack chairs and a stone fire pit.

16. Hillside Haven

Hillside Haven
2.0 star property
Faber
The price is €365
includes taxes & fees
4 Nov - 5 Nov
Hillside Haven
A modern kitchen with wooden beams, a large island, and a dining area with a bench.

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

"Glass & Pine" Home close to Bold Rock & Vineyards
Nellysford
10.0 out of 10, Exceptional, (3 reviews)
"Great house and location near lots of activities. The home was very clean and the kitchen was well stocked. Very nice to sit and relax on the deck. The host was quick to respond to any questions and communication was great. Definitely recommend if you are looking to stay somewhere along 151 or near Wintergreen."
United States
Dean G.
The price is €379
includes taxes & fees
9 Nov - 10 Nov
"Glass & Pine" Home close to Bold Rock & Vineyards
A spacious log cabin interior with a high ceiling, a central fireplace, and a cozy seating area.

18. 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, (11 reviews)
"Our Host Lauren was amazing and property was amazing, really unique and beautiful"
United States
Bryant
Luxury, Curated Lakefront Cabin with New Hot Tub. Near Breweries and Vineyards!
A stone fireplace with outdoor seating, a house with a garage, and a lush green landscape.

19. Family Haven with mountain views and game room

Family Haven with mountain views and game room
Nellysford
The price is €413
includes taxes & fees
4 Nov - 5 Nov
Family Haven with mountain views and game room
A spacious living area with a large sofa, a dining table, and a kitchen in the background.

20. Spacious, private, four-season mountainside home close to Wintergreen and hiking

Spacious, private, four-season mountainside home close to Wintergreen and hiking
Roseland
9.8 out of 10, Exceptional, (30 reviews)
"It was a great place to stay. I have 4 boys and they had a blast in the game room"
United States
afsheen a.
The price is €448
includes taxes & fees
1 Nov - 2 Nov
Spacious, private, four-season mountainside home close to Wintergreen and hiking
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
"Wonderful, cozy stay in a beautiful area!"
Esther 1-night trip
Posted 5 hours ago
The Crossroads Inn

Find out more about Wingina

Wingina Holiday Homes information

Number of reviews
292
Accommodation
383 Holiday Homes
Lowest Price
€282
Highest Price
€482