Where to stay around South Boston, Boston?

Our 2019 property listings offer a large selection of 1,333 vacation rentals near South Boston. From 848 Condos/Apartments to 724 Studios, find a unique house rental for you to enjoy a memorable stay with your family and friends. The best places to stay near South Boston for a holiday or a weekend are on VRBO.

What is the best area to stay when traveling to South Boston?

Whether you're traveling with family or friends, here are the areas with the largest selection of vacation rentals for a holiday trip or just for a weekend in South Boston:

  • North End: 453 vacation rentals
  • Back Bay: 1,046 vacation rentals
  • Beacon Hill: 571 vacation rentals
  • Charlestown: 74 vacation rentals
  • Dorchester: 1,511 vacation rentals

For other neighborhoods, please use our search bar to access the selection of vacation rentals available.

Can I rent Condos/Apartments in South Boston?

Yes, of course. VRBO has 848 Condos/Apartments in South Boston. Our other popular types of vacation rentals in South Boston include:

  • Studios: 724 rentals available
  • Hotels: 411 rentals available
  • Houses: 40 rentals available

But you can also enjoy a great stay in one of our other vacation rentals including Townhouses and more.

Can I find a vacation rental with pool in South Boston?

Yes, you can select your prefered vacation rental with pool among our 254 vacation rentals with pool available in South Boston. Please use our search bar to access the selection of vacation rentals available.

    Explore the waterfront setting in South Boston

    Enjoy the history and other features of South Boston. This romantic city is known for its island views, restaurants and beaches. Boston Convention and Exhibition Center and Faneuil Hall Marketplace are just a couple of the must-sees in the area. Many of our vacation rentals offer full kitchens, spacious living quarters and sometimes even a hot tub—perfect for a relaxing getaway.

    Activities and attractions in South Boston

    Are you looking for top things to see and do in the area? Venture out of your cozy vacation rental and experience everything that makes South Boston a one-of-a-kind vacation spot. These are some of the major attractions to see, all within 30 miles (48.2 km) of the city center:

    • New England Aquarium (1.8 mi / 2.9 km)
    • Franklin Park Zoo (3.3 mi / 5.2 km)
    • Artisans Asylum (4.7 mi / 7.5 km)
    • F1 Boston (8 mi / 12.9 km)
    • Blue Hills Ski Area (9.2 mi / 14.9 km)
    • Salem Toy Museum (15 mi / 24.1 km)

    Exploring the natural landscape of South Boston

    Whether you're looking for adventure or just want to spend some time taking in the scenery, South Boston is a great place to get out in nature. Here are some of the area’s most stunning sights, all within 30 miles (48.2 km) of the city center:

    • Boston Common (2 mi / 3.1 km)
    • Boston Public Garden (2 mi / 3.3 km)
    • Columbus Park (0.8 mi / 1.2 km)
    • Castle Island (1.3 mi / 2 km)
    • Rose Fitzgerald Kennedy Greenway (1.8 mi / 2.9 km)
    • Charles River Esplanade (2.3 mi / 3.7 km)