Traveling in 2021? Please check with each state/destination for its current COVID-19 guidelines, as these are constantly changing and the most accurate, up-to-date information may not be reflected here.
Are you planning a trip to Boston, Massachusetts? This city, known for its delicious seafood and top-notch sports, is one place you won’t want to miss.
Whether you’re new to Boston or visiting for the second or third time, staying in an Airbnb or VRBO property can make your experience even better. Not only will you be able to have a lot more space to yourself, but you can also cook your own meals and experience what it’s like to live in the city!
Here are some of the best Boston vacation rentals that you should consider booking.
This beautiful apartment is located in one of the best areas of Boston: Southie! It’s a one-bedroom apartment best suited for up to two guests at a time, therefore making it the perfect vacation rental in Boston for a couple’s retreat.
The street that the apartment is located on is lined with Brownstones, the most charming buildings in all of Boston. The apartment has a comfortable yet modern atmosphere and features a full kitchen, breakfast bar, Keurig maker, and living room with a flat-screen TV.
With a short T-ride, you can easily get to downtown or the Fenway neighborhood.
A luxurious apartment in downtown Boston, this Airbnb is one you won’t want to think twice about booking. It’s located inside a 100-year-old building, so the walls of the apartment are filled with history.
The apartment is very bright and has a unique shape. There is a living room, bathroom, kitchen, and small dining area, which can be hard to find in Boston. The apartment can host up to four guests at a time.
If you want to stay in a central location, this is the perfect Airbnb for you. Within minutes, guests can take a walk to the waterfront and even the North End!
With 1,000 square feet, this apartment is bigger than most in Boston! It can host up to four guests and is located a short walk away from the beautiful Boston Common, the central park, in the downtown area.
The apartment has huge windows that add tons of natural light, and there is chic and stylish furniture throughout. While the apartment is simplistic, pops of color help to give lots of character to the apartment.
If you are a fan of shopping, this apartment is located in the best possible spot. Downtown Crossing is right at your doorstep!
Somerville is a suburb of Boston that is home to some of the best universities in the area. While this part of the Greater Boston area feels a bit less like a city, you can hop on the Red Line T and get to downtown within twenty minutes.
This spacious home can host up to six guests at a time. It has three bedrooms, three bathrooms, a living room, full kitchen, office, washer and dryer, and a patio. There is also free parking at the apartment, so if you drive to the city, you’re in luck!
The home’s interior is very rustic and cozy, with warm and cool tones throughout and chic furniture and decor.
Located in the suburb of Brookline, this five-bedroom apartment can host up to nine guests at a time! This is the ideal Boston Airbnb if you travel to the city with a larger group of people. It’s a picturesque brick home that is utterly charming from the street.
The home has about 3000 square feet and is filled with top-notch technology, including a Roku, TV, and Bosch appliances. The inside of the house is outfitted with comfortable furniture. Inside, there’s a dining room, living room, five bedrooms, three and a half bathrooms, and even a screened patio.
One of the rooms comes equipped with toddler furniture and an abundance of toys, making this an excellent accommodation if you’re traveling with a little one.
Will you be traveling to Boston with twelve guests? This private Boston townhome could be perfect for you. Located in Brookline, this townhome has three bedrooms, three and a half bathrooms, a massive kitchen, a living room, and even a fireplace.
The inside of the townhouse is incredibly unique. The majority of the interior has exposed brick walls, giving the apartment a very industrial feel. While the apartment is mostly simplistic, it has pops of color throughout.
While it’s located in Brookline, this Boston VRBO is right next to Back Bay, Coolidge Corner, Longwood, and Fenway!
When staying in a city, there is no better place to stay than in a penthouse. That’s what makes this apartment in Southie such a great place to stay! It can host up to four guests at a time.
Inside this apartment, there are two bedrooms, one and a half bathrooms, a full kitchen, and a living room. All guests will also have access to the rooftop deck, which offers breathtaking views of the Boston skyline, especially at sunset!
The apartment was recently renovated a few years ago and is right next to public transportation in the city.
The FOUND Hotel Boston is located in a 19th-century building right next to Boston Common in the Theater District. This means that guests will be next to all of the top places to visit in the city, including the North End, Waterfront, and Downtown Crossing.
The hotel room can host up to two guests at a time. Each room has a bedroom with a desk and bed, and all guests have access to a shared bathroom. If you’d rather not stay in an apartment because they may be more pricey than this listing, then this hotel could be an excellent option for you.
Luxurious townhomes are hard to come by in Boston, so if you have the opportunity to stay here, jump on it! This home in Bay Village can host up to seven guests at a time and is incredibly spacious.
There are three bedrooms, three bathrooms, a big living room, a dining room, a full kitchen, and even a patio. The interior is very minimalistic yet luxurious and has fun artwork throughout to help give the townhouse character.
Guests will love the fun amenities that come with this apartment, including a piano, guitar, wireless speaker, and even tons of free cereal and fruit for breakfast.
This gorgeous home in Beacon Hill is perfect for up to three guests at a time. It’s situated right next to downtown and the West End, so guests will love the central location.
The apartment boasts one bedroom, one bathroom, a living room, a washer and dryer, and a full kitchen. There’s even a huge walk-in closet, which can come in handy if you visit Boston for a longer period of time.
Guests have loved staying in this apartment, not only because of the location but also because of how kind the host is!
Now you know a few of the best vacation rentals in Boston! No matter which one you decide to stay at, I can guarantee that your trip to Boston will be one that you’ll never forget. Consider going to a Red Sox or Boston Bruins game to make your trip even more memorable!
You might also like:
- 15 Fantastic Airbnbs in Massachusetts for Your Next Getaway
- The 10 Absolute Best Things to Do in Boston
- 18 of the Best Free Things to Do in Boston
- 20+ Best AirBnbs in New England: Treehouses, Cabins, & More
Amy is the founder of New England with love. A proud Vermonter, she hopes to share her love of New England and help you find the best adventures in the region. Amy is also blogger/founder at Two Drifters, where she writes alongside her husband about romantic and couples travel, relationships, honeymoons, and more. When not working on websites, Amy is probably reading, cuddling with her husband and cats, & drinking a maple latte.