Lodging Image

South Boston Vacation 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
Jul 17 - Jul 19
In two months
Aug 28 - Aug 30
In three months
Sep 25 - Sep 27
In four months
Oct 23 - Oct 25

Our top choices for South Boston vacation rentals

Outdoor dining

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 CA $164
CA $212 total
includes taxes & fees
Jul 6 - Jul 7
The Country Estate #1 Tranquil 1BR estate perfect for a relaxing getaway.
Interior

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 CA $207
CA $679 total
includes taxes & fees
Jul 6 - Jul 7
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
10.0 out of 10, Exceptional, (51 reviews)
"Perfect location to the casino and restaurants. We loved our stay. "
United States
Gail
The price is CA $189
CA $433 total
includes taxes & fees
Jul 13 - Jul 14
Located in Historic Old West End. Minutes from the River District and Casino.
Exterior detail

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 $186
CA $606 total
includes taxes & fees
Jul 7 - Jul 8
Historic Court Square Apt
TV

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

Chic Haven: 2b/1bath in the Heart of Danville
Danville
The price is CA $151
CA $370 total
includes taxes & fees
Jul 29 - Jul 30
Chic Haven: 2b/1bath in the Heart of Danville
Smart TV

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 CA $172
CA $389 total
includes taxes & fees
Aug 4 - Aug 5
Insta-worthy 2Bd/1Ba Apt | Minutes from Downtown!
Fridge, microwave, oven, stovetop

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

Ranch-Style Retreat | 3BR/2BA | Central Location
Danville
The price is CA $247
CA $813 total
includes taxes & fees
Jul 12 - Jul 13
Ranch-Style Retreat | 3BR/2BA | Central Location
Outdoor dining

Lakefront with Million Dollar Views on HYCO Lake

Lakefront with Million Dollar Views on HYCO Lake
Leasburg
10.0 out of 10, Exceptional, (13 reviews)
"Our family greatly enjoyed our stay! The home was lovely - just as pictured. The whole house was fully equipped with many items visitors may need/want at a rental. Communication with the owner was super easy - always accessible and very prompt to get back to me. Highly recommend this VRBO "
United States
Kim S.
The price is CA $305
CA $826 total
includes taxes & fees
Jul 16 - Jul 17
Lakefront with Million Dollar Views on 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 CA $542
CA $1,096 total
includes taxes & fees
Jul 9 - Jul 10
Iconic Church Turned Unique Stay (Casino/VIR)
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 CA $618
CA $1,096 total
includes taxes & fees
Jul 7 - Jul 8
Lakefront Retreat with Hot Tub + Fire Pit + Water Views at Hyco Lake
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

Courtyard by Marriott Danville

Courtyard by Marriott Danville

10/10 Excellent
"I find the staff the first night we came friendly and helpful."
Josh 1-night trip
Posted 3 hours ago
Courtyard by Marriott Danville

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 Vaughan St. 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?

WATERFRONT LOG HOME/HOT TUB/2 FIREPLACE/77" TV/STARLINK/ LG DECK/FIRE PIT: This vacation home rental near South Boston is located on a lake and has a fireplace, a balcony, and a barbecue grill 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 you can cook with friends or family. Kick off your shoes and enjoy yourself with a hot tub and a selection of books.

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 Vaughan St. Park and North Main Street Park, whereas Tobacco Heritage Trail - Cotton Mill Park Trailhead, South Boston and Hudson Heritage Farms 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 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.