Apartment holiday rentals in South Boston

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Popular amenities for South Boston apartment rentals

Weekly apartment rentals

Guest favourite
Apartment in South End
4.99 out of 5 average rating, 91 reviews

1 Bedroom Apartment in Boston/South End

JustinRating, 5 stars3 weeks ago
The place was incredible! It’s a great location on a very pretty street and walkable to all kinds of things: restaurants, parks, train station. And Tim was a wonderful host. The place was cleans and honestly even bigger than it looked in the pictures. Would definitely stay here again!
Superhost
Apartment in East Boston
4.89 out of 5 average rating, 27 reviews

Stunning Waterfront Condo with Boston Skyline View

BarbaraRating, 5 starstoday
The place was stunning and close to Boston Commons and all the tourist attractions. Jay was wonderful and came over to greet us and talk about all the amenities and getting around Boston. We loved the place and looking forward to staying again!
Top guest favourite
Apartment in Dorchester
5 out of 5 average rating, 30 reviews

Bright Spacious 3Br, Mins From Downtown, Parking

Sang HwanRating, 5 stars3 months ago
We stayed at Elena's apartment for a month and found it very comfortable for a long term stay. Elena was always responsive and was quick to troubleshoot a minor issue at the start of our stay. She also kindly let us check in early when we arrived during a snowstorm. The parking space is a great bonus since we only needed our car when we decided to do some grocery shopping in the suburbs. The house was warm even on the coldest days and we found the beds really comfortable. The wifi was reliably fast and having access to Amazon Prime was a nice perk.
Superhost
Apartment in Roxbury
4.66 out of 5 average rating, 32 reviews

Stunning Victorian with Office | Mins to Downtown

NathanRating, 5 stars1 week ago
Nice place to stay, convenient to all things Boston. 15-20 minutes to everything! Comfortable, nice TV, nice mattresses, and very responsive hosts. The water pressure in the shower is a bit low - something to be aware of if you have long hair to wash. Overall it’s a great place to stay and was the perfect fit for four people to spend a nice weekend exploring Boston. Thanks again.
Guest favourite
Apartment in South Boston
4.93 out of 5 average rating, 89 reviews

Boston Townhouse - 3bd / 2.5ba - Central Location

HarrietteRating, 5 stars1 week ago
Great spot for attending a convention - 20 minute walk. Neighborhood has groceries, banks, restaurants and a drug store. Host was very responsive and the place was super clean with everything we needed.
Guest favourite
Apartment in Beacon Hill
4.95 out of 5 average rating, 77 reviews

Charming and Historic Apartment

HannahRating, 5 stars4 weeks ago
This place is AMAZING! An absolute must stay. Close to public transit, restaurants, coffee shops, in the cutest neighborhood. We were in awe of how adorable and perfect and homey the apartment is. Truly one of my most favorite stays. The hosts were communicative and even let us drop our bags off early as we were coming from another air Bnb and didn’t want to lug our suitcases around Boston all day. I had some questions about check in and they responded to me in minutes. Truly wonderful.
Top guest favourite
Apartment in Winthrop
4.99 out of 5 average rating, 68 reviews

The Day-Burrill-Wadsworth-La Voix House

JoanneRating, 5 stars1 week ago
Had a lovely stay in the cute town of Winthrop. The house was an old, but very newly renovate with all the quaintness you find in a well cared for historic home. The beds were comfortable. It was in a great location and there were so many nice ammenities that other places I’ve stayed did not have. The little extras like the laundry detergent, the Keurig and pods, a bottle of wine All meant so much. I was with my son and daughter in law and two granddaughters, and everybody felt immediately at home. Will definitely return.
Guest favourite
Apartment in South Boston
4.97 out of 5 average rating, 38 reviews

Sunny Southie Modern 2 Bedroom with Deck

DanielRating, 5 stars6 days ago
My Stay at Anda's was great! The condo was spotless and heck-in instructions were clear and easy to follow. The living space was really comfortable and the setup was perfect. Both bedrooms were extremely clean and private. The apartment had a lot of natural light and the kitchen was fully equipped.

Pet-friendly apartment rentals

Guest favourite
Apartment in Somerville
4.85 out of 5 average rating, 223 reviews

A Cozy 3 Bedroom Home Close To Boston & Parking

GaleRating, 5 stars1 week ago
Shirley's place is as described. It is comfortable and generous in size. There is parking available both in the driveway and on the street(with a supplied parking pass) for two cars altogether. Fresh linens are plentiful and the kitchen is very practical for cooking and eating in. Outdoor furniture on the back porch allowed us to invite over friends and socialize in nice weather. It is simple, but comfortable.
Superhost
Apartment in Bay Village
4.89 out of 5 average rating, 114 reviews

Condo in downtown Boston

SusanRating, 5 stars1 month ago
This was such a charming place in a wonderful location. Griffin and Carolyn were responsive and took really good care of us. They are great hosts who we highly recommend and would book with again!
Guest favourite
Apartment in East Boston
4.95 out of 5 average rating, 202 reviews

Family Home + Near Downtown + Cool Backyard!

RogerRating, 5 stars3 months ago
We had a great stay! Quiet, safe neighborhood, easy to get to the city. Lots of space for the six of us to eat and relax together. Beautiful view of the Boston skyline just minutes walk from the place. Comfortable beds and soft sheets too! We also had no troubles parking nearby and leaving our car (for free) for our entire stay.
Guest favourite
Apartment in Roslindale
4.89 out of 5 average rating, 110 reviews

Transit friendly condo on quiet street

KimberlyRating, 5 stars2 weeks ago
We loved Andy’s place! Comfortable beds, hot strong shower, very roomy. Two balconies! Shops, restaurants, diners, grocery stores, discount stores, all in easy walking distance. There are quite a lot of steps to get up to the apartment, but they’re well-lit and there are hand rails everywhere. My sister lives less than a mile away from Andy’s house and doesn’t always have room for all of us. We’ll definitely be back!
Top guest favourite
Apartment in Lakeside Marblehead
4.99 out of 5 average rating, 225 reviews

Harbor View Suite

KaitlinRating, 5 stars1 week ago
This was the second time we had stayed at Kristin’s. We loved it so much last year we had to come back! Nothing beats the view from the rooftop deck. Everything you need, to include ample public water access, is just a short walk. We plan on making this a yearly stay. The fact you can bring your pup is an added bonus!
Guest favourite
Apartment in Jamaica Plain
4.88 out of 5 average rating, 540 reviews

Historic JP Brownstone with Parking. Pets Welcome!

ChristopherRating, 5 stars3 weeks ago
Adorable brownstone in JP! Close to the orange line, quiet neighborhood with lots of families. House was great, lots of space.
Superhost
Apartment in Winter Hill
4.83 out of 5 average rating, 198 reviews

Spacious, cozy home near Boston!

StephaneRating, 5 stars6 days ago
What a gem!! Ana's appartement is amazing. The bedrooms are large with good mattresses and furniture. Kitchen is great too. There is a nice patio to sit on at the back. Ana's house is extrememy clean, cosy and very well maintained, we will definitely stay here again when we visit Boston!
Guest favourite
Apartment in Aggasiz - Harvard University
4.94 out of 5 average rating, 205 reviews

Boston 2Bd Kg&Qn - Harvard MIT Subway w/parking -2

EricRating, 5 stars6 days ago
This is a fine place to stay in the Cambridge area. It is an easy walk to Porter Square and a 15-20 minute walk to Harvard Square. The management is incredibly responsive and accommodating.

Private apartment rentals

Guest favourite
Apartment in Davis Square
4.9 out of 5 average rating, 141 reviews

Bright & Spacious Home in Davis Sq, Somerville

KristinRating, 5 stars2 weeks ago
Wonderful, light-filled home! An easy subway ride to Boston. Our family of 6, including two small children, was very comfortable. Cayla was friendly and helpful.
Guest favourite
Apartment in Lakeside Marblehead
4.95 out of 5 average rating, 149 reviews

1742 Marblehead Studio|Minutes to Salem|Parking

SeanRating, 5 stars1 month ago
Quintessential New England historic experience. It’s. It every day one get to stay in the home of a Revolutionary War Navel Captain, let alone one that fought a pivotal battle on the Hannah. The home, while over 200 years old is cozy, clean with just enough modern features to Make it comfortable and convenient. The manager, Rachel is responsive, pro-active and a delight to deal with.
Superhost
Apartment in Brookline Village
4.9 out of 5 average rating, 101 reviews

2Bedroom - WALK to subway, hospitals, food, & more

RegieRating, 5 stars1 week ago
Christian's place was perfect for our Boston Trip. We were a short walk from all the public transportation stops and it was easy to get to and from the area to the bulk of Boston. Christian was a great host and very helpful, attentive, and all around made our stay that much better. The space was perfect for four adults.
Top guest favourite
Apartment in Salem
4.96 out of 5 average rating, 258 reviews

My Place - 2 Bedroom Condo with Parking

Birdie NewmanRating, 5 stars5 days ago
Located in a lovely neighborhood, this place is a gem! So well appointed, there was nothing we could have needed that wasn’t there! The decor was beautiful and Kelly provided so many extra touches. The kitchen was well equipped, including spices, Keurig Cup Pods, tons of dishes, and utensils. The bedrooms were lovely and very comfortable beds. We can’t wait to come back!!!
Top guest favourite
Apartment in Medford
4.99 out of 5 average rating, 120 reviews

Tufts 2 Bed + Office - Free Parking

EmilyRating, 5 stars1 week ago
Joseph’s place was lovely. The home was spotless and hosted a family of four perfectly. The extra effort of a little snack basket upon arrival was a nice touch. We took full advantage! The location is a great jump off point for Boston and surrounding areas. Joseph was very responsive and easy to talk to. We would recommended.
Guest favourite
Apartment in Jamaica Plain
4.91 out of 5 average rating, 264 reviews

Fully-Equipped 2nd Floor 1-Bed 1-Bath Apt

DanielRating, 5 stars4 days ago
We greatly enjoyed our time staying at this Airbnb! Elena was very responsive, friendly, and accommodating. It was located in a beautiful residential neighborhood, and a short walk away from the Orange Line which was convenient to get around the city. The apartment itself was clean, modern, well stocked with towels, toiletries,ect, and spacious enough, while also feeling cozy. The washer and dryer in unit was a nice addition as well. I look forward to staying here again on our next visit to Boston!
Top guest favourite
Apartment in Salem
5 out of 5 average rating, 146 reviews

The Salem Porch House

KateRating, 5 stars3 days ago
Alex’s place was awesome! She was great at communicating leading up to the stay and very flexible. The location is perfect, walking distance to everything. 10/10 would recommend!
Top guest favourite
Apartment in Lakeside Marblehead
4.99 out of 5 average rating, 110 reviews

Samuel Tucker House - Downtown Luxury 2 Bed Condo

CarolRating, 5 stars1 week ago
Lovely trip back to Marblehead for my granddaughter’s graduation. This home was comfortable and great care taken to provide more than the basics making it welcoming and like home!

Quick stats about apartment rentals in South Boston

  • Total rentals

    40 properties

  • Nightly prices starting at

    ₹4,327 before taxes and fees

  • Total number of reviews

    2.5K reviews

  • Family-friendly rentals

    20 properties are a good fit for families

  • Pet-friendly rentals

    10 properties allow pets

  • Rentals with dedicated workspaces

    30 properties have a dedicated workspace

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