South Boston Holiday Rentals

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Check prices for these dates

In two weeks
26 Dec - 28 Dec
In two months
6 Feb - 8 Feb
In three months
6 Mar - 8 Mar
In four months
3 Apr - 5 Apr

Holiday Rentals in South Boston

Interior
2 Mi to South Boston Speedway: Cozy Tiny Home!

2 Mi to South Boston Speedway: Cozy Tiny Home!

3.0 star property
South Boston
2 Mi to South Boston Speedway: Cozy Tiny Home!
Interior
Studio 2 Mi to South Boston Speedway

Studio 2 Mi to South Boston Speedway

3.0 star property
South Boston
Studio 2 Mi to South Boston Speedway
Exterior detail
Bring YOUR BOAT- Private Dock, Deep Water, Gameroom and Firepit

Bring YOUR BOAT- Private Dock, Deep Water, Gameroom and Firepit

Merifield Acres
9.6 out of 10, Exceptional, (35)
"Owner interaction was excellent in planning the trip. Thank you for the nice welcome basket of goodies. The toys were great for the children. Overall the stay was very nice."
United States
Christina C.
Bring YOUR BOAT- Private Dock, Deep Water, Gameroom and Firepit
Microwave, oven, stovetop, dishwasher
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, (35)
"Perfect location to the casino and restaurants. We loved our stay. "
United States
Gail
The price is HK$945
HK$2,038 total
includes taxes & fees
18 Dec - 19 Dec
Located in Historic Old West End. Minutes from the River District and Casino.
Property grounds
Walking Distance to Casino

Walking Distance to Casino

Danvilel
10.0 out of 10, Exceptional, (27)
"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$1,021
HK$3,539 total
includes taxes & fees
15 Dec - 16 Dec
Walking Distance to Casino
Dining
Lakefront Log Cabin on Beautiful Kerr Lake in downtown Clarksville VA

Lakefront Log Cabin on Beautiful Kerr Lake in downtown Clarksville VA

Clarksville
10.0 out of 10, Exceptional, (100)
"secluded lakeside property, within walking distance to the town center. my family enjoyed the many amenities and we plan on returning next year"
United States
James m.
Lakefront Log Cabin on Beautiful Kerr Lake in downtown Clarksville VA
4 bedrooms, desk, iron/ironing board, free WiFi
Charming 1915 Heritage Home: Historic Renovation, Modern Flair, Central Location

Charming 1915 Heritage Home: Historic Renovation, Modern Flair, Central Location

Danville
9.2 out of 10, Wonderful, (10)
"Super fun and very comfortable! Would definitely stay here again!"
United States
Robert L.
Charming 1915 Heritage Home: Historic Renovation, Modern Flair, Central Location
Outdoor dining
WATERFRONT LOG HOME FOR FAMILY CHRISTMAS! HOT TUB/FIREPLACES/LARGE DECK/FIRE PIT

WATERFRONT LOG HOME FOR FAMILY CHRISTMAS! HOT TUB/FIREPLACES/LARGE DECK/FIRE PIT

Clarksville
9.6 out of 10, Exceptional, (71)
"Would definitely stay again! "
United States
Chelsea K.
WATERFRONT LOG HOME FOR FAMILY CHRISTMAS! HOT TUB/FIREPLACES/LARGE DECK/FIRE PIT
Property grounds
H2O-FRONT Chef’s_Kitchen Gig-WiFi DogsOK EV-Charger Alexa

H2O-FRONT Chef’s_Kitchen Gig-WiFi DogsOK EV-Charger Alexa

Merifield Acres
9.8 out of 10, Exceptional, (94)
"My family rented this for an Easter weekend. The owner was very accommodating and they had a great time!! "
United States
Quynh R.
H2O-FRONT Chef’s_Kitchen Gig-WiFi DogsOK EV-Charger Alexa
Terrace/patio
Exquisite property on the main channel- Buggs Island/ Kerr Lake waterfront home!

Exquisite property on the main channel- Buggs Island/ Kerr Lake waterfront home!

2.0 star property
Merifield Acres
9.6 out of 10, Exceptional, (15)
"We really enjoyed the lake house. Loved the location. Host was great! Hope to come back soon!! "
United States
Tammy A.
Exquisite property on the main channel- Buggs Island/ Kerr Lake waterfront home!
Property grounds
The Cedar Farm Close To VIR, Danville

The Cedar Farm Close To VIR, Danville

Ringgold
10.0 out of 10, Exceptional, (37)
"Very nice property quiet and beautiful area. House was clean and had many amenities. Would recommend and drive to VIR was fun from there also"
United States
Brian C.
The Cedar Farm Close To VIR, Danville
Fridge, microwave, oven, stovetop
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.

2.0 star property
Semora
10.0 out of 10, Exceptional, (16)
"Love the lake-easy walk, great dock, great accommodations"
United States
Lynn H.
Charming 4-bedroom 3-bath house on beautiful Hyco Lake with boat dock.
Exterior
Lakefront, Kayaks, SUPs, Hot Tub & Boat Options

Lakefront, Kayaks, SUPs, Hot Tub & Boat Options

Leasburg
9.8 out of 10, Exceptional, (99)
"Great location and beautiful views of the lake. Convenient to VIR!"
United States
Rodney R.
Lakefront, Kayaks, SUPs, Hot Tub & Boat Options
Casino
Cozy home near golf & casino! in tranquil 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$2,560
HK$6,373 total
includes taxes & fees
7 Jan - 8 Jan 2026
Cozy home near golf & casino! in tranquil Danville
Interior
Cozy cabin w/ hot tub! Lake access w/ walk to pier

Cozy cabin w/ hot tub! Lake access w/ walk to pier

Oak Hill Park
10.0 out of 10, Exceptional, (14)
"The cabin was exactly as advertised and we all felt right at home the minute we walked in. We had everything we needed and thoroughly enjoyed our stay. We would definitely rent this cabin again."
United States
Tanya S.
Cozy cabin w/ hot tub! Lake access w/ walk to pier
Exterior
Spacious 3bd/2ba near Casino

Spacious 3bd/2ba near Casino

Danville
9.0 out of 10, Wonderful, (2)
"The host was very timely. Location was close to venues. "
United States
Amie S.
Spacious 3bd/2ba near Casino
Paper towels
Cozy 3 bdrm 2bath home close to Averrett University (smoking allowed)

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$1,175
HK$2,390 total
includes taxes & fees
10 Dec - 11 Dec
Cozy 3 bdrm 2bath home close to Averrett University (smoking allowed)
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)
"The house was fantastic!"
United States
Chris L.
The price is HK$2,487
HK$4,237 total
includes taxes & fees
10 Dec - 11 Dec
Vacation home just 4 minutes drive to Caesars Virginia Casino
View from property
Mansion on Main | Danville Vacation Rental

Mansion on Main | Danville Vacation Rental

Danville
8.4 out of 10, Very good, (9)
"We had a lovely stay at this historic mansion. It's very spacious and nicely located. We had no issues."
United States
Sean C.
Mansion on Main | Danville Vacation Rental
Private kitchen
Welcoming 3bd/2ba near Averett

Welcoming 3bd/2ba near Averett

Danville
10.0 out of 10, Exceptional, (2)
"We really enjoyed our stay. This is a nice neighborhood, calm quiet. There is not much traffic on these streets, good for walking and if you are athletic or like a challenge, good for running hills! To me the rooms were more spacious than what they appear in the pictures. I love houses of this age and style, it has so much character.The host was easy to reach, if needed (although I did not need anything).There were spices, salt and pepper along with Saran Wrap, wax paper, etc, all the kitchen...
United States
Lil N.
Welcoming 3bd/2ba near Averett
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

Riverside Inn & Suites Danville Virginia

Riverside Inn & Suites Danville Virginia

10/10 Excellent
"Staff was great...good stay"
Brian 1-night trip
Posted 2 days ago
Riverside Inn & Suites Danville Virginia

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 3 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. South Boston Town Hall and Downtown South Boston Farmers Market 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.