Family-friendly holiday rentals in South Boston Waterfront

Excellent location! Great stay for a family away from home! House was magnificent and modern. Beautiful upstairs with an open layout and a downstairs living room. Plenty of space to relax and enjoy each other’s company. Close to the Newton center to access the (T)rain so Boston is easily accessible. Great communication with Amir! He responded quickly with any questions I had! Would definitely come back for another family vacation!

The host communicated well and was very thoughtful. The bed wasn't very comfortable and the heating unit was a bit tricky to figure out, but overall, we had a great stay.

We had an absolute blast on our girls getaway weekend!! The cottage and community were amazing, exactly what we were hoping for and Doug couldn't have been nicer or more helpful. He was always available by text or phone. The cottage was clean, nicely equipped, and a great location!! We will definitely be renting this cottage again on our next trip!!! Thanks for having us... we loved every minute!! 🧙🧙🧙

Alex was an excellent host, responding to my questions and even gave helpful suggestions regarding places to eat etc. Everything was as advertised and the place was very clean.

Our second time, weeklong stay! And we hope to do it again next year. Just simply meets our needs very well. It's a joy to stay here!

We really enjoyed our stay here! Karen was very quick to respond to any of our questions. The house is spacious and clean. We especially enjoyed the kitchen and dining room. I’d recommend this place to anyone staying in the area!

We just a wonderful few days in Boston for the marathon. Maude was the perfect host… we really appreciated the flexibility with check-in and check-out and were so grateful for the provisions left for us, particularly as we arrived late! The location is perfect, it meant that we could explore everywhere in the City on foot. The neighbourhood is particularly great for restaurants and when the sun came out and the temperature rose, the vibe was fabulous. As a previous review mentioned, if you’re looking for a pristine, freshly painted apartment then it’s not for you, but if you like ‘quirky’ and a house with bags of character, (I especially loved the art), then I’d highly recommend.

Michelle was very responsive and great at communicating leading up to our stay. The house was easy to find, good neighborhood, perfectly clean and had everything we needed. Parking was included which was awesome. The T was easy to walk to so we could go downtown every day easily. The host recommendation for Lulu’s Allston was spot on, it was nearby and great. We felt right at home and had a wonderful stay and check out was also easy. Thank you Michelle for hosting a wonderful place!

We enjoyed our stay at Wally's. We were in town for the World Skating Competition. Downtown was a quick Lyft or Uber away. The location was nice and quiet and the home was comfortable.

Lovely home in a beautiful, peaceful location! My husband and I had a wonderfully relaxing stay. The house is tucked away on a quiet dead-end road that leads directly to Acton Conservation land, where I took a peaceful afternoon walk.

The host was super easy to communicate with and we particularly appreciated the flexibility with checkin and out times. The space is great for a group of people that all want their own space but then also has great space to hangout too!

This Airbnb was one of the best we ever had stayed in! Her house was beautiful, cozy and clean! Johanna was a great host and would definitely love to stay here again!!

We spent 3 nights at Elizabeth’s place. We were 5 adults and had enough space for us all! The house is well located, easy to go to the center of Boston to visit. Beds are confortable and neighborhood really calm. Highly recommended!

Excellent location! Great stay for a family away from home! House was magnificent and modern. Beautiful upstairs with an open layout and a downstairs living room. Plenty of space to relax and enjoy each other’s company. Close to the Newton center to access the (T)rain so Boston is easily accessible. Great communication with Amir! He responded quickly with any questions I had! Would definitely come back for another family vacation!

The host communicated well and was very thoughtful. The bed wasn't very comfortable and the heating unit was a bit tricky to figure out, but overall, we had a great stay.

We absolutely loved our experience at Frank’s Winthrop basement apartment! Exceptionally good value for the beautiful area, comfy beds & a very easy to use TV for the rainy nights :) The one thing that would have really improved this place for me personally is enhanced privacy. I would have loved to have our basement apartment door lock from the outside. I didn’t feel unsafe by any means because our entrance was locked and had a keypad we shared with the hosts but would have loved to be able to lock the apartment up while we were exploring MA. A separate entrance for guests would have been awesome too but I recognize that is a tough ask renovation wise. My husband was not bothered by it at all but once I mentioned it, he agreed.

We had an absolute blast on our girls getaway weekend!! The cottage and community were amazing, exactly what we were hoping for and Doug couldn't have been nicer or more helpful. He was always available by text or phone. The cottage was clean, nicely equipped, and a great location!! We will definitely be renting this cottage again on our next trip!!! Thanks for having us... we loved every minute!! 🧙🧙🧙

Lovely cottage surrounded by countryside: there were ducks, wild turkeys, chipmunks and blue jays in the garden. 5 mins drive from the lovely town of Dedham and 30 mins into central Boston. Cottage is small but beautifully decorated and has everything you need. Mark was super helpful.

Our second time, weeklong stay! And we hope to do it again next year. Just simply meets our needs very well. It's a joy to stay here!

Beautiful and quaint New England house with great antique decor (we loved the framed french cafe menus). Mary and Dana were both super attentive and responsive; they clearly care about the home. They gave us great recommendations for things to see and do in Manchester and the surrounding areas (I recommend Singing Beach!!) I didn't think we'd use the elevator at all but it was handy for bringing our luggage up and down. The bed was super comfy. We loved sitting by the pool in the afternoon! We'd gladly stay here again if circumstances bring us back to Manchester-by-the-Sea.

We had a wonderful stay. Perfect place for families with children. So close to the beach with all the beach and home necessities you need while on vacation! Quaint town that was quiet but still has plenty of restaurants to visit. Overall, a great place!