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Our top choices for South Boston holiday rentals

1. 4 Blocks from UPTOWN, all new renovation, SUPER NICE!

4 Blocks from UPTOWN, all new renovation, SUPER NICE!
Roxboro
9.6 out of 10, Exceptional, (20 reviews)
"Traveling for work, very nice and quiet. "
United States
Reginald G.
The price is £109
includes taxes & fees
30 Nov - 1 Dec
4 Blocks from UPTOWN, all new renovation, SUPER NICE!

2. Hyco Hospitable, 2026 Reno, Sleeps 8, Water Views!

Hyco Hospitable, 2026 Reno, Sleeps 8, Water Views!
Semora
The price is £386
includes taxes & fees
9 Nov - 10 Nov
Hyco Hospitable, 2026 Reno, Sleeps 8, Water Views!

3. 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 £392
includes taxes & fees
1 Dec - 2 Dec
10 minutes from VIR. Great bass fishing! Rustic cottage on large private pond.

4. Buggs Island/Kerr Lake Water Views, Shared Dock

Buggs Island/Kerr Lake Water Views, Shared Dock
Clarksville
10.0 out of 10, Exceptional, (21 reviews)
"My sister , cousin and I very much enjoyed our stay! The house was clean, the host was very responsive and the layout was perfect to cook and enjoy each other’s company. We had everything we needed. Thank you!"
United States
Shannon H.
The price is £342
includes taxes & fees
9 Nov - 10 Nov
Buggs Island/Kerr Lake Water Views, Shared Dock

5. Insta-worthy 2Bd/1Ba Apt | Minutes from Downtown!

Insta-worthy 2Bd/1Ba Apt | Minutes from Downtown!
Danville
10.0 out of 10, Exceptional, (11 reviews)
"Great unit, thoroughly enjoyed staying here."
United States
Joseph M.
The price is £205
includes taxes & fees
9 Nov - 10 Nov
Insta-worthy 2Bd/1Ba Apt | Minutes from Downtown!

6. 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
10.0 out of 10, Exceptional, (55 reviews)
"Nice place ! "
United States
Pattie C.
The price is £220
includes taxes & fees
9 Nov - 10 Nov
Located in Historic Old West End. Minutes from the River District and Casino.

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

Chic Haven: 2b/1bath in the Heart of Danville
Danville
10.0 out of 10, Exceptional, (3 reviews)
"My favorite place to stay in Danville "
United States
Justin L.
The price is £204
includes taxes & fees
10 Nov - 11 Nov
Chic Haven: 2b/1bath in the Heart of Danville

8. Hyco Lake Glass Retreat + Hot Tub

Hyco Lake Glass Retreat + Hot Tub
Semora
10.0 out of 10, Exceptional, (5 reviews)
"Beautiful lake property absolutely all amenities 20 minutes from VIR We enjoyed our stay immensely"
United States
Mark
The price is £517
includes taxes & fees
10 Nov - 11 Nov
Hyco Lake Glass Retreat + Hot Tub

9. Iconic Church Turned Unique Stay (Casino/VIR)

Iconic Church Turned Unique Stay (Casino/VIR)
Danville
10.0 out of 10, Exceptional, (13 reviews)
"We really enjoyed our stay!"
United States
Connie R.
The price is £503
includes taxes & fees
9 Nov - 10 Nov
Iconic Church Turned Unique Stay (Casino/VIR)

10. LYNCHBURG/LIBERTY U - AMISH COUNTRY LUXURY ESTATE

LYNCHBURG/LIBERTY U - AMISH COUNTRY LUXURY ESTATE
Gretna
The price is £877
includes taxes & fees
19 Nov - 20 Nov
LYNCHBURG/LIBERTY U - AMISH COUNTRY LUXURY ESTATE

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

Ranch-Style Retreat | 3BR/2BA | Central Location
Danville
8.0 out of 10, Very good, (1 review)
"The house is nicely redone inside. Nice new appliances and everything worked just fine. There is a bit of a grease ant problem. Kitchen was not stocked. Only thing there was a disposable salt and pepper shaker. No spices, no condiments. There was one small box of sandwich bags but no other things like tinfoil or plastic wrap. No napkins. Just a roll of paper towels. My thought is that kind of thing should be disclosed in the listing.My main concern is the hood-like neighborhood. People speeding...
United States
Christopher B.
The price is £428
includes taxes & fees
2 Dec - 3 Dec
Ranch-Style Retreat | 3BR/2BA | Central Location

12. Walking Distance to Casino

Walking Distance to Casino
Danvilel
9.8 out of 10, Exceptional, (29 reviews)
"Room where great, loved the mattress. Definitely had a great night sleep here!"
United States
Brenda
The price is £350
includes taxes & fees
10 Nov - 11 Nov
Walking Distance to Casino
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.

Find holiday rentals that suit your style

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, apart-hotels, 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 favorite 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 depends 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 £109 per night. Entering your travel dates in the search wizard you might find 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.