WINDHAM FARMHOUSES
Three modern farmhouses nestled in the Catskills—each a private escape for up to 8 guests, just minutes from Windham Mountain.
It is a place where nature & sophistication come together seamlessly, where luxury is effortless & every stay feels like home.
Explore
Windham
Experiences & Amenities
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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.
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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.
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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, indulge, and gather.
Chef Prepared Meals By Request
Kind Words from Guests
“Their attention to detail and commitment to quality truly stood out. We’ve already recommended them to others.”
— Former Guest
“Communication was top-notch and the final outcome was even better than we imagined. A great experience all around.”
— Former Guest
“Every detail was thoughtfully executed. We're thrilled with the outcome.”
— Former Guest
FREQUENTLY ASKED QUESTIONS
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We are happy to offer special rates for reservations of multiple farmhouses. Please contact us at: info@windhamfarmhouses.com
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Small, well-behaved pets can be allowed on a case-by-case basis – please contact us at: info@windhamfarmhouses.com A higher cleaning fee will apply.
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Yes! Our on-premises luxury Barn is the perfect place to celebrate your special event. Our chef is available to customize a menu for a memorable meal. By renting 1, 2 or all 3 Farmhouses, you can have accommodations for up to 24 guests.
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Windham is home to elevated casual and fine dining experiences. A few guest-favorite spots include:
The Windham Local Public House – Seasonal dishes, local ingredients
Union + Post – Upscale American fare and craft cocktails
Lilly’s Steakhouse – Classic steakhouse with Catskills charm
Prominence Restaurant – Elegant fine dining with weekend late-night hours’Taphouse Grille – Bar food classics with tap beer and full bar
Millrock Restaurant – Casual, family-owned Italian restaurant serving local comfort food and live music.
The Chicken Run – Casual spot for chicken, steaks & other classic American fare with full bar & regular live music.
A complete list of restaurant recommendations is available in the Welcome Guide (to be provided upon booking) or visit this live listing.
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Depending on the season, Windham has something to offer for every interest.
Spring through early fall, enjoy a day of golf at nearby Windham Gold Club: https://www.windhammountainclub.com/windham-golf-club/
Enjoy Skiing and Snow Tubing at Windham Mountain, bike rentals, excellent golf courses, parks and hikes, nearby wineries and distilleries, shopping, antiques and more. Check out Windham’s Chamber of Commerce website.
W E L C O M E T O T H E
Windham Farmhouses
I’d like to invite you to see all that Windham Farmhouses and Barn has to offer you, your family, guests and work colleagues. Our 3 luxury farmhouses have been designed to provide you with a luxurious and enjoyable experience.
Call me, John, at 914-262-5589 to discuss your plans for visiting Windham, New York.