Breathtaking Trails & Nature Adventures

At Windham Farmhouses, nature is more than a backdrop—it’s the heart of the experience. Nestled on 380 acres in the Catskills, our luxury vacation rentals in Windham New York offer a harmonious blend of open meadows, private wooded paths, and sweeping mountain views. Whether you’re planning a Catskills nature retreat to reflect, reconnect, or recharge, the natural surroundings invite you to slow down and breathe deeply.

Just beyond your farmhouse door, you’ll find trails that wind through wildflower fields, follow bubbling creeks, and rise to scenic overlooks where the Catskills stretch endlessly into the horizon. Perfect for those seeking Catskills vacation homes near celebrated hikes and hidden gems, our location places you minutes away from the best hiking trails in Windham New York and beyond.

Game Room & Social Spaces

Designed to bring people together—whether it’s a lively evening of friendly competition or a quiet moment shared by the fire. From cozy conversations to all-out tournaments, our Catskills vacation rentals with social spaces are crafted for comfort, camaraderie, and joy.

Step into a space where classic games meet modern design. Ideal for group getaways in Windham New York, you can sink into plush seating with a glass of wine, gather for a fireside chat, or launch into an impromptu board game marathon. Floor-to-ceiling windows keep you connected to nature even indoors, while thoughtfully chosen lighting and textures create a mood that invites you to linger.

Just like our trails encourage exploration, our communal gathering spaces make Windham Farmhouses one of the best Catskills group retreats. An open invitation to unwind, to play, and to savor time with the ones who matter most.

Grill & Dine Experience

At Windham Farmhouses, dining is more than nourishment—it’s a sensory experience to savor. Perfect for foodie getaways in Upstate New York, our Catskills vacation rentals with gourmet kitchens and outdoor dining spaces are designed to elevate every bite and every conversation. Whether you’re gathering under starlit skies or enjoying a quiet morning coffee with mountain views, every meal becomes a moment to remember.

Each home features a fully equipped gourmet kitchen and an outdoor grill, ideal for guests who love to cook, create, and connect. Prepare fresh, seasonal meals with ease, or bring local ingredients back from town for al fresco dining with panoramic Catskills views.

Prefer to indulge without lifting a finger? Our private chef services are available by request, offering personalized culinary experiences that range from intimate dinners to celebratory feasts. For those eager to explore beyond the farmhouse, Windham and the surrounding Catskills boast a curated selection of cafés and restaurants that reflect the region’s farm-to-table charm.

From casual grilling with friends to luxury dining experiences in the Catskills, every meal here is an invitation to linger, to indulge, and to gather well.