The Boston convention and exhibition center frequently hosts events and seminars, be sure to check them out while you are here. There are plenty of buildings that represent the rich architectural heritage of the city. The Institute of Contemporary Art is also highly recommended for visitors. South Boston is also home to Castle Island, an urban park that is spread across 22 acres (8.9 hectares) of land. There are a lot of public parks and things to do in the city so regardless of your Airbnb stay, you can usually find them in the near vicinity. Check out, below, our list of the best Airbnb vacation rentals in and near South Boston, Massachusetts.
We handpicked these listings carefully, considering (wherever possible) Superhost status, recent guest reviews, location, accommodation type, prices, availability of dates, decor, and amenities. The image galleries get refreshed with the latest updates regularly. They were last updated on September 10, 2024.
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1. Perfect getaway with private deck (from USD 521)
Discover the ultimate escape at this delightful Airbnb accommodation in South Boston, where your perfect getaway awaits. Step into the inviting kitchen living area, seamlessly connecting to a private deck, providing a wonderful space for relaxation and savoring the fresh air. Indulge in entertainment with television and stay seamlessly connected with high-speed internet access throughout your stay.
Embark on a journey of exploration in the vibrant neighborhood, with the beach, charming local pubs, and delectable restaurants just a short walk away. For further adventures, hop on a quick Uber ride to South End and Back Bay, where a world of experiences awaits you.
Superhost
2. Comfortable and convenient condo (from USD 400)
Welcome to this charming condo, where you’ll discover a delightful array of amenities ensuring a comfortable stay. Unwind on the private terrace, perfect for relaxation, or indulge in entertainment with a 48-inch television and a selection of books and board games. The fully equipped kitchen allows you to prepare meals at your convenience.
The condo’s unbeatable location, just minutes away from the metro station, makes it the perfect base for exploring Boston and its surrounding gems. Immerse yourself in the rich history and culture of the city as you visit museums, colleges, Fenway Park, TD Garden, and other iconic attractions with ease.
3. Comfy home near downtown Boston (from USD 293)
Start your adventures around Boston from this room for rent in South Boston. Boasting luxurious amenities and a great location, this home promises a wonderful time throughout your stay. The open-concept living area and kitchen feature a large 50-inch flat-screen TV, WiFi, and air conditioning for your convenience and comfort. The kitchen area has a microwave, a stove, an oven, and a refrigerator for your dining needs.
Finally, this vacation home is located close to downtown and its many restaurants, shops, and attractions.
4. Queen-sized bed with separate entry (from USD 170)
If you are looking for a homey feel with luxurious amenities, look no further than this accommodation. It features a separate entry and is known for being impeccably clean. The room accommodates two people and offers multiple windows and a private bath. Additionally, the room has an attached bath with a queen-size bed featuring luxury linens. Breakfast is provided complimentary from the owner and the room also features a table to use as a dedicated workspace.
5. Rental with convenient location and high-end amenities (from USD 158)
This vacation rental in South Boston offers a separate lodging suite to ensure your privacy is maintained. Located in a trendy neighborhood, the room has a historic and charming appeal. Keyless entry is provided to you so that you don’t have to worry about losing your keys. The property features a queen pillow-top bed, perfect for two people. A private bath with a shower is also available, while a sofa is present for couch surfing. Additionally, a dedicated workstation is also provided to guests so that they can get some work done during their stay. What’s more, this property is located a few minutes away from the Airport, downtown, and even the Convention Center.
6. Luxury for less (from USD 343)
This luxury getaway in South Boston can house four guests in two bedrooms. It features a single bath. It is frequently rated the best in terms of cleanliness and check-in experience. This 1400-square-foot (130-square-metre) penthouse is constructed in a townhouse style and it is filled to the brim with virtually any amenity you can think of. An indoor fireplace is also present, giving you the option of spending quality time indoors with your loved ones. The master bedroom consists of a king-sized bed while the other bedroom has a queen-size bed. It is located in close proximity to a wide variety of restaurants and eateries.
7. Private home that exudes luxury (from USD 310)
This grand Airbnb property is well-equipped to accommodate seven guests in three bedrooms. Previous visitors have applauded the check-in experience and the keyless entry feature of this home. This private home provides you a fully equipped kitchen with granite countertops. The property is graced with dark hardwood floors and dimmable lights. It also offers a dedicated seating area for guests and is well-stocked with toiletries. All three beds are queen-sized, giving you plenty of space to ensure your ultimate comfort. Located in a quiet, residential neighborhood, this private home is considered the best vacation rental for groups and families.
8. Private bedroom with queen-sized bed for two (from USD 120)
Located in downtown Boston, this Airbnb property can accommodate two guests. It features a spacious interior with a huge queen-size bed. Air conditioning and heating options are also provided for added comfort. The apartment is located just five minutes away from the convention center. You can easily walk to reach Broadway, local stores, restaurants, and more. The owners of this listing are extremely particular about cleanliness. They hire professional cleaners every week to ensure that the property remains spotless and hygienic. Additionally, it offers you a dedicated laptop workspace as well.
9. Large room with excellent city access (from USD 74)
This Airbnb has been consistently rated five stars by visitors. It features a wooden-floored private room with all the basic amenities you’d come to expect from such a property. Rentals are easy on the pocket and are located in close proximity to public transport, enabling you to explore the city conveniently. This room accommodates two people and it comes with an attached bathroom.
10. Single-occupancy unit close to the city
This Airbnb property features a private room for a single guest, making it perfect for solo travelers. The place is top rated when it comes to cleanliness and the overall check-in experience. The 90-square-foot (8-square-meter) room features a memory foam mattress for added comfort and it is situated on the second floor. You also get to enjoy a huge terrace and a shared kitchen. This property is located a mere eight-minute walk from the JFK/UMASS red line metro station, making it easy to travel across the city. Internet access, toiletries, and kitchen consumables are complimentary courtesy of the host. Rentals start at USD 50.
Boston, Massachusetts, United States
3.45 km (2.2 mi) from Boston Tea Party Ships & Museum
11. Tasteful modern mid-century home
Make your way to this beautifully designed penthouse right in the middle of South End, Boston. It welcomes up to three guests who will occupy one bedroom with stunning views of the neighborhood right from the large windows. There is a custom-fitted California closet those who plan to stay long-term can maximize. This modern midcentury home boasts charming interiors and carefully thought out decor giving the place a homey touch. The kitchen is fully equipped with all the cookware and electric appliances necessary for preparing meals during your stay. Other amenities you can find in this home include a flat-screen TV, shower and bedroom essentials, and a hot tub in the bathroom. This property is very close to the bustling theater district, Prudential, Hancock Tower, the famous Trinity Church, and the best restaurants and clubs.
Boston, Massachusetts, United States
2.23 km (1.4 mi) from Boston Tea Party Ships & Museum
12. Chic two-bedroom home near Silver Line
Situated in a popular neighborhood popularly known for its brick row houses, this chic apartment boasts design, function, and convenience for travelers visiting South End. Sleep well in this beautiful two-bedroom home as there are two queen-sized Posturepedic mattresses and fresh linens in both bedrooms. The ground floor has a common living room area with a flat-screen TV for some premium entertainment and lounging. A kitchenette with a coffee maker, a microwave, a fridge, and cookware are available for your use during your stay. Toiletries and shower essentials like towels are provided in the bathroom. Other amenities include WiFi access, laundry facilities, as well as free parking. Keen explorers can go check out the renowned Silver Line, just three minutes away from the apartment, as well as Boston Common, a ten-minute walk from Silver Line.
Boston, Massachusetts, United States
2.38 km (1.5 mi) from Boston Tea Party Ships & Museum
13. Accommodation with stunning seaport views
This Airbnb property is located along the seaport, giving you a breathtaking view. This spacious property is perfect for accommodating two people. It comes with a private bathroom attached and provides easy access to the neighborhood. You can simply open the window and take in the cool sea-breeze. It’s a great place for unwinding after a long weekend. The rental is highly recommended for romantic getaways.
Boston, Massachusetts, United States
1.19 km (0.8 mi) from Boston Tea Party Ships & Museum
14. Penthouse in South Boston
This Airbnb property gives you an entire apartment. The place is decorated beautifully in pastel shades. The apartment features wooden flooring and was designed with the concept of open space in mind.
The floor-to-ceiling windows provide some of the best views in the city. The kitchen comes fully equipped with appliances and laundry options. The apartment is located in Seaport and the cultural center of South Boston. Book this penthouse if you are looking for only the finest amenities from a rental apartment. The apartment is closely located to local attractions, multiple museums and a wide variety of restaurants.
Boston, Massachusetts, United States
1.06 km (0.7 mi) from Boston Tea Party Ships & Museum
15. Amazing South Boston apartment
If you are looking for a weekend excursion without breaking the bank, this Airbnb apartment is the best place for you. The apartment houses two guests at a time and it features a dedicated living area complete with cozy couches and a high-end TV. What’s more, the property is located close to the bus and the T station. If you plan on exploring the city, this facility is a Godsend.
Boston, Massachusetts, United States
1.94 km (1.3 mi) from Boston Tea Party Ships & Museum
Travel to South Boston
So as you can see, there is no shortage of Airbnb vacation rentals in South Boston. This place is perfect for spending a revitalizing weekend with your loved ones. Book your flight to Massachusetts today.
Frequently asked questions about best Airbnbs in South Boston, Massachusetts
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