Family-friendly vacation rentals in Swampscott

Kate's house in Gloucester is an ideal place to experience one of the best beaches on the North Shore. Kate's home accommodated the eight of us very comfortably; the proximity to the beach was second to none and Kate and Michelle's response to a couple of minor issues we had was expeditious and friendly. There aren't enough superlatives I could use to recommend Kate's place.

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!

We rent a house on PI every year and this house was perfect for us. We could walk to the basin with our SUP’s, easy walk to beach and stores and ice cream! We loved the double outdoor shower option for the kids after a long sandy day at the beach and they supplied all the beach toys, umbrellas and chairs! The rooftop deck was our favorite part we watched the sunset every night. We would rent this house again if the dates line up!

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.

In the area for work. Absolutely loved the place. Would absolutely stay again for work or vacation.

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’s place was wonderful and a perfect location for someone who wants to travel Boston on foot. Very close to the T which made getting around really easy. Alex was also a very flexible, responsive, and kind host for our stay. Would definitely stay there again!

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 loved our stay at Dogtown cabin. The cabin is in the middle of the woods and is also close to everything. Azure and Darwin are excellent hosts. Thank you Eric and Julie for sharing your home!

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!

My husband and I were getting married and in his mind it is customary to not see the bride until she walks down the aisle! On my mind…I didn’t just want to come home, as we live together, just like any other night. I took my mother with me the night before our wedding and fell in love with this cute, quiet place with a gorgeous view, again nothing too far from our venue. We had worked out a little confusion on communication, we were great and going to have the cutest little house overlooking a pond/lake! My mother loved it and my husband loved it as well. It was very well kept, gorgeous view out the ceiling to floor windows! Private, quaint, easy to get to, quiet….just super cute all around! My husband and I do Airbnb‘s a couple times a year….if we were to look for some place close to home, we would definitely love to stay here again! Everything was great!

Tiffany's home on Tudor Street is an oasis within South Boston, a very diverse & dynamic community. It's an original true gem with modern updates that make it a wonderful place to stay in the Boston area, so comfortable & cozy. The kitchen is well-equipped for meal preparation; there is also a nearby deli, several close grocery stores (one is just around the corner, Foodies is a 10 min. walk) and many great restaurants. The neighborhood is great for walking & super easy to navigate. It's a close walk to the West Broadway Metro station, from there you can get everywhere in the city & beyond. There's also a charming deck that overlooks the shared backyards / inner sanctum among several dwellings. I love this place in Southie❤️

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!

We had an absolutely wonderful experience staying at this Airbnb! The home was impeccably clean, cozy, and well-stocked with everything we could possibly need. The host's attention to detail was evident in every corner, from the kids' toys to the thoughtful touches like snacks, coffee, and local guidebooks. The location was perfect—peaceful and quiet but still close to shops and restaurants. I especially loved relaxing in front of the fire and enjoying the serene surroundings. The host was incredibly responsive and went above and beyond to ensure our stay was seamless, offering great tips about the area and checking in (without being intrusive). I highly recommend this spot to anyone visiting North Andover or the greater Boston area.

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.

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!

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!! 🧙🧙🧙

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!