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.
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 March 13, 2023.
1. Spacious two-bedroom apartment (from USD 158)
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.
Top guest reviews
Amenities & Room:
kitchen is perfect for cooking bedrooms are big ac is nice and coldbeds are comfortable and there is lots of spaceCleanliness:
the place was very clean and the king size bed was very comfortablesaid everything was very clean and they loved the locationdonna was very accommodating and friendly place was very clean and quiet loved the neighborhoodthe property was clean and in a great locationthe kitchen and bathrooms are well stocked and cleanHost:
love the neighborhood our hosts were so kind and helpfuldonna was a fantastic host who made our stay very enjoyablewe were met at the door by max & donna who were great hostsdonna and max are excellent hostsdonna and max are extremely kind and friendly hostRead more reviewsLocation:
the location is greatwe loved this location for our two couple vacationlocation is ideal for any and all boston activitiesgreat safe neighborhood that has multiple stores and restaurants within a quick walkit is in a great location- walking distance to shops and restaurants
2. Luxurious two-bedroom condo (from USD 320)
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.
Top guest reviews
Amenities & Room:
The apartment had everything we expected that it wouldThe unit sleeps 4-6 and can only seat 2 people at the kitchen tableNice colors throughout the apt Comfortable beds Very spacious central living areaThe seats at the table have no support and you sink downwhen sitting The master bedroom has nude pictures of women over the bed which is inappropriate for adults and childrenCleanliness:
The place is spacious and nicely decoratedThe accommodations were comfortable and cleanEverything was clean and available to us but many of his personal belongings crowded the apartmentThe property is just as it is stated; we had a party of 6 and the property was very accommodatingHost:
Gary was a great host giving us local tips and answering questions Heartily recommendThe owner Gary is accommodating hospitable and very easy to work withWe had a terrific experience Gary was wonderfully responsive to my many questionsand he checked in with us after our first night to make sure all was wellhe double checked his records and realized that he was in the wrong Even after this he did not apologizeRead more reviewsLocation:
The location was in convenient proximity to many restaurantsWe walked to the local area restaurants shops and grocery Close to BostonWe were in town for a conference just a few blocks away Plenty of places to eat and see within walking distanceA great apartment in a great locationNice little condo near the conference center
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.
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 stepsHaving said that it was only one of the 3 nights we were thereWe 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 buildingNice neighborhood with small park/basketball courtcomfortable Parking space next door is very usefulCleanliness:
The place was very clean and beds were comfortablePlenty of room very clean and extremely organizedExceptionally clean maintained and nicely appointedHouse is very clean well equipped and vwe found the house floors were not clean stairs to the 3rd floor were extremely dirtyHost:
Jack was responsive and accommodating and all the instructions were easy to followLet me say first and foremostJack is absolutely amazingThe property owner was also very responsive throughout the processPhenomenal host super fast responding to every question and one of the most accommodating people ever when it comes to hostingRead more reviewsLocation:
Safe walking neighborhood close to restaurantsIn a v nice neighbourhood close to T station which is 2 stops to Central Bostoneasy walk to restaurants Being right next to a playground was not an issue Parking available in Boston is definitely a plusthe neighborhood was great to explore with many awesome restaurantsIt was a pleasant 10-min walk to the broadway T station through a safe neighborhood
4. Fully private, one-bedroom apartment (from USD 171)
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.
Top guest reviews
Amenities & Room:
Bed was comfortable living room and kitchenThe space is small but comfortableThe bathroom is fine - the only note I haveI think that is all sound and fury but slow to produce dry hairthere is that you might consider bringing your own hair dryerHost:
Terrence was super helpful and a great hostthe owner is responsive to any and all needs and worked hard to ensure a positive experience for our familyHe was there when we arrived and helped us carry our luggage up to the roomWe had no problem finding and checking in to the propertyThe apartment in Fort Hill was extremely well equipped clean and perfectly quaint for those who want the true Boston historical experience TerryRead more reviewsLocation:
Great location near the subwaybut it's a model from the 70'sQuiet relaxing and has a lot of charm and character Loved staying hereThe closest food is in Mission Hill which is a little overGreat location for the train into the city Very comfortable accommodations in a nice neighborhood
5. Elegant one-bedroom condo (from USD 180)
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.
Top guest reviews
Amenities & Room:
The restroom is upstairs next to the kitchenWell equipped modern kitchen nice bathroom with tub and shower and lots of hot waterThe room downstairs is so nice and comfortableEverything is as beautiful as the photosAnd if you have to use the restroom in the night you have to climb the winding metal staircase Very difficult for anyone with mobility issuesCleanliness:
and it shows in the way it is kept immaculately clean and thoughtfully furnishedThe city is full of things to do for every taste and the public transportation was no problem to navigateThis was a quaint and clean place to stay Very comfortableHost:
Mr Terry was very informative answered all our emails and text He even told us places to eat and how to get aroundThe owner was very accomodating bring us extra pillows and blanketgreat Terry was an excellent host and gave us pointers and directions on how to maneuver through the cityTerry offer us a cozy studio for even better prizeThe maps and guidebooks that were made available helped us to plan out what we wanted to do during our weekendRead more reviewsLocation:
only 5 min walk to a SubwayAnd of course the Red Sox at FenwayIt was perfect walking distance to the subwayThis is a safe and quiet neighborhoodThe neighborhood is really quiet
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.
Top guest reviews
Amenities & Room:
There was very little hanging space but plenty of drawersRoom was small but neat and comfortable nice bathroomThe street parking is a real painRent a car to travel to RI NH and MEJust something to keep in mind if you have health problems and would have trouble getting up the stairsCleanliness:
The place was not quite as picturedThe room and bath were very clean and had plenty of space for everythingThe bed was extremely comfortable and the apartment was cleanIt was clean and had lots of interesting furniture and booksHost:
The owner Terry was most helpfulThe stairs would be a problem for those with mobility issuesHighly suggest Boston is full of beauty and history As well as surrounding areaGreat location close to the subway allowing you to go all over townHomey and well taken care of Stairs are a little steep but doable for the average personRead more reviewsLocation:
A great location a 30 minute walk to Fenway a 5 minute walk to the train or a Blue Bike stationonly five minutes walk to Orange line Metro Located in a quiet neighborhoodIt was only a few minutes' walk to the T stationThere are no restaurants near by short of a little Middle Eastern style placeThe street and neighborhood is nice and close to everything all easy access
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.
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