Destination guide

Why people love visiting captivating South Boston

Come and experience South Boston and its entertainment, art galleries and architecture. This city's local tours, restaurants and churches draw many visitors. Whether you're planning a family holiday, romantic stay or trip with friends, holiday rentals offer features like full kitchens and laundry facilities for a more convenient stay.


Activities and attractions in and around South Boston

Are you searching for attractions to see while you're in town? Although it can be tempting to stay in your comfortable holiday rental, you'll want to experience everything that South Boston has to offer. These are some of the top attractions to put on your list, all within 30 miles (48.2 km) of the city centre:

  • Greenwood Vineyards (10.4 mi / 16.8 km)
  • Bright Meadows Farm Vineyard (16.4 mi / 26.4 km)
  • Hunting Creek Vineyards (17.4 mi / 28.1 km)
  • Roxboro Country Club (17.7 mi / 28.4 km)
  • Molliver Vineyards and Winery (18.5 mi / 29.8 km)
  • Virginia International Raceway (19.2 mi / 30.9 km)
Natural features

Exploring the natural features in South Boston

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

  • Staunton River State Park (12.4 mi / 20 km)
  • Staunton River Battlefield State Park (16.7 mi / 26.9 km)
  • Anglers Park (27 mi / 43.4 km)
How to get there

Transport to and around South Boston

Fly into Danville, VA (DAN-Danville Regional), the closest airport, located 25.7 mi (41.4 km) from the city centre.

How many holiday rentals are available around South Boston?

Our 2020 accommodation listings offer a large selection of 10 holiday lettings around South Boston. From 3 houses to 3 cabins, find unique self catering accommodation for you to enjoy a memorable stay with your family and friends for a long holiday or a weekend break.

What are the most popular points of interest and landmarks to stay near when travelling to South Boston? offers a large selection of holiday accommodations near great places in South Boston. From travellers, the most popular points of interest to stay near are:

  • Hudson Heritage Farms: 26 holiday lettings
  • Prestwould Plantation: 24 holiday lettings
  • Parker Sydnor Cabin: 24 holiday lettings
  • Roxboro Country Club: 28 holiday lettings
  • Danvillian Gallery: 17 holiday lettings

But there are many other points of interest around South Boston listed on where you can find your place to stay. Please use our search bar to access the selection of holiday rentals available near the point of interest of your choice.

Can I rent Houses in South Boston?

Yes, of course. offers 3 Houses in South Boston. Our other popular types of South Boston holiday rentals include:

  • Cabins: 3 self catering accommodations
  • Cottages: 3 self catering accommodations
  • Bungalows: 3 self catering accommodations

Can I find a holiday accommodation with pool in South Boston?

Yes, you can select your preferred holiday accommodation with pool among our 3 holiday homes with pool available in South Boston. Please use our search bar to access the selection of holiday rentals available.