Choose from 308 vacation rentals located in South Boston, Massachusetts. Top filters in South Boston include Air conditioner, Internet / Wifi, and TV. Prices range from $65 to $1,035 per night. Our most popular vacation rental types near South Boston are Condo and Hotel.

Top vacation rentals in South Boston

South Boston rental unit on top floor w/separate access, city views.
5.0
Outstanding(209 Reviews)
Condo
 in South Boston
Spacious, Immaculate, Great Location
5 guests · 2 bedrooms · 1 bath
Pets allowed · Kitchen / Kitchenette · Air conditioner

This inviting Condo in South Boston can fit your needs for many types of vacations, at $158 per night.

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4.1
Excellent(338 Reviews)
Hotel
 in Boston
4star
Renaissance Boston Waterfront Hotel
Pool · Kitchen / Kitchenette · Air conditioner

Indulge in a peaceful retreat at Renaissance Boston Waterfront Hotel, our elegant Hotel in South Boston. Enjoy amenities including Air conditioner, Internet / Wifi and Laundry, and more.

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4.3
Excellent(1,162 Reviews)
Hotel
 in Boston
5star
InterContinental Boston, an IHG Hotel
Garden · Pool · Pets allowed

The best choice in South Boston for Hotel, for $103 per night for your (business stay, family stay, couples stay, getaway vacation, etc.)

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Building entrance
4.8
Outstanding(130 Reviews)
House
 in Boston
Large Luxury Condo\/Townhouse Center of South Boston W\/ Free Parking & WiFi
8 guests · 4 bedrooms · 3 baths
Kitchen / Kitchenette · Air conditioner · Internet / Wifi

This inviting House in South Boston can fit your needs for many types of vacations, at $500 per night.

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Vacation rentals with air conditioning in South Boston

Exterior
4.9
Outstanding(97 Reviews)
House
 in Boston
Charming House In Downtown Boston, Nearby Attractions, Parking & Free WiFi
10 guests · 3 bedrooms · 4 baths
Garden · Pool · Kitchen / Kitchenette

This attractive House in South Boston, $1,035 per night for your (business stay, family stay, couples stay, getaway vacation, etc.)

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4.2
Excellent(55 Reviews)
Hotel
 in Boston
5star
The Ritz-Carlton, Boston
Garden · Pool · Pets allowed

Hotel in South Boston, for $94 per night is great for your next (business stay, family stays, couples stay, getaway vacation, etc.)

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4.2
Excellent(246 Reviews)
Hotel
 in Boston
3star
Element Boston Seaport District
Pool · Pets allowed · Kitchen / Kitchenette

This Hotel in South Boston, is the right price for your (business stay, family stays, couples stay, getaway vacation, etc.) today!

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3.4
Average(328 Reviews)
Condo
 in Boston
West Broadway Quarters by Thatch
Kitchen / Kitchenette · Air conditioner · TV

Looking for a memorable stay in South Boston? Our Condo might just be what you're looking for. Enjoy amenities including Air conditioner, Dishwasher and Laundry, and more during your stay.

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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.

Frequently asked questions

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

  • Air conditioner
  • Internet / Wifi
  • TV

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 $65-$1,035. The average price for rentals in South Boston is $175 per night.

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