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Home/United States/Massachusetts/South Boston

Vacation Rentals in South Boston, MA

Search the perfect vacation rental

Property type

Popular amenities

Choose from 671 vacation rentals located in South Boston, Massachusetts. Top filters in South Boston include Non-smoking, Pets allowed, and Family friendly. Prices range from $90 to $3,137 per night. Our most popular vacation rental types near South Boston are Apartment and Hotel.

Top vacation rentals in South Boston

Facade/entrance
8.9 / 10
Excellent(2,925 Ratings)
Seaport Hotel® Boston
Hotel
 in Boston
4star
2 guests · 1 bedroom · 1 bath

Discover the beauty of South Boston with a stay at Seaport Hotel® Boston, a top rated Hotel with amenities such as ;, and more.

$$$$
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Property building
8.5 / 10
Excellent(6,835 Ratings)
HI Boston Hostel
Hostel
 in Boston
3star
2 guests · 1 bedroom · 1 bath

Looking for a business stay, family stay, couples stay, getaway vacation, or traveling to South Boston, at $215 per night for your next great vacation.

$$$$
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Lounge or bar
9.1 / 10
Outstanding(3,092 Ratings)
The Godfrey Hotel Boston
Hotel
 in Boston
4star
2 guests · 1 bedroom · 1 bath

Looking for a Hotel in South Boston, this Hotel for $537 per night for your business stay, family stay, couples stay, getaway vacation, on your next trip.

$$$$
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Lounge or bar
8.8 / 10
Excellent(2,329 Ratings)
Hyatt Place Boston/Seaport District
Hotel
 in Boston
3star
2 guests · 1 bedroom · 1 bath

The best choice in South Boston for Hotel, for $576 per night for your (business stay, family stay, couples stay, getaway vacation, etc.)

$$$$
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Search by amenity

Explore vacation rentals with the most popular amenities in South Boston

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South Boston

South Boston travel guide

Let us help you plan your perfect South Boston vacation. Our travel guide highlights things to do, places to see, favorite vacation rental amenities in South Boston, and more.

Explore near South Boston

Rentals near top attractions

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Frequently asked questions

What are the most popular vacation rental amenities in South Boston?

  • Non-smoking
  • Pets allowed
  • Family friendly

What are the must-visit tourist attractions in South Boston, MA?

South Boston, MA is a great place to visit for tourists. Here are some of the must-visit attractions:

  • Fort Independence
  • John F. Kennedy Presidential Library and Museum
  • Castle Island
  • The Institute of Contemporary Art

Fort Independence is an historic fort on Castle Island that offers stunning views of the harbor. The John F. Kennedy Presidential Library and Museum is a great spot to learn about our 35th president. Castle Island is a popular spot for outdoor activities like walking, biking, and fishing. The Institute of Contemporary Art is a great place to experience modern art and culture.

How can I get around in South Boston, MA?

You can get around South Boston, MA, in a few different ways:

  • Walking or biking
  • Public transportation
  • Ride sharing services

South Boston is a great city to explore and has many options for getting around safely and efficiently.

Where can I find affordable accommodation in South Boston, MA?

South Boston, MA is a great destination for travelers looking for affordable accommodation. Here are a few top picks:

  • The Verb Hotel: Located in the heart of South Boston's bustling Seaport district, this affordable hotel offers modern amenities and easy access to the city's top attractions.
  • The Colonnade Hotel Boston: With views of The Boston Common and the Charles River, this mid-range hotel offers luxurious amenities, such as an indoor pool, a fitness center, and a spa.
  • The Liberty, a Luxury Collection Hotel: This upscale hotel is situated in downtown Boston and features a full-service spa and restaurant, along with easy access to the city's sights and attractions.
  • The Seaport Hotel & World Trade Center: Overlooking Boston Harbor, this luxury hotel offers stunning views and a variety of amenities, including a fitness center, a spa, and an on-site restaurant.

What is the culture like in South Boston, MA?

South Boston, MA is a vibrant and lively city that is deeply rooted in culture and history. From the Irish-American culture to the sports teams, there's something for everyone. Here are five key elements of South Boston's culture:

  • Irish-American Heritage: South Boston is known for its Irish-American heritage, which includes many festivals, parades, and celebrations.
  • Sports: South Boston is home to several professional sports teams, including the Boston Celtics, the New England Patriots, and the Boston Red Sox.
  • Music: South Boston is known for its vibrant music scene, with many local venues, music festivals, and concerts.
  • Food: South Boston is home to a diverse array of restaurants, cafes, and markets.
  • Arts: South Boston is home to many art galleries, museums, and other cultural attractions.

Is South Boston, MA safe to travel to?

South Boston, MA is generally considered a safe place to travel to. Here are some safety tips to keep in mind:

  • Stay in well-lit areas at night.
  • Be aware of your surroundings.
  • Keep your valuables secure.

What are the popular shopping destinations in South Boston, MA?

The popular shopping destinations in South Boston, MA are:

  • South Bay Shopping Center
  • Broadway Marketplace
  • Andrew Square Shopping Center

South Bay Shopping Center is one of the largest shopping centers in the area with over 80 stores, restaurants, and services. Broadway Marketplace is an outdoor mall with a variety of stores, restaurants, and entertainment. Andrew Square Shopping Center is a small shopping center with a few stores, restaurants, and bars.

Where is South Boston, MA?

South Boston, MA is a neighborhood located in the city of Boston, Massachusetts. It is the southernmost neighborhood of the city, and is bordered by Dorchester, the Fort Point Channel, and the South End. South Boston is known for its Irish-American culture, and its waterfront views.

What are the top things to do in South Boston, MA?

South Boston, MA is a vibrant and exciting city with plenty of things to do. Here are some of the top activities to enjoy in South Boston:

  • Visit the John F. Kennedy Presidential Library and Museum
  • Explore the historic South End neighborhood
  • Go for a walk along the Harborwalk
  • Check out the Institute of Contemporary Art
Whether you're looking for a history lesson, a stroll along the waterfront, or a day of art appreciation, South Boston has plenty of activities to keep you busy.

What do I need to know before visiting South Boston, MA?

Before visiting South Boston, MA, it is important to know a few things. It is recommended to bring comfortable walking shoes, as there is a lot of walking involved in exploring all of the sights. Additionally, be aware of the area's history; South Boston was a major base of operations for the revolutionary war. Furthermore, be aware of the area's climate; South Boston has a humid continental climate with mild summers and cold winters.

  • Bring comfortable walking shoes.
  • Be aware of the area's history.
  • Be aware of the area's climate.

What is the price range for rentals in South Boston?

Vacation rentals in South Boston have a price range between $90-$3,137. The average price for rentals in South Boston is $320 per night.