Family-friendly holiday rentals in Massachusetts

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.

Staying at Slate House made a good spring break trip even better. Lindsey was an amazing host and was very thoughtful and communicative throughout our entire stay. The house is stunning and has everything you need to spend time with the people you care about most. Looking forward to coming back again soon!

We had an excellent time at Brad’s beautiful home. Beds were very comfortable, enough hot water for several showers, and all of the cooking ware you would need! Well these things are what catch our attention when traveling for work. Brad is an awesome guy and fantastic host. He was there from time to time, and there was never an awkward moment. He is very personable and easy going. I would stay here 10 out of 10 times when passing through.

Place rules, hot tub is nice. Water pressure in shower could be a bit better but overall a great stay

There is something truly special about John’s place. Felt almost magical. Would definitely go back! Spent most of our time signing karaoke and enjoying the hot tub.

Ginny’s farmhouse was a perfect home away from home for our family (including our dog) visiting our daughter nearby. Everything was warm, comfortable, lived-in yet very clean, and best of all, Ginny was so responsive and flexible with us when the heavy snow changed our plans. We enjoyed the hot tub, comfortable beds, use of a full kitchen, record player, and games.

We had the best holiday spent at beyond the beach. This house has everything we could have needed, toys for kiddos which we appreciated and organized and clear instructions for every step of the way. Cannot wait to return!

Outstanding home and location. The pictures are nice, but do not even begin to do the home justice. Lots of space and nooks too. Very responsive owner and management. Met our every need.

I’ve stayed at Karen’s Airbnb multiple times while traveling for work, and it’s always been a fantastic experience. Karen is a great host—she’s quick to respond to messages and makes sure everything is just right. The home itself is clean, comfortable, and in a great location, making it perfect for both work trips and relaxing stays. I always look forward to returning and highly recommend this Airbnb to anyone visiting the area!

We had a wonderful week staying at Melissa and George’s Airbnb. The place was the perfect size for our family, a great place to hang out in between activities and had everything we needed. The screened in porch was heavenly and perfect for drying wet stuff from the beach. Lots of great amenities (chairs, boogie boards, etc) to use as well for our many trips to the beach and nearby lakes. Plenty of games to choose from too. The foosball table in the basement was a nice bonus. The hosts gave helpful recommendations and there was plenty of fun things to do within a short drive. Would highly recommended this place!

We had a really great stay and it was perfect for our group of friends to enjoy a wedding that was nearby. The home is comfortable and perfect for cooking and hanging out. Loved the backyard. The bed (at least the one in the master bedroom) was super comfortable for my bad back. Be sure to bring shampoo etc and you’ll have a wonderful time.

We stay here often when visiting the Cape. Aruna is an amazing host and her home is lovely! I would definitely recommend staying here!

Great place to stay! Responsive host and the place has great amenities for family and friends

We loved our weekend at Karen's place! The house was cozy and clean, and had everything we needed for a comfortable stay (including treats for our pup)! The yard and deck were nice and private, and the house was conveniently located to many restaurants, shops, and not far from the water. Karen made us feel right at home!

We had a great time at Loretta’s home. The place is very comfy and spacious- there were only 2 of us(and our dog) but the place could easily accommodate many more. Loretta had lots of games, books, beach supplies, etc. so there was always something fun to do at home. The kitchen was well-stocked and the appliances worked well. Our dog had a great time in the huge yard, and we also had a fun time at Lambert’s Cove, which is close by and allows dog on the beach from 7-10 am. And finally, Loretta was quite responsive. When I emailed her with questions/concerns, she answered quickly. She also was nice enough to allow us early entry into her home. It is s lovely place to stay on the Vineyard- very quiet and centrally located, so easy to get to all parts of the island. Thanks, Loretta. Hope to return!

Very pleasant stay! The place was clean, comfortable, and exactly as described. The host was helpful and responsive, making the whole experience smooth and enjoyable. Would definitely stay here again — highly recommend!

We had a wonderful time at Rob's place in Provincetown this February. If you are looking for a quiet place on the East End in the off season this is an exceptional spot. Beautiful water views from the condo. A gorgeous beach with some of the best views in Provincetown is right across the street. Condo was perfectly cleaned upon arrival and exactly as described. Couldn't ask for more.

We have stayed before and loved it and again we were very happy with our stay. Hosts are very accommodating and definitely deserve a 5 plus star rating!! Rental is perfect and has everything you need. Truelly a dog friendly rental. Our dogs loved the farm. Would highly recommend a stay at starlight farms.

We had a wonderful weekend stay! The house is located in a quiet neighborhood and the upstairs apartment was very clean. There is quick access to local beaches and restaurants. We would stay again!

Lovely place to stay, very peaceful. Mark and Merry were great hosts! Thank you very much!

This was my second stay at Garrett’s and the place was just as nice as I remembered (plus a a few upgrades). Garrett’s always quick to respond to inquiries, unit had just about everything we needed including beach towels and location is great as it’s a short bike ride from center town and peaceful/quiet if you’re looking for a balanced vacation.

There should be more than 5 stars for this lovely property and its hosts!!! We were three couples vacationing for the first time on the Cape and this charming home was perfect for us. Conveniently located to serve as home base for many excursions we felt immediately at home. We each had our own themed bedroom with en suite bathroom and TV. All common areas including the sun porch and outdoor deck were fantastic places to gather and enjoy our time together. Our hosts were so pleasant and helpful throughout our stay. As only one example, on a rainy day the host proactively contacted us wth suggestions on things to do in the event of rain on the Cape. We so appreciated this thoughtful gesture and there were many more. When I think about it, this really sums up why we had such a wonderful time. Everything about this property speaks to how much these hosts care about their guests! Hope to return one day. Thank you!

One of our best experiences staying in an Airbnb. The price was a steal, the location was perfect, and the unit was beautiful. It was just the two of us, and we could have fit two more guests in the second bedroom and two more on the couch if we wanted. There are so many amenities we didn't even have a chance to use, like the kitchen, yard space, TVs, etc. Would absolutely stay here again. My only note is that the ceiling is very, very thin in the bathroom, so you can hear everything people are saying right above you. However, the description made that clear before we arrived, and it definitely wasn't a dealbreaker.

We had a great stay at the Hollywood Bungalow. House was described accurately and had so many thoughtful touches to make us feel welcome. Diana met us upon arrival and walked us around the property and the house. Such a great host! She had generously provided snacks, treats and gave a thorough overview for our stay. We were primarily focused on skiing at Jiminy Peak which was a short 20 minute drive. We also brought our 5 year-old rescue who had the best vacation of her life. She was able to use the fenced-in backyard to run around off leash and even meet a new friend when Jackson's dog visited. Diana even shoveled walking paths in the yard throughout our stay so we could get around in the high snow. The Screening Room is awesome and provided hours of entertainment. Quiet street and picturesque location. We will definitely return.