Chalet holiday rentals in Greene County

We had a magical weekend away and our stay was everything we hoped it would be, and more. Olia was incredibly responsive, friendly, and all around wonderful to connect with. The house was a magical time capsule holding the best of energy and a glimpse into the 70s - so fun. The pool and patio were awesome, with open and friendly spaces inside too, all made for the best of entertaining spaces. We could not have asked for a better weekend away, and we cannot wait to plan our next trip! Thank you!

A great place to stay. Truly she thought of everything. The only thing stopping anyone from having a great time in this place is just bad luck. The hot tub is so nice, and a lot nicer than a typical at home tub. The chalet was a great space and decorated incredibly. I would recommend this place to anyone.

We had a great experience in the house. It’s comfortable, well equipped and close to the Hunter Mountain resort. The house offers a charming environment and makes you feel like in the 80s or 90s. All appliances were working well and the spaces are nicely distributed. I hope we can come back!

My stay at Angel’s Airbnb was wonderful! The space was incredible, the features such as the hot tub and the fire pit were great for a fall get away. Angel was very communicative and the location was perfect.

It was very nice. The house was clean, hot tub was perfect for the winter time. Everything was nice, thank you Adam

Leslie's place provided a wonderful, cozy stay and Leslie was a great host. We will be back!

Our family of four had an amazing stay! We stayed at Edgar's cozy, happy, peaceful home during the entire winter ski season, and we couldn't have been happier. Edgar was a wonderful host - super friendly, responsive and helpful. His house had everything we needed and more. Our kids loved sledding outside, reading so many different books Edgar kept in the basement, and playing the Atari games. The house is so quiet and peaceful, and also such an easy short drive to both Windham and Hunter. Our only regret was having to say goodbye to snow and this amazing house. Many thanks to Edgar for sharing his home with us, and we look forward to going back in the future!

Cedric’s home was great! Exactly as described and nicer than the photos. Cedric was responsive and a great host. Would definitely visit again!

Wonderful! The house is really beautiful, with large windows and stunning views of the birch forest and a meandering stream. It is very clean, nicely decorated, and cozy. We especially enjoyed the hot tub and fireplace. The kitchen has everything you could possibly need. Nik is friendly and responsive. The location is great too, feels like a nature retreat but an easy drive to restaurants and skiing at Hunter Mountain.

This home was absolutely perfect! The host was incredibly responsive and the house was spotless. She truly thought of everything—even welcoming us with a bottle of wine, which was such a thoughtful touch. Thank you for a wonderful stay!

Melanie was a fantastic host. She was responsive and helpful. The house is beautiful, nestled in the trees on your own little piece of the mountain. There are many great hikes and restaurants close by. There is a great little coffee shop and breakfast spot within five minutes. The property even has some little waterfalls and areas to explore. Our daughters had fun playing games in the game room and have developed a love of shuffleboard. We were able to cook dinners and have a nice fire outside under the stars with everything we needed. This is a great house for a mountain getaway.

Our families stay at Emma’s place was really enjoyable! Her home is beautiful, clean and more than accommodating for all our needs. We all loved the sauna, jacuzzi and game room. Our toddlers loved the playroom as well. The town of Windham is 2miles away with some nice places to eat or have a drink. There are many places close by to go hiking for all different levels, we opted for The Windham Path, a nice 2mile walk. We highly recommend Emma’s place for your stay in the Catskills!

This was a very nice home with plenty of space for our whole group and easy access to the lake. Valentyna was highly responsive to our questions/messages during the stay and provided helpful house rules/instructions. Note that the study area is not a separate room but a corner/nook in one of the bedrooms, so plan accordingly. Overall, would definitely recommend for large groups of 16+.

The house was spacious, clean, beautiful and private. We loved the view of Windham Mt from the second floor! The fireplace, expansive but cozy couch and downstairs game room were a hit! Half of my family skied and half stayed at the house to relax. Being 5 minutes from the mountain was fantastic and the house was perfect. Great restaurants nearby, where we had lunch, but the rest of the time we cooked in. Well equipped open kitchen! Hope to be back many times!

My family and I loved this home. It is absolutely beautiful, clean and lots of fun! It rained all day on a Saturday but we had so much entertainment at the house that we didn't mind the rain. We played pool, sang karaoke and watched movies at the amazing theater. It was very comfortable and plenty of room for a family of 10! The host was so pleasant and accommodating. We are already making plans to return next year. Thank you Steven! You deserve 10 stars!

Beautiful house in a beautiful location! We loved all the space and amenities, especially the hot tub and sauna. The host was very helpful and responsive as we were planning our trip. Half of our party had stayed there before and wanted to go back. Thanks for a great stay!

This was such a relaxing home to spend a celebratory weekend in! We had a great time at Adnan's home over the weekend. The setting is so peaceful, right on the water and we enjoyed the fire pit one evening. The space is large, with plenty of room for all. The house is a little bit dated, but with that said, it had everything we needed for a lake-weekend! On top of that, Adnan could not have been more accommodating and responsive.

Teddy’s home was welcoming and comfortable with all the amenities we needed to have a great Girls Weekend! The house was clean and there was so much for us to do; we enjoyed kayaking, the pool, and sitting on the dock to relax.

I had an amazing stay at this cozy retreat in the Catskills! The house was exactly as described and more—clean, well-equipped, and tucked away in a peaceful, scenic location. Waking up to the sounds of nature and sipping coffee on the porch was the perfect way to start each day. The host was incredibly responsive and thoughtful, providing quick responses and making check-in a breeze. Whether you're looking to hike, unwind by the fire pit, or just enjoy the quiet beauty of the mountains, this place is ideal. Highly recommend for anyone looking to escape the city and recharge in nature. I’ll definitely be coming back!

Nice comfortable house right on the lake. Perfect for our family outing with a group of 6 plus an infant and a dog! Provided a crib and highchair which was greatly appreciated. Nice quiet neighborhood and close to Hudson.