Family-friendly vacation rentals in Middlesex County

Our stay was peaceful located in a great place , the home its self was perfect if we come back next year we will book this place again

The place was quiet, surrounded by beautiful woods, and truly relaxing—it was exactly what I needed. The bed was incredibly comfortable, and I slept so well each night. I also appreciated how responsive the host was to my questions via text. I would love to stay there again in the future. Thank you so much!

We loved staying at this home - it was the perfect place for our group of ten. The outdoor space was definitely the highlight, with the pool & spa being our favorite part of the trip. The only thing to note is that we weren’t supplied quite enough toilet paper or paper towels, though I did not reach out for more - It was the last evening when we ran out and we were leaving early the next morning. The trash requirements were a surprise after booking, but going to the transfer station was easy enough, and it is listed on the house rules. Overall, an excellent stay and would absolutely return!

The home is beautiful, clean, and very comfortable. We were there for six nights celebrating our son’s graduation from the United States Coast Guard Academy, and couldn’t have found a better place. Our family enjoyed gathering and spending time together. The house had everything you could need - Tracy and Patrick clearly care about creating an inviting place for families to enjoy and were very responsive. The location was perfect with easy access to restaurants, a grocery store, New London, Mystic, Foxwoods and Point Judith.

We had a wonderful stay at Jennifer’s place. It was.l beautiful, immaculate, and incredibly well equipped—especially for kids with the plethora of games and toys. Jennifer was responsive and a great host. The house is on a serene, dead-end street, and outdoor area is perfect for kids.

Stay was great, enjoyed the Spa and the hot tub ! I wish the hot tub closing times were posted somewhere but other than that it was great ! Fire place was a also very cool and the fire starter that is supplied was very helpful

Cannot thank Stephen enough for taking care of us after a major mess up. We were able to get in and relax and enjoy. So grateful for all he did for us on a graduation weekend.

This is our second time renting this house and working with Anna and Victoria. They are wonderful and kind hosts and so easy to work with. The entire home was very clean and spotless. We ABSOLUTELY loved our stay and had the perfect girls weekend. The farmhouse is so unique, vintage and spacious. The bathrooms are a women’s dream with the fun designs, lighting and the fun floor tiles. Although we are from Connecticut, we love visiting the Goshen/Litchfield area to get a change of scenery, visit the local winery’s and vineyards in the area and check out downtown Litchfield for lovely dinners and cocktail hours. The book case collection also intrigued us every morning when we were sipping our coffee and looking out the back porch area. We enjoyed the fact that there were tons of board games which we played at least one every night during our stay. We will definitely be booking our next visit and be back to this gorgeous home!

We had a wonderful stay! The location couldn’t be better and the home was so comfortable and welcoming. All the information was clear and James was very responsive. We would definitely stay again!

Cabin on Little River met our expectations and more. Myself, 2 sisters and my daughter wanted a quiet getaway. A charming open concept post and beam, pine floors and wood trim, woodstove for winter, deck with charcoal grill. It's very rural and IN the woods ( so bring bug repellant). Even though the host's home is visible you still feel tucked away. Kitchen and bath are modern and clean and the beds and livingroom were very comfortable. The soothing sound of the river is always present. It was relaxing to sit down in the adirondack chairs near its bank. The woods provide a place to walk. Lake is across the road. Glenn informed us of several events nearby that we were really interested in...but we never felt like leaving the cabin! There's a big firepit nearby and wood provided. Glenn is a wonderful host. A fellow artist, I asked to see his studio on the ground level. Even bought a couple small paintings. Do not hesitate to book this place if you are looking for a quiet respite!

I stayed at Mary's rental with my sister's family including a 4yo and 6yo, as well as my 72yo mother and the house was a perfect fit! The downstairs bedroom and full bath were perfect for mom to avoid the steep stairs, and the house was well equipped with a ton of kids books and some toys. Proximity to town was the highlight, we were easily able to walk with the kids which was perfect since the weekend was too chilly for the beach. Mary was responsive if needed but the house is well stocked and easy to navigate so we felt at home right away. I will absolutely be renting from Mary again!

Was in the area to visit family and this was a perfect location for me. Had just what my family needed to have a great weekend

This was a great find! I booked this Airbnb for myself and 4 other girls and there was plenty of room and space for us to hangout, sleep, and get ready. Walkable to town. Extremely clean and had all the amenities you would need for a short weekend getaway. Marianne and Steven were very responsive whenever I had a question. I would totally book this Airbnb again!

This quaint far stay is a must for families! The abundance of animals is always entertaining. It felt right at home with all the personalized touches, including fresh eggs for breakfast. The location was easy to find, and there was a dedicated parking spot The accommodations were unexpectedly spacious and fun. My kids can’t wait to return

We had a great stay at Bill and Lois’ place! Their neighborhood is so peaceful and we were glad we had time to take a walk while we were in town because it was really lovely. The place itself was very comfortable and had so many great amenities (laundry, parking, etc.). The bed was incredibly comfortable and it was so kind of them to provide breakfast. We had a great time and would definitely recommend this spot!

We had a great stay a CasaBungo. The location was easily within walking distance to town, the beach and great restaurants. We loved being able to bring our dog and having her play in the fenced in yard. All the necessary houseware was there for our needs. I love an Air B and B with a good bed and these beds were top notch, super comfy with quality linens. We will definitely be back!

Friendly and prompt responder. Really clean. The kids more than loved the game room. And I personally loved the decor. Only objection is it’s kinda out of the way and you’d have to drive to do any activities, but other than that a really great stay.

We had a great stay. Comfortable house with a big yard and pool. Located close to EH village and also the Springs bay beaches.

Laurie’s home was the perfect size for our girls weekend to celebrate the bride. The patio was extensive and comfortably fit all of us for a hibachi chef and dinner. It was a quick drive from the house to the wineries, which was fantastic.

Wendy’s house is immaculate, tastefully decorated, very spacious and extremely comfortable. Her instructions were clear and her responsiveness immediate. We would absolutely consider staying there again.

We had an excellent stay while attending our son's graduation at UCONN. The place was clean and homey, perfect when traveling back and forth. Our plans changed and we did not bring our dog, and Ashley was kind enough to refund us. My son goes back to UConn in the fall for his master's, and we know where we will stay again next May.

We had an amazing time at Marybeth’s suite—it truly felt like a winter wonderland. Our kids had a blast "swimming" in the snow and "rolling" over the gentle hills. Every moment was filled with joy, whether we were relaxing in the sunroom, playing in the snow, or swinging outside. The time spent together as a family, along with our conversations with Marybeth and her family, was truly precious. We can’t wait to return in the summer!

This was our first time at the Barn. There were 8 of us. We had plenty of room. Plenty of parking. MaryBeth and Doug are extremely friendly. We enjoyed hearing about the history of the Barn. Will definitely book there again next year.

Beautiful house in the Hamptons! Loved visiting Sag Harbor and spending time at Benjamin’s house. Benjamin was accommodating and provided everything for an enjoyable trip. Looking forward to returning in the future.