15 Best Airbnb Vacation Rentals In And Near Brookline, Boston - Updated 2024

Priyanjali
Priyanjali 
Updated
| 7 min read

A leafy suburb of Boston, Brookline is hard to miss as well as beat. About 4 miles (6.4km) away from the city’s downtown, Brookline is a whirlwind of attractions and things to do. Right from rocking nightlife to an old-world charm, you’ll find it all. The excellent transportation system, remarkable neighbourhoods, efficient school system, and a great many job opportunities – here are some reasons why this suburb has gained the popularity that it has. Its claim to fame is also that it is US president John F Kennedy’s birthplace. While most travellers give Brookline a miss, we strongly suggest you don’t. There are some great accommodations the best of which we’ve listed below. So, have a look at the best Airbnb vacation rentals in and near Brookline, Boston.

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 April 07, 2024.

1. Tranquil Roxbury studio (from USD 150)

Welcome to this one-bedroom apartment near Brookline, Massachusetts, nestled in the historic neighborhood of Roxbury. This cosy studio offers a well-equipped kitchenette for meal preparations and a living area with a television for relaxation and entertainment. For those who need to work remotely, there is a convenient office nook with fast wireless internet access to keep you connected. Guests can also step outside onto the patio for a breath of fresh air.

This getaway offers a tranquil escape, all while being conveniently located near Boston’s top attractions. Just a 10-minute drive from the airport and within walking distance of Roxbury Crossing and Ruggles train stations, you’ll have easy access to the city’s vibrant energy.

Stayed at this property?
Boston, Massachusetts, United States
1.97 km (1.3 mi) from Fenway Park
166 reviews   Superhost Wifi Available
Entire guest suite 1 Bed 2 Guests 1 Bedroom 1 Bathroom

Accommodates: 2

Top guest reviews
Amenities & Room:
warm comfortable and no dramas at all
great stay in a quiet peaceful apartment
Cleanliness:
very clean and stylish
was very clean and neat
space was clean and furnished
great stay very clean and spacious
private room/apartment that is very clean and private
Host:
she was super helpful and got the steamer that i needed
she is very communicative and kind
she was very helpful and responsive
nicole is a very nice host
great place and even better host
Location:
great location to local sights
great place to stay close to downtown boston and fenway park
10 minute walk to roxbury crossing station and easy to get to downtown via the t
it was a nice spot with about an 8 minute walk to the t
very nice and well kept studio apartment good location
Read more reviews

2. Bright and airy retreat (from USD 211)

Step into this bright and airy vacation home in Brookline situated in a vibrant neighborhood. As you enter, guests will discover a spacious and fully equipped unit, featuring a generously sized living room that provides the ideal space to unwind. The well-appointed kitchen boasts modern appliances and a variety of teas and coffees for your convenience. Additionally, an office space ensures a comfortable stay for work or study purposes.

This inviting retreat perfectly balances tranquillity with accessibility, with an abundance of popular restaurants, cafes, and bars just steps away. Situated a mere two miles west of Downtown Boston and in close proximity to Boston University, Fenway Park, and a short walk to the Green Line subway, this location is simply unbeatable.

Stayed at this property?
Brookline, Massachusetts, United States
962 meters (0.6 ft) from Fenway Park
166 reviews   Superhost Wifi Available
ENTIRE RENTAL UNIT 2 Beds 4 Guests 1 Bedroom 1 Bathroom

Accommodates: 4

Top guest reviews
Amenities & Room:
the apartment itself beautiful and cassandra has provided for everything that you need for your stay
the apt is wonderful
Cleanliness:
extremely clean and functional
apartment was clean and comfortable
beautiful clean and exactly as described
clean apartment and was easy to find
the apartment was impeccably clean with lots of thoughtful touches
Host:
mike and cass are super responsive
responsive and helpful host
cassie was a great host from start to finish
this is a beautiful airbnb for a great price the hosts were very responsive and helpful
cassandra was also responsive to our requests and questions that we had during our stay
Location:
excellent location
great location near beacon street
the location is fabulous lots to do within easy walking distance plus access to the t
it is located in a wonderful quite area and close to all that is hopping and happening
the apartment is in a great location in the bu campus very convenient to public transportation
Read more reviews

3. Simple yet cozy room a few minutes from downtown (from USD 46)

If you’re going on a holiday near Brookline, this room offers a cozy place to stay. It is located in the Roxbury/Dorchester area, which is about 15 minutes from downtown via bus or car.

The room has one single bed, a TV, a dresser, a coffeemaker, and a microwave for your comfort and convenience. It also has air-conditioning and heating to keep you snug and comfy. The dedicated work area and WiFi access are perfect for those on a working trip.

Stayed at this property?
Boston, Massachusetts, United States
3.34 km (2.1 mi) from Fenway Park
225 reviews   Wifi Available
PRIVATE ROOM IN HOME 1 Bed 1 Guest 1 Bedroom 1 Bathroom

Accommodates: 1

Top guest reviews
Amenities & Room:
good room if you’re a smaller person i didn’t fit in the bed which obviously sucked
Cleanliness:
great stay with a clean and comfy room
nice clean and quiet room with everything i needed
very clean and not that far from downtown
great host room was very clean and was in a grest area
Host:
good host and nice place to stay
my visit could’ve been better on the host end
great place for the low price frederick is a wonderful host
Location:
great price and right in boston with a convenient location and still access to public transportation
great stay in boston close to everything
the room was comfortable and the location very convenient being quite close to downtown boston and the boston suburbs
right by the bus nice and cozy workspace- everything i needed
exactly as described cozy and in a safe location
Read more reviews

4. Spacious room with a queen-size bed (from USD 135)

This two-bedroom apartment in Brookline, Massachusetts, offers home-cooked, hearty breakfast or a session of piano playing, enough to keep guests happy here. The room is impeccably clean and gives all the privacy one can ask for. Take a walk in their garden or cook yourself a meal in their fully stocked kitchen. Once here, you won’t feel like going back!

Stayed at this property?
Dorchester, Massachusetts, United States
5.9 km (3.7 mi) from Fenway Park
627 reviews   Superhost Wifi Available
ENTIRE RENTAL UNIT 4 Beds 4 Guests 2 Bedrooms 1 Bathroom

Accommodates: 4

Top guest reviews
Amenities & Room:
quiet neighborhood and comfortable amenities
really nice room and really great to have access to the kitchen and other amenities
clean rooms and nice amenities muffins provided for breakfast are great
the muffins and granola were a nice gesture we had robes in our room which we weren't expecting
a truly cozy experience reminiscent of an irish b&b
Cleanliness:
everything was very clean and neat
very clean and everything in its place
large clean well-kept rooms
everything’s was great and clean
carneyfamily’s house is very clean and comfortable
Host:
the hosts were friendly
really nice hosts and wonderful place
mary was so kind and helpful
the host is very friendly and humorous
the hosts are very friendly and hospitable
Location:
excellent location close to the transit station and walking distance to restaurants
the house is very well located 5-10min from the mbta station
great accommodations and great location close to the subway
great place to stay and close to the t
very good place for price and location
Read more reviews

5. Newly renovated apartment

Spick and span furnishings, clean interiors, modern amenities – are these your calling points? Then this rental is for you. The one-bedroom condo is on the third floor of its building and you’re also provided with a free parking spot with your reservation. Do note that the condo can only be accessed via stairs, so bear that in mind if it may be a potential problem for you. Apart from this, there’s little that the apartment doesn’t offer. The neighbourhood is great and there are several restaurants and shops nearby, so you can always walk up to them for an outing. Ken, the host, has great knowledge of the local thereabouts and goes out of his way to provide helpful tips and information to his guests. Reserve it now and experience its homey vibe.

Stayed at this property?

1.47 km (1.0 mi) from Fenway Park
175 reviews  
Entire apartment 2 Beds 4 Guests

6. Centrally located rental

Located at a two-minute walking distance from the bus station and 15-minute commute to the Orange Line of the subway, this private room in an apartment is a great option with guests who’re in the Boston on business. The Harvard Square, Massachusetts Institute of Technology (MIT), Porter Square, Longwood Medical Area, etc. are all easily accessible via public transport from here. The apartment’s decor is quirky and makes for a great retreat after a day of work. There are two cats and an aquarium in the house too. You can use the kitchen for light cooking as well. Overall, the place is warm and packed with standard amenities.

Stayed at this property?
Somerville, Massachusetts, United States
3.93 km (2.5 mi) from Fenway Park
680 reviews  
Private room in apartment 1 Bed 2 Guests 1 Bedroom 1 Bathroom

7. Entire apartment up for grabs

Don’t want shared washrooms or a single room? Here’s an entire apartment. Large enough to accommodate up to four guests comfortably, the apartment is modern, centrally located, and packed with the right things to make a holiday great. There are central cooling and heating, a fully stocked kitchen, and superb connectivity via public transport. Located in Boston’s North End neighbourhood, the apartment is at a walking distance from several cafes, restaurants, and Boston’s waterfront. Book this and you’ll be surprised to get so much in so little!

Stayed at this property?
Boston, Massachusetts, United States
4.04 km (2.6 mi) from Fenway Park
475 reviews  
Entire apartment 1 Bed 1 Bedroom 1 Bathroom

8. Clean room in a modern apartment

You may be a couple out on a weekend getaway or two buddies planning a quick trip to Boston, this bedroom in a two-bedroom apartment is a fine option. You don’t need to fret about privacy as the two rooms are separated by a foyer area. You can enjoy access to the common living room, dining room, kitchen, and laundry. Unlimited and free access to bathroom essentials (towels, shampoo, body wash, etc.), coffee/tea refreshments, WiFi, and cable TV are also included with your reservation. Overall, the apartment is clean, snug, and contemporary. The host, Denzil, is super friendly and loves to engage in chats with his guests.

Stayed at this property?
Roxbury, Massachusetts, United States
2.75 km (1.8 mi) from Fenway Park
157 reviews  
Private room in apartment 1 Bed 1 Bedroom 1 Bathroom
Top guest reviews
Amenities & Room:
the place was in good shape and had all the basics you would expect (linens soap wifi etc)
the room in excellent condition
the apartment has everything that a person would need comfortable bed warm during the winter
Cleanliness:
very clean and spacious
clean room and beautiful apartment
the apartment was very clean and comfortable
:) house is clean and cozy
the apartment is very clean and comfortable
Host:
he was really nice host
lovely place and lovely host
denzil is a wonderful host
denzil is a wonderful host
denzil is a wonderful host
Location:
the bed is comfortable it’s very close to mass ave
the location was super convenient for me however the neighborhood can be a little intimidating at night
his place is clean and cozy well situated 2 min to the bus stop 15 min to the metro
the apartment and the room were great and it is fairly close to the city center
there is no better value if you are looking for a place close to boston medical center
Read more reviews

9. Cozy high-rise room

Are you in Boston on a business trip and you’re looking for a centrally located yet comfortable accommodation? Here’s a private room in a condo, which is a five-minute walking distance from the subway, so your commute is well taken care of. While indoors, you can use the TV room, outdoor patio, and lounge room. You’re only allowed microwave cooking indoors, so it’ll be worthy to note that there’s an on-site food court that you can walk up to. The space is well equipped and absolutely no-nonsense. Book this rental for a complete value-for-money experience.

Stayed at this property?
Boston, Massachusetts, United States
1.19 km (0.8 mi) from Fenway Park
592 reviews  
Private room in condominium 1 Bed 1 Bedroom 1 Bathroom
Top guest reviews
Amenities & Room:
nice view from the room over the top of boston
nice place with great views of boston bernie was also very helpful in getting oriented to the apartment
it was very comfortable and was perfect for sleeping while spending my day in the boston
the bed is super comfortable and we had the best night's sleep
good for one person (single room)
Cleanliness:
the bathroom was clean and had plenty of towels
the room was clean and comfy
really clean and nice room near the longwood medical area
small room but very clean and bed is super comfortable
great spot very clean very comfortable
Host:
great host and comfortable space
bernie was an amazing host
bernie was an amazing host
bernie is a great host
comfortable space and a good host
Location:
great location and comfortable bed
great communication great location- it’s walking distance to fenway park
very good location would definitely go back again
great place close to bidmc and bwh
great location if you have something in the longwood
Read more reviews

10. A humble studio apartment

Great location, peaceful surroundings, and cosy atmosphere indoors, this Airbnb vacation rental is ideal for those of you in Boston for a quick trip. Here, the check-in process is seamless, basic amenities are provided for, and access to several restaurants is easy. However, if you’re looking at booking this property for the winters or have a low threshold for cold, we suggest you bring some warm clothes or throws along as there’s no heating system here.

Stayed at this property?
Boston, Massachusetts, United States
1.8 km (1.2 mi) from Fenway Park
Entire apartment 1 Bed 0 Bedrooms 1 Bathroom
Top guest reviews
Amenities & Room:
check in/out process was smooth and wifi was good
it feels very much like a student apartment
a small cozy efficiency with a mini-kitchen
the bathroom was nice
Cleanliness:
sean's place is clean and organized
the place was very small but clean
a real bargain clean and convenient
it was clean and everything was as described
in person i found a cluttered room that had clearly not been cleaned in some time
Host:
overall was just okay but the host was responsive to questions and recommendations
great host great time
this listing has great reviews so perhaps the host was a bit off of his game
excellent host and perfect accommodations for my short boston trip
although we didn't meet sean he was a great host
Location:
the location is fantastic
super close to the t line
great location and very quaint room
great location and a great value
great location to hop on the t
Read more reviews

11. Cosy room for the solo traveller

There’s nothing quite like travelling alone and exploring things you otherwise would not. How about a private, sophisticated room in a 160-year-old house that’s dripping with history and stories? Barney and Mary are great hosts and spoil their guests with a great breakfast lay in the main kitchen. There’s fresh fruits, English muffins, homemade granola, orange juice, yoghurt, and Barney’s special coffee and muffins all left for you to devour. The house is located at a 20-minute drive from the city’s downtown, so you’ll experience a great combination of the bustling centre of the city and the peaceful neighbourhood of the property. The neighbourhood, too, is quiet and there’s a beach within walking distance of the property, so you can head over for a refreshing dip or a walk as well. This place is all things amazing, so zero down on it ASAP.

Stayed at this property?
Dorchester, Massachusetts, United States
5.9 km (3.7 mi) from Fenway Park
430 reviews   Superhost Wifi Available
Private room in residential home 1 Bed 1 Guest 1 Bedroom 1 Bathroom

Accommodates: 1

Top guest reviews
Amenities & Room:
the communal kitchen felt more like a private space and use of the washing machine was very convenient
breakfast is served with muesli and delicious muffins fruit coffee and tea
the room was amazing
beautiful home cozy room and space overall would love to stay again
the room is very comfortable and i would recommend it to all
Cleanliness:
clean most important comfortable
very clean and comfortable place
the place is clean and comfortable
once again very clean and i was well rested
this place is charming clean and serene
Host:
the carney's are great hosts
barney is an awesome host
this is an awesome home with very hands on hosts
yummy muffins great hosts both barney and mary
lovely place and friendly hosts the muffins and granola were also delicious
Location:
the location is perfect and within walking distance of public transportation
great location cozy room near orange line
just 8 minute relaxed walk to t station
amazing place in an amazing location
great place close to the subway
Read more reviews

12. Third-floor private room

If you’re a family of three, looking to stay in a single room, here’s another one of Barney and Mary’s amazing offerings for you. This private room is on the third floor of their 160-year old bungalow. You can access the main common kitchen or laundry at any time of the day. However, do note that there’s no elevator. What’s more? There’s also a piano in the property, so you can play yourself a melody and enjoy a relaxing evening indoors. If you’re looking to venture out, do check with Barney and Mary for the hottest spots around. They love to help their guests with any information they can. Other than that, all amenities have been taken care of and the rooms are as comfortable as they can get.

Stayed at this property?
Dorchester, Massachusetts, United States
5.81 km (3.7 mi) from Fenway Park
615 reviews  
Private room in house 2 Beds 1 Bedroom 2 Bathrooms
Top guest reviews
Amenities & Room:
fresh water in our room along with 2 robes & slippers
a beautiful home with unique rooms and tons of natural light
superb amenities including a kitchen if you’d rather eat in than out
the breakfast area was a delight
fabulous a delightful and comfortable sleep in a well proportioned room
Cleanliness:
everything is clean and spacious
very clean and comfy stay
very clean modern bathrooms
it’s clean and cozy place to stay
everything was spot clean and exactly as expected
Host:
the carney family is really nice and helpful
friendly caring hosts with a very warm welcome
cozy feels just like home and hosts are very friendly
best airbnb i've ever stayed at amazing hosts
the carney's are really responsive and so helpful
Location:
charming house and great location
wonderful place close to public transport and within walking distance of a nice little area
good place near the city
lovely house in a great location
a great location with easy access to public transport and the airport
Read more reviews

13. Lovely townhouse apartment with garden

Located within one of the most upscale neighborhoods in Boston, this lovely townhouse apartment for up to two guests will surely make your stay as luxurious as possible. The Victorian-style façade alone makes it such an eye-candy from the curb. The interior ensures comfort and convenience as it features great amenities such as air-conditioning, heating, a full kitchen, WiFi, a flat-screen TV, hardwood floors, a marbled bathroom, and more. Its central location provides guests easy access to numerous dining spots, shopping centers, and other attractions.

Stayed at this property?
Brookline, Massachusetts, United States
848 meters (0.6 ft) from Fenway Park
95 reviews   Superhost Wifi Available
ENTIRE RENTAL UNIT 1 Bed 2 Guests 1 Bedroom 1 Bathroom

Accommodates: 2

Top guest reviews
Amenities & Room:
perfect apartment for a quick overnight or weekend getaway
the bathroom was absolutely beautiful and the bed was large and comfortable
Cleanliness:
super clean and comfortable
very clean contemporary apartment
very clean and true pictures
it was so clean and tidy which we appreciated
the room was spotless smelled amazing and very up to date
Host:
host was very helpful and communicative
host was easy to work with
the host is very thoughtful and the accommodation left us with a lasting impression
she has gone above and beyond to make you feel at ease and she very friendly
yael was awesome as well and very responsive
Location:
amazing location walking distance to fenway
beautiful apartment brookline neighborhood has shopping eating and transportation very close
great townhome in a cute quiet neighborhood near fenway
great place to stay and close to everything
a great place to stay within walking distance of fenway
Read more reviews

14. Comfortable room near bus stops and train stations

Check out this room for rent if you’re looking for comfy accommodation in Boston that wouldn’t break the bank. The room is in a cozy apartment with all the basics for a restful stay. You will have access to the kitchen, bathroom, and living room—all of which are going to be shared with the owner and other guests. The room, though, will be all yours. It’s furnished with a comfy queen bed that can sleep up to two guests. You will have ample closet space for your stuff.

The apartment is close to restaurants and shopping plazas. Public transportation like bus stops and train stations going to the downtown area are within walking distance.

Stayed at this property?
Boston, Massachusetts, United States
3.68 km (2.3 mi) from Fenway Park
61 reviews   Wifi Available
PRIVATE ROOM IN RENTAL UNIT 1 Bed 2 Guests 1 Bedroom 1 Bathroom

Accommodates: 2

Top guest reviews
Amenities & Room:
but the door on your floor and the room locks so it should be good
Cleanliness:
clean and comfy place
the apartment was clean and as advertised
nice place to stay very clean and cozy
everything is super clean the room and apartment looks like it's cleaned regularly
alejandro was great with communication and the apartment was very clean and nice i’d definitely stay here again
Host:
host was very responsive and helpful throughout the stay
very nice host nice apartment
alejandro is a very nice and thoughtful host
great location big bedroom quick and helpful responses would highly recommend staying here :)
Location:
great place to stay close to downtown boston
neighborhood is pretty quiet
a super comfortable place to stay and close to everything you might need in the city
comfortable beds and very clean and neat great location to get to the downtown boston as well
overall the place was good to stay for someone on a budget
Read more reviews

15. Chic, quiet room

Ideal for a family of four, this bedroom with two queen-sized beds in a large house is a great option if you want to spend time together as a family. The room is spacious as well as clean, and it has a study desk and chair as well. The only thing you may need to keep in mind is that the washroom is shared between three rooms, so time your visits smartly. You’re also allowed full-time access to the common kitchen. The guests can avail a free parking service, so let the host know your vehicle’s registration number beforehand should you be needing one. The neighbourhood, too, is quiet and connectivity to other parts of the city is great as the subway’s Green Line station is at a five-minute walking distance.

Stayed at this property?
Brookline, Massachusetts, United States
1.35 km (0.9 mi) from Fenway Park
388 reviews   Wifi Available
PRIVATE ROOM IN HOME 2 Beds 4 Guests 1 Bedroom 1 Bathroom

Accommodates: 4

Top guest reviews
Amenities & Room:
connecting to the wifi was super easy
top floor suite had great views and was very comfortable
super spacious room and incredibly soft and warm bed linens
a trash bin in the room would also be nice
great area very nice room we enjoyed staying here
Cleanliness:
very clean and comfortable lodge
room was clean and very spacious
the sheets were clean and soft
the room is clean and quite spacious
room is clean
Host:
owner is easy to work with
the host was very quick in responding and check in was super easy
shaung is very nice and hospitable
please beware that the host has a very strict guest policy
shuang was very nice & polite & very responsive any time i texted him
Location:
great location for fenway park and other attractions near the stadium
the location is ideal as well
great place in an amazing location
great location for visiting the hospitals
cozy place and good location
Read more reviews

Get away from the hustle bustle

Greenery, great culinary options, and value-for-money accommodations make Brookline among the most desirable of Boston’s neighbourhoods. Consider these Airbnb vacation rentals seriously and you’ll be in for a lovely surprise. If you’re done with Boston downtown, Larz Anderson Park in Brookline is fantastic for an invigorating walk and fabulous views of the Boston skyline. Foodies, do remember to hit up The Washington Square Tavern or the Fireplace for a lip-smacking experience. Harvard Avenue and Beacon Street are excellent markets for shopaholics to explore. So, now do you believe when we say that Brookline is quite a neighbourhood?

If you would like to explore more accommodation options, you can also check out these Vrbo vacation rentals in Brookline.

Frequently asked questions about best Airbnb vacation rentals in and near Brookline, Boston


Any must-sees we missed? Tell us about them in the comments section or write a post here to help out fellow travelers!
Disclosure: Trip101 selects the listings in our articles independently. Some of the listings in this article contain affiliate links.

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Priyanjali, a writer and traveler, identifies as a self-proclaimed aesthete dedicated to achieving fulfillment in her personal and professional life. Her skill lies in transforming intangible...Read more

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