101 Lackawack Hill Road

Privately sited on 10 acres, this peaceful retreat is defined by its meandering nature trails, quiet meadows, and a serene pond where turtles bask on the banks and wildlife drifts among the blooming water lilies — a perfect spot for an afternoon swim or quiet reflection. Privacy is paramount — the property is tucked away down a long, tree-lined driveway, creating a true sanctuary from the outside world. This is a true getaway — linger by the pond as dragonflies skim the surface, wander the trails under a canopy of trees, gather friends for a slow afternoon barbecue, and end the day around the firepit as stars fill the night sky. Two charming cottages anchor this idyllic setting, offering a wonderful getaway with friends where everyone can be together yet still enjoy their own private space. The Red House, approximately 1,000 square feet, features a light-filled open kitchen and living area designed for gathering, two serene bedrooms, and generous storage — all wrapped in cozy simplicity. The Yellow House, just under 900 square feet, serves as a gracious guest cottage with a spacious primary suite framing ever-changing views. Sliding doors open to a private deck and yard, where you can breathe in fresh country air and watch the seasons unfold. Between the two cottages is a large firepit — the ''living room'' of the property — where everyone naturally gathers to connect, tell stories, and watch the stars appear overhead. The property also offers easy access to nearby attractions, including the Rondout Reservoir, Peekamoose Blue Hole, and world-class hiking, biking, and skiing — making it a perfect four-season escape. Beloved Hudson Valley towns such as New Paltz, Kingston, Accord, and Woodstock are just a short drive away, offering farm-to-table dining, antique shops, trout fishing, and all the culture and charm this region is known for. Whether you're seeking a private retreat, a family compound, or a proven short-term rental investment, this property offers a rare opportunity to own a truly magical slice of the Hudson Valley. With a history of top-rated Airbnb reviews, this charmer promises a wonderful getaway and a turnkey opportunity for the next owner.