Cabin holiday rentals in Windham

Amazing spot, great weekend, would happily come back in the future :)

The view was absolutely stunning and the environment was so peacefully quiet. The home is beautifully constructed and decorated with all the necessities and amenities. There’s plenty of space for the pups to run around safely, and the hot tub was amazing, especially with that view! William & Liz were excellent communicators and made the whole process incredibly simple. We’ll definitely be back!

The A-Frame on Pudding Hill was everything we were looking for — cozy, private, and super romantic. It had everything we needed and exceeded our expectations. The hot tub was a little tricky to turn on at first haha, but once it was going, it was perfect. Thank you, Lenny, for being such a thoughtful host. We felt truly cared for, and we’d love to return in the future. Highly recommend to anyone looking for a dreamy getaway!

An amazing place to truly unwind and escape the hustle of city life. Surrounded by breathtaking views and beautiful spots just minutes away, it’s the perfect getaway. The house is cozy and has everything you could possibly need for a relaxing stay!

We had an amazing time! Thank you for hosting us! See you soon.

A wonderfully relaxing place to stay. The hot tub and sauna are wonderful, as is the bedroom with the view of the mountains. We plan to come back soon.

This was our second time staying at Rashmi‘s property and it was just as great as we remembered. The kitchen is fully stocked so we were able to make dinner at home, the views were amazing and it was so nice to hang out by the fire pit at night. Our dogs loved the backyard and there was a great farm stand just down the road. Rashmi was super responsive and flexible. She is an awesome host and we hope to book another stay soon!

We had the most amazing time at Ed's cabin! Our group was looking for a peaceful getaway, and this place delivered. Nestled in the woods with a beautiful view, the cabin was the perfect escape. It had everything we needed: firewood and supplies for a cozy fire, a fully equipped kitchen, dining area, hot tub, and more. The outdoor space was just as impressive, with a huge garden and plenty to explore. Ed was an excellent host—very responsive and helpful throughout our stay. I’d highly recommend this cabin, especially if you’re planning to spend most of your time on the property. That said, it's still close enough to the Catskills' main hiking spots. I’d come back in a heartbeat!

Would absolutely stay again! Really loved the way they've updated the space but kept the classic touches of the house. Huge well appointed kitchen with everything you could need. Peaceful outdoor space with lots of privacy. And overall a very spacious house that feels like you could have a big group without getting in each others way. Ryan & Lauren were super on it. Will definitely recommend to friends.

I know the area super well so have a good perspective on location and quality of available accommodation etc. Mark and Lori’s place was standout on all dimensions. Close to both Woodstock and Saugerties which is great for dining and social options. Location is safe, pretty, peaceful and convenient. The house itself is immaculate and charming with a lot of nice character touches. It’s well appointed, and even if you choose to dine in, they have supplied all that one could need. A special place and if I need accommodation again I would book in a heartbeat.

We stayed a few nights in May. Mark's placed was clean and comfortable. The Balsam Lake Mountain trail is nearby and the views at the top are worth the 3hr round trip. The place is near the road but we counted only a few cars during our stay! Very peaceful. There are some delightful food options within easy drive, or stay home and cook in the well provisioned kitchen.

Yannick's place was a fantastic place to stay in the Catskills! It's located in an ideal location close to hiking, breweries, restaurants, etc. The house itself is clean and well decorated and they provide pretty much everything you need. My only gripe would be that there is no microwave (however, this is noted in the listing, so it was not a surprise); while I don't mind heating things up the old school way on a stove, there are certain things that just heat better in a microwave. And if a microwave is not provided, at least have some better nonstick pans (they were a bit of a pain bc everything stuck to them). In addition, it was hard to actually get to the stream (I think things were just overgrown and maybe it needs a trim back). But the beds are SO comfortable and overall the property is very serene, especially driving over the little bridge to the house with the stream. I would definitly recommend the place to anyone. Thanks for the wonderful stay!

This was our fourth time at the cabin and we just love it there. It has its own magical feel and charm. Clara is great and we always look forward to catching up with her. Even though the weather was lousy, we still had a great time making fires, listening to the rain and enjoying the quiet time with our pup. We will definitely be coming back for a fifth time!

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.

We had a delightful time during our annual Memorial Day Catskills trip. Katie's cabin is beautifully decorated. You can tell it's the home of a photographer - every corner is picture perfect. The color scheme and charm of the cabin is gorgeous, and the skylights illuminated the space so nicely in the mornings and throughout the day. Wet weather kept us from spending too much time in the outdoor living spaces, but the indoor space was so lovely, we didn't mind staying in at all. Katie was an accommodating host and checkout was a breeze. Thank you, Katie, and to everyone else - enjoy your stay at one of the most charming places you'll find for your Catskills getaway!

Fantastic place, very private, very peaceful! Couldn’t be any happier staying there for a couple of days with my dog.

This turned out to be the perfect spot for an upstate girls' trip! The home is beautifully designed and decorated, and the outdoor space was a real highlight. Gabriele was a great communicator - both check in and check out were really seamless. The location was perfect too, a very short drive to town and some great hikes. Already thinking about going back in the fall!

Great space for a weekend getaway with girlfriends. Beautiful, private location a short drive to Windham. Even though the house felt tucked away, it was easy to find thanks to clear pre-visit instructions.

Overall, Melissa’s property is absolutely beautiful. Me and my partner felt right at home. The sheets were clean, house is well kept and Melissa is great at responding. Would definitely come here again and recommend it to anyone!

We had a lovely stay at Eman's home! A beautiful peaceful Catskills retreat surrounded by nature. The home was better than the photos! Eman made us feel right at home and was so helpful. Great hospitality, she left some snacks and the kitchen was very clean and fully equipped. One of the nicest Airbnb's I have stayed in. Felt like the way it used to be back when Airbnb first started and people welcomed you as a guest, not the way it has evolved into just a business. Thanks for a wonderful stay. We will be back!

The cabin is like nothing I've ever experienced before. It's a wonderful town with an incredible view. If you are considering booking this property take the leap and get ready for a once in a lifetime opportunity. Brian and Stephanie are great hosts and went above and beyond. I can't wait to get back!

We loved this place from the moment we walked in the door. The decorations are so cute and the VIEW! Definitely has a wow factor and is exactly as described. We loved how dog friendly it was, with little details like a bone jar, dishes, leash and flashlight, and dog wipes at the front door. And the bedrooms were perfect with soft mattresses and ample closet space. It also smelled phenomenal in there with lots of decorative candles and lotions. We had everything we needed in the kitchen, and found that the location was super close to lots of restaurants for eating out. And it was very close to lots of hiking trails and the dog park. We were so sad to leave and can’t wait to come back again!

We had a wonderful stay. The place was clean and the beds were comfortable; the house was well stocked with everything we needed and the backyard is well maintained. We had a nice, relaxing time grilling and sitting by the fire but if you’re in the mood to eat out, definitely try Julia’s Local.

The home is truly beautiful and the host were amazing and responsive. this is a great location and a wonderful getaway from the NYC area if you're looking for something relatively close by but that feels like it's very different and distant. I am hopeful of the opportunity in the future to visit again because I truly enjoyed the stay