Kid-friendly holiday rentals in Fairfield County

Megan was wonderful flexible and saved us from a yucky hotel stay! He place is immaculate and comfortable and a quick walk to a peaceful little beach.

We thoroughly enjoyed our stay at this historic house. It is full of character: we especially loved the massive fireplace where meals were presumably prepared back when it was an inn in the 1700s. It is also ridiculously spacious and very well furnished and equipped for a group of 10: the dining table easily seats 10, there is ample comfortable seating in the living room (not to mention at least 3 other sitting rooms one could gather in), and 8 of us were simultaneously cooking in the kitchen without anyone bumping elbows. Cooking here is a dream: there is a 6-burner+grill stove, 2 ovens, and all the equipment you could want (including a KitchenAid stand mixer and Vitamix blender). Moreover, Carly was an excellent host: she was always quick to respond, her messages were clear, and she generously allowed us to stay an extra hour to make our timing work out well. We highly recommend this house and would love to return.

⭐️⭐️⭐️⭐️⭐️ A Perfect Stay! From the moment we arrived, we felt completely at home. The space was sparkling clean. The host was incredibly responsive, kind, and made check-in a breeze. The location was ideal—peaceful and quiet, yet close to everything we wanted to explore. After long days out, it was so relaxing to return to such a cozy and comfortable space. We truly didn’t want to leave! Highly recommend this Airbnb to anyone looking for a restful, welcoming, and seamless experience.

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 house was wonderful as I would definitely stay there again and recommend it to family and friends. The views from the balconies and windows were amazing! The house was absolutely beautiful and super clean. The location was secluded but still near shops and restaurants. We loved our stay!

This may be the only Airbnb in Bethel and it is so perfect. This is our second stay in Sara's place in six months as we have family in Bethel and we will be renting with her only instead of staying at a hotel. It is private, clean and very comfortable and Sara always responded quickly if we had any questions. So many local restaurants and bars are within walking distance. We highly recommend renting her awesome house-we will definitely be back again. Sara, your place is a gem-thank you for being such a great host!

Amazing, super clean, immaculate home. From goodies/food/drinks left for us to the squeaky cleanliness of the home we found it worth 10 stars!!! Jon's hospitality as a host was nothing short of amazing!! Perfect for SHU or Fairfield families staying in the area. Hope to visit again.

Amazing host! There was an unexpected hiccup with our stay and they went above and beyond to accommodate us!! We will definitely be back!

⭐️⭐️⭐️⭐️⭐️ Clean, Comfortable, and Thoughtfully Prepared! We had a great stay! The place was spotless, quiet, and exactly what we needed for a few nights of good sleep and hot showers. It was clear that the host put thought into making guests feel welcome—there was a mini chocolate bar and a bottle of water waiting for each of us when we arrived, which was such a kind touch after a long day of travel. Check-in was smooth, the bed was comfortable, and everything worked perfectly. While we didn’t spend much time there beyond resting, it was the perfect place to recharge. Highly recommend for anyone looking for a clean, convenient, and cozy spot!

This is our second time staying with Johanna and we hope to return in the future. It was a comfy home base while visiting family, and the host is always welcoming & a great communicator regarding house instructions, and available to answer questions. Happy guests!

These hosts take great care in making sure their guests feel welcome and at home. The apartment is cozy and comfortable. It had everything we needed to relax after a couple of busy days. Their communication is top notch. And I cannot finish without mentioning the thoughtful snacks. That was really above and beyond - and very appreciated.

We were recently in town to visit family, staying at Traci’s made our visit enjoyable and relaxing. Check-in was easy, the apartment was clean with a comfortable bed and a peaceful view of the brook. Overall, we had a pleasant stay, thank you Traci!

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!

Dawn and Bob’s place is one of the top Airbnb’s we have stayed in! Top notch in every way. It was spotless, comfortable and had everything we needed. And on top of that Dawn and Bob were the most friendly hosts we have met! I would recommend this Airbnb without reservation and will be back whenever we are back in CT!

The place was nice and roomy. Very accommodating. Sarah was fantastic at responding to getting us a coffee pot of which the place did not have one. That was so much appreciated. I hope her future guess will appreciate that also.

This apartment has a great view of downtown Stamford and is really central. We could walk anywhere we wanted. The balcony was cozy to hang out on at the end of the day, and we felt right at home. Our first day we were already talking about coming back!

My friend and I stayed for a short trip at Maria's location and it was exactly what we needed, a place to stay for our trip that was well kept, had amenities, and fresh linen available. Parking spot was small, but is to be expected in an attached parking garage.

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.

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!

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.

Great Airbnb! Great Host! Perfect for visiting West Point

Very nice location, quiet, yet central . House was well stocked and Aaron was prompt with communication. I had to modify my itinerary and Aaron was very accommodating.

it was a great stay house was homey nice and clean quiet perfect for a weekend getaway or Any getaway easy to commute with lots of things to do in the area and downtown was festive for the time of year I will deff recommend this place