South Boston Vacation Rentals

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Our top choices for South Boston vacation rentals

10.0 out of 10, Exceptional, (5 reviews)
"The property was not available, but the owner took great care of us and made sure that we had everything we needed. The owner was great and we were well pleased. "
United States
Ricky L.
$289 nightly
The price is $323
Mar 30 - Mar 31
Total with taxes and fees
Charming remodeled historic home in the small town of South Boston, Virginia.

Vacation Home in Danvilel

Walking Distance to Casino
10.0 out of 10, Exceptional, (28 reviews)
"Room where great, loved the mattress. Definitely had a great night sleep here!"
United States
Brenda
$393 nightly
The price is $453
Mar 17 - Mar 18
Total with taxes and fees
Walking Distance to Casino
9.8 out of 10, Exceptional, (40 reviews)
"Perfect location to the casino and restaurants. We loved our stay. "
United States
Gail
$272 nightly
The price is $314
Mar 18 - Mar 19
Total with taxes and fees
Located in Historic Old West End. Minutes from the River District and Casino.

Cottage in Buffalo Junction

Driftwood Cove Cottage - 2mi from lake
$122 nightly
The price is $135
Mar 20 - Mar 21
Total with taxes and fees
Driftwood Cove Cottage - 2mi from lake
9.8 out of 10, Exceptional, (14 reviews)
"Our weekend getaway was perfect, thanks to our stay at this cute apartment. Our host was super quick to respond and kept us informed of everything we needed to know. The decor was adorable and the location was the ideal spot to walk to everything you need. The town was quiet and friendly and a great place for a relaxing visit. "
United States
David J.
$385 nightly
The price is $430
Mar 18 - Mar 19
Total with taxes and fees
Boutique Guest Stay in Downtown Clarksville
10.0 out of 10, Exceptional, (20 reviews)
"Love this location and this house. All in our group raved about the house and view. "
United States
Larry R.
$366 nightly
The price is $413
Mar 23 - Mar 24
Total with taxes and fees
Charming 4-bedroom 3-bath house on beautiful Hyco Lake with boat dock.
10.0 out of 10, Exceptional, (10 reviews)
"We really enjoyed our stay!"
United States
Connie R.
$556 nightly
The price is $639
Mar 17 - Mar 18
Total with taxes and fees
Church of the Perpetual Boogie: near VIR & Casino
10.0 out of 10, Exceptional, (3 reviews)
"Great unit, thoroughly enjoyed staying here."
United States
Joseph M.
$218 nightly
The price is $252
Mar 17 - Mar 18
Total with taxes and fees
Insta-worthy 2Bd/1Ba Apt Steps from Downtown!
9.4 out of 10, Exceptional, (3 reviews)
"Great location, great space. Stayed here for my boyfriends birthday trip at the casino. "
United States
Raegan L.
Cozy 3 bdrm 2bath home close to Averrett University (smoking allowed)
$218 nightly
The price is $252
Mar 31 - Apr 1
Total with taxes and fees
Chic Haven: 2b/1bath in the Heart of Danville

Vacation Home in Danville

Cozy midtown 3 bedroom/1 bath
10.0 out of 10, Exceptional, (2 reviews)
"Great stay! Misty was very welcoming. Will definitely visit again!"
United States
Hope B.
$401 nightly
The price is $461
Mar 22 - Mar 23
Total with taxes and fees
Cozy midtown 3 bedroom/1 bath

Vacation Home in Danville

Cozy 3bedroom near Caesars Virginia
8.0 out of 10, Very Good, (5 reviews)
"Host very responsive to questions. Location for us was great, close to restaurants we go to and not a long ride to Martinsville Speedway."
United States
Susan D.
$246 nightly
The price is $285
Mar 17 - Mar 18
Total with taxes and fees
Cozy 3bedroom near Caesars Virginia
$474 nightly
The price is $545
Mar 22 - Mar 23
Total with taxes and fees
Ranch-Style Retreat | 3BR/2BA | Central Location
$453 nightly
The price is $521
Mar 17 - Mar 18
Total with taxes and fees
Walk to Caesars Casino | 3BR Home w/King Bed
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

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 $285 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.

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?

Located in Historic Old West End. Minutes from the River District and Casino.: This vacation home rental near South Boston is equipped with a barbecue grill, air-conditioning, and laundry facilities to help you feel comfortable during your stay. Kitchen amenities include a dishwasher, a stovetop, and a microwave.

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 Paul C. Edmunds Park are a couple of great spots to enjoy the outdoors. Downtown South Boston Farmers Market and South Boston Speedway 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.