Pet-friendly holiday rentals in Windham County

Great location, restaurants and supermarket within walking distance. Immaculate! Thoughtful snacks, coffee, tea, water, cereal, and creamers. And our hosts were especially accommodating for parking our motorcycle. Hope to come again! Thanks for everything.

This is our second visit in the Recycle House. It’s such a lovely oasis. We love all the unique touches and creative uses of materials throughout the house. The location just steps from the charming town of Chester could not be better. The perfect CT weekend getaway!

We really enjoyed staying at Nancy's little farmhouse. It was perfect for us. We especially loved the back porch room where we could relax and enjoy the beautiful view as well as seeing the variety of farm animals in the backyard. The house was as mentioned in her listing and had everything we needed. I would recommend this farmhouse to anyone looking for a comfortable, relaxing place to stay. I would love to go back someday.

We had the most wonderful stay in Woodstock while vending at the Brimfield flea market. It was so nice to have a peaceful getaway during the show to sleep well at night. The kitchen was fully stocked with all essential cookware and even seasonings/sauces to assist our meals. Same with the bathroom! The house was cozy and clean, clear and easy instructions in the manual. Mike messaged frequently to check on us and was very kind. Can’t wait to come back to this little woodsy oasis!

AMAZING! Comfortable stay for our group. House was in pristine condition! Host remained in communication the whole time making sure check in process went in smoothly. Definitely worth the stay!

My stay was great. Pentso’s Place is a perfectly peaceful place. This place looks just like the pictures. It’s very nice. The furniture is very comfortable too. I highly recommend Pentso’s place if you’re looking for a great place to stay

Needed a last minute place to stay for a few days, Jason’s place worked wonderfully for what we needed. Fast and responsive communications helped lots for us. Overall, very positive experience.

This was a great place to stay for 3 of us using all 3 bedrooms. We found it convenient to get to an event we were attending and easy to get to other towns in the area and back to the airport. The house was comfortable and had everything we needed for a 2-night stay. There were clear instructions and helpful recommendations.

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!

Very nice place, beautiful big deck, awesome creativity to the lighting around the property. A walking path, fire pit, hot tub, big deck to relax on, and a fully equipped stage. It is a step above camping but not quite glamping. A lot of fun, and Apple is a sweet bonus hostess.

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.

Went with family for a weekend trip. Tracy and Patrick’s home is lovely, very beautiful and well maintained. And everyone enjoyed including my kid who found a lot of toys to play.

It's not a private space with a door that locks behind you, but it felt pretty private up on the top floor of that huge old house. The main room is enormous, with plenty of open space if you wanted to do yoga or whatever. The bedrooms are also a good size, and there was lots of space for my dog. It took a moment to get use to not having a sink in the "kitchen" area, but the bathroom sink is kitchen sink sized, and had everything you'd need to clean up breakfast dishes. All in all it was a good value for a place that was virtually private and had 2 bedrooms, AND allowed me to bring my dog.

Fabulous property, lots of peace and quiet in a pastoral setting. Being able to interact with the horses and cows was the highlight of our stay! The pool was clean and so nice and refreshing, perfect for taking a dip after a day of sightseeing in the area. Lots of coffee shops and ice cream shops nearby, something for everyone in the family! The host was very communicative and helpful. A 10/10 experience and we definitely would return!

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

I loved spending my birthday with my family. It was the perfect place for my family. Everything was so clean and organized. I am very grateful for everything. Thank you

Gosh, where to begin?! From booking the Tiny home to checking out it was nothing but a breeze. We felt right at home and we had the most amazing experience. Angela is an angel and is the most lovely and thoughtful host. She welcomed us with a note and snacks for our stay & messaged us the day of arrival making sure we got settled and if we needed anything else to make us comfortable. Every morning we walked over to say hi to the chickens and rooster🐓. There is a lovely Milestone Farm stand with fresh eggs, meats and asparagus available for purchase. The farm hand is very friendly as well. We will for sure be booking again next time we visit Hadley!! Thank you, Angela and Jon for taking the time in building this beautiful home with love.

A nice apartment unit located above the host's house, I believe. A tad difficult to find at first - perhaps more detailed description could be helpful - but we arrived in the dark, so that might have made it harder. Everything you need for a nice stay. Across the street from the lake (not quite a lake view, but close!). Overall pleasant stay!

This place is perfect for a weekend getaway. You can choose to stay in and enjoy the BnB as is with movies/video games, or go out and explore the abundance of restaurants. Absolutely loved the loft bed and little hideout underneath it! Chrissy had also done a bit of a birthday theme for my best friend (reason we went away), and it was super appreciated!

Julie's cottage is so nice! The drive to and from is beautiful and peaceful with woodland scenes everywhere. The cottage is fully stocked in the kitchen, bath, and laundry. There are plenty of extra blankets and pillows. It's all here! Julie is also very responsive and helpful when needed. This is the best in the area! Once you stay here, other AIRBNB locations seem to be lacking.

June is an exceptional host. She went above and beyond to make our stay relaxing and enjoyable. She is the perfect blend of attentive and laid back. Her place is so charming and welcoming- exactly what we were looking for in a peaceful getaway. Our dog had the best time jumping off the dock into the pond. We’ll definitely be back for another stay.

This was the perfect spot for our mini vacation with our adult son and dog. The house was adorable and comfortable...the beds were especially comfy. The fenced in patio area and sun porch was so relaxing and although no one actually slept on it, the daybed was very comfortable as well. We enjoyed our day trip to Boston and multiple trips to Treehouse Brewery. Gwen's communication was awesome...such a terrific host! Hoping to stay again.

Beautiful property. Very spacious. We could hear all the wildlife every morning. Sitting on the porch swings was our favorite. The house is so nice and secluded. Mary was very responsive when we had questions. Definitely would stay again. Wonderful stay!

My wife and I had a lovely time staying for the weekend. Walking through the working barn up to the beautiful loft area was a really fun experience. We loved the view from the back deck and the bathroom was really amazing. They have done an amazing job with this place and I highly recommend it to anyone staying in the area!