Pet-friendly holiday rentals in Windham

Great place! We had a weekend of hiking planned, but with all the rain, we were glad to have use of all the inside amenities here! Sauna, bbq hut, she-shed, basement game room and comfy living room all left us fully entertained while it poured outside. Would love to come back someday!

Absolutely stunning place, Kim and Russel are great hosts! Would surely be returning for another family stay!

No notes, incredible escape even in the pouring rain. The ambience, even down to the little things like walking through the door to classical music, was truly top notch.

Great place to stay! Catherine was communicative and prompt to reply. We went during a snow storm, but it was easy to get in/out. The roads and driveway were plowed. Needless to say, everything was very clean. I would recommend staying there without hesitation.

Adrian’s place was absolutely lovely. It’s beautiful, peaceful, and easy to relax into. The new “hedge” separating the driveway and the side yard is lovely. Having nature all around is gorgeous and restorative. We’ll definitely return!

Very large and nice open space in the house. Family of 6 felt very comfortable and we could have had more join. Quick drive to windham to ski and spent evenings in front of fire playing cards. Kitchen has everything you need for nights in.

Wonderful views and lots of space to explore your surroundings. We enjoyed the eco-friendly hot tub the most!

Amazing Stay for My 30th Birthday Weekend! I stayed at this house with a group of friends to celebrate my birthday, and it was absolutely perfect! From the moment we arrived, everything was clean, welcoming, and exactly as described. The space was cozy but spacious enough for all of us to relax and enjoy. The kitchen was fully stocked, which made cooking meals together super easy, and the common areas were perfect for hanging out, playing games, and making memories. The host was super responsive and helpful, making the check-in process smooth and stress-free. The location was also great—peaceful and private, yet still close enough to shops and activities. We all had such a fun and comfortable stay, and I couldn’t have asked for a better spot to celebrate. Highly recommend this place for group getaways or special occasions!

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!

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.

My husband and I had a wonderfully relaxing time at the Little Owl Teahouse. It’s a cozy and well-outfitted cabin with a super comfy bed and a great leather reading chair. Drank lots of the delicious mountain well water. Made breakfast in kitchen — love the pans and electric cooktop. Short drive to Woodstock for dinner. And oh the beauty of the surroundings - scenic views everywhere. Our two little doggies were happy to romp in the fenced in yard. Little too chilly when we were there but pool looks so appealing. Lisa is a proactive and super responsive host.

Cozy home, on a beautiful property. The natural pool is really special, and we loved staying here. Hope to be back.

Absolute slice of heaven. Private, peaceful. Home itself modern and comfortable. Pool was absolutely amazing, comfortable in late May - in peak summer it must be amazing. Would love to stay again!

Our second time staying at Maitopia with our cat, just as wonderful in a different warmer season. Tina was super responsive as usual and even accommodated a late checkout. We enjoyed feasting in the kitchen as well as grilling in the yard, floating around in the pool when it was warm enough out, "hiking" with our cat on a leash around the forest on the property, taking baths, streaming music. We didn't leave the property much, but it was a fun highlight to get a few local produce items at nearby Greig farm and meet the adorable goats. One tip- bring an eyemask if you're sensitive to light in the mornings- there aren't any window shades in the bedroom.

We had a great time at the dome! Very peaceful and quiet. This dome was obviously saged or blessed by the pope himself because the vibes were immaculate. Felt like we were living inside a beautiful interior design Pinterest post. Cody was a great host and his Catskills guidebook was very helpful.

This comfortable, cozy, magical piece of Catskill paradise was the perfect place to gather to mourn the loss of my father and make some new family memories for a lifetime. Photography is a hobby of mine and the picturesque landscape allowed me to get lost in my passion. We cooked all our meals together in the well-appointed kitchen, challenged each other in the PacMan arcade game and cuddled up together to watch the stars shine and a movie on the comfy couch. We took long walks and met two local farm horses grazing freely in the local fields. The wonderful host was very accommodating and fast to respond. We loved her thorough recommendations for local dining, fun activities and nearby shopping. Book this cabin in the Catskills! You will not be disappointed! We will be back! ". . . there are deeper gorges, greater streams and higher mountains but in no other place is the combination so blended into a harmony so perfect as to form such tempting bits for the camera or the brush.”

Wonderful place to stay in Hunter! Loved the view from this super comfortable and spacious (for one or a couple) modern cabin. The hosts have great taste in design and were very responsive and friendly when I needed help with something. Great WiFi, great kitchen and bath and comfortable bed. There’s a lovely view of the mountains through a large window but it’s so cleverly designed that you never feel a lack of privacy. I highly recommend a stay here.

We had a lovely stay here. The apartment was spotless, well stocked and comfortable. It suited our needs for a location in the Catskills.

Really enjoyed staying at Alan's place. It was the perfect getaway for me, everything at the cabin was very well thought out. Comfortable bed, plenty of firewood, all you really need! Plus - How many Airbnbs have you stayed at that includes AllClad pans and sharp knives? Enough said... One thing to note, there are two other locations on the property for guests - wasn't an issue at all for me, and might even be a bonus for others. Not within sightlines or anything. Alan also has a slick web app you can interface with to get information about your stay, and even get a little breakfast. You could tell significant time was spent organizing and building a good space for guests! I'd definitely stay again!

We had a great stay at Daniela’s place. Daniela was also very responsive when I had a question for her, which was much appreciated

This place is absolutely beautiful, it was a nice weekend escape for our family. Jesse was responsive and helped us be able to plan a surprise for my wife. She loved it

Sam was great host super responsive, clean space left us great recommendations to eat and visit.

Great place and location. Easily accessible and clean. Everything you need. Host communicated fast and was very accommodating.

We had an amazing stay! The home was exactly as pictured. The location was perfect—just a 30 min drive to Kaaterskill Falls and 5 mins to the local restaurants, but tucked away enough to enjoy peace and quiet. Michael was responsive and made check-in a breeze. We especially loved the beautiful views from the hot tub and how comfortable the space felt after a day of hiking and exploring. The sauna was a great surprise! Highly recommend this place for anyone looking for a peaceful escape to the Catskills. We’d absolutely stay again!