Vacation rentals in Sleepy Hollow Lake, Greene County, New York

We really enjoyed our stay at Sandi’s place. Each bedroom has its own bathroom, which is great for couples and families. The kitchen had everything we needed to cook a big NYE dinner. And it was just a few mins from Chatham center and I90, while still quiet and isolated. Sandi was great at communicating with us and was very flexible about check in and check out times, which we appreciated. We had one toddler with us and there was also a pack and play and a high chair. We would stay here again!

If you’re looking for a relaxing getaway, book this home! The Mountain View is breathtaking, even when sitting inside. The hot tub was all ready to go and the instructions were easy and helpful. Mary’s place had tons of board games and a wonderful entertainment system so you won’t run out of things to do. I would absolutely book this home again!

This place was a breath of fresh air. I've noticed a trend on AirBNB of rentals that are obviously flipped investment properties with no character and no evidence of life: this place is the opposite! Charming, comfortable, with hosts who actually know the area and live in the area. This is a great family option when visiting the surrounding Hudson Valley towns. I hope I can get back here soon!

Aline & David provided a great space for my friends and I to have a an eventful, weekend getaway from the city. Amazing location and truly a home where you can have a great experience regardless of the weather. The game room and personal lake are the unique, finishing touches to this home.

Our host was very cool, friendly, flexible and hospitable, but what made him stand above all others as a host, was how available he was, texts were responded to in less than 2 minutes. The space and surroundings are beautiful as well, great find.

Pristine clean, cozy, one bedroom condo unit located in Windham with seasonal access to tennis courts and a pool. Walking distance to the beautiful Windham Path. Slept better than at home in the comfy bed. Went for two days of midweek remote work. Agnieszka, the host, was gracious and responsive. The host obviously put some genuine TLC into this place and it shows. Browsed for books at Briars & Brambles, an indie bookstore in Windham adjacent to Windham Pharmacy. Purchased groceries and firewood down the road at Hickory Hill Market . Ate in area at Higher Grounds and Windham Diner. Living room has a fireplace with large screen TV just above. Great for all seasons. Thanks Agnieszka!

Ray was a super responsive and helpful host! House had plenty of bedrooms and open air spaces for our large group. Being at the highest point, the Mountain views were spectacular!

FENCED. YARD!! Apart from the clean, spacious, well appointed home, the yard was the best part. And it wasn’t just boring and flat and grassy-think boulders for climbing and jumping, hills for racing, “secret passageways” for exploring. Just be prepared to look for ticks. Clearly an excellent choice for families with children, and our dog loved it most. The home has lots of character, good books to read, games for passing time. While venturing out for hikes, we enjoyed the views along the windy roads with charming homes and mountain scenery. The kitchen had so many pots and pans and plenty of dishes. Lillian was always responsive and quick. Good choice for a peaceful getaway.

We had a great time staying in this beautiful and comfortable space. It had everything we could hope for and was perfectly clean. The air felt and smelled fresh as we walked in the door. It was spacious and well appointed with extras like condiments, games and puzzles. There was a dog gate and potty bags in case we brought our pets. We didn’t bring ours this time but might in the future because we definitely want to stay here again. There were plenty of clean linens and the shampoo, conditioner and body wash were great. The coffee was delicious and there was tea too. We didn’t use the air fryer, but it was nice to have that and the gas stove in case we wanted to cook. Thank you for a great stay!