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South Boston Holiday Rentals

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Our top choices for South Boston holiday rentals

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

Buggs Island/Kerr Lake Water Views, Shared Dock
Clarksville
10.0 out of 10, Exceptional, (20 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 NZ$665
includes taxes & fees
3 Nov - 4 Nov
Buggs Island/Kerr Lake Water Views, Shared Dock

2. 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.
Semora
10.0 out of 10, Exceptional, (29 reviews)
"Well furnished and favorite place to stay for time at VIR"
United States
Larry R.
The price is NZ$752
includes taxes & fees
26 Oct - 27 Oct
Charming 4-bedroom 3-bath house on beautiful Hyco Lake with boat dock.

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

Hyco Hospitable, 2026 Reno, Sleeps 8, Water Views!
Semora
The price is NZ$908
includes taxes & fees
27 Oct - 28 Oct
Hyco Hospitable, 2026 Reno, Sleeps 8, Water Views!

4. The Country Estate #1 Tranquil 1BR estate perfect for a relaxing getaway.

The Country Estate #1 Tranquil 1BR estate perfect for a relaxing getaway.
Danville
The price is NZ$325
includes taxes & fees
31 Oct - 1 Nov
The Country Estate #1 Tranquil 1BR estate perfect for a relaxing getaway.

5. 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 NZ$255
includes taxes & fees
16 Nov - 17 Nov
4 Blocks from UPTOWN, all new renovation, SUPER NICE!

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 NZ$536
includes taxes & fees
6 Nov - 7 Nov
Located in Historic Old West End. Minutes from the River District and Casino.

7. Walking Distance to Casino

Walking Distance to Casino
Danvilel
10.0 out of 10, Exceptional, (28 reviews)
"Room where great, loved the mattress. Definitely had a great night sleep here!"
United States
Brenda
The price is NZ$873
includes taxes & fees
29 Oct - 30 Oct
Walking Distance to Casino

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 NZ$1,073
includes taxes & fees
9 Nov - 10 Nov
Hyco Lake Glass Retreat + Hot Tub

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

Insta-worthy 2Bd/1Ba Apt | Minutes from Downtown!
Danville
10.0 out of 10, Exceptional, (10 reviews)
"Great unit, thoroughly enjoyed staying here."
United States
Joseph M.
The price is NZ$522
includes taxes & fees
17 Nov - 18 Nov
Insta-worthy 2Bd/1Ba Apt | Minutes from Downtown!

10. 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 NZ$1,102
includes taxes & fees
26 Oct - 27 Oct
Iconic Church Turned Unique Stay (Casino/VIR)

11. 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 NZ$499
includes taxes & fees
17 Nov - 18 Nov
Chic Haven: 2b/1bath in the Heart of Danville

12. 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 NZ$1,065
includes taxes & fees
15 Nov - 16 Nov
Ranch-Style Retreat | 3BR/2BA | Central Location
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 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 NZ$752 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. 

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?

Lakefront Retreat, Private Cove & Dock, 10/10 Reviews, Peaceful Kerr Lake Escape: This holiday home rental outside of South Boston is located on a lake, and has a patio, a garden and a BBQ to put you at ease in your new surroundings. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You and your friends and family can relax into your holiday with amenities such as a selection of books.

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. South Boston Speedway and South Boston Town Hall 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.