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Holiday Homes in Wingina

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Check prices for these dates

In two weeks
25 Sept - 27 Sept
In two months
6 Nov - 8 Nov
In three months
4 Dec - 6 Dec
In four months
1 Jan - 3 Jan

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, (17 reviews)
"Relaxing"
United States
Sami M.
The price is €271
includes taxes & fees
14 Oct - 15 Oct
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
10.0 out of 10, Exceptional, (2 reviews)
"Great country house and beautiful night sky"
United States
Cynthia A.
The price is €284
includes taxes & fees
28 Sept - 29 Sept
Hot Tub | King Suites | Outdoor Fireplace & Lounge
A single-story house with a brick exterior and a wooden deck.

3. Hillside Haven: Modern Retreat, Mountain Views

Hillside Haven: Modern Retreat, Mountain Views
Faber
10.0 out of 10, Exceptional, (40 reviews)
"Loved this propertyCleanQuietWater was hot in the showerGreat communication with the hostWould suggest curtains in the en suite bathroomGreat view of the mountains from the front porch"
United States
Patricia N.
The price is €370
includes taxes & fees
14 Sept - 15 Sept
Hillside Haven: Modern Retreat, Mountain Views
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
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
14 Sept - 15 Sept
Peaceful stay at the Colleen cottage!
A living room with a pool table, leather recliner, and a potted plant.

5. 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, (20 reviews)
"Beautiful quiet place! This was our 3rd stay here, and I’m sure we will be back."
United States
Shayla S.
The price is €127
includes taxes & fees
14 Sept - 15 Sept
Cozy & quiet 1 Bedroom apartment with pool table and big screen TV.
A string of lights hanging outdoors, with a wooden structure and a view of a forested landscape in the background.

6. Hillside Haven

Hillside Haven
2.0 star property
Faber
The price is €319
includes taxes & fees
14 Sept - 15 Sept
Hillside Haven
A kitchenette with a coffee machine, mugs, and a sign on the wall.

7. Whole House

Whole House
Amherst
9.6 out of 10, Exceptional, (43 reviews)
"Very nice home.. looks recently renovated. Nice quiet area. Was perfect for my stay and very close to an event that I attended."
United States
Ginny M.
The price is €132
includes taxes & fees
14 Sept - 15 Sept
Whole House
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.

8. 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, (31 reviews)
"Great location and had everything needed for a great stay. "
United States
Jeff S.
The price is €219
includes taxes & fees
23 Sept - 24 Sept
Cozy Cabin w/ Hot Tub | State Park | Near Lake
A wooden deck with a blue planter table holding a yellow flower pot.

9. Historic Bungalow 30 minutes from Wintergreen

Historic Bungalow 30 minutes from Wintergreen
Roseland
10.0 out of 10, Exceptional, (17 reviews)
"Great location quiet area"
United States
Scott P.
The price is €259
includes taxes & fees
14 Sept - 15 Sept
Historic Bungalow 30 minutes from Wintergreen
A wooden cabin interior with a kitchen, dining area, and living space.

10. 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, (2 reviews)
"This cabin was perfect for our family of six. The cabin is very clean and offers many comforts of home. We enjoyed sitting by the fire, fishing, picnics, kayaking, and exploring the property. This was a perfect way to unplug, relax, and enjoy nature. "
United States
Lindsey P.
The price is €226
includes taxes & fees
16 Sept - 17 Sept
New Cabin,Be the First to Book! Private and Peaceful, 140 Acres, River trails!
A modern kitchen with white cabinetry, a stainless steel refrigerator, and a central island.

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

Faber Farmhouse: Hot Tub Near & Wineries/Breweries
Faber
10.0 out of 10, Exceptional, (14 reviews)
"Lovely place had a great time and stay"
United States
Benjamin S.
The price is €540
includes taxes & fees
14 Sept - 15 Sept
Faber Farmhouse: Hot Tub Near & Wineries/Breweries
A sandy beach with a lake and forested hills in the background.

12. 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 €220
includes taxes & fees
21 Sept - 22 Sept
Cozy Country small two bedroom home.
A room with two armchairs, a small table with a lamp, and a view of a balcony with a railing.

13. Spacious + Serene Mtn Top Escape, 4 En Suites

Spacious + Serene Mtn Top Escape, 4 En Suites
Wintergreen Resort
10.0 out of 10, Exceptional, (57 reviews)
"Great spot and perfect for a family of 4-6. More than enough room. House was very clean. We will definitely come back!"
United States
Dawn
The price is €315
includes taxes & fees
14 Sept - 15 Sept
Spacious + Serene Mtn Top Escape, 4 En Suites
A wooden interior with a dining area, a bar, and a seating area.

14. Blue's Barn: Central to Wineries & Breweries

Blue's Barn: Central to Wineries & Breweries
Nellysford
9.6 out of 10, Exceptional, (23 reviews)
"A great location and comfortable stay! The unit was extremely clean, great communication from the host, we enjoyed the outdoor fire pit and how central it was to dining and outings in the area."
United States
Sarah N.
The price is €276
includes taxes & fees
14 Sept - 15 Sept
Blue's Barn: Central to Wineries & Breweries
A compact kitchen with a microwave, toaster, and sink. There is a dining area with a table and chairs in the background.

15. The Country Retreat – Cozy Comfort Meets Peaceful Countryside

The Country Retreat – Cozy Comfort Meets Peaceful Countryside
Scottsville
9.4 out of 10, Exceptional, (6 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 €304
includes taxes & fees
15 Sept - 16 Sept
The Country Retreat – Cozy Comfort Meets Peaceful Countryside
A sauna with wooden benches and a view of a forested hillside.

16. Branch and Barrel

Branch and Barrel
2.0 star property
Roseland
The price is €242
includes taxes & fees
14 Sept - 15 Sept
Branch and Barrel
An outdoor dining area with wicker chairs, a table with plates and glasses, a fire pit, and a barbecue grill.

17. Secluded 20+ Acre Retreat Near Brew & Wine Trails

Secluded 20+ Acre Retreat Near Brew & Wine Trails
Afton
9.8 out of 10, Exceptional, (26 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.
The price is €327
includes taxes & fees
17 Sept - 18 Sept
Secluded 20+ Acre Retreat Near Brew & Wine Trails
A cabin with a large window, surrounded by trees.

18. 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, (33 reviews)
"Everything was amazing I couldn't recommend this property enough"
United States
Stanley W.
The price is €308
includes taxes & fees
29 Sept - 30 Sept
Cozy chalet w/ king beds, fireplace, and hot tub. Close to hiking! Dog-friendly!
A circular stone fire pit with two Adirondack chairs around it, set on a gravel surface.

19. 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 €465
includes taxes & fees
20 Sept - 21 Sept
Peaceful Retreat w/ Hot Tub, Fire Pit, Mountain Views
A hot tub in a wooded area with a wooden staircase and string lights.

20. Spacious 3 Br • Hot Tub • Easy Wine Country Access

Spacious 3 Br • Hot Tub • Easy Wine Country Access
Faber
10.0 out of 10, Exceptional, (1 review)
"We thoroughly enjoyed our stay at Jerry’s property! The house was spotless when we arrived and decorated beautifully in a charming farmhouse style that made it feel warm and welcoming. There was plenty of room for everyone to spread out and relax, and the beds were exceptionally comfortable.Jerry was wonderful to work with and provided excellent communication before and during our stay, making everything easy and stress-free. We truly felt at home and appreciated all the thoughtful touches...
United States
Tanya D.
Spacious 3 Br • Hot Tub • Easy Wine Country Access
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

Total Privacy Enjoyed on 100 Acres - H’Owl at the Moon Farm & Cabin

Total Privacy Enjoyed on 100 Acres - H’Owl at the Moon Farm & Cabin

10/10 Excellent
"Wonderful weekend--the property over-delivered. We will definitely stay here again. The dogs most definitely will. After running around the property for two days, I wasn't sure we'd get them to come home."
Kevin H. 2-night trip
Posted 4 days ago
Total Privacy Enjoyed on 100 Acres - H’Owl at the Moon Farm & Cabin

Find out more about Wingina

Wingina Holiday Homes information

Number of reviews
Accommodation
353 Holiday Homes
Lowest Price
€242
Highest Price
€706