Photo by kristy in VA

South Boston holiday rentals

We found 17 holiday rentals — enter your dates for availability

your current months are April, 2024 and May, 2024.
April 2024
May 2024
Scroll through and select from holiday rentals in South Boston to find one that's perfect for your trip. Holiday homes offer the best amenities for your stay with friends, family or just your pet, such as parking and a fireplace. At the end of the day, you'll be sure to find a property to rent to meet everyone's needs, including accessible or non-smoking choices.

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  • All the privacy of home
    Enjoy full kitchens, laundry, pools, gardens and more
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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 holiday 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 hoping to discover attractions to see in the city? Although it can be tempting to stay in your comfortable holiday rental, you'll want to experience everything that makes South Boston a one-of-a-kind holiday spot. Here are some of the top attractions to put on your list, all within 30 miles (48.2 km) of the city centre:

  • Virginia International Raceway (19.2 mi / 30.9 km)
  • Roxboro Country Club (17.7 mi / 28.5 km)
  • Kinderton Country Club (20.4 mi / 32.9 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)

Exploring the natural landscape of South Boston

Whether you're an outdoor enthusiast or just want to take in the scenery, you'll be sure to find the perfect setting for your holiday in South Boston. These are a few of the area's noteworthy sights, all within 30 miles (48.2 km) of the city centre:

  • 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 centre.

Frequently asked questions

How much does it cost to rent a holiday home in South Boston?

The average price for a holiday home 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 cosy 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 holiday home. 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 home.

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 centre of South Boston.

How old do you have to be to rent a holiday home in South Boston?

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

How long can I rent a holiday home in South Boston for?

The amount of time you can book a South Boston holiday home 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 holiday homes may also offer weekly or monthly discounted prices, so you can stay longer for less money.