Popularly regarded as one of the best places to live in Massachusetts, Jamaica Plain is a charming neighborhood. “JP” as it is locally called is a neighborhood that has an elegant urban feel and is filled with places you can spend time relaxing. This beautiful place was once called the “Eden of America” for its quaint farmlands and mesmerizing landscapes. From its picturesque ponds to the Arnold Arboretum which offers stunning landscape views, and its new parks, there are more than enough places to stroll and relax in JP. Food lovers and shoppers are not left out. There are several exquisite restaurants and bars to dine in, charming cafes, and of course, quality shops to cater to your shopping needs. So if you are heading to JP for your vacation, you do not necessarily need to spend money staying in hotels. Camp out at an Airbnb vacation rental as you explore the most romantic places and hit all the best nightclubs in Boston. Check out this list of the best Airbnb vacation rentals in Jamaica Plain, 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 April 07, 2024.
1. Warm apartment with garden view (from USD 165)
This fully equipped, first-floor, old Victorian home was refurbished in 2016 to accommodate up to two guests in its one-bedroom, one-bathroom space. A warm interior with adequate lighting, a fully furnished kitchen, and darkening shades in the bedroom will keep you cozy during your stay. Read a book in the yellow lighting or lounge comfortably on the living room couch as you watch a movie on the HDTV.
Enjoy the quiet neighborhood and garden view with a glass of wine on the private back porch of this apartment in Jamaica Plain. The host, Elena, allows check-ins after 3 pm but will arrange a meet-up if you arrive early and need a place to keep your luggage. Make sure to notify her 48 hours in advance.
Top guest reviews
Amenities & Room:
what an excellent place--great comfort and style in this centrally air-conditioned apartment close to most everything in jpwe’re very covid-conscious and felt very safe and at ease in the apartmentelena has a lot of interesting collectibles and artwork on display and plenty of kitchen suppliesnicely appointed cozy and comfortable with a well-equipped kitchen good-sized bathroom and comfortable bedCleanliness:
very clean with interesting interior designthe place was very clean cozy quiet area privatethe accommodations were clean elegant and quietHost:
elena is a great hostelena is a most thoughtful host with immediate response to any questionselena is cheerful and attentiveelena is a friendly very responsive hostelena was a thoughtful friendly and wonderful hostRead more reviewsLocation:
it is a short distance walk to jamaica pond which is beautiful to walk arounda nice location 5 minutes walk from the subwayspacious apartment in an amazing locationgreat accommodations in a great locationlocation for us was good
2. Vibrant third-floor apartment (from USD 186)
This accommodation in Jamaica Plain is a renovated attic space, fit for three guests. Located in a quiet neighborhood, this Airbnb has a dedicated working space with Wi-Fi that you can use if you don’t want to unplug completely from work. The six skylights, with tree and rooftop views, keep the cozy space well-lit and airy. Equipped with air-conditioning and a heating system, it’s perfect for relaxing as you lounge on the sofa or sit on the twin daybed or chairs.
There’s a private separate entrance from the back porch so you can go around as you wish. It is advisable that you carry light luggage with you as the property is on the third floor. Parking is available on the adjacent street.
Top guest reviews
Amenities & Room:
plenty of room in the apt and we enjoyed ithas everything you need for a short term stay and plenty of comfortable sleeping spacewe had a great stay in the attic apartment with our two tweenage kidsthis is a lovely space comfortable serene and exactly as advertisedlovingly appointed with an eclectic mix of plants furniture and rugs it’s relaxing and comfortableCleanliness:
the apartment was super clean and well appointedthe apartment was spotlessly clean and there were many small welcoming touchesthe place was very clean comfortable and beautifulthe property was spotless and was perfect for my staywe appreciated that it was immaculately clean peaceful & quiet and comfortable in all the waysHost:
host was very helpful and pleasant to work withjennifer was a great host very accommodatingshe is kind communicative and even baked us muffins to welcome usjennifer is a wonderful hostjennifer is a great host: friendly attentive and quick to respondRead more reviewsLocation:
perfect location is jp right near the pond and close to shops and restaurantsthe location is great a short walk to jamaica pond and centre streetgreat location by centre st stores and restaurants and a 5 minute walk from jamaica pondthe location was awesome and close to bus and other mass transitthis apartment is a perfect location for anyone staying in or near jamaica plain
3. Awesome studio (from USD 98)
This Airbnb offers you a quaint and private studio apartment with a double size bed and a private entrance. This room comes with a full bath, bedding, towels, a microwave, mini refrigerator, free Wi-Fi and of course, cable TV for your entertainment. It is centrally located, just a two-minute walk to the subway station – which takes you to all the best locations in downtown Boston. The neighborhood surrounding this apartment is friendly and serene, with a superb coffee shop just around the corner. It is a beautiful place for couples.
Top guest reviews
Amenities & Room:
really classy amenities and so cozya wonderful room and great touches and amenities in a perfect locationriyo’s place was as comfortable as it sounded on the listingvery comfortable mattress that is firm enough to provide good support to my backwonderfully appointed cozy efficient space conveniently located to transit coffee restaurants etcCleanliness:
a very clean and quiet placecharming and clean highly recommendthe space was very clean and comfortablegreat place very clean and quietclean and full of thoughtful little touchesHost:
thank you riyo for being such a great hostparking is very easy and the host was very helpful and nice when we had questionsriyo is an excellent hostthanks so much for being so kind and thoughtful riyothank you riyo for being friendly and hospitable in our one-night stayRead more reviewsLocation:
very cute room in a great locationan excellent location in a vibrant neighborhoodfantastic location to explore boston close to everything you will needgreat place and perfect locationwe liked the location very near the orange line to downtown for exploring boston
4. Ideal vacation home (from USD 125)
Located on the second floor of a beautiful Victorian home, this home for rent in Jamaica Plain is an ideal place for you to stay on your visit. It is quiet and private, fitted with a private bath, a large comfortable bed, a recliner, free Wi-Fi and HD cable TV. When you stay in this pristine studio, you get access to a large eat-in kitchen, a coffee maker, a toaster and even free parking. With all these amenities for your comfort, you also have a private entrance to your room. It is located in a great neighborhood that is just a few minutes’ walks to the train station.
Top guest reviews
Amenities & Room:
the kitchen space was perfect for our stay toochris and kristina”s studio apartment was perfect for my needsi loved that there was a place to sit and watch tv other than on the bedCleanliness:
apartment was clean and comfortableclean cool and a beautiful spacethe apartment was great - very clean and quietthe studio is very clean and cozythe apartment was super clean and comfortableHost:
kristina was a gracious and friendly hostthe hosts were very nice and helpfulthe hosts were very fast to return any questions we had and were very welcomingthe host was responsive and and friendlythe hosts were very communicative and helpfulRead more reviewsLocation:
great location close to t trainthe location was the bestgreat location in jamaica plaincute place in a great location would definitely come backcute place and a close enough uber drive to the city
Boston Tour Guide
Naim Benmayor
As a Boston tour guide, I have the added experience of being a world traveler. For many years, I frequently visited Europe, Asia, and Latin America on business. During this time, I also organized tours of the USA, Europe and Asia for my business clients. I now bring this passion, excitement and expertise to the Boston area.By exploring the globe, I was exposed to various cultures, and this uniq... Read more
5. Charming accommodation (from USD 102)
If what you are looking for is an accommodation that gives you that “home away from home” feeling, then look no further than this quaint two-bedroom Airbnb near Boston subway. The accommodation space is a full attic floor of a charming old-fashioned home. It is very well positioned in JP and gives you a private experience. The hosts here treat guests to free breakfast and free Wi-Fi. Other amenities of this fantastic space include access to a fully stocked kitchen, free parking, access to a patio and a backyard, free parking and of course, cable TV. This accommodation can comfortably sleep four people and its just great for your small group vacation.
Top guest reviews
Amenities & Room:
the breakfast and coffee were a nice touchappreciated the extra touches like coffee tea and breakfast foodsbedroom was nice and cozy and not too hot thanks to the fanlori provided thoughtful breakfast foods and bathroom supplieslori's space was stylish quaint and comfortableCleanliness:
very clean and comfortable apartmentclean nice decoration and very comfortable bedsthe apartment is clean and brightit was very clean cozy and spacious for the two of usthe house is beautiful and spotless lovely furnished and decoratedHost:
she was very welcoming and communicativecharming place our host took great careshe is very responsive and accommodatingshe was very friendly with lots of advice for our sightseeing tripexcellent place and outstanding hostRead more reviewsLocation:
perfect location to explore the city of bostoneasy access to the subway and bus linesconveniently located near the subway station for easy access to all of bostonshort walk to the t and easy to park on the streetwonderful cozy old house only a five minute walk from the nearest subway station
6. Amazing abode
With free parking off the street, this single family home is a unique place to stay. It has a primary bedroom with a queen-sized bed and a sofa bed, and another bedroom also fitted with a queen size bed. Its ideally located at just a few minutes’ walks to the city center with all the great restaurants, shopping centers, etc. In the evenings, you can sit on the patio at this beautiful apartment and enjoy the beautiful view of the garden. There is direct access to the private rooms for the guests and also several state-of-the-art amenities for your enjoyable stay.
Boston, Massachusetts, United States
1.3 km (0.9 mi) from Franklin Park ZooAccommodates: 4
Top guest reviews
Amenities & Room:
beautifully designed kitchen with access to coffee maker and frigthe rooms had ac which was wonderful during the heat wavea comfortable rustic home filled with characterher bed mattress was awesome had a great night sleep after a long day of walking aroundthe rooms were cozy and clean and had air conditionersCleanliness:
very clean and very comfortablethe house was clean and communication was smooththe rooms and bathroom are clean and cozythe rooms were clean and comfortablethe bathroom was also clean and easily accessibleHost:
margaret was a lovely hostmargaret was a wonderful host with a beautiful new england homelovely home - great area margaret was a perfect hostmargaret was a gracious and generous hostmargaret was very helpful and gave us helpful adviceRead more reviewsLocation:
superb place well located near many public transportation optionscharming place that was walking distance to public transportation and restaurantwell located close to the t stop and within a easy walk to restaurantsit's located in a great neighbourhood with easy access to the city centrewalking distance to many things in jp
7. A cozy, single bedroom
If you are traveling alone or for business, then this cozy single bedroom is just right for you. Located in a large Victorian home with delightful hosts, this Airbnb bedroom has a nightstand, a chair, and a desk, a large window, ceiling fans, and an armoire. The neighborhood around this rental is beautiful and serene and just a short walk from the subway station. You have access to two full bathrooms, although it’s shared. You can also get free parking as long as you inform the hosts when booking. This beautifully set bedroom is the perfect place to stay on a solo trip.
Boston, Massachusetts, United States
1.59 km (1.0 mi) from Franklin Park ZooTop guest reviews
Amenities & Room:
this room bathroom and home is beautiful immaculate and full of treasures on the walls and on the bookshelvesthe space was comfortable and equipped with everything you might needroom looks exactly like the photolovely bathroom aswell all very well cared for and presentedmy room was nicely sized and had everything i neededCleanliness:
everything was clean and comfortablecomfortable convenient clean and warmthe house was very clean and quietvery clean safe and quiet areaalso their place is clean neat and comfortableHost:
they were very welcoming and accommodatingcynthia and paul are kind and friendly hostsnice talking with hosts paul and cynthiaamazing host they were very understandable and very nicecynthia and paul are fantastic hostsRead more reviewsLocation:
the location was perfect and super close to the orange linenice and close to the local tram stationlocation is about a 3 minute walk to the t and the neighborhood felt very safegood location 5 minutes away from t station and a nice park as wellthe location can’t be better
8. Stylish, old Victorian home
This beautiful large bedroom is located in a quaint Victorian-style home. It offers easy access to the city’s main attractions, and it’s just a short walk from the subway station. Situated in a quiet neighborhood, this lovely bedroom is filled with natural light and can sleep two people on its comfortable double bed. The room has a closet and dresser, chair and table and guests have access to free Wi-Fi. It is the ideal accommodation for a vacationing couple.
Boston, Massachusetts, United States
1.78 km (1.2 mi) from Franklin Park ZooTop guest reviews
Amenities & Room:
but actually the overhead fan was enough with the open windows at nightthere was plenty of space in the room with a nice comfortable bedcynthia and paul were available for our needs sharing museum passes and breakfast recommendationsthe sheets were very soft & the bed super comfyvery comfortable and quiet spaceCleanliness:
the bathroom was very clean and comfortablesuper clean and quiet great experiencetheir place was clean and comfortablethe room is clean and tidythe place is very clean and quietHost:
paul and cynthia are great hostscynthia and paul were great hostslovely old home and socially and environmentally sensitive hostscynthia and paul are great hostshosts are very welcoming and accommodatingRead more reviewsLocation:
the location was ideal for transportation just a short walk to the train stationthe location is greatgreat location that is close to the orange linethe location was perfectgreat location close to the orange line
9. The stunning emerald oasis
This emerald-colored room is stunning to look at. It is sparkly clean and covered in a forest theme that is sure to make you feel at peace with nature. This single bedroom is located just a few steps away from the Forest Hills Orange Subway Train line. You have access to a well-stocked kitchen, a living room, a beautiful back porch, and a shared bathroom. There are also several amenities for your benefit including free internet, a laptop-friendly workspace, free parking space and even free breakfast. A perfect room for lovers of nature.
Boston, Massachusetts, United States
1.96 km (1.3 mi) from Franklin Park ZooTop guest reviews
Amenities & Room:
i had the pleasure of staying in the green room for about 3 monthsthe bedroom was cozy but there was plenty of common space to relaxapartment was as described in the listing access in was easy place was cozy and comfortablethe room i stayed in was comfortable and had a desk and closet in addition to the bedthe bathroom had everything we needed and the listing was neat and tidyCleanliness:
clean room and housevery clean house and quiet neighborhoodeverything was very clean and we felt so comfortableeverything was clean and the bed very comfyis it very clean as is the roomHost:
darian was a great hostgreat and wonderful host very welcoming and home likederian was a wonderful hostderian was a wonderful hostderian was a wonderful hostRead more reviewsLocation:
great location convenient to teasy walk to public transportationcomfortable location easy walk to public transportthe location is very good too since the station is just two blocks awaythe neighbourhood is safe and it is very close to the t
10. Comfortable private room
Here is a super comfortable and spacious single place that can sleep up to three people. It is centrally located within walking distance from the subway station and the downtown bus station. The room is finely equipped with one queen-sized bed and a single bed to cater for your small family or group needs. It is entirely private with its lock and key and loaded with amenities like free Wi-Fi, cable TV, free car parking, a private bath with a bathtub, and a fully stocked kitchen for your meals. At just a few minutes’ walks from JP’s city center, this place is the perfect accommodation for a small family.
Boston, Massachusetts, United States
2.29 km (1.5 mi) from Franklin Park ZooTop guest reviews
Amenities & Room:
the beds are comfortable and the amenities including breakfast are generousthe kitchen offers coffee and a light breakfast which was perfect to get our day startedlovely big kitchen with coffee and light breakfast foods availablethe rooms were comfortable and spacious and the kitchen stocked with coffee bananas yoghurt cereal and breakfast muffinsquiet rooms with nice common spaceCleanliness:
clean had everything we neededour room was clean and comfythe room was clean comfortable and quietthis place is very clean nice quiet and lovelysuper fun home exceptionally clean everything you needHost:
robin was a great hostrobin is an efficient and responsive host who answers all questions rapidlyrobbin is a wonderful hosteasy to get a hold of the owner when neededonce again robin is a great host and always work to accommodate your needsRead more reviewsLocation:
nice location 10 mins walk to metro stationgreat location and very comfortableclose to restaurants and interesting shopsgreat place good location in a nice neighborhoodfantastic eats a short walk away
11. Beautiful and sparkling clean apartment
This room is in a newly renovated apartment right in the middle of the diverse Jamaica Plain neighborhood. The room has two large windows, so there is an ample supply of natural light. It is fitted with a queen-sized bed so it can sleep two people comfortably. There is a closet in the room for extra storage, cable TV, access to a free internet connection, and guests here also have access to a shared lounge and a shared bath.
Boston, Massachusetts, United States
2.2 km (1.4 mi) from Franklin Park ZooTop guest reviews
Amenities & Room:
may include a little hint for the warm water of the shower but still figured it out :)i loved the welcome chocolates detail just get into the roomcomfortable bedroom and close to center street amenities in jpthe room was great - everything you need (a/c microwave fridge tv)attention is great but some parts of the apartment were too messy and need careCleanliness:
very clean and accommodatingit was clean and comfortablethe room was clean and they offered clean towels and toiletriesthe room was clean and comfortableeverything was clean and the family was very friendlyHost:
the hosts were very kind and helpfulthe hosts were very accommodating and friendly thank youcannaan was a fantastic hostthey were very kind and thoughtfulgreat place to stay friendly host'sRead more reviewsLocation:
very nice place close to jackson square metroeasy walk to subwaythe location is really good in a rather quiet neighbourhood short walk to the trainbed is comfortable decent location and fair pricegreat location easy access to room perfect for visiting boston
12. Magnificent abode in a great location
A private room in a quiet third-floor apartment, this bedroom is a comfortable place to stay. It is cozy and spacious, fitted with a queen-sized mattress, a table, and chair for easy laptop work, free internet, and a smart TV. You have access to a private bath here and also a fully fitted kitchen for all your in-house dining needs. The apartment is just a stone’s throw from the subway line and a short walk to the arboretum and beautiful city parks. The trip, from this apartment to downtown where all the best restaurants and shops are, takes only a few minutes. It is an excellent place for a couple on a vacation.
Boston, Massachusetts, United States
2.05 km (1.3 mi) from Franklin Park ZooSuperhost
Accommodates: 4
Top guest reviews
Amenities & Room:
but the space is great lots of natural light and a ton of roomawesome apartment with great amenitiesalso took their recommendation for breakfast and coffee at brassica and it was deliciousthe mattress was five stars as it was the most comfortable on our tripapartment was great for family of 4 (two kids sleeping together)Cleanliness:
fabulously clean and so comfortablevery clean as wellit was super clean and chicthe space is clean with a fresh minimalist touchthe apartment was clean cozy and nicely decoratedHost:
the family were wonderful hoststhe hosts are quiet and polite we would recommend itthey were responsive and went out of their way to help us have a great tripdan and caitlin are excellent hostan excellent stay with fast communication from our hostsRead more reviewsLocation:
great location close to the t-stationgreat location and very cute comfortable spotgreat location and valuegreat location for a great pricegreat location at a great price
Experience the pleasures of life
Jamaica Plain is a beautiful city designed to meet all your vacationing needs in Boston. Here, there are several options for great outdoor activities, world-class restaurants, cafes, and bars. So do not waste any more time wondering where to stay in Jamaica Plain. Choose any one of the best Airbnb vacation rentals in and near the Jamaica Plain neighborhood that we have listed above, book it, and make all your dreams come true.
Frequently asked questions about Airbnb vacation rentals in Jamaica Plain, Boston, Massachusetts
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