South Boston Vacation Rentals, Virginia: house rentals & more

Scroll through and select from vacation rentals in South Boston to find one that's perfect for your trip. Vacation homes offer the best amenities for your stay with friends, family, or just your pet, such as WiFi and a hot tub. At the end of the day, you'll be sure to find a rental to meet everyone's needs, including a place that is accessible or non-smoking.

Find the best place to stay - South Boston

Majestic Lakefront Log Cabin located in the NC High Plains

Sleeps 5 · 2 bedrooms · 2 bathrooms

Find spaces that suit your style

Top rated rentals - South Boston

Premier Host

Highly recommend!

Peace of mind
Our Book with Confidence guarantee gives you 24/7 support
All the privacy of home
Enjoy full kitchens, laundry, pools, yards and more
More for less
More space, more privacy, more amenities — more value
A place for everyone
We stand for diversity, inclusion and families everywhere.
Learn more

Captivating South Boston will entice you

Come and experience South Boston and its entertainment, art galleries and architecture. Renowned for its local tours, restaurants and churches, this city welcomes all visitors. With a vacation rental, you get a home away from home. Many rentals offer full kitchens and outdoor grills for some home cooking.

Activities and attractions in and around South Boston

Are you looking for things to do in the area? Venture out of your vacation home and experience everything that South Boston has to offer. Here are some of the most popular attractions to put on your list, all within 30 miles (48.2 km) of the city center:

Virginia International Raceway (19.2 mi / 30.9 km)
Roxboro Country Club (17.7 mi / 28.5 km)
Goodyear Golf Club (28.4 mi / 45.7 km)
Greenwood Vineyards (10.4 mi / 16.8 km)
Bright Meadows Farm Vineyard (16.4 mi / 26.3 km)
Hunting Creek Vineyards (17.4 mi / 28 km)

Exploring the natural landscape of South Boston

Whether you're looking for exciting outdoor activities or just want to spend some time taking in the scenery, South Boston is a great place to spend some time outside. Here are a few of the area's most eye-catching natural features, all within 30 miles (48.2 km) of the city center:

Staunton River State Park (12.4 mi / 20 km)
Hyco Lake (19 mi / 30.6 km)
Occoneechee State Park (22.5 mi / 36.2 km)
Danville's Riverwalk Trail (27.2 mi / 43.7 km)
Mayo Lake (11.8 mi / 19 km)
Hudson Heritage Farms (12.3 mi / 19.8 km)

How to get to and around South Boston

The nearest airport is in Danville, VA (DAN-Danville Regional), located 25.7 mi (41.4 km) from the city center.

Frequently asked questions

How much does it cost to rent a vacation rental in South Boston?

The average price for a vacation rental in South Boston depends on a number of factors, such as length of stay, property type and season. Whether you're searching for a sprawling villa with space for extended family or a cozy cottage that's perfect for two, just add your dates of travel to view stays with exceptional value.

How much does it cost to rent a beach house in South Boston?

When you travel and the size and style of the property will influence how much you'll pay for your beachside vacation rental. Put in your South Boston travel dates to view your available options on Vrbo. Can't live without a hot tub? Use our filters to choose the features and amenities you want in your rental.

What are the top attractions for families in South Boston?

Make plans for a family day out at South Boston Speedway. This major attraction is located near the center of South Boston.

How old do you have to be to rent a vacation rental in South Boston?

The minimum age allowed can differ between properties on Vrbo, so check the rules of the vacation rental in South Boston you want to book. But typically, it's 16, 18 or 21.

How long can I rent a vacation rental in South Boston for?

The amount of time you can book a South Boston vacation rental for is up to each property. Simply enter your dates of travel to browse available options offering extended stays. They include all the things you need to make your extended break more comfortable and enjoyable, such as kitchens and backyards. Some vacation rentals may also offer weekly or monthly discounted prices, so you can stay longer for less money.