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South Boston Vacation Rentals

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Our top choices for South Boston vacation 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 CA $183
CA $594 total
includes taxes & fees
Aug 11 - Aug 12
Historic Court Square Apt

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

Insta-worthy 2Bd/1Ba Apt | Minutes from Downtown!
Danville
10.0 out of 10, Exceptional, (5 reviews)
"Great unit, thoroughly enjoyed staying here."
United States
Joseph M.
The price is CA $143
CA $359 total
includes taxes & fees
Aug 10 - Aug 11
Insta-worthy 2Bd/1Ba Apt | Minutes from Downtown!

3. 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 CA $155
CA $366 total
includes taxes & fees
Aug 31 - Sep 1
Chic Haven: 2b/1bath in the Heart of Danville

4. 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 CA $226
CA $482 total
includes taxes & fees
Aug 11 - Aug 12
Located in Historic Old West End. Minutes from the River District and Casino.

5. 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
Walking Distance to Casino

6. Hyco Lake Glass Retreat + Hot Tub

Hyco Lake Glass Retreat + Hot Tub
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 CA $399
CA $818 total
includes taxes & fees
Aug 25 - Aug 26
Hyco Lake Glass Retreat + Hot Tub

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 CA $627
CA $1,046 total
includes taxes & fees
Aug 19 - Aug 20
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 CA $454
CA $974 total
includes taxes & fees
Aug 10 - Aug 11
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

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with South Boston. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

Frequently asked questions

Can I find vacation rentals in South Boston?

Yes, we give you a choice of vacation rentals in South Boston near North Main Street Park, or you can select a more remote option if you want a relaxing stay. Our travelers 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 vacation rentals that South Boston has to offer?

Lakefront, Stunning Views, Kayaks, SUPs, Game room, Private Dock on Hyco Lake: This vacation home rental near South Boston offers a fireplace, a patio, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. It has 5 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You can relax into your vacation with a garden and a selection of games.

How many vacation rentals are there in South Boston?

Choose from 3 Expedia vacation rentals in South Boston for a memorable vacation.

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 Speedway and Downtown South Boston Farmers Market are other places to visit while you're in town.

What are vacation rentals like in South Boston?

Vacation rentals are privately owned properties you can reserve for a short or long stay in South Boston. Vacation rentals offer amenities like kitchens and laundry facilities so you'll have all the comforts of home. If you're concerned about cleanliness, a vacation rental can provide a sense of seclusion away from public hotel elevators and lobbies packed with people while still allowing you the experience of travel. You'll also find more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is an attractive option for small groups.