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South Boston Vacation Rentals

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In two weeks
Nov 20 - Nov 22
In two months
Jan 1 - Jan 3
In three months
Jan 29 - Jan 31
In four months
Feb 26 - Feb 28

Our top choices for South Boston vacation rentals

A small, well-lit room with a dining table and chairs, a white door, and a refrigerator.

1. 4 Blocks from UPTOWN, all new renovation, SUPER NICE!

4 Blocks from UPTOWN, all new renovation, SUPER NICE!
Roxboro
9.6 out of 10, Exceptional, (20 reviews)
"Traveling for work, very nice and quiet. "
United States
Reginald G.
$110 nightly
The price is $124
Nov 16 - Nov 17
Total with taxes and fees
4 Blocks from UPTOWN, all new renovation, SUPER NICE!
A modern kitchen with a central island, bar stools, and a dining area with a bench.

2. Charming 4-bedroom 3-bath house on beautiful Hyco Lake with boat dock.

Charming 4-bedroom 3-bath house on beautiful Hyco Lake with boat dock.
Semora
10.0 out of 10, Exceptional, (30 reviews)
"Well furnished and favorite place to stay for time at VIR"
United States
Larry R.
Charming 4-bedroom 3-bath house on beautiful Hyco Lake with boat dock.
A cabin with a large sliding glass door leading to a deck with a view of a lake and autumn trees. Inside, there is a sofa and a dining table with chairs.

3. Hyco Hospitable, 2026 Reno, Sleeps 8, Water Views!

Hyco Hospitable, 2026 Reno, Sleeps 8, Water Views!
Semora
$473 nightly
The price is $534
Nov 5 - Nov 6
Total with taxes and fees
Hyco Hospitable, 2026 Reno, Sleeps 8, Water Views!
A house by a lake with a snowy landscape and trees in the background.

4. 10 minutes from VIR. Great bass fishing! Rustic cottage on large private pond.

10 minutes from VIR. Great bass fishing! Rustic cottage on large private pond.
Alton
10.0 out of 10, Exceptional, (1 review)
"We came down for an event at VIR. The hosts were fantastic and the home was lovely. Will be back!"
United States
Chris N.
$457 nightly
The price is $523
Dec 1 - Dec 2
Total with taxes and fees
10 minutes from VIR. Great bass fishing! Rustic cottage on large private pond.
A fire pit with chairs, a gravel area, and a lake view.

5. Buggs Island/Kerr Lake Water Views, Shared Dock

Buggs Island/Kerr Lake Water Views, Shared Dock
Clarksville
10.0 out of 10, Exceptional, (20 reviews)
"My sister , cousin and I very much enjoyed our stay! The house was clean, the host was very responsive and the layout was perfect to cook and enjoy each other’s company. We had everything we needed. Thank you!"
United States
Shannon H.
$393 nightly
The price is $439
Nov 5 - Nov 6
Total with taxes and fees
Buggs Island/Kerr Lake Water Views, Shared Dock
A living room with a sofa, a coffee table, and a potted plant.

6. Insta-worthy 2Bd/1Ba Apt | Minutes from Downtown!

Insta-worthy 2Bd/1Ba Apt | Minutes from Downtown!
Danville
10.0 out of 10, Exceptional, (11 reviews)
"Great unit, thoroughly enjoyed staying here."
United States
Joseph M.
$235 nightly
The price is $273
Nov 5 - Nov 6
Total with taxes and fees
Insta-worthy 2Bd/1Ba Apt | Minutes from Downtown!
A dining area with a wooden table, chairs, a chandelier, and a cabinet with decorative items.

7. Located in Historic Old West End. Minutes from the River District and Casino.

Located in Historic Old West End. Minutes from the River District and Casino.
Danville
10.0 out of 10, Exceptional, (55 reviews)
"Nice place ! "
United States
Pattie C.
$250 nightly
The price is $288
Nov 5 - Nov 6
Total with taxes and fees
Located in Historic Old West End. Minutes from the River District and Casino.
A race track with multiple cars, a Coca-Cola advertisement, and a row of houses in the background.

8. Chic Haven: 2b/1bath in the Heart of Danville

Chic Haven: 2b/1bath in the Heart of Danville
Danville
10.0 out of 10, Exceptional, (3 reviews)
"My favorite place to stay in Danville "
United States
Justin L.
$222 nightly
The price is $259
Nov 5 - Nov 6
Total with taxes and fees
Chic Haven: 2b/1bath in the Heart of Danville
Outside Dining

9. Hyco Lake Glass Retreat + Hot Tub

Hyco Lake Glass Retreat + Hot Tub
Semora
10.0 out of 10, Exceptional, (5 reviews)
"Beautiful lake property absolutely all amenities 20 minutes from VIR We enjoyed our stay immensely"
United States
Mark
$619 nightly
The price is $679
Nov 9 - Nov 10
Total with taxes and fees
Hyco Lake Glass Retreat + Hot Tub
A dining area with a dark wooden table, a chair, a wall clock, a framed picture, and a wall-mounted light fixture.

10. Walking Distance to Casino

Walking Distance to Casino
Danvilel
9.8 out of 10, Exceptional, (29 reviews)
"Room where great, loved the mattress. Definitely had a great night sleep here!"
United States
Brenda
$417 nightly
The price is $479
Nov 5 - Nov 6
Total with taxes and fees
Walking Distance to Casino
A spacious living room with a large TV, a red sofa, and a patterned rug.

11. Iconic Church Turned Unique Stay (Casino/VIR)

Iconic Church Turned Unique Stay (Casino/VIR)
Danville
10.0 out of 10, Exceptional, (13 reviews)
"We really enjoyed our stay!"
United States
Connie R.
$594 nightly
The price is $682
Nov 5 - Nov 6
Total with taxes and fees
Iconic Church Turned Unique Stay (Casino/VIR)
A modern kitchen with white cabinetry, a black countertop, a built-in microwave, a stove, and a black door with a window.

12. Ranch-Style Retreat | 3BR/2BA | Central Location

Ranch-Style Retreat | 3BR/2BA | Central Location
Danville
8.0 out of 10, Very good, (1 review)
"The house is nicely redone inside. Nice new appliances and everything worked just fine. There is a bit of a grease ant problem. Kitchen was not stocked. Only thing there was a disposable salt and pepper shaker. No spices, no condiments. There was one small box of sandwich bags but no other things like tinfoil or plastic wrap. No napkins. Just a roll of paper towels. My thought is that kind of thing should be disclosed in the listing.My main concern is the hood-like neighborhood. People speeding...
United States
Christopher B.
$495 nightly
The price is $569
Dec 1 - Dec 2
Total with taxes and fees
Ranch-Style Retreat | 3BR/2BA | Central Location
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 South Boston Hotel Reviews

Quality Inn Danville - University Area

Quality Inn Danville - University Area

8/10 Good
"Room was descent. Quiet location even though in town. Breakfast was ok."
Bradley 1-night trip
Posted 3 days ago
Quality Inn Danville - University Area

Find out more about South Boston

Everything you need to know about South Boston 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 South Boston 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 South Boston vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

South Boston vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in South Boston. 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 South Boston 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 $679 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 South Boston rentals

At Expedia, we put the best South Boston 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 South Boston 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 South Boston 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 South Boston. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Explore a world of travel with Expedia

Frequently asked questions

Can I find vacation rentals in South Boston?

Yes, we give you a choice of vacation rentals in South Boston near Vaughan St. Park, or you can select a more remote option if you want a relaxing stay. Our travelers say South Boston has a good selection of restaurants. Make sure you have time to check out the local tours and entertainment choices during your trip.

What are some of the best vacation rentals that South Boston has to offer?

Lakefront Retreat, Private Cove & Dock, 10/10 Reviews, Peaceful Kerr Lake Escape: This vacation home rental near South Boston is located on a lake and has a patio, a garden, and a barbecue grill to put you at ease in your new surroundings. It has 4 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You and your friends and family can relax into your vacation with amenities like a selection of books.

How many vacation rentals are there in South Boston?

Choose from 3 Expedia vacation rentals in South Boston for a memorable vacation.

What can I see and do in South Boston?

Family-friendly attractions include Vaughan St. Park and North Main Street Park, whereas Hudson Heritage Farms and Constitution Square are a couple of great spots to enjoy the outdoors. South Boston Speedway and South Boston Town Hall are other places to visit while you're in town.

What are vacation rentals like in South Boston?

Vacation rentals are privately owned properties you can reserve for a short or long stay in South Boston. Vacation rentals offer amenities like kitchens and laundry facilities so you'll have all the comforts of home. If you're concerned about cleanliness, a vacation rental can provide a sense of seclusion away from public hotel elevators and lobbies packed with people while still allowing you the experience of travel. You'll also find more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is an attractive option for small groups.