10 Best Vrbo Accommodation In & Around South Boston, Massachusetts - Updated 2022

vrbo south boston ma

The residential neighborhood of South Boston is perfectly situated in the southeast part of the Fort Point Channel and adjacent to Dorchester Bay. It was nicknamed Southie due to its position in Boston and consists of a population with a strong Irish-American heritage. South Boston also boasts a variety of historical attractions, including the Dorchester Heights Monument, which gives a breathtaking view of the downtown skyline and Boston Harbor. Southie is also known to have gritty roots, but apart from this, it also boasts more beautiful beaches than any other place in Boston. Are you planning a vacation or a romantic getaway in Massachusetts? Scroll down for a list of the best Vrbo accommodation in and around South Boston, Ma.

1. Spacious two-bedroom apartment (from USD 165)

This spacious two-bedroom apartment is strategically situated 1.5 miles (2.4 km) from downtown and features some nice views of the city. Transport to and from the city is easily accessible with a bus stop just within walking distance from the apartment. This apartment features two bedrooms: a master bedroom furnished with a super comfy, king-size bed and a second bedroom with a double bed and a full-sized futon.

Apart from the well-equipped kitchen, there’s also a well-arranged sitting area with a TV and a couch. There’s a bathroom that features a full bathtub, a toilet, and a sink. Toiletries and clean towels are also provided and other amenities include Wi-Fi, a washer and dryer, and a parking space.

209 reviews  Wifi Available
Apartment 5 Guests 2 Bedrooms 1 Bathroom

Accommodates: 5
Minimum Nights: 3
Refund Policy : 100% refund if you cancel at least 14 days before check-in.

Top guest reviews
Amenities & Room:
kitchen is perfect for cooking bedrooms are big ac is nice and cold
beds are comfortable and there is lots of space
the place was very clean and the king size bed was very comfortable
said everything was very clean and they loved the location
donna was very accommodating and friendly place was very clean and quiet loved the neighborhood
the property was clean and in a great location
the kitchen and bathrooms are well stocked and clean
love the neighborhood our hosts were so kind and helpful
donna was a fantastic host who made our stay very enjoyable
we were met at the door by max & donna who were great hosts
donna and max are excellent hosts
donna and max are extremely kind and friendly host
the location is great
we loved this location for our two couple vacation
location is ideal for any and all boston activities
great safe neighborhood that has multiple stores and restaurants within a quick walk
it is in a great location- walking distance to shops and restaurants
Read more reviews

2. Luxurious two-bedroom condo (from USD 378)

This condo is strategically situated, roughly 10 minutes from the Boston Convention Center and Logan Airport, on foot. Transport to Southie is easily accessible, with a bus stop and the subway walking distance from the condo. The rental features a well-decorated living room, which has comfy couches and large windows that allow air and light to circulate freely. There’s a fully-equipped kitchen with all appliances, including a fridge.

The master bedroom is furnished with a queen-size bed with a Tempurpedic mattress and a flat-screen TV. The other bedroom also features comfy beds. There are two clean bathrooms and guests are provided with towels. Internet and parking are also available.

Ubicación, ubicación, ubicación, 2 dormitorios, 2 baños condominio de lujo
104 reviews  Wifi Available
condo 6 Guests 2 Bedrooms 2 Bathrooms

Accommodates: 6
Minimum Nights: 2
Refund Policy : 100% refund if you cancel at least 14 days before check-in.

Top guest reviews
Amenities & Room:
The apartment had everything we expected that it would
The unit sleeps 4-6 and can only seat 2 people at the kitchen table
Nice colors throughout the apt Comfortable beds Very spacious central living area
The seats at the table have no support and you sink down
when sitting The master bedroom has nude pictures of women over the bed which is inappropriate for adults and children
The place is spacious and nicely decorated
The accommodations were comfortable and clean
Everything was clean and available to us but many of his personal belongings crowded the apartment
The property is just as it is stated; we had a party of 6 and the property was very accommodating
Gary was a great host giving us local tips and answering questions Heartily recommend
The owner Gary is accommodating hospitable and very easy to work with
We had a terrific experience Gary was wonderfully responsive to my many questions
and he checked in with us after our first night to make sure all was well
he double checked his records and realized that he was in the wrong Even after this he did not apologize
The location was in convenient proximity to many restaurants
We walked to the local area restaurants shops and grocery Close to Boston
We were in town for a conference just a few blocks away Plenty of places to eat and see within walking distance
A great apartment in a great location
Nice little condo near the conference center
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3. Spacious and luxurious four-bedroom townhouse (from USD 500)

This luxurious condo is strategically situated, within walking distance from both downtown Boston and the Seaport District. Public transport is also easily accessible from the premises. The living room features comfy sofas, a table, and a flat-screen TV. There’s also a bright, fully-furnished kitchen with a fridge and an adjacent dining area.

There are two bedrooms with balconies that have beautiful views. The master bedroom features a queen bed, a walk-in closet, and a master bathroom. The second bedroom is a loft-style open room and features a queen-size bed, a TV, and a beautiful view of the city. The apartment also comes with two and a half bathrooms. Other amenities include Wi-Fi, a washing machine, dryer, and a parking space, among other things.

Gran condominio de lujo / Townhouse Center of South Boston con estacionamiento gratuito
76 reviews  Wifi Available
townhome 8 Guests 4 Bedrooms 3 Bathrooms

Accommodates: 8
Minimum Nights: 2
Refund Policy : 100% refund if you cancel at least 14 days before check-in.

Top guest reviews
Amenities & Room:
The stairs to the 3rd floor entrance are a bit steep and one of the girls fell down a few steps
Having said that it was only one of the 3 nights we were there
We found a broom and swept all of the floors in the house upstairs and down and then swept the stairs from the 3rd floor to the front door of of the building
Nice neighborhood with small park/basketball court
comfortable Parking space next door is very useful
The place was very clean and beds were comfortable
Plenty of room very clean and extremely organized
Exceptionally clean maintained and nicely appointed
House is very clean well equipped and v
we found the house floors were not clean stairs to the 3rd floor were extremely dirty
Jack was responsive and accommodating and all the instructions were easy to follow
Let me say first and foremost
Jack is absolutely amazing
The property owner was also very responsive throughout the process
Phenomenal host super fast responding to every question and one of the most accommodating people ever when it comes to hosting
Safe walking neighborhood close to restaurants
In a v nice neighbourhood close to T station which is 2 stops to Central Boston
easy walk to restaurants Being right next to a playground was not an issue Parking available in Boston is definitely a plus
the neighborhood was great to explore with many awesome restaurants
It was a pleasant 10-min walk to the broadway T station through a safe neighborhood
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4. Fully private, one-bedroom apartment (from USD 173)

This private one-bedroom apartment is situated in a strategic location, five minutes from the Orange Line train on foot and 1.5 miles (2.4 km) to downtown. The museums are also within walking distance from this apartment.

It has a tastefully-decorated living room with comfy sofas and a cable TV. There’s a fully-equipped kitchen, where guests can prepare their homemade meals. The bedroom features beautiful furnishings, a queen-size bed, and a queen sleeper sofa, plus fresh linen. There’s a full bathroom which has a sink and a toilet, plus clean towels. Guests also get to enjoy free Wi-Fi and a good sound system for music. The apartment also has a private entrance and a parking space for guests.

** $ 129 Especial! Bostons mejor !!!*** L @@ K ** 1. 5 millas del centro de atracciones!
50 reviews  Wifi Available
condo 4 Guests 1 Bedroom 1 Bathroom

Accommodates: 4
Minimum Nights: 3
Refund Policy :

Top guest reviews
Amenities & Room:
Bed was comfortable living room and kitchen
The space is small but comfortable
The bathroom is fine - the only note I have
I think that is all sound and fury but slow to produce dry hair
there is that you might consider bringing your own hair dryer
Terrence was super helpful and a great host
the owner is responsive to any and all needs and worked hard to ensure a positive experience for our family
He was there when we arrived and helped us carry our luggage up to the room
We had no problem finding and checking in to the property
The apartment in Fort Hill was extremely well equipped clean and perfectly quaint for those who want the true Boston historical experience Terry
Great location near the subway
but it's a model from the 70's
Quiet relaxing and has a lot of charm and character Loved staying here
The closest food is in Mission Hill which is a little over
Great location for the train into the city Very comfortable accommodations in a nice neighborhood
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5. Elegant one-bedroom condo (from USD 181)

This luxurious private condo is perfectly situated in an excellent location, 1.5 miles (2.4 km) from the city center and only five minutes to the Orange Line train, on foot. The condo is located in a quiet, serene neighborhood, which is comprised of historically diverse cultures.

The rental features a well-decorated living room, furnished with comfy sofas, a study table, and a cable TV. There’s a well-stocked kitchen with maple cabinets and an area where you can eat your meals. The bedroom features colorful furnishings, a queen-size bed, and a queen sleeper sofa. There’s a full bathroom, plus clean towels for guests. Guests also have access to Wi-Fi, a sound system, and plenty of free parking.

* $ 129 * ¡¡ESPECIAL !!* Excelente, Sunny! * * Duplex !!** Pvt! Condo! 1. 5 millas al centro
52 reviews  Wifi Available
Apartment 4 Guests 1 Bedroom 1 Bathroom

Accommodates: 4
Minimum Nights: 3
Refund Policy :

Top guest reviews
Amenities & Room:
The restroom is upstairs next to the kitchen
Well equipped modern kitchen nice bathroom with tub and shower and lots of hot water
The room downstairs is so nice and comfortable
Everything is as beautiful as the photos
And if you have to use the restroom in the night you have to climb the winding metal staircase Very difficult for anyone with mobility issues
and it shows in the way it is kept immaculately clean and thoughtfully furnished
The city is full of things to do for every taste and the public transportation was no problem to navigate
This was a quaint and clean place to stay Very comfortable
Mr Terry was very informative answered all our emails and text He even told us places to eat and how to get around
The owner was very accomodating bring us extra pillows and blanket
great Terry was an excellent host and gave us pointers and directions on how to maneuver through the city
Terry offer us a cozy studio for even better prize
The maps and guidebooks that were made available helped us to plan out what we wanted to do during our weekend
only 5 min walk to a Subway
And of course the Red Sox at Fenway
It was perfect walking distance to the subway
This is a safe and quiet neighborhood
The neighborhood is really quiet
Read more reviews

6. Comfy private guest room with a private bathroom (from USD 150)

This comfy private guest room is located in a quiet Boston residential neighborhood, five minutes from the Orange Line train, on foot. The guest rooms are clean and feature colorful decor. The bedroom also features tasteful decor and a comfortable queen-size bed with fresh linen. There’s also a cable TV, a sound system to play music, and free Wi-Fi for guests.

This apartment also has a full, private bathroom and there’s a fully-equipped kitchen with a coffee maker, microwave, and a mini-fridge. Guests also have access to a washing machine, dryer, hairdryer, iron and ironing board, and a free parking space.

* Fort Hill Inn * Mejor valor en Boston! Habitación privada / baño * Minutos al centro
21 reviews
guest house 2 Guests 1 Bedroom 1 Bathroom

Accommodates: 2
Minimum Nights: 3
Refund Policy :

Top guest reviews
Amenities & Room:
There was very little hanging space but plenty of drawers
Room was small but neat and comfortable nice bathroom
The street parking is a real pain
Rent a car to travel to RI NH and ME
Just something to keep in mind if you have health problems and would have trouble getting up the stairs
The place was not quite as pictured
The room and bath were very clean and had plenty of space for everything
The bed was extremely comfortable and the apartment was clean
It was clean and had lots of interesting furniture and books
The owner Terry was most helpful
The stairs would be a problem for those with mobility issues
Highly suggest Boston is full of beauty and history As well as surrounding area
Great location close to the subway allowing you to go all over town
Homey and well taken care of Stairs are a little steep but doable for the average person
A great location a 30 minute walk to Fenway a 5 minute walk to the train or a Blue Bike station
only five minutes walk to Orange line Metro Located in a quiet neighborhood
It was only a few minutes' walk to the T station
There are no restaurants near by short of a little Middle Eastern style place
The street and neighborhood is nice and close to everything all easy access
Read more reviews

7. One-bedroom apartment in the city center

This is a one-bedroom apartment, situated in a traditional neighborhood in the heart of the city and only walking distance from all major attractions and social amenities. Transport is also not a problem and there’s a free ride from the airport for arriving guests. It has a sitting area furnished with a chair, couch, table, and a lamp. The bedroom is furnished with a medium-size comfortable bed and a lamp.

The apartment has a well-furnished kitchen with all the necessary cooking appliances, a microwave, and a fridge. There’s also a bathroom, which has a shower, sink, and a toilet. Guests are provided with clean towels and have access to free internet.

Boston Vacation Location
220 Silver St
19 reviews
Apartment 2 Guests 1 Bedroom 1 Bathroom

8. Modern two-bedroom apartment, close to the beach

This cozy two-bedroom apartment is perfectly situated and is just a five-minute drive from Logan Airport and the South Station. For lovers of fun and swimming, this apartment is for you because it is located in a charming neighborhood and close to refreshing coastal breezes and magical sunsets on the beach.

The rental has a beautiful living room with a nice queen sleeper sofa and a cable TV. There’s also a fully-equipped kitchen, furnished with kitchen appliances and a fridge. There are two bedrooms with queen-size beds and they also feature marble bathrooms, both with showers. Guests will also have access to free Wi-Fi and a parking space.

LOCATION! Close to downtown, convention center, and beach!
35 reviews
House 8 Guests 2 Bedrooms 2 Bathrooms
Top guest reviews
Amenities & Room:
Going down is the kitchen and sitting area with a kitchen table
were air-conditions in each bedroom and in the living area
Cozy space with well equipped kitchen WiFi and plenty of pillows and blankets Love the keyless entry
The dining table only seated 4 not 6 as advertised
I missed that the fridge was door size
The adults who were accommodated in the bedrooms were very happy with the house
It was clean with comfortable linens and towels
This house is very clean and conveniently located
Can't say enough about Boston
Although house was clean a previous guest must have cooked bacon on stove
Julie was a great host and quick to answer questions
I let owner know about issues but did not request that they be addressed while we stayed
is key code on the outside door for entry
The owner was lovely and the food was delicious
She let us store our luggage at her place
Cute place in a good location
easy walk to bus or metro station
-Convenient location to use Redline to get to Boston Commons and the downtown area
This apartment is in a great location and close to lots of quality restaurants and attractions
and it has everything I need Great location on a quiet street close to the shops and restaurants on Broadway
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9. Cozy two-bedroom condo

This apartment is situated within walking distance from South Boston and it is also near the BCEC. It features a comfortable living room, furnished with a 37-inch screen TV with internet access and an electric fireplace for the cold seasons. The apartment also features two bedrooms, each with a flat-screen TV. The master bedroom has a queen-size bed and the second bedroom features two twin beds.

There’s a well-furnished kitchen where guests can prepare meals and an all-season porch for relaxing that can be turned into a dining area. There’s also a bathroom featuring a shower and a toilet and a washer and dryer. Free internet and parking are also provided.

Cozy, 2 BR South Boston Condo - Walk to T , Convention Center, & Seaport
59 reviews
condo 4 Guests 2 Bedrooms 1 Bathroom
Top guest reviews
Amenities & Room:
However the larger air-conditioner in the sitting room or back porch area will keep the apartment cool if you don't want or need any privacy
I was disappointed I could not use any of the bedroom closets for my clothes and instead had to the coat closet
The bathroom showering facilities also need some repair or upgrading
I think it would be helpful for the host to provide the parking permit for the street to their guests
Be prepared to wait for a table
Everything was really clean and spacious
The apartment is very well maintained and clean
The apartment was very clean and cozy
Condo unit was clean and very nice
Easy access to public transportation and Kate
Everything worked great made for good weekend Owner very helpful
Kate was a great host
She communicates well and coordinated with us
The guidebook Kate made was incredibly helpful
You find a lot of hints in Kate's information book
An obviously loved condo in a pretty suburban neighbourhood Easy access to transport and walk to shops
Great location for access to all of Boston
Clean and comfortable place for four people Good location in Southie with a short (roughly a half mile) walk to the Broadway T station on the Red Line
The weather was hot and damp and the aircon perfect Quiet neighbourhood and acccesible to the Convention centre (20-25min walk) and lots of attractions Helpful info from Kate in the condo Thanks...
The location is great just a short uber or lyft to many things to see in Boston
Read more reviews

10. Luxurious apartment with beachfront views

This cozy six-bedroom accommodation is situated across from the M Street Beach and within walking distance to downtown. The home features beautiful local artwork that decorates the rooms. The living room is well-lit and has comfortable sofas and a flat-screen TV. The kitchen is spacious and fully-furnished with kitchen appliances and a fridge.

All the bedrooms are clean, have large windows which allow enough light into the rooms, and are furnished with large, comfy beds. The accommodation also includes three clean bathrooms, toilets, towels, and necessary toiletries. Guests can relax and have a good time on the beach. There is free Wi-Fi and a parking space for guests.

Saltspray Escape | M Street Beach
15 reviews
House 18 Guests 6 Bedrooms 3 Bathrooms
Top guest reviews
Amenities & Room:
Exactly as the pictures TV in the living room was great
A great place that was accurately depicted in the pictures
The house came with everything we needed and like other reviews the location was terrific
If you're a runner like me or like taking 4 steps to the beach this is place for you
If you're a runner like me or like taking 4 steps to the beach this is place for you
The space was open impeccably clean and so comfortable (especially the bed)
For both rentals entry was made through a common outside door in the front of the house with a second door going to each unit
Frank was very easy to communicate with
so we could all be together
so we could keep up with our netflix
just a few steps from the water Communication with the owner/manager was great and when we had an issue with the internet service was immediate
Large house in perfect area
The landlord is really enthusiasm and efficient
Cheap to take an uber into the city but in a scenic neighborhood on the beach
Beautiful space and lovely neighborhood Parking was great too
Lovely safe neighbourhood quiet and close to the airport
Read more reviews

The best Vrbo accommodation in and around South Boston

If you are visiting Massachusetts, especially the South Boston area for a vacation or business, this list of best Vrbo accommodation will ensure that you enjoy a brilliant stay during your visit.

Disclosure: Trip101 selects the listings in our articles independently. Some of the listings in this article contain affiliate links.

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Stephen Kinyanjui is an IT graduate who previously worked as an IT Assistant in a BPO company. He has an insatiable desire for traveling and adventure. He’s an artist who loves drawing and...Read more

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