Family-friendly vacation rentals in Milton

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!

Six of us stayed over the weekend. We were very comfortable and Brad was very helpful and responsive. House had everything that we needed. Brad is a great host. Would 100% recommend a stay.

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 a wonderful stay! The house was great! Views were awesome from the top balcony! We wished the bushes and shrubs had been trimmed a little to have a better view from the main level but it was still a nice view from the one area there. House was quite roomy and had everything we needed in the kitchen. There are not tvs in the two spare rooms which would have been good after dinner for our teenagers while winding down after family time. The host is wonderful and communicated great. Overall we had a great family vacation and a good time. The house is nice. Would recommend!

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!

Se fosse possibile avremmo dato 6 stelle! immersi nella natura ma a due passi da ogni comfort, l'alloggio di Michael si è rivelato oltre le nostre aspettative. Istruzioni chiare su tutto e disponibilità dell'host a dare indicazioni e suggerimenti. Scelta come base per la maratona di Boston, questo alloggio si è rivelato perfetto anche per visitare lo splendido New England! lo consigliamo vivamente e speriamo di poter tornare presto!

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!

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.

Great spot in Southie! Near local convenience stores and Italian deli!

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!

Marla's vacation home was very lovely. We liked the pictures of her place, but once we arrived we realized that she had remodeled a number of rooms. Each room was updated, very clean and cozy. Marla has made sure that her place is stocked with all of the large and small conveniences that guests would want in a home away from home. The location and the surroundings are stunning, especially with the Fall foliage. One can tell that Marla takes great pride in her beautiful rental. -Mark & Susan G

Birgit extremely friendly and helpful and very proactive with her communication. The home was exactly as described and perfect for what we were looking for.

This was my second time staying here and it was every bit as perfect as my first stay! Christine's place is incredibly comfortable, clean, spacious and beautiful. Highly recommended!

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!