Destination guide

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)
Natural features

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)
How to get there

Transportation options to and around South Boston

Fly into Boston, MA (BOS-Logan Intl.), the closest airport, located 2.4 mi (3.8 km) from the city center. If you're unable to find a flight that fits your schedule, you could book a flight to Norwood, MA (OWD-Norwood Memorial), which is 12.4 mi (20 km) away.

Where to stay around South Boston?

Our 2019 property listings offer a large selection of 823 vacation rentals near South Boston. From 741 Condos/Apartments to 40 Houses, 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 HomeAway.

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: 378 vacation rentals
  • Back Bay: 642 vacation rentals
  • Beacon Hill: 477 vacation rentals
  • Downtown: 654 vacation rentals
  • South End: 707 vacation rentals

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

What are the popular points of interest near where I can stay when traveling to South Boston?

HomeAway offers a large selection of vacation rentals near lovely places in South Boston. From HomeAway travelers, the most popular points of interest to stay for a holiday trip or just for a weekend are:

  • Boston Common: 1,752 vacation rentals
  • Fenway Park: 1,211 vacation rentals
  • Harvard Square: 1,365 vacation rentals
  • Boston-Back Bay Station: 1,744 vacation rentals
  • Gillette Stadium: 518 vacation rentals

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

Can I rent Condos/Apartments in South Boston?

Yes, of course. HomeAway has 741 Condos/Apartments in South Boston. Our other popular types of vacation rentals in South Boston include:

  • Houses: 40 rentals available
  • Guest houses: 5 rentals available
  • Hotels: 5 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 preferred vacation rental with pool among our 42 vacation rentals with pool available in South Boston. Please use our search bar to access the selection of vacation rentals available.

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