Holiday Rentals in South Boston

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Our top choices for South Boston holiday rentals

Charming remodeled historic home in the small town of South Boston, Virginia.

Charming remodeled historic home in the small town of South Boston, Virginia.
South Boston
10.0 out of 10, Exceptional, (6 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.
The price is €290
includes taxes & fees
8 Apr - 9 Apr
Charming remodeled historic home in the small town of South Boston, Virginia.

Walking Distance to Casino

Walking Distance to Casino
Danvilel
10.0 out of 10, Exceptional, (28 reviews)
"Room where great, loved the mattress. Definitely had a great night sleep here!"
United States
Brenda
The price is €399
includes taxes & fees
8 Apr - 9 Apr
Walking Distance to Casino

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
9.8 out of 10, Exceptional, (42 reviews)
"Perfect location to the casino and restaurants. We loved our stay. "
United States
Gail
The price is €274
includes taxes & fees
8 Apr - 9 Apr
Located in Historic Old West End. Minutes from the River District and Casino.

Buggs Island/Kerr Lake Water Views, Shared Dock

Buggs Island/Kerr Lake Water Views, Shared Dock
Clarksville
10.0 out of 10, Exceptional, (16 reviews)
"The house was perfect for our week vacation. Clean and nicely decorated, we had everything we needed.Our hosts were very responsive and pleasant. The home is in a great location with large dock.Will definitely stay again when we are in Clarksville."
United States
Tiffany W.
The price is €380
includes taxes & fees
1 Apr - 2 Apr
Buggs Island/Kerr Lake Water Views, Shared Dock

Insta-worthy 2Bd/1Ba Apt Steps from Downtown!

Insta-worthy 2Bd/1Ba Apt Steps from Downtown!
Danville
10.0 out of 10, Exceptional, (3 reviews)
"Great unit, thoroughly enjoyed staying here."
United States
Joseph M.
The price is €221
includes taxes & fees
1 Apr - 2 Apr
Insta-worthy 2Bd/1Ba Apt Steps from Downtown!

Church of the Perpetual Boogie: near VIR & Casino

Church of the Perpetual Boogie: near VIR & Casino
Danville
10.0 out of 10, Exceptional, (10 reviews)
"We really enjoyed our stay!"
United States
Connie R.
The price is €471
includes taxes & fees
7 Apr - 8 Apr
Church of the Perpetual Boogie: near VIR & Casino

Boutique Guest Stay in Downtown Clarksville

Boutique Guest Stay in Downtown Clarksville
Clarksville
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.
The price is €366
includes taxes & fees
4 Apr - 5 Apr
Boutique Guest Stay in Downtown Clarksville

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, (21 reviews)
"Love this location and this house. All in our group raved about the house and view. "
United States
Larry R.
The price is €352
includes taxes & fees
5 Apr - 6 Apr
Charming 4-bedroom 3-bath house on beautiful Hyco Lake with boat dock.

Home featuring 3 Rooms 1 Bath Sleeps 6 Guest

Home featuring 3 Rooms 1 Bath Sleeps 6 Guest
Roxboro
10.0 out of 10, Exceptional, (4 reviews)
"This home was great for our short stay."
United States
Lauren M.
The price is €372
includes taxes & fees
13 Apr - 14 Apr
Home featuring 3 Rooms 1 Bath Sleeps 6 Guest

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

Chic Haven: 2b/1bath in the Heart of Danville
Danville
The price is €237
includes taxes & fees
15 Apr - 16 Apr
Chic Haven: 2b/1bath in the Heart of Danville

Cozy 3bedroom near Caesars Virginia

Cozy 3bedroom near Caesars Virginia
Danville
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.
The price is €264
includes taxes & fees
1 Apr - 2 Apr
Cozy 3bedroom near Caesars Virginia

Lakefront Retreat with Hot Tub + Fire Pit + Water Views at Hyco Lake

Lakefront Retreat with Hot Tub + Fire Pit + Water Views at Hyco Lake
Semora
10.0 out of 10, Exceptional, (1 review)
"The views, the serenity and quietness of the area, the simplicity of the home, and the amenities like hottub and firepit all stood out. The yard is very beautifully landscaped and maintained. The ease of access right off a main road was nice too, as we did venture to explore other areas which were off the beaten path on lengthy gravel roads. The host was extremely welcoming and accessible if needed though we did not require anything. It was a great place to reset after the busy holiday...
United States
Wendy A.
The price is €623
includes taxes & fees
13 Apr - 14 Apr
Lakefront Retreat with Hot Tub + Fire Pit + Water Views at Hyco Lake

Cozy midtown 3 bedroom/1 bath

Cozy midtown 3 bedroom/1 bath
Danville
10.0 out of 10, Exceptional, (2 reviews)
"Great stay! Misty was very welcoming. Will definitely visit again!"
United States
Hope B.
The price is €399
includes taxes & fees
5 Apr - 6 Apr
Cozy midtown 3 bedroom/1 bath

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

Ranch-Style Retreat | 3BR/2BA | Central Location
Danville
The price is €582
includes taxes & fees
1 Apr - 2 Apr
Ranch-Style Retreat | 3BR/2BA | Central Location

Walk to Caesars Casino | 3BR Home w/King Bed

Walk to Caesars Casino | 3BR Home w/King Bed
Danville
The price is €466
includes taxes & fees
1 Apr - 2 Apr
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 holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the South Boston holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... 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 holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

South Boston holiday 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 months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A South Boston holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of South Boston holiday rentals we have selected for you start as low as €264 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on South Boston rentals

At Expedia, we put the best South Boston holiday 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 holiday.

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 holiday rentals in South Boston?

Yes, there are holiday rentals in South Boston close to Vaughan St. Park, or you can select a more secluded option if you're looking for a relaxing stay. Our travellers 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 holiday rentals that South Boston has to offer?

Located in Historic Old West End. Minutes from the River District and Casino.: This holiday home rental outside of South Boston is equipped with a BBQ, 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 holiday rentals are there in South Boston?

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

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 holiday rentals like in South Boston?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in South Boston. Holiday rentals feature amenities like kitchens and laundry facilities to help you enjoy your stay. If you're concerned about a clean environment, a holiday rental can offer a sense of seclusion away from public hotel lifts and busy concierge desks while still allowing you the experience of travel. You'll also get more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is a popular choice for a small group gathering.