Kid-friendly holiday rentals in Boston

Karen was absolutely incredible. She was very responsive, respectful, and accommodating. We very much enjoyed our stay as my team and I were there on business. She was able to take care of us even on short notice. I really couldn’t be happier with her communication, the quality of their home, and the entire experience. Thank you so much Karen for inviting us into your home. This was truly a 12/10 experience. 😃😃

We loved our stay at this property. The house is much more historic and lived in, if you are after a pristine and modern stay, this might not be the place for you. But the house more than made up for it in character and cozy vibes, and it fit in perfectly in the charming historic neighborhood in Marblehead. The area has a lot of wonderful spots you can walk to, and the host provided historical information about the area and the house as well! We were so grateful for John’s proactive communication, we didn’t have any issues but I’m confident if we had he would have quickly resolved them! Overall my family had a wonderful weekend and we spent the drive home saying home much we’d love to make another trip in the summer to enjoy the ocean more!! Thanks John for a memorable weekend!

Great place with great access to the city!

I recently stayed at Peter's place, and it was exactly as described in the posting. The pictures were accurate, and I was pleased to find the space clean and well-maintained upon arrival. The location is fantastic, as I grew up in the area. I truly couldn't have asked for a better experience. I wouldn’t hesitate to book again in the future. Highly recommend!

Heather was a great host who was quick to respond with any questions. The house was spacious and clean. Near plenty of good places to eat but secluded enough for peaceful evenings. Would stay again if vacationing in or around Gloucester.

Super nice house. Location is great and extremely quiet. Parking was no issue. Would stay again.

We will definitely be visiting our family again and now are thrilled to know we have a wonderful Airbnb to stay at while visiting. It has all the amenities you might need and more, as well as entertainment, such as games, TV, and children’s outdoor and indoor activities. We will be back to visit before long. This will be our home away from home. Thank you Barry!

What an absolutely lovely home that our family was thrilled to stay at! Very clean, quiet, and comfortable. Close to everything!! Certainly a 5 star stay!

This place was cozy with everything you might need, even toys if you have small children. Jimmy was a very accommodating host; going above and beyond! We were so lucky to have this space for a very reasonable price. We all agreed the beds were comfy too, and it’s not easy to get approval from 4 different adults.

We were extremely satisfied with Jurak’s place. We were thankful for timely responses and the flexibility to use entryway space for our luggage as we had many hours in the city without a place for our luggage. Three very comfortable beds with great linens. Lots of comfortable space for three friends to catch up and have access to the city. We would definitely come to this space again!

Perfect location! Walked everywhere!!! Fabulous hosts! Loved our stay! We had the BEST time!

Great place, the house is wonderful, we like it a lot... the house was very clean, the kitchen is very well equipped, the street is very quiet to park the car... Tesfaye very helpful, friendly,.. I would definitely go back to rent this house ..

This was a great stay. Clean and exactly what it looks like in the photos. It was such a relief to find a place that could accommodate our family of 4, my need to telework while I was there, and also be clean and relaxing and close to family in Roxbury. Oh, and having off street parking is so incredibly valuable. Grateful we found this place & we'll definitely be back. There was a little technical difficulty that was no one's fault that delayed our ability to get in. George was responsive, apologetic, and addressed it immediately to our satisfaction. I'm delighted.

This is an authentic Cambridge home that has been owned by the host's family for multiple generations. Kevin is accommodating, and he generously left some snacks and drinks in the full kitchen for us. Well-stocked kitchen was super convenient for eating breakfasts. Note: there are significant stairs to get into the unit. Once there it's quite spacious. And I love the operable bathroom window. :) Thanks for a lovely stay in a convenient, walkable neighborhood!

What a fantastic spot in a great area. Kevin couldn't have been a better host, so good on communication. The apartment itself was absolutely spotless, very spacious with every amenity provided. The area of Allston is beautiful, clean and safe, two big grocery shops close by, lots of nice coffee shops and restaurants close aswell. Train station is only 10 minute walk, make sure and check the times of these as not as frequent as the T as this is a commuter rail. There are plenty of bus options aswell that will get you to downtown. All in all one of the nicest places I've stayed and really made our trip to Boston perfect 👌. Thanks for everything Kevin.

My family, including two young kids, found everything we needed here. We appreciated the kids' books and toys, snacks, etc. Joseph was very easy to communicate with and we felt right at home. Great to having on-site parking. It is a bit noisy because of the airplanes, but the kids had sound machines and were fine. Keep in mind that it's a bit of a drive if you want to do anything in Boston, although the nearby T is probably great for those with older kids. Overall a great stay and we would visit again!

The spot was super clean and had everything you needed, the location of it was great, and Griffin was a responsive and helpful host.

Our family really enjoyed our long weekend at Donald’s place. The location is great, right in the middle of Marblehead, walkable to old town and the various shops and restaurants that dot the area— a great base for visiting friends and family on the north shore. We’ll definitely look to stay here again if available the next time we’re in the area.

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.

Everything the other reviewers said is spot-on, so I won’t repeat it. Instead, I’ll just add: this place made for an incredibly easy, enjoyable stay in Gloucester. The condo’s location is <chef’s kiss> perfect. Close to everything: great restaurants, charming little shops, the harbor, and all the New England vibes you could want. Inside, the place was clean, cozy, and clearly cared for, like the kind of place that says, “Welcome, please relax,” not “Don’t touch anything.” My dog gave it two paws up, too. He especially enjoyed hanging out in the cool breeze on the gorgeous patio. Bonus: it’s a quick, easy ride to Salem, which turned out to be a quirky, dog-friendly adventure all its own. Would definitely stay again. Would definitely recommend.

This is such a beautiful place to stay in Salem! Kelly is a great host and keeps a clutter free and organized space! If you are looking for a place that is walkable and accessible then I would consider booking here! Essex street was only a 7 minute drive and one could easily walk. More than happy about this place

Amir’s condo was perfect for what I was looking for. It had all the kitchen essentials for my month-long stay, and the place was neat, tidy, and perfect for studying or working during the day with little to no noise from outside. Parking was right out front with easy in/out. Amir was proactive whenever I had any questions, and he resolved things right away. I’d recommend it to anyone looking for a nice, quiet place in the area.

This is a clean, comfortable, and very quiet apartment. It is well located. Andy was helpful and always responded quickly to our messages. The kitchen is very clean and well-equipped. The bed was very comfortable and the apartment is very quiet but located close to a major street. We had a very comfortable and enjoyable stay.

What a find! I came to Kristen's because some plans fell through last minute. Having never heard of Marblehead but keen to visit somewhere by the sea and easily accessible from Boston, wow did I get a pleasant surprise. It is absolutely beautiful there, I had to pinch myself - it was like living in a film! The apartment was absolutely perfect. I'd been staying somewhere a bit grubby and disorganised beforehand and Kristen's place was absolutely sparkling clean, I felt incredibly welcome and cared for right away. Furthermore, checking in early with my monstrous suitcase was no problem at all and the apartment is generously stocked with coffee, tea, snacks, a bottle of wine, cold drinks, a folder of local recommendations, comfortable, quality furnishings and linens, great lighting and more. This is what true hosting is all about if you ask me - making your guests feel as comfortable and welcome as possible and Kristen most certainly does this in spades.