Lodging Image

South Boston Holiday Rentals

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
3 Jul - 5 Jul
In two months
14 Aug - 16 Aug
In three months
11 Sept - 13 Sept
In four months
9 Oct - 11 Oct

Our top choices for South Boston holiday rentals

Shower, hair dryer, towels

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 HK$1,123
HK$3,711 total
includes taxes & fees
16 Jun - 17 Jun
Walking Distance to Casino
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, (47 reviews)
"This was an amazing one night getaway for our anniversary, and I truly enjoyed myself. The house was very cozy, comfortable and clean. I would definitely stay here again."
United States
Lester A.
The price is HK$1,096
HK$2,244 total
includes taxes & fees
28 Jun - 29 Jun
Located in Historic Old West End. Minutes from the River District and Casino.
Smart TV

Walk to Caesars Casino | 3BR Home w/King Bed

Walk to Caesars Casino | 3BR Home w/King Bed
Danville
10.0 out of 10, Exceptional, (1 review)
"Great stay! We spent most of the time at Caesar's Casino, but the house served our purposes perfectly. The single bathroom is a drag, but then again, we didn't need to use it much. Price is fair considering Casino prices, but a little steep for the location. "
United States
Robert B.
The price is HK$1,335
HK$4,242 total
includes taxes & fees
16 Jun - 17 Jun
Walk to Caesars Casino | 3BR Home w/King Bed
Outdoor dining

Lakefront Retreat with Hot Tub + Fire Pit + Water Views at Hyco Lake

Lakefront Retreat with Hot Tub + Fire Pit + Water Views at Hyco Lake
Semora
10.0 out of 10, Exceptional, (1 review)
"The views, the serenity and quietness of the area, the simplicity of the home, and the amenities like hottub and firepit all stood out. The yard is very beautifully landscaped and maintained. The ease of access right off a main road was nice too, as we did venture to explore other areas which were off the beaten path on lengthy gravel roads. The host was extremely welcoming and accessible if needed though we did not require anything. It was a great place to reset after the busy holiday...
United States
Wendy A.
The price is HK$3,095
HK$5,615 total
includes taxes & fees
23 Jun - 24 Jun
Lakefront Retreat with Hot Tub + Fire Pit + Water Views at Hyco Lake
Interior

Iconic Church Turned Unique Stay (Casino/VIR)

Iconic Church Turned Unique Stay (Casino/VIR)
Danville
10.0 out of 10, Exceptional, (10 reviews)
"We really enjoyed our stay!"
United States
Connie R.
The price is HK$2,989
HK$5,966 total
includes taxes & fees
16 Jun - 17 Jun
Iconic Church Turned Unique Stay (Casino/VIR)
Exterior

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 HK$3,526
HK$5,883 total
includes taxes & fees
17 Jun - 18 Jun
10 minutes from VIR. Great bass fishing! Rustic cottage on large private pond.
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top South Boston Hotel Reviews

Fairfield Inn & Suites South Boston

Fairfield Inn & Suites South Boston

10/10 Excellent
"The location is great. Right off the road so no long trip off the interstate to get there. Mexican restaurant and grocery store within walking distance. Gas station very close. The room was spacious and the bed comfortable. The room had a microwave and fridge. The staff was very friendly and welcoming. Would stay again. Breakfast was a little more convenience based. They had waffles sealed in bags vs make your own. Same with the breakfast sandwich. But it still had plenty of options. Was well maintained and clean."
Leslie 1-night trip
Posted less than an hour ago
Fairfield Inn & Suites South Boston

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 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?

Dockside Dreamz #1 w/beach and dock - Close to Clarksville and Bluestone launch: This holiday home rental outside of South Boston offers a patio, a garden and a BBQ to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge, a stovetop and a microwave. You and your friends and family can relax into your holiday with amenities such as a selection of games.

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. 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.