Holiday rentals with outdoor seating in Fairfield County

Spacious home with a nice outside area. Enjoyed coffee with birds and bunnies. Will stay here again.

A truly magical escape. This sacred treehouse was absolutely perfect - peaceful, stunning, and deeply rejuvenating. Rob and Roberta were the kindest, most thoughtful hosts I’ve ever encountered on Airbnb. Their warmth made the experience even more special. From sunbathing on the rocks and meditating in the grass, to yoga overlooking the water and cooking local organic meals - every moment was magic. Already planning my return. Thank you, Roberta and Rob!!

Our second time here. Great spot for our family of 4, and Sandy is very responsive

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!

Claudia is a wonderful and responsive host, who sent us helpful information and recommendations of area restaurants. Her home is so cozy and immaculate, with special touches throughout. It’s also in the heart of Fairfield, within minutes of anywhere in town. We’ll certainly be back!

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!

⭐️⭐️⭐️⭐️⭐️ 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.

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.

Dan & Jill’s home was beyond beautiful and comfy. It was very easy to find, private and felt safe. The inside of the home was more spacious than expected and extremely clean. The panoramic views from all windows was truly a treat. The hosts were very thoughtful and sweet. If you forgot to pack something, they most likely had it. Check in was smooth, stores/supermarket was a 3 min drive. 0 complaints and cannot wait to stay again!

Alisa and Lena's place was really cute, private and comfortable. We had everything we needed for our 2 night stay. Also you can walk a few short blocks to a bird sanctuary!

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!

Great place , nice people , very commucative, place has everything you need , clean , and felt home , definitely will come back again for great experience

We really enjoyed staying at Patrick’s place. It was private, quiet & close to our family. He had thoughtfully supplied many kitchen supplies, dishes & everything we needed for our stay. Very organized & had many spaces to keep our things . Very comfortable apartment & smelled clean & fresh. Even had a small vacuum we could use to clean up tracked in leaves & dirt. We were there for a week & enjoyed having a stress free place to unwind!

Pete was very great person as a host . She treated us very well and I feel we felt like home great place to stay definitely be back.

Maricela was very responsive and flexible throughout our stay and booking arrangements. Thank you!!

Met all of our needs to be close to family in the area for an event. It's very spacious and the beds are comfortable. The spiral staircase was steep and narrow, but we made it work. Thanks for a great overall stay!

Great Airbnb! Great Host! Perfect for visiting West Point

I stayed in this airbnb for 2 weeks and thoroughly enjoyed my stay. The location can’t be beat; My guest and I walked to the beach, the movies, the aquarium, Norwalk riverwalk, the train station, and at least 30+ restaurants. The apartment itself was a comfortable size for 1-2 people. It was very clean and the kitchen had everything you’d need for your stay. There was a small balcony, which was nice for some fresh air with your morning coffee. Nicole gave plenty of local recommendations and was very responsive. Would stay again!

Jeff's place has a lot of character and is spacious. The setting is excellent, near the water, with Satterly Landing right down the road. We enjoyed our stay.

We enjoyed our stay. Perfect for our children and the place was cozy and matched the pictures listed. Beware of parking we did get our car towed from inadvertently blocking a nearby driveway. Also there is a day care below but it was closed on the weekend so no noise concerns or anything. Would certainly stay here again if we were in the area. Georgia was very responsive and answered all our questions.

Such a great space and place for a colleague and me on a short one night trip. With a cool fish tank too! Great amenities and very clean. Shy of arrival a garage spot opened and Dave was very helpful in providing that option for a small fee. Easier knowing you have a safe, covered and gated parking spot too! Although the area seemed really safe anyways. Great hospitality.