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South Boston Holiday Rentals

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Our top choices for South Boston holiday rentals

1. Historic Court Square Apt

Historic Court Square Apt
Roxboro
9.6 out of 10, Exceptional, (5 reviews)
"We stayed here for 2 weeks and loved it. Great location"
United States
BRAD M.
The price is HK$1,029
HK$3,318 total
includes taxes & fees
3 Aug - 4 Aug
Historic Court Square Apt

2. 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, (51 reviews)
"Nice place ! "
United States
Pattie C.
The price is HK$1,097
HK$2,452 total
includes taxes & fees
3 Aug - 4 Aug
Located in Historic Old West End. Minutes from the River District and Casino.

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

Insta-worthy 2Bd/1Ba Apt | Minutes from Downtown!
Danville
10.0 out of 10, Exceptional, (4 reviews)
"Great unit, thoroughly enjoyed staying here."
United States
Joseph M.
The price is HK$781
HK$1,958 total
includes taxes & fees
3 Aug - 4 Aug
Insta-worthy 2Bd/1Ba Apt | Minutes from Downtown!

4. 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$1,271
HK$3,939 total
includes taxes & fees
17 Aug - 18 Aug
Walking Distance to Casino

5. 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, (1 review)
"This is a beautiful apartment, it has everything you need to enjoy your business trip. I will definitely stay here again, great location!"
United States
Justin L.
The price is HK$732
HK$1,899 total
includes taxes & fees
3 Aug - 4 Aug
Chic Haven: 2b/1bath in the Heart of Danville

6. Hyco Lake Glass Retreat, Hot Tub, Private Dock, Kayaks & SUPs, Fire Pit

Hyco Lake Glass Retreat, Hot Tub, Private Dock, Kayaks & SUPs, Fire Pit
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$2,549
HK$4,967 total
includes taxes & fees
25 Aug - 26 Aug
Hyco Lake Glass Retreat, Hot Tub, Private Dock, Kayaks & SUPs, Fire Pit

7. 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$3,529
HK$5,888 total
includes taxes & fees
19 Aug - 20 Aug
10 minutes from VIR. Great bass fishing! Rustic cottage on large private pond.

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

Iconic Church Turned Unique Stay (Casino/VIR)
Danville
10.0 out of 10, Exceptional, (11 reviews)
"We really enjoyed our stay!"
United States
Connie R.
The price is HK$2,556
HK$5,446 total
includes taxes & fees
1 Aug - 2 Aug
Iconic Church Turned Unique Stay (Casino/VIR)
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

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?

Charming waterfront retreat on Buggs Island/Kerr Lake—perfect lakeside living!: This holiday home rental outside of South Boston is located on a lake, and has a fireplace, a balcony 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 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 North Main Street Park and Vaughan St. Park, whereas Constitution Square and Hudson Heritage Farms 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.