Kid-friendly vacation rentals in Fairfield

wonderful stay, no problems, plenty of room in the house, responsive host

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.

We love staying at Cail and Jayne’s beach home in Milford! This is our second time at one of their homes, first time on the marsh side of street. It’s a beautiful setting and great for bird watching! This is also why I love staying at superhost properties. Communication is always fast and easy, the place is spotless, tons of amenities, easy to follow instructions, comfortable beds, and the home is decorated beautifully. My Mom and I were sad to leave. Tl;dr: Great home, great hosts, great location. Highly recommended!

⸻ Great Stay in a Lovely Black Rock Neighborhood We really enjoyed our stay at 65 Calderwood Court. The house was clean, comfortable, and well-equipped with everything we needed. The kitchen had plenty of supplies, and the beds were cozy after a full day of exploring. The location was excellent, just a short walk to Seabright Beach and close to local shops and restaurants. Staying during Black Rock Day was a nice bonus; we could easily join in the festivities and then retreat to a quiet, comfortable home. Allie was responsive and made the check-in process smooth. Overall, a very pleasant experience, and we’d happily stay here again when visiting the area.

Jim’s place was perfect for our stay. The house was exactly as advertised. Our favorite part was the beautiful view of the salt marsh in back with lots of birds to watch.

we love the place, Natalie was always communicative and helpful. well equipped the apartment definitely 100% recommended to anyone.

Super great place with lovely sunset and super walkable everywhere. Jin was very responsive, thoughtful and helpful with anything we needed. She even provided baby shower wash!

Kristine’s place was absolutely wonderful! Great location and house was fully stocked with everything you needed.

⭐️⭐️⭐️⭐️⭐️ 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!

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.

This place was very cozy and clean. I enjoyed how peaceful and quiet the location was and wish we could've stayed longer to enjoy the backyard with our son. It was a perfect place to stay the night for our trip to a Yankees game!

We had to cut our stay short due to changes in travel plans, which was a pity because it was a really lovely and very comfortable place. I would strongly recommend it and hope to stay longer next time.

The hosts were incredibly responsive and accommodating. The property and the space were gorgeous. The amenities were top notch and the kitchen ( which we took full advantage of ) had everything we needed. Would stay again in a heartbeat and would recommend it to anyone in need of a peaceful private getaway.

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!

Excellent, well appointed apartment close to downtown shops and restaurants. Comfortable bed and cool vibe to the space. The balcony with a nice view of downtown Stamford is a nice bonus!

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.

Great location and lovely place. Highly recommend to anyone looking to book this place!

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.

Location Location Location! Very hard to find a neat place to stay on UWS. This apartment has great restaurant selection right at the door step. Either for a cozy dinner or kids crazy morning routine. Keep in mind this is NYC so not elevator access if you need but it was ok for us even with stroller. Overall recommend this place if you budget allows.

Over $500 a night was very high, much higher than west Coast pricing for two bedrooms near a major university. Convenient to Yale but know that poverty has always been evident a few feet from Yale borders and much of the foot traffic consists of the homeless. Also some noise at night from passing traffic. On the plus side there’s an excellent Italian bakery/gelato cafe across the street run by a husband wife team that makes everything they serve.

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.

I am new to the Stamford / Greenwich area and needed a place to stay while I looked for a permanent residence. I stayed at Juan's place for about 3.5 months. It was very convenient to Greenwich (where I work) and to downtown Stamford (restaurants and shops) and the Stamford train station, which has great express trains to NYC. It is also very close to a grocery store and several gyms (I chose Orange Theory, only a few blocks away). I chose Juan's place for the location and king size bed. The bed was very comfortable, the towels were great and the overall unit worked really well for myself and my husband - it has wifi and we connected to our Netflix & other apps thru the smart TV. It fits two people comfortably and has a pull out sofa for guests (my college-age children visited a few times). The kitchen has what you need, including a dishwasher. There is one permanent parking space available and several guest spots. Juan was very responsive and a great host. Highly recommend!