Condo 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!

Our stay in East Boston went as well as we could've hoped for, and the unit was perfectly situated for us to have easy access to the MBTA and local food + drink recommendations. The Blue line was down the week we were in town, but Trevor prepared us with the information we'd need to smoothly work around it. If we come to Boston again, there's no doubt we'd consider staying at this unit again.

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

Very conveniently located apartment on Beacon Hill. Apartment is on an alley off of a street so generally quite quiet. Spacious accommodations on two floors- bedroom, bathroom and living room on upper floor and kitchen and dining area below. The apartment is off of an uphill street, but that's part of the charm.

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.

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.

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 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!

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 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!

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!

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!

Everything was great , the place is as exactly as described , super clean and organized. plus it's located right in the heart of Salem so it was super easy and quick to get back home from after our walking tour! Tristan was a great host

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.

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.

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!

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!

Loved coming back here! Great and convenient place to stay.

Had a nice weekend visiting our son in Boston with his sisters. We spent less time in the Airbnb than we had expected (never got to check out the local beach but also it was a colder weekend than we'd hoped for anyway) but the kitchen was pristine, beds were comfy, shower and bathroom was well stocked and it was nice to know that there were extra chairs and towels if we had needed them. Thanks for hosting!

Comfortable beds. Clean and modern. Very nice place to stay