South Boston Holiday Rentals

Start date: Check-in selected.
To Date
End date: Check-out
  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
In two weeks

Holiday Rentals in South Boston

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

Danville
9.8 out of 10, Exceptional, (33)
"Perfect location to the casino and restaurants. We loved our stay. "
United States
Gail
The price is HK$946
HK$2,038 total
includes taxes & fees
24 Nov - 25 Nov
Located in Historic Old West End. Minutes from the River District and Casino.

Cozy 3bedroom near Caesars Virginia

Danville
10.0 out of 10, Exceptional, (1)
"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 HK$532
HK$2,215 total
includes taxes & fees
2 Dec - 3 Dec
Cozy 3bedroom near Caesars Virginia

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

Alton
10.0 out of 10, Exceptional, (1)
"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 HK$2,335
HK$4,322 total
includes taxes & fees
25 Nov - 26 Nov
10 minutes from VIR. Great bass fishing! Rustic cottage on large private pond.

Peaceful RV site Full Hookup on 175acre Farm

Alton
10.0 out of 10, Exceptional, (2)
"Stayed here in a 40’ rv trailer for the Rock Fest. Stephanie was super helpful. Nice quiet property with plenty of room to spread out."
United States
Michael G.
The price is HK$389
HK$606 total
includes taxes & fees
23 Nov - 24 Nov
Peaceful RV site Full Hookup on 175acre Farm

Church of the Perpetual Boogie: near VIR & Casino

Danville
10.0 out of 10, Exceptional, (10)
"We really enjoyed our stay!"
United States
Connie R.
The price is HK$2,672
HK$4,973 total
includes taxes & fees
24 Nov - 25 Nov
Church of the Perpetual Boogie: near VIR & Casino

Boutique Guest Stay in Downtown Clarksville

Clarksville
9.8 out of 10, Exceptional, (12)
"We enjoyed our stay! Very clean and easy check in and out. Great location. "
United States
Danielle N.
The price is HK$1,226
HK$2,815 total
includes taxes & fees
24 Nov - 25 Nov
Boutique Guest Stay in Downtown Clarksville

Walking Distance to Casino

Danvilel
10.0 out of 10, Exceptional, (26)
"It is a very nice little home with a well thought out layout. Check in and out were super smooth and the bed was very comfortable. Will stay again when we come to town. "
United States
Chris H.
The price is HK$1,024
HK$3,544 total
includes taxes & fees
25 Nov - 26 Nov
Walking Distance to Casino

Home featuring 3 Rooms 1 Bath Sleeps 6 Guest

Roxboro
10.0 out of 10, Exceptional, (4)
"This home was great for our short stay."
United States
Lauren M.
The price is HK$1,296
HK$1,672 total
includes taxes & fees
25 Nov - 26 Nov
Home featuring 3 Rooms 1 Bath Sleeps 6 Guest

Cozy 3 bdrm 2bath home close to Averrett University (smoking allowed)

Danville
10.0 out of 10, Exceptional, (2)
"Perfect for a short family stay. Nice neighborhood."
United States
Shelly H.
The price is HK$1,557
HK$2,888 total
includes taxes & fees
2 Dec - 3 Dec
Cozy 3 bdrm 2bath home close to Averrett University (smoking allowed)

Cozy midtown 3 bedroom/1 bath

Danville
10.0 out of 10, Exceptional, (1)
"Everything was great. House was very clean and comfy! If we are ever in the area again we will not hesitate to stay again! "
United States
Michael C.
The price is HK$925
HK$3,608 total
includes taxes & fees
2 Dec - 3 Dec
Cozy midtown 3 bedroom/1 bath

Vacation home just 4 minutes drive to Caesars Virginia Casino

Danville
9.0 out of 10, Wonderful, (7)
"The house was fantastic!"
United States
Chris L.
The price is HK$1,191
HK$2,568 total
includes taxes & fees
30 Nov - 1 Dec
Vacation home just 4 minutes drive to Caesars Virginia Casino

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

Danville
10.0 out of 10, Exceptional, (1)
"Great unit, thoroughly enjoyed staying here."
United States
Joseph M.
The price is HK$779
HK$2,053 total
includes taxes & fees
7 Dec - 8 Dec
Insta-worthy 2Bd/1Ba Apt Steps from Downtown!

Walking Distance to Casino! Cozy stay in prime location!

2.0 star property
Danville
The price is HK$1,090
HK$3,911 total
includes taxes & fees
23 Nov - 24 Nov
Walking Distance to Casino! Cozy stay in prime location!

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

2.0 star property
Danville
The price is HK$1,345
HK$4,339 total
includes taxes & fees
2 Dec - 3 Dec
Ranch-Style Retreat | 3BR/2BA | Central Location

Spacious 4BR Retreat with salt water pool & hot tub

Danville
The price is HK$2,195
HK$5,449 total
includes taxes & fees
1 Dec - 2 Dec
Spacious 4BR Retreat with salt water pool & hot tub

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

Danville
The price is HK$676
HK$1,926 total
includes taxes & fees
24 Nov - 25 Nov
Chic Haven: 2b/1bath in the Heart of Danville

Cozy home near golf & casino! in tranquil Danville

Danville
6.0 out of 10, (2)
"The state there was excellent the property and every essential you can think of was fully loaded the only issue was the code process. We got locked out and it tried to reach property manager and could not so we reached out to BRBO and they contacted him but with no avail we were unsuccessful however we did manage to get into the"
United States
Linda H.
The price is HK$2,305
HK$6,047 total
includes taxes & fees
23 Nov - 24 Nov
Cozy home near golf & casino! in tranquil Danville
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.

Black Friday Sale

Limited-time deals: Save up to 50% on select hotels
Save an average of 15% on thousands of hotels when you're signed in

Top South Boston Hotel Reviews

Find out more about South Boston

Search for holiday rentals in South Boston on Expedia! You can easily find your home rentals, villas, holiday apartments in South Boston using one of the methods below:

  • View our selection of featured holiday rentals in South Boston
  • Use the map to find apartments and other holiday homes in the South Boston neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in South Boston while they last

Look no further and take a look at our great range of rental properties in South Boston!

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 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.