Apartment holiday rentals in South Boston

Stayed at Andrew's place in Boston for 3 nights to attend a Sox game and a couple nights of concerts. No parking at the house but Andrew was perfect in describing where I can park a short 2 blocks away. It's about 2-3 miles from anything you'd want to do in the city....Fenway Park, the Aquarium and waterfront etc....easy 10 minute drive (city traffic). The place had everything you'd need, was clean as a whistle and Andrew was super quick to respond with anything I asked, whether it was about parking, nearby places to eat, etc....he really was right on top of everything. I don't really go to Boston for much but if I find myself there again I'll definitely be looking at Andrew's place as my first choice!

My wife and I loved staying at Tim’s place in the South End. As former Boston residents, it was a great opportunity to get a feel for a new and charming part of town for a couple days. Tim’s apartment was clean and larger than we expected. Everything worked well, and we appreciated Tim’s flexibility with our check out time. Would highly recommend a stay here!

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!

Fantastic spot in South Boston!! Clean, spacious, within walking distance of so many great restaurants! Would 100% recommend and stay there again!!

This is the BEST place to stay in Boston! The neighborhood is beautiful and well kept. It’s very walkable to many stores and restaurants. It’s close to a train station. We enjoy walking and walked to Boston Commons and the North End each day. The apartment itself was spotless. I wish we were able to stay longer and spend more time in the kitchen! Such a cool layout !! Ann is very responsive and accommodating. We are already talking about coming back this fall!! 10/10 recommend ! You won’t regret it!

Place was clean, quiet neighborhood and the host responds to messages really quick.

My daughter and I arrived slightly early and I asked if I could possibly arrive a little early and the answer was absolutely yes! We could drop off our luggage since they were still in the midst of cleaning from earlier guests and this was greatly appreciated. We were even recommended a wonderful restaurant within walking distance (Lincoln Tavern). Once we were able to check in we noticed the water pressure was excellent and the apartment appeared extremely clean and looked like the photos. The neighborhood has plenty of amenities and good coffee shops with pastries. I would stay here again if I ever make it back to Boston. Please note that this apartment is on the 3rd floor.

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.

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.

This place did great for our small group. The location is perfect, the house instructions were easy, and checkout was a breeze. The kitchen was well stocked with coffee and tea (nice touch!) and the bathroom was stocked with soap, shampoo, toilet paper, and other amenities. I would be happy to stay there again.

Thank you! We enjoyed our stay there. We were able to relax and create memories.

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.

We had a fantastic stay at Louisa’s beautiful place! The home was spotless, filled with great natural light, and equipped with everything we needed for a comfortable stay. The location was perfect—just a short walk to Harvard, making it incredibly convenient. Our time here was not only enjoyable but also highly productive, thanks to the peaceful atmosphere and charming surroundings of this lovely street. We will definitely be returning to Louisa’s amazing home, where we truly felt like we had a home away from home. A special thanks to Louisa and James for their hospitality and for making this trip so wonderful and unforgettable.

We very much liked staying there. It is a nice neighborhood and very close to South Bay shopping mall with many restaurants and easy and convenient shopping. It is also very close to all major attractions in Boston but much quieter environment. Our host, Marian was extremely helpful, proactive and super responsive, the best we have had so far in our trips. I strongly recommend this place to families.

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!

Our stay at Kristen’s on our East Coast tour was incredible. The location and the views were incredible! Her home was pristine and we loved all of the personal touches. Would love to visit again!

Thank you for sharing your home! I found this a very convenient location to the T which brought us right to downtown Boston. I especially appreciated the umbrella that was left for use in the living room as I forgot mine and it was a rainy weekend. This apartment was spotless and I loved the espresso machine!

Location Location Location. This apartment is only a half mile from the Orange Line so easy to get everywhere. We had a hiccup checking in but not Kristen's fault. Miscommunication with the cleaning staff. Apartment was nice and just like the listing. No problems at all. We loved our four days in Boston and this accommodation was a big part of that. Kristen provided us with great recommendations on where to go and what to see. Whole Foods across the street is super convenient. Kristen recommended Monument Restuarant right down the street. Super great vibe and food. Highly recommend this location.

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.

The house is very modern and comfortable and has everything you require . It’s a good and safe neighbourhood as well and we had a comfortable stay here. Thank you for hosting !

Super clean, very responsive host, close to everything with very minimal noise, super cool older building. Only very minor issue is it is a third floor unit which I didn’t see mentioned in description with narrow stairway but otherwise 5/5 stars.

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.

Simply perfect. The location is perfect. The apartment is a delightful family friendly home. We loved it. Ideal with young adults and a new baby alike. So well equipped. The beds all so comfortable. The hosts could not have been more helpful. Our best ever experience with Airbnb. Thank you so much.

Cusaj's place was a wonderful haven to return to after a busy day of sightseeing. The beds were very comfortable. Her place was very clean. Also, some nice restaurants in the area..