Pet-friendly holiday rentals in Fairfield County

This beautiful property has a special place in our hearts. We stayed in the A frame during COVID and we always wanted to come back. This time we stayed in the main house and it was phenomenal. Wish the weather was better for us to use the pool, but next time! It well worth the price. Only an hr from the city and it feels like a full vacation. Wonderful way to lose time time for a few days. We will be back!

great location and loved the backyard

We loved Laura and Dana’s Big Easy home by the beach. It was big and comfortable and every detail had been thought about to maximize our enjoyment. Drawers and closets and cabinets were all labeled so we didn’t have to search for anything or guess where anything was. Literally every need had been anticipated! Amazing. The beds and bedding and linens and towels were abundant and soft and comfortable. The kitchen amenities were awesome, from an air fryer, to a full set of bar tools and blender, to great appliances. The decor was happy and cheerful and creative and fun. There were so many places to sit and enjoy, both inside and out. Do not hesitate to choose this wonderful place for a visit of any length. You will love it!

When you are accustom to five star and you just want a place to be absolutely quiet and be present with nature , this places is it !

The home was dated, but definitely worth the price. Convenient to shopping (Trader Joe's), access to I95, and just a short drive to downtown Darien. The amenities are also dated, i.e., not a walk-in shower but a jacuzzi type tub. Rory's restaurant was next door, which had very good food and reasonably priced. The host needs to add hand towels for the bathroom, and tea towels for the kitchen. The host was very responsive to text messages. Overall, we very much enjoyed the house.

A very lovely place to stay! The description matched the place exactly. We enjoyed spending a lot of time outside on the deck bird watching and even saw some fish jumping in the river. The property is also very private which was a huge plus -- no visible neighbors in any direction while spending time outside. Seth was a very responsive host and did a great job with the design of the house. There were lots of thoughtful touches that made the stay extra nice. Would love to stay again!

John and Crystal's place is in a safe and comfortable part of town. The space was well kept and well described. The bathroom and bedroom(s) were comfortable and definitely worth my time in Fairfield!

Beautiful, private, home with a lot of charm situated above a pond with small waterfall. Not far from restaurants and grocery store. Host was very responsive and accommodating. Would definitely stay again.

I absolutely enjoyed my weekend here. The home is beautiful. Everything you could possibly need was provided In the home. Everything was clean, and neat. House is filled with light. The pool and hot tub were enjoyable. The host were amazing and had great communication, assisted us when needed right away. I would highly recommend staying here, and they are pet friendly which is always a plus for me. The yard is fenced in. Which made it easy to let the dog out, and great for the dog to explore. A++++ Will probably be back sometime In the future.

The pool house is so cute and the outdoor patio is gorgeous and the perfect place to relax. Great place to stay if you want to stay near New Haven but also want to enjoy quiet away from the city. Sue is a responsive and very generous host!

I would highly recommend this place, Tracy was very helpful. She gave us clear instructions. She had the place prepared for us. She even customized for us a card and guiding us to where everything is, the place was very clean, very well taken care of, and a lot of thoughts went into designing this place with all the amenities and comfortabilities

Highly recommend Patrick and Monica’s location. You feel right at home when you walk! The pool and patio views are breathtaking. The beds are very comfortable. Patrick was super responsive to my messages regarding restaurants.

Blake is a kind and attentive host. The house is fun and eclectic. Many interesting things to look at, art books to leaf through and she has a great record album collection. It has all the necessities you would hope to see in an airbandb. I like the location. We enjoyed taking a hike in Mount Beacon park to see the remnants of an old casino and great views of the Hudson Valley.

We we’re going to Port Jefferson for a family wedding. Our Airbnb was perfectly situated. There is a pool area that we never used because we just didn’t have time. But it looked very inviting. The town of Port Jefferson had plenty of nice restaurants and shops. This house was perfect for our situation. We had six adults, all family members.

Alice’s place was great! We’ll be back again for sure.

We really enjoyed our time at Elizabeth Jane's place. The home is spacious and quaint, with nice furnishings, a tasteful colonial feel and easy access to downtown Litchfield and the Berkshires. The bucolic setting is lovely - scenic, relaxing and peaceful.

Great place that looked just like the pictures! We would definitely rent again. Brad always responded right away to my messages.

The Carriage House is beautiful and Meredith and Mike are great hosts. The kitchen has everything you could ever need (not to mention arriving to a fridge with local milk and fresh eggs). The bedrooms and bathrooms are pristine. Mike even offered to help our son collect the eggs from the coop. All round exceptional stay.

Terry and Jack’s place was perfect for us staying in Newtown visiting friends but we could also drive to Manhattan for day trips. House had everything you’d need and they even helped us get a crib delivered early/picked up later after we left. Super nice and responsive hosts! Will definitely stay again!

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!

Cozy guest cottage in a gorgeous New England setting. The perfect launch-point for exploring the historic towns and rolling hills and mountains of western Connecticut / eastern New York. The chickens were a charming addition. ;) Would be happy to stay again! The fall colors were stunning.

We had a great stay at Robert's place! From the very beginning, his communication was excellent—friendly, timely, and super helpful. He was also very accommodating and made sure everything went smoothly for our arrival and throughout our stay. The space itself was just what we were looking for: clean, peaceful, and private. His instructions were clear and easy to follow, which made checking in and settling in effortless. The bed was comfortable and provided a good night’s sleep—although it's a queen and we usually prefer a king, it was still very cozy. One big plus was that there was room to park our large pickup truck and trailer, which we arranged with Robert prior to our arrival. It made things so much easier and stress-free. Overall, we really appreciated the quiet atmosphere and Robert’s thoughtful hosting. We would definitely stay again and highly recommend his place to others!

This place was amazing!!! Tatiana was a great host and allowed us to check in a little early. Everything was clean and decorated beautifully. I can see why this place is always booked, if you have the chance to stay here, do it!! I highly recommend!

My family and myself loved every square inch of this property! From the serene views and well landscaped garden, to the sound of a stream to fall asleep to, the spotless interior and attention to detail…the pet bowls and bed, the labeled cabinets, the toiletries and games, we never wanted to leave! We last minute had to accommodate family members to be picked up later than the check out time and Michael was kind enough to extend our stay until 2pm so we could relax and enjoy more time together! We might make an annual trip out of this house and can’t thank the host enough for his immediate responses and making us feel right at home. Beautiful home, we loved sharing it! The first night we ate at the near by restaurant on the water, Housatonic House, also a recommendation on the fridge! Great food and service and BEAUTIFUL views! It ended up raining Saturday, but we still got a Hike in on our last morning at Osbornedale State Park, beautiful trails and picnic areas! Wonderful time.