Choose from 371 vacation rentals located in South Boston, Massachusetts. Top filters in South Boston include Air conditioner, Internet / Wifi, and TV. Prices range from $122 to $2,186 per night. Our most popular vacation rental types near South Boston are Apartment and Hotel.

Top vacation rentals in South Boston

TV, DVD player, books, music library
9.6 / 10.0
Outstanding(154 Ratings)
LOCATION, LOCATION LOCATION, 2 Bed, 2 Bath Luxury Condo
Apartment
 in South Boston
6 guests · 2 bedrooms · 2 baths
Kitchen or Kitchenette · Air conditioner · Internet / Wifi

Looking for the perfect place to call home during your trip to South Boston? This Apartment offers a comfort and style with top-notch amenities, including Air conditioner, Dishwasher and Internet / Wifi, and more.

$$$$
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Property building
8.2 / 10.0
Excellent(327 Ratings)
Renaissance Boston Seaport Hotel
Hotel
 in Boston
4star
1 king bed
Pool · Kitchen or Kitchenette · Air conditioner
Most favorited

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

$$$$
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Lobby or reception
8.1 / 10.0
Excellent(608 Ratings)
Courtyard Boston-South Boston
Hotel
 in Boston
3star
1 king bed
Garden · Kitchen or Kitchenette · Air conditioner

Experience the best of South Boston with this Hotel available for $149. This property is equipped with amenities including Air conditioner, Internet / Wifi and Laundry, and more.

$$$$
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Property building
8.0 / 10.0
Very good(3,368 Ratings)
YOTEL Boston
Hotel
 in Boston
4star
1 queen bed
Kitchen or Kitchenette · Air conditioner · Internet / Wifi

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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Search by amenity

Vacation rentals with air conditioning in South Boston

Interior
9.8 / 10.0
Outstanding(104 Ratings)
Charming House In Downtown Boston, Nearby Attractions, Parking & Free WiFi
House
 in Boston
10 guests · 4 bedrooms · 4 baths
Garden · Pool · Kitchen or Kitchenette

This attractive House in South Boston, $1,726 per night for your (business stay, family stay, couples stay, getaway vacation, etc.)

$$$$
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Kitchen or kitchenette
8.8 / 10.0
Excellent(77 Ratings)
Residence Inn by Marriott Boston Downtown Seaport
Hotel
 in Boston
3star
1 king bed
Pets allowed · Kitchen or Kitchenette · Air conditioner

Looking for the perfect place to call home during your trip to South Boston? This Hotel offers a comfort and style with top-notch amenities, including Air conditioner, Dishwasher and Internet / Wifi, and more.

$$$$
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Photo of the whole room
8.7 / 10.0
Excellent(305 Ratings)
Element Boston Seaport District
Hotel
 in Boston
3star
1 king bed
Pool · Pets allowed · Kitchen or 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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Breakfast
8.3 / 10.0
Excellent(113 Ratings)
The Envoy Hotel, Autograph Collection
Hotel
 in Boston
4star
1 king bed
Pets allowed · Air conditioner · Internet / Wifi

Nestled in South Boston, this Hotel is perfect for your next vacation. Enjoy The Envoy Hotel, Autograph Collection's top-rated amenities, including Air conditioner, Internet / Wifi and Pets allowed, and more.

$$$$
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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 $122-$2,186. The average price for rentals in South Boston is $197 per night.

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