Kid-friendly holiday rentals in Middlesex County

The house is super cute. Perfect place to stay! Loved the beautiful backyard!

Bill & Megan have hosted us multiple times throughout our daughter's time at Wesleyan. Their apartments were always the first place we looked whenever we came to town. Perfect hosts and perfect proximity to downtown and Wesleyan. Look no further!

We loved our stay. The host was very responsive, friendly and accommodating. The place was spotlessly clean and well equipped for whatever we could think of needing and then some.

We had a marvelous stay with our friends and dogs. The location and grounds were perfect for getting to our daytime event and the Dragonfly Garden was serene for relaxing in the evening enjoying tasty delivered dinners. Thanks, Todd. We will definitely stay there again when we are in the area!

Chelsea was communicative and helpful about her beautiful house. It had all we needed, was well appointed, beautifully decorated and in a gorgeous natural setting. We spent time lounging in the living room as a family and it was so comfortable. Top notch! Grab this place now!

Me and a few friends spent the weekend at Lauren’s since we had a wedding in East Haddam. Lauren’s home was lovely, and we especially loved the friendly chickens in the backyard! The beds were extremely comfortable and the home was perfect for our needs. Thank you so much for having us!

We had an amazing stay at Peter’s home by Saint Clement’s Castle for our wedding weekend! From start to finish, Peter was an exceptional host—friendly, responsive, and incredibly flexible with the details of our stay, which helped make a busy and emotional weekend so much smoother. The home itself was spotless, modern, and thoughtfully maintained. Every room felt comfortable and inviting, and the clean, updated aesthetic made it the perfect place to relax between events and get ready for our big day. It truly felt like a peaceful retreat during a very special time in our lives. We couldn’t have asked for a better experience and would absolutely recommend Peter’s place to anyone visiting the area—especially for events at Saint Clement’s. Thank you again, Peter!

The place is so peaceful and gorgeous, almost like being in a nature preserve but not far from anything either. We saw deer, a fox, a heron, and lots of adorable chipmunks. It was the perfect place to stay during a graduation weekend where the town was bustling and we needed a place to decompress when not on campus. The lawn is simply stunning, and there are incredible views on the the pond and the sky from pretty much every room in the house. We were there during a wet spring and everything was green and fresh. It must be spectacular in the fall or during a snowy winter. Shawn is a super kind, attentive host. We hope to come back in 3 years for our next graduation! Thank you for letting us stay here!

I can’t say enough good things about our stay at Holly’s place! We were traveling with 2 adults, an 18 year old and significant other and 2 teenagers and the amount of space was perfect! Everyone had room to spread out. The apartment had all the things you love about old homes, but all the updates that make life easier. The homemade banana bread that Holly left for us was such a personal touch and it was delicious. Erica greeted us with a warm welcome even though we arrived well past midnight. My daughter enjoyed reading in the cozy sitting area by the window. It was fun to watch the Hallmark movie that was filmed there. We fast forwarded the cheesy parts and enjoyed seeing the house in the movie. The area is peaceful and quaint. There’s a Dunkin about 5 minutes away, too which made our early mornings a little easier. Highly recommend if you’re traveling with a family!

Wow!!! This is the nicest airbnb I have ever stayed in. The property is beautiful and peaceful, surrounded by trees with lots of privacy. The cottage itself is immaculate (I’m very particular about cleanliness). The dining area is stunning with skylights and beautiful trees outside and great light! The hosts were also so welcoming and friendly, they included so many nice touches for my baby including a pack and play/travel crib, diaper changing area, and toys! I hope to stay here again every time we come to this area!

We booked this place to be close the the festival downtown and it was. 1.3 miles or 25 minutes walk. Perfect for us. The Airbnb was clean and spacious. Shower is a little small but ok. King bed is very comfortable. Yummy welcome treats on the table was a nice touch. Keurig pods and maker available for your pleasure. Well lit and very secure. Felt safe at all times. Great place to book if you need to stay in this area.

We stayed at Monica's place multiple times when visiting my son at Wesleyan. We loved it! We appreciated the convenience of the location and ease of parking. We wish we had found it sooner because we had been staying at hotels 15-30 minuets away. The apartment is as shown and has always been clean. Its comfortable, has everything needed and is no fuss. We enjoyed inviting people over between activities on campus. Monica is very responsive and helpful and kind. She has a beautiful garden and a sweet sitting area outside for when the weather is nice!

Very clean and comfortable! Tatenda is so sweet and responsive. Walkable to Yale and great restaurants, but also includes covered, safe parking in the building. We had fun grilling a dinner by the outdoor pool. Well-equipped workout rooms and the coffeemaker in the lobby was amazing offering a variety of options. We enjoyed everything about this Airbnb and will likely be back! Thank you Tatenda and Hyatus!

Mark’s place was clean and neat. I love that there was a little light and a charging station by the bed. I also loved that there was a full length mirror, which came in handy for getting dressed for my event. Thanks for the use of your space.

Lovely town and environment. Very spacious and fully equipped apartment. The two bedrooms are separated from each other by the big kitchen, a little reading room and the living room…so good privacy. Two TVs. Comfy beds! The small town is an easy and pleasant walk. It’s a ground floor apartment under the owners house, so be prepared for the patter of little dog feet above. We did not see the owners but communication was terrific. Great place to stay in the vicinity.

Great venue. Hope to be back next year!

Great spot and at a really good price. Was visiting for a Yale event and was near enough to feel close without being too close to downtown. The area around the place is also super cute and not one I had explored previously. Huge plus for some good coffee shops nearby and of course Pepe’s. Camila was a great and responsive host. 10/10 would recommend Camila and this spot.

Obinna is a great host and this apartment is so comfortable and lots of space to stretch out. Fully stocked kitchen and there are fantastic restaurants within walking distance. Two 65", high end tvs and the mattresses on the beds are sooo nice. Obinna puts effort in where a lot of hosts cheap out, which really makes this pad special. It's tough to get an open spot here on the calendar, but, if get the chance, make your reservation here. It's the best in the area.

The Villa was exactly as described! Easy communication with owner. A perfect getaway weekend, every amenity we could want or need! Look forward to visiting again in the near future!

Muna was incredible start to finish with my stay. Helpful, communicative and accommodating. Place was perfectly as described. Genuinely recommend a stay at her place!

We had a great time and the property was immaculate! The hosts came by with extra towels quickly upon request and it was a holiday. Recommended!

This is a wonderful property that is close to everything we like to do! Krista is a wonderful host and I’m always excited if her place is available.

We had a great stay! Instructions were clear and the home had everything we needed.

We stayed in town for an event at Mohegan Sun. The flexible check in was helpful as we got in late at night. The place was clean and welcoming.