South Boston Holiday Rentals

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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 AU$469
includes taxes & fees
30 Apr - 1 May
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 AU$644
includes taxes & fees
28 Apr - 29 Apr
Walking Distance to 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 AU$664
includes taxes & fees
28 Apr - 29 Apr
Buggs Island/Kerr Lake Water Views, Shared Dock

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, (45 reviews)
"Perfect location to the casino and restaurants. We loved our stay. "
United States
Gail
The price is AU$442
includes taxes & fees
28 Apr - 29 Apr
Located in Historic Old West End. Minutes from the River District and 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 AU$587
includes taxes & fees
28 Apr - 29 Apr
Boutique Guest Stay in Downtown Clarksville

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 AU$673
includes taxes & fees
28 Apr - 29 Apr
Church of the Perpetual Boogie: near VIR & Casino

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, (24 reviews)
"Great quiet location with scenic lake view"
United States
Keith R.
The price is AU$565
includes taxes & fees
1 May - 2 May
Charming 4-bedroom 3-bath house on beautiful Hyco Lake with boat 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 AU$364
includes taxes & fees
28 Apr - 29 Apr
Insta-worthy 2Bd/1Ba Apt Steps from Downtown!

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 AU$641
includes taxes & fees
28 Apr - 29 Apr
Cozy midtown 3 bedroom/1 bath

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

Chic Haven: 2b/1bath in the Heart of Danville
Danville
The price is AU$364
includes taxes & fees
5 May - 6 May
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, (8 reviews)
"We booked this house to go to the Casino. It was perfect. Less than a 5 minute drive. House was clean, warm and comfortable. "
United States
Evelyn K.
The price is AU$424
includes taxes & fees
28 Apr - 29 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.
Lakefront Retreat with Hot Tub + Fire Pit + Water Views at Hyco Lake

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

Ranch-Style Retreat | 3BR/2BA | Central Location
Danville
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 AU$754
includes taxes & fees
24 May - 25 May
Walk to Caesars Casino | 3BR Home w/King Bed

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.
The price is AU$1,017
includes taxes & fees
14 May - 15 May
10 minutes from VIR. Great bass fishing! Rustic cottage on large private pond.
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, 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 favourite 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 depend 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 AU$424 per night. Entering your travel dates in the search wizard might find you 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 Halifax County Fairgrounds, 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?

Exquisite property on the main channel- Buggs Island/ Kerr Lake waterfront home!: This holiday home rental outside of South Boston is located on a lake, and has a fireplace, a balcony and a BBQ 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 that you can cook with friends or family. You and your friends and family can relax into your holiday with amenities such as a selection of games.

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 Constitution Square 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.