Welcome to 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 and sophistication come together seamlessly,
where luxury is effortless, and every stay feels like home.
Explore Our Properties
Farmhouses
Set on 380 acres in the Catskills, our three farmhouses accommodate up to 24 guests — perfect for family reunions, birthdays, and milestone events. Reserve one, two, or all three homes for a stay that fits your celebration.
From forest trails to the game room and communal Barn, enjoy amenities designed for connection and relaxation. Elevate your stay with luxury add-ons like chef’s dinners or wellness experiences — customized to make your time in the Catskills unforgettable.
Step out of the boardroom and into the mountains. Ideal for off-site strategy sessions, creative breakthroughs, and team connection.
Experiences & Amenities
At Windham Farmhouses, nature is more than a backdrop—it’s the heart of the experience. Nestled on 380 acres of pristine Catskills landscape, our property offers a harmonious blend of open meadows, private wooded paths, and sweeping mountain views. Whether you’re here to reflect, reconnect, or recharge, the natural surroundings invite you to slow down and breathe deeply.
Just beyond your farmhouse door, you’ll discover trails that weave through wildflower fields, follow bubbling creeks, and rise to scenic overlooks where the Catskills stretch endlessly into the horizon. Our location places you just minutes from celebrated hikes and hidden gems alike.
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, every corner is crafted for comfort, camaraderie, and joy.
Step into a space where classic games meet modern design. Sink into plush seating with a glass of wine in hand, cue up a round of pool, or engage in an impromptu board game marathon. Floor-to-ceiling windows keep you connected to nature even while indoors, while thoughtfully chosen lighting and textures create a mood that invites you to linger.
Just like our trails encourage exploration, our social spaces are an open invitation—to unwind, to play, and to savor time with the ones who matter most.
At Windham Farmhouses, dining is more than nourishment — it’s a sensory experience to savor. Whether you’re gathering under starlit skies or enjoying a quiet morning coffee with mountain views, our spaces are designed to elevate every bite and every conversation.
Each home features a fully equipped gourmet kitchen and an outdoor grill for those who love to cook, create, and connect. Prepare fresh, seasonal meals with ease, or bring your favorite ingredients back from town to enjoy al fresco dining with panoramic views.
Prefer to indulge without lifting a finger? Our on-site gourmet chef is available by request to craft personalized culinary experiences — from intimate dinners to celebratory feasts. For those looking to explore the local scene, Windham offers a curated selection of nearby cafés and restaurants that reflect the charm of the Catskills.
Whether you’re grilling with friends, dining fireside, or experiencing chef-prepared cuisine in the comfort of your farmhouse, every meal here is an invitation to linger, to indulge, and to gather well.
Long ski weekend with friends
Wonderful property. Beautiful house. Great set up for 2 families – one king bedroom and one bedroom with 2 twins upstairs and one king bedroom and one bedroom with 2 twin beds downstairs. Each room has it’s own full bathroom. Everything is brand new. First floor is spacious and great for hanging out with open kitchen/dining room/den. Close to Windham and about 25 minute drive from Hunter Mountain. The property manager was very responsive to our concerns and questions. Would definitely rent again.
Winter guide away
Great ski trip.
Great 2 Day Retreat
We had a great time at this house. The host was very communicative, the check in process was very easy, and the home itself was awesome. Just a note, the directions you get are a little wrong, you need to travel about another 2 miles past where the GPS brings you when coming from the main road in town. Overall we would highly recommend this home.
Excellent stay
We had a great three day getaway in Windham. The house was a great spot for a ski getaway in the mountains. Nice open floor plan and every bedroom had a bathroom which was great!
Frequently Asked
Questions
Reservation & booking:
Do you offer group discounts?
We are happy to offer special rates for reservations of multiple farmhouses. Please contact us at: info@windhamfarmhouses.com
Reservation & booking:
Are Pets allowed?
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.
Reservation & booking:
Can you accommodate special events such as birthdays, anniversaries, family reunions?
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.
Dining Options:
Where can we dine nearby?
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.
Are there other things to do in Windham / Surrounding Area?
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.
Have questions or need more information? Fill out the form below, and our team will respond shortly.