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Wingina Vacation Rentals

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Check prices for these dates

In two weeks
Oct 16 - Oct 18
In two months
Nov 27 - Nov 29
In three months
Dec 25 - Dec 27
In four months
Jan 22 - Jan 24

Our top choices for Wingina vacation rentals

A two-story house with a deck, large windows, and a garage.

1. Love Ridge Mountain Lodging

Love Ridge Mountain Lodging
3.0 star property
Lyndhurst
10.0 out of 10, Exceptional, (25 reviews)
"This place was excellent. Very clean and quiet. Sherando lake was only 4 miles away with great hiking trails. The beds were very comfortable. Would definitely stay at this place again."
United States
Josh
$202 nightly
The price is $220
Nov 3 - Nov 4
Total with taxes and fees
Love Ridge Mountain Lodging
A string of lights hanging outdoors, with a wooden structure and a view of a forested landscape in the background.

2. Hillside Haven

Hillside Haven
2.0 star property
Faber
$329 nightly
The price is $369
Oct 27 - Oct 28
Total with taxes and fees
Hillside Haven
Interior

3. Modern Nellysford Getaway on 40 Private Acres!

Modern Nellysford Getaway on 40 Private Acres!
3.0 star property
Nellysford
$579 nightly
The price is $650
Oct 6 - Oct 7
Total with taxes and fees
Modern Nellysford Getaway on 40 Private Acres!
A sauna with wooden benches and a view of a forested hillside.

4. Branch and Barrel

Branch and Barrel
2.0 star property
Roseland
$250 nightly
The price is $281
Nov 2 - Nov 3
Total with taxes and fees
Branch and Barrel
A wooden deck with wicker furniture, a brick wall, and a view of greenery.

5. Bluebird Cottage

Bluebird Cottage
2.0 star property
Roseland
$240 nightly
The price is $270
Oct 25 - Oct 26
Total with taxes and fees
Bluebird Cottage
A fire pit with chairs, a small house with stairs, and trees in a yard.

6. Artisan's Cottage

Artisan's Cottage
2.0 star property
Afton
$244 nightly
The price is $274
Nov 3 - Nov 4
Total with taxes and fees
Artisan's Cottage
A spacious living area with a wooden staircase, a dining table, and a sofa.

7. Blackwood Chalet

Blackwood Chalet
2.0 star property
Nellysford
10.0 out of 10, Exceptional, (6 reviews)
"Cleanliness and ease of check in"
United States
Patrick
$380 nightly
The price is $427
Oct 6 - Oct 7
Total with taxes and fees
Blackwood Chalet
A wooden deck with a yellow door, a table with chairs, and a rocking chair.

8. Tucked Inn: Upper Unit

Tucked Inn: Upper Unit
2.0 star property
Nellysford
$255 nightly
The price is $286
Oct 6 - Oct 7
Total with taxes and fees
Tucked Inn: Upper Unit
A wooden cabin with a stone exterior, a balcony with wooden railings, and outdoor seating with Adirondack chairs.

9. Tucked Inn: Lower Unit

Tucked Inn: Lower Unit
2.0 star property
Nellysford
$250 nightly
The price is $281
Oct 6 - Oct 7
Total with taxes and fees
Tucked Inn: Lower Unit
A spacious living room with a fireplace, large windows, and a dining area.

10. On Mountain Time

On Mountain Time
2.5 star property
Roseland
$624 nightly
The price is $701
Nov 3 - Nov 4
Total with taxes and fees
On Mountain Time
A laundry room with two washing machines, a drying machine, a shelf with folded clothes, and a shower curtain.

11. Bear Tracks Cottage

Bear Tracks Cottage
2.0 star property
Nellysford
$378 nightly
The price is $424
Oct 6 - Oct 7
Total with taxes and fees
Bear Tracks Cottage
A modern cabin with a stone chimney, large windows, a deck with outdoor furniture, and a staircase leading to an upper level.

12. Pilotview Hollow

Pilotview Hollow
2.0 star property
Nellysford
$729 nightly
The price is $819
Oct 6 - Oct 7
Total with taxes and fees
Pilotview Hollow
A wooden cabin with a sliding door, a hot tub, and string lights.

13. The Reserve at 151

The Reserve at 151
2.0 star property
Afton
10.0 out of 10, Exceptional, (1 review)
$530 nightly
The price is $595
Oct 6 - Oct 7
Total with taxes and fees
The Reserve at 151
A cabin with a steeply pitched roof, wooden exterior, and a deck with stairs leading to a porch.

14. Three Little Bears

Three Little Bears
2.0 star property
Nellysford
$260 nightly
The price is $292
Oct 27 - Oct 28
Total with taxes and fees
Three Little Bears
A cabin with a porch, surrounded by trees.

15. Nelson Cozy Cabin

Nelson Cozy Cabin
2.0 star property
Nellysford
$364 nightly
The price is $409
Nov 3 - Nov 4
Total with taxes and fees
Nelson Cozy Cabin
A bedroom with a large bed, a wooden dresser, and a view of the landscape through large windows.

16. Panoramic Peak

Panoramic Peak
2.0 star property
Nellysford
10.0 out of 10, Exceptional, (1 review)
"The place was absolutely beautiful and spotless. The view was amazing. The only issue we had was when we asked where it was. We were told Nellysford and didn’t really understand that it was part of the Wintergreen resort so it was much further away from our actual destination. But the place was really amazing. We would stay there again."
United States
Carrie
$230 nightly
The price is $258
Nov 2 - Nov 3
Total with taxes and fees
Panoramic Peak
A modern kitchen with a large island, dark cabinetry, and a view to the dining area.

17. Little Haven Cottage

Little Haven Cottage
2.0 star property
Afton
$369 nightly
The price is $414
Oct 6 - Oct 7
Total with taxes and fees
Little Haven Cottage
A stone fire pit with a wooden bench, a white building in the background, and a grassy field with trees and mountains.

18. Afton Awaits

Afton Awaits
2.5 star property
Afton
$554 nightly
The price is $622
Oct 6 - Oct 7
Total with taxes and fees
Afton Awaits
A modern living room with a gray sectional sofa, a small coffee table, and a flat-screen TV mounted on the wall. Large windows provide a view of the cityscape.

19. Mountain View Vista

Mountain View Vista
2.0 star property
Nellysford
$229 nightly
The price is $257
Oct 12 - Oct 13
Total with taxes and fees
Mountain View Vista
Exterior

20. Art & Soul

Art & Soul
2.0 star property
Nellysford
$700 nightly
The price is $786
Oct 6 - Oct 7
Total with taxes and fees
Art & Soul
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

Longacre of Appomattox

Longacre of Appomattox

10/10 Excellent
"Dana is an excellent host. Very enjoyable."
Tony 2-night trip
Posted 1 day ago
Longacre of Appomattox

Find out more about Wingina

Everything you need to know about Wingina vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Wingina vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Wingina vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Wingina vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Wingina. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Wingina in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $185 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Wingina rentals

At Expedia, we put the best Wingina vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Wingina rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Wingina vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Wingina. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Frequently asked questions

Are there vacation rentals in Wingina?

Yes, we offer vacation rentals near top local attractions in Wingina, or you can choose a more secluded option if you'd like a relaxing place to stay. Wingina is known for its parks.

What are some of the best vacation home rentals in Wingina?

Berry Hill Lake - Private Luxury Family Resort w/ Pool & Hot Tub - Pet Friendly: Visitors like this Wingina vacation home rental. It is located on a lake and has an outdoor pool, a fireplace, and a barbecue grill to put you at ease in your new surroundings. It has 5 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. It offers a balcony, a selection of games, and a hot tub so you can immerse yourself in your vacation.

How many vacation rentals will I find in Wingina?

Expedia has 3 vacation rentals for your stay in Wingina.

What can I see and do in Wingina?

James River and James River at Wingina are a couple of lovely local spots to get outside and enjoy nature. James River State Park and James River State Wildlife Management Area are other places to visit while you're in town.

What are vacation rentals like in Wingina?

Vacation rentals are privately owned properties you can book for a short or long stay in Wingina. Vacation rentals offer amenities such as kitchens and laundry facilities so your stay will be comfortable. If you're concerned about a sanitized environment, a vacation rental can offer a sense of safety away from public hotel elevators and lobbies packed with people while still allowing you to travel. You'll also get more space in a vacation rental than in a hotel, which is another reason why a vacation rental is an attractive option for a small group gathering.