South Boston Holiday Rentals

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Check prices for these dates

In two weeks
20 Feb - 22 Feb
In two months
3 Apr - 5 Apr
In three months
1 May - 3 May
In four months
29 May - 31 May

Our top choices for South Boston holiday rentals

Private kitchen

Remodeled historic cottage with 2master suites. 8 mile bike trail.

Remodeled historic cottage with 2master suites. 8 mile bike trail.
South Boston
The price is HK$1,076
HK$2,129 total
includes taxes & fees
8 Feb - 9 Feb
Remodeled historic cottage with 2master suites. 8 mile bike trail.
Fridge, oven, stovetop, dining tables

Cozy 3bedroom near Caesars Virginia

Cozy 3bedroom near Caesars Virginia
Danville
7.6 out of 10, Good, (4 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 HK$534
HK$2,224 total
includes taxes & fees
16 Feb - 17 Feb
Cozy 3bedroom near Caesars Virginia
Interior

Driftwood Cove Cottage - 2mi from lake

Driftwood Cove Cottage - 2mi from lake
Buffalo Junction
The price is HK$800
HK$1,055 total
includes taxes & fees
9 Feb - 10 Feb
Driftwood Cove Cottage - 2mi from lake
3 bedrooms, desk, iron/ironing board, WiFi

Boutique Guest Stay in Downtown Clarksville

Boutique Guest Stay in Downtown Clarksville
Clarksville
9.8 out of 10, Exceptional, (12 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 HK$879
HK$2,363 total
includes taxes & fees
7 Feb - 8 Feb
Boutique Guest Stay in Downtown Clarksville
Smart TV

Walking Distance to Casino! Cozy stay in prime location!

Walking Distance to Casino! Cozy stay in prime location!
Danville
The price is HK$1,219
HK$4,060 total
includes taxes & fees
8 Feb - 9 Feb
Walking Distance to Casino! Cozy stay in prime location!
Dining

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, (38 reviews)
"Perfect location to the casino and restaurants. We loved our stay. "
United States
Gail
The price is HK$949
HK$2,046 total
includes taxes & fees
18 Feb - 19 Feb
Located in Historic Old West End. Minutes from the River District and Casino.
Smart TV

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 HK$748
HK$1,950 total
includes taxes & fees
9 Feb - 10 Feb
Insta-worthy 2Bd/1Ba Apt Steps from Downtown!
Fridge, microwave, oven, stovetop

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 HK$928
HK$3,621 total
includes taxes & fees
10 Feb - 11 Feb
Cozy midtown 3 bedroom/1 bath
Interior

Walking Distance to Casino

Walking Distance to Casino
Danvilel
10.0 out of 10, Exceptional, (28 reviews)
"Enjoyed our stay at this well stocked home. Bed was comfortable, good coffee. Close to the new Ceasar’s where we dropped some !"
United States
Joanie F.
The price is HK$1,266
HK$3,923 total
includes taxes & fees
9 Feb - 10 Feb
Walking Distance to Casino
Private kitchen

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 HK$1,301
HK$3,395 total
includes taxes & fees
7 Feb - 8 Feb
Home featuring 3 Rooms 1 Bath Sleeps 6 Guest
Fridge, microwave, oven, stovetop

Vacation home just 4 minutes drive to Caesars Virginia Casino

Vacation home just 4 minutes drive to Caesars Virginia Casino
Danville
9.0 out of 10, Wonderful, (7 reviews)
"The house was fantastic!"
United States
Chris L.
The price is HK$2,496
HK$4,752 total
includes taxes & fees
7 Feb - 8 Feb
Vacation home just 4 minutes drive to Caesars Virginia Casino
Interior

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 HK$2,144
HK$4,296 total
includes taxes & fees
18 Feb - 19 Feb
Church of the Perpetual Boogie: near VIR & Casino
Living area

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

Cozy 3 bdrm 2bath home close to Averrett University (smoking allowed)
Danville
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.
The price is HK$1,563
HK$2,899 total
includes taxes & fees
9 Feb - 10 Feb
Cozy 3 bdrm 2bath home close to Averrett University (smoking allowed)
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

Comfort Inn & Suites near Danville Mall

Comfort Inn & Suites near Danville Mall

10/10 Excellent
"Melissa was wonderful. She's friendly and knowledgeable. She couldnt do enough for us. Tammy was super helpful at breakfast. All staff was smiling and friendly. Our room was perfect We will stay there again on our next trip back to Danville. "
John 1-night trip
Posted 20 hours ago
Comfort Inn & Suites near Danville Mall

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 North Main Street 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 4 Expedia holiday rentals in South Boston for a memorable holiday.

What can I see and do in South Boston?

Family-friendly attractions include North Main Street Park and Vaughan St. 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.