Pet-friendly vacation rentals in Lewisboro

Rory‘s place was amazing. This house is not only secluded, but it’s nestled in its own little mountain hideaway. The house itself is something out of a ski resort with magnificent rock features indoors and out very spacious The grounds are perfect for animals. High fence around the whole property With gate definitely be staying here again.

The house met all expectations everything is stylishly done, and the host is incredibly responsive and helpful 🤍

⭐️⭐️⭐️⭐️⭐️ 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.

Mahmoud was a wonderful host. Very responsive, pleasant, and helpful. His home and the views were spectacular, and the koi pond was beautiful. It’s a great location to stay while visiting West Point, as it’s a quick drive across the Bear Mountain Bridge. Our large group felt comfortable and welcomed. One of the bedroom descriptions could have been listed a little clearer because you need to pass through the master bedroom to get to it. Luckily our family was ok with that. We would stay again.

My family of 8 adults needed a place to stay near a wedding at Glynwood. This wonderful spot was minutes away from the farm and town. The number of bedrooms and bathrooms gave everyone the privacy desired while the well equipped kitchen and living rooms had plenty of space for gathering. The house and land are beautiful, including the trail. Paula was easy to communicate with and my whole family felt comfortable and happy with the spot. Highly recommend!

Olga's beautiful modern house in Upstate New York is a real gem nestled near a wild forest. The spacious house offers plenty of room to relax and unwind after a day exploring the area. The location offers a perfect blend of tranquility and adventure, with plenty of things to do in the surrounding area. Olga was a fantastic host – incredibly responsive and flexible, which made our stay even more enjoyable. The house itself is stunning, with modern amenities and stylish decor. We had a wonderful stay and highly recommend this Airbnb!

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.

As described, a charming, comfortable home on a beautiful property in a convenient yet peaceful very "New Englandy" neighborhood The house is a great place to spend time arfeceive friends, really well appointed from kitchen gear to a playroom that is made for toddlers, very comfortable sitting areas with lots of light and the bedrooms that are all quite comfortable and give all a nice level of privacy. Deirdre was a top notch host, always responsive and accommodating. No hesitations in recommending her house - probably our best Airbnb experience to date. Hope it will be available for our next visit to the Stamford area.

This place is absolutely gorgeous. I spent quite a bit of time just exploring the grounds with my dog. It was too cold to use the pool but it was still beautiful to look at and a nice view while I was cooking/washing dishes. I appreciate the tour I received when I arrived to show me around. I would definitely recommend this place and hope to book again in the future.

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

Great stay at Jasmine’s well furnished, rustic feel cottage. Peaceful location but just a quick ride to Woodstock, Kingston and Rhinebeck. Pool was perfect - we used it everyday. Heat bathroom floors is a nice touch!

Great place for a quick stop on a trip to visit family. Super communicative and friendly. Would stay again!

It was a fantastic house with a beautiful view. Plenty of space and we really enjoyed our stay. The property itself is absolutely gorgeous. Would definitely come back.

I had a great time staying here. A lovely and quiet retreat. Douglas and his family were very friendly and responsive to any needs I had. The place was tidy and clean and the grounds around the house were beautiful! Will definitely be 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.

Had a great stay! The place was clean, comfortable, and exactly as described. Check-in was smooth, and communication with the host was easy and responsive. The location was convenient and quiet—perfect for a relaxing getaway. Would definitely stay here again!

Very responsive & willing to help. Loved our stay in South Salem. Thank you!

Benjamin's place is all you expect and more. It is clean, roomy, comfortable, and quiet. My family is all about comfortable temperatures and the AC makes each room feel great. If you are sitting on the deck, off the kitchen, there is a breeze with pretty sunrises and sunsets. Ben was a thoughtful host! I reached out with one simple question and before we knew it we had items delivered to the door - for our family and our dog! It was a delightful and welcoming touch. The cottage is so comfortable with fabulous bedding, a fantastic Jacuzzi tub, a fully stocked kitchen, and a full coffee and tea bar! Such a generous amenity. I highly recommend Benjamin's cottage.

Another visit to my 'go-to' destination in Ridgefield. Great as always. Leslie was super helpful and accommodating with my check-in needs. Clean, convenient and spotless suite in a beautiful home. Short walk down Main Street to the center of Ridgefield and all that is there.

Ever been on a historic home tour where part of the house is roped off & they say, "this is where the family used to live"? This felt like being allowed past the rope line and stepping into history. I can't imagine how much this costs to maintain & I'm happy to have helped with that. I can't imagine what it was like trying to update a home of this age to give it modern amenities, electricity, plumbing, and really cute bathrooms, but the host has done a great job. Taller than > 5'10", watch your head! Loved looking at the miniature fittings and furnishings and details of bygone days, the solid wood plank floors were particularly fascinating to me, tiny fireplace detailing, & some old rope and pulley windows with older glass are gorgeous. Very close to Le Chateau where we were attending a wedding. Extremely comfy beds & pillows. Great modernized bathrooms. Really unique spot.

We spent six great weeks at Fabien and Christy's cottage while relocating to the area. We loved everything about our time there including the very comfortable bed and furniture and the well stocked kitchen. We were there during a very cold stretch and the house stayed warm and cozy. The wood burning stove was a fun treat on cold snowy days. Fabien and Christy were wonderful hosts making sure we had everything we needed and helped with information about the area. We spent a lot of time exploring the beautiful property with our dog. It's a very peaceful spot and still only a short drive to many towns with lots of great restaurants and shopping. I would definitely recommend Fabien and Christy's cottage to anyone looking for a short or long stay in the area.

Had a great stay at Lisa’s home! Perfect size for a small family. The streets were a little narrow so we didn’t quite feel comfortable walking the neighborhood, but the surroundings were beautiful and it was very quiet and seemed safe. Lisa’s home was stocked with anything we may have needed, and felt like home away from home. It’s off the beaten path a bit, but there are plenty of restaurants, stores, and places to explore just a short drive away. Lisa was protective and communicative throughout our stay.

Our second time staying here - a wonderful break from the city for my boyfriend, me and the dog :-) so peaceful. Wonderful place!

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!