Pet-friendly holiday rentals in Southbury

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

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!

Such a fun old home, reminded my wife of the old farmhouse she grew up in. The location was perfect for our needs and there was enough space for everyone.

A unique architectural home built 1955 that’s set on 2 plus acres surrounded by mature hardwoods. Set in a lovely neighborhood. Lots of interesting Art and Literature available to enjoy.I had wanted to stay on several visits but this location wasn’t available. I lucked out for 3 nights and so glad I had the opportunity to. I will definitely book again. Gloria was a responsive host. Instructions were clear and detailed. Lots of closet space in the 3 bedrooms and plenty space, multiple sitting areas. Thank you Gloria.

Greg was an excellent host! He answered all of our questions and was very helpful. The house was clean and a perfect fit for our family. The location was also great and easy to walk to town from! Highly recommend and will come back if we find ourselves in Fairfield again.

Super clean, quiet and comfortable with lots of great touches. We didn’t get the best weather for lake life but the house made up for it nicely. Look forward to staying again someday!

We had an amazing time at the lakehouse! Tim and Marissa are super communicative and left many helpful directions! The property is beautiful and the house felt like home away from home! I can't wait to go back! 10/10 recommended 😊

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 !

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!

Patrick and Monica were incredibly welcoming, making us feel right at home. They were communicative, helpful, and especially great with our dogs. We loved the property and left feeling fully rested. We would love to come back!

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.

The Eco Cottage was a perfect, tiny gem tucked away in the middle of the beautiful green woods. It was so private, peaceful, and serene. It truly felt like my own little retreat and since I was there to go on a retreat, this was the perfect place to lay my head at night. I loved walking the trails and wow, the pool, which looked so inviting (even if it was a bit too chilly to use this time!). Everything was clean, and the instructions were clear and easy to follow. Hosts checked in regularly but gave me my privacy. I really enjoyed my stay SO MUCH and will absolutely be booking here again the next time I’m in the area. Highly recommend!

Jessica’s place is a true gem! The property is absolutely beautiful—set on a peaceful farm with wide open skies, green fields, and the sweetest little crew of chickens and friendly farm cats who made our stay even more special. The accommodations were clean, cozy, and full of charm—perfect for a relaxing weekend escape. Jessica was a wonderful host: thoughtful, communicative, and respectful of our space. You can really feel the love and care she puts into both the home and the land. If you’re looking for a quiet, picturesque retreat that feels worlds away while still being close to all the best of the North Fork, this is the place. We can’t wait to come back!

We recently stayed at Tina's and had a great time. The location is secluded, incredibly peaceful and quiet — all you can hear are the birds in the morning. The home itself is clean and looks just like the photos. We also loved that we could bring our dog along with us. We live in the city so our pup doesn't get to touch much grass, and he had a blast running through the fenced-in yard. Although we originally booked because the house has a pool and we were hoping for good weather, it rained almost the entire time we were there... Nonetheless, it felt like the coziest home for a rainy weekend, and we really enjoyed our stay. We loved sitting inside by the fire to watch a movie, cooking in the kitchen and building a fire outside when the rain stopped. The location was also great for driving into Rhinebeck, Red Hook, Hudson and surrounding breweries and wineries.

Obsessed with this Airbnb! My husband, dog and I typically go to upstate NY or the Berkshires for long weekends but I came across this Airbnb as I had an event in westchester over the long weekend. Highly recommend! So much hiking, wonderful restaurants and so close to the city. My dog loved this property as well! Will be back.

We were stunned by how magical this place was with all it's uniqueness of historic house. Spotless clean, spacious, very friendly owners. Our kids loved running around the back yard and playing board games that were provided. We would definitely come back, the only thing we regret is that we couldn't stay for longer, the area is very picturesque. many thanks!

Hands-down one of the most beautiful airbnb I’ve ever had the fortune of staying at! Every detail - from the floor mat to the picnic basket to the window placement - was perfection. The little creek and vegetal labyrinth nearby was also such a treat. Heather and Chip were very responsive and flexible. The place is pretty conveniently located, with grocery shops and restaurants within a ten-minute drive, though I would recommend checking in before it gets too dark since the house is a little hard to find.

Ryan’s house was a perfect fit for us was very clean great location and nice and private. Any questions we had Ryan was quick to respond and even came and mowed the lawn for us. Thank you Ryan for completing our stay. We really appreciate it will definitely stay again.

This stay was nothing short of incredible. From the moment we arrived, we were blown away by the beauty and uniqueness of the property. The space is immaculately maintained, stylish, and comfortable, with every detail thoughtfully considered. The loft was a standout room—such a cool and unique design that added to the whole experience. Waking up to those stunning views each morning was a dream, and the peaceful, secluded atmosphere made it the perfect escape. The host was communicative, kind, and made everything seamless from start to finish. I can’t recommend this place enough. It exceeded all expectations and made for an unforgettable weekend. Will absolutely be returning to see the other units!

We had an amazing stay at this place! From the moment we arrived, Deborah’s and Kirk’s hospitality was truly outstanding. They were incredibly warm, welcoming, and went above and beyond to make sure we had everything we needed. Any questions we had were answered promptly, and their communication made the entire experience smooth and enjoyable. The property itself is absolutely beautiful — peaceful, well-kept, and surrounded by stunning nature. You can really tell how much care and pride they put into the space. We felt right at home and appreciated every thoughtful detail.

This was the perfect place to relax after visiting family all day. Hector's place was clean, private, and peaceful. the drive way is a little hard to find but GPS will get you there fine. The airbnb had everything we needed and loved the back deck for grilling. highly recommend.

Suzanne’s air b&b was wonderful! The space was very clean and well taken care of. Also was a thoughtful gesture to provide a towel designated for wiping our dog’s paws! She was very great to communicate with as well. Would highly recommend! Thank you!

Great quiet place for the family. Easy access to everything while still feeling secluded and restful