Kid-friendly holiday rentals in Westbrook

Great space that accommodates 9 people and 2 dogs comfortably and has ample parking. Jason & team were proactive. Thanks for your hospitality.

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 were in Connecticut for our nephew's graduation from Yale. While searching for a house that could accommodate 8 people, I came across this beautiful home. When arriving and walking into the house, it exceeded all of my expectations. It was absolutely gorgeous and only a few steps to the beach. Our family could not stop talking about how exceptional the house was. The little town of Old Saybrook was so cute as well. I would highly recommend this amazing house to anyone that is staying in the area. Trust me, you will not be disappointed.

We had a wonderful weekend stay at Eileen's beautiful waterfront home. The view from the living room and primary bedroom of the water was so peaceful. The kitchen was well appointed and the cozy living room made for a wonderful family gathering spot when we weren't dining out at the fabulous nearby restaurants, visiting wineries, or viewing local scenery. Eileen was incredibly responsive to small questions we had. We would definitely book again!!

We had a wonderful weekend at Aude's home in Essex. The setting was beautiful and the house itself was immaculate. It is a 7 minute drive to the center of town, which was convenient. The host was very responsive and quick to fix any concerns we brought to her attention. I would definitely return to this Airbnb!

Unique mid-century mod house design with glass walls viewing the deck & garden, comfortable furniture, fully equipped kitchen, short safe walk to the beach & nearby playground. Responsive hosts. Pristine bathrooms & plush linens. Sauna! Parents of young children may want to block access to the spiral stairs & loft. Older kids will want to hang out in the cool loft! Also perfect for yoga… Great food & brews at nearby Haywire Burger Bar! We plan to return. Thank you Melissa & Patricia

I can not say enough to describe how incredibly wonderful our stay with Kirby was. We had a longer stay than we originally thought and our host could not have been more helpful with suggestions to help us navigate my husband stay at Yale. The home is warm, welcoming filled with everything you could possibly need. I have stayed in many bs and bs and they are far superior in their attention to every detail and available and responsive to your questions if you ever have any. You will throughly enjoy a blissful time here.

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!

Very nice apt and perfect for a quick weekend getaway.

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.

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!

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.

My family and I felt at home at Kevin’s listing . He was very responsive and respectful . The listing was as described and surpassed our expectations. I accidentally left some thing at the Airbnb and when I reached out to Kevin, he was able to return it back to me via USPS not many host will go above and beyond for me like Kevin did I highly recommend his place and I know that anyone that stays will enjoy and love it.

Wonderful stay in the center of a charming town. Apartment is tastefully decorated. Bed is super comfy. Host responsive and helpful. Overall A+ stay.

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.

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!

Will definitely be repeat customers when we come back to CT to see friends and family. The place is exactly as described, spotless and was a home away from home. Elizabeth answered any questions quickly. Thank you for making our first experience with Air Bnb a positive one.

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 time at Julie’s place. Would love to visit again…perhaps in the Fall. Loved the balcony overlooking the Sound. Julie was very responsive to my questions. She got back to me immediately. I would highly recommend Julie’s home!

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.