South Boston Holiday Rentals

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Holiday Rentals in South Boston

Cottage in South Boston

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

Apartment in South Boston

3.0 star property
Studio 2 Mi to South Boston Speedway

Cottage in 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

Holiday Home in 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 AU$398
includes taxes & fees
9 Dec - 10 Dec
Located in Historic Old West End. Minutes from the River District and Casino.

Holiday Home in 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 AU$692
includes taxes & fees
9 Dec - 10 Dec
Walking Distance to Casino

Cabin in 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

Holiday Home in 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

Holiday Home in 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

Holiday Home in 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

Holiday Home in Merifield Acres

2.0 star property
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!

Holiday Home in 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

Holiday Home in Semora

2.0 star property
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.

Holiday Home in 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

Holiday Home in 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 AU$1,246
includes taxes & fees
9 Dec - 10 Dec
Cozy home near golf & casino! in tranquil Danville

Cabin in 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

Holiday Home in 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

Holiday Home in Danville

9.0 out of 10, Wonderful, (7)
"The house was fantastic!"
United States
Chris L.
The price is AU$828
includes taxes & fees
9 Dec - 10 Dec
Vacation home just 4 minutes drive to Caesars Virginia Casino

Holiday Home in Danville

10.0 out of 10, Exceptional, (2)
"Perfect for a short family stay. Nice neighborhood."
United States
Shelly H.
The price is AU$457
includes taxes & fees
9 Dec - 10 Dec
Cozy 3 bdrm 2bath home close to Averrett University (smoking allowed)

Holiday Home in Semora

10.0 out of 10, Exceptional, (16)
"Great property in a great location, owner communicated very well with us"
United States
Rockford B.
Hyco Paradise / Hot tub / Lake-front / Fire-pit / Game-room / Incredible VIews

Holiday Home in 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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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$398 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 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.