Escape to this elegant farmhouse estate in picturesque Ancram, set on 50 private acres of meadows and woodland. With five spacious bedrooms, five baths, a serene pond, private pool, and tennis court, it’s designed for relaxation and connection. Sun-filled interiors blend historic charm with modern comfort, while peaceful outdoor spaces invite you to unwind, explore, and savor Hudson Valley countryside living.
The estate unfolds across 50 private acres, offering open lawns, peaceful woodland paths, and scenic vistas in every direction. A serene pond reflects the changing sky and seasons, inviting quiet moments of reflection, morning coffee rituals, or sunset strolls. Wildlife sightings are common — deer grazing at dusk, birdsong drifting through the trees, and the gentle rhythm of country life surrounding you.
During warmer months, the private swimming pool becomes a centerpiece for relaxation and play. Lounge poolside with a good book, take a refreshing dip on a summer afternoon, or gather with friends and family for long, sun-filled days outdoors.
Tennis enthusiasts will appreciate the on-site court, perfect for a friendly match, morning practice session, or teaching younger players the game. The expansive grounds also offer plenty of space for lawn games, picnics, and outdoor entertaining.
As evening falls, the countryside sky transforms into a canopy of stars rarely visible in city life. Enjoy al fresco dining, sip wine under the open sky, or simply listen to the quiet.
Modern comforts ensure a seamless stay year-round. Heating and air conditioning maintain ideal indoor temperatures through every season, while high-speed internet keeps you connected when needed. The home is well suited for remote work, extended stays, and seasonal retreats alike.
Located in the scenic town of Ancram, the property provides easy access to some of the Hudson Valley and Berkshires’ most beloved destinations. Explore nearby farm stands, antique shops, hiking trails, and charming small towns, or enjoy day trips to Hudson, Millerton, Great Barrington, and beyond. Whether you’re seeking outdoor adventure, cultural excursions, or simple countryside stillness, the location offers the best of all worlds.
This is a private estate with guests having access to the entire property.
Limited interaction preferred, communication through the Airbnb app
Please note this is part of a working farm in a quiet rural area. Small get togethers are perfectly fine but parties and events are something that need to be discussed and separately organized with an agreement. Escape to this beautiful farmhouse estate in picturesque Ancram, where timeless Hudson Valley charm meets modern comfort and complete privacy. Set on 50 sweeping acres of meadows, woodland, and tranquil water views, this luxury five-bedroom retreat offers an unforgettable countryside experience just far enough from the city to feel like a true escape.
Inside, the home blends historic character with thoughtful updates designed for relaxation and effortless living. Five spacious bedrooms provide restful accommodations for families and groups alike. The primary suite features a king bed and a spa-like ensuite bath with soaking tub, separate shower, and bidet for an added touch of comfort. Two additional bedrooms offer queen beds, while twin accommodations provide flexible sleeping arrangements for children or friends traveling together. In addition, a delightful den serves as a cozy retreat for kids, complete with an extra twin bed and a comfortable space to unwind after a day of outdoor adventures.
Five well-appointed bathrooms ensure convenience and privacy for every guest. Soft linens, generous water pressure, and serene finishes create a spa-like atmosphere throughout.
The farmhouse interiors are warm, airy, and inviting. Sunlight pours through large windows, illuminating wide plank floors, curated artwork, and layered textures that balance elegance with relaxed country living. Multiple living areas invite connection and conversation — curl up with a book in a quiet corner, gather around for movie night, or enjoy fireside chats on cooler evenings.
The kitchen is fully equipped for everything from casual breakfasts to celebratory dinners. Whether preparing a farm-fresh meal sourced from nearby markets or hosting a private chef experience, guests will find everything needed to cook, serve, and gather with ease. A spacious dining area provides a beautiful setting for shared meals and long, lingering conversations.

Grand 5BR Estate Retreat w/ Pool & Tennis Court

What an incredibly comfortable and relaxing stay we had in this historic home. The breathtaking views, established character, and modern amenities, raised the bar of our existing expectations going forward. Bright, luxurious bathrooms, a perfectly stocked kitchen, and the most spacious shared living areas, welcomed us to spread out, dream aloud, read, write, and be completely enthralled and inspired by our surroundings. Cookie, our companion dog, thoroughly enjoyed running around the grounds, curling up inside wherever she could, and following us throughout this lovely grand estate. Our host graciously reached out before our arrival with all relevant information about our stay, how everything worked, in detail, and gave us recommendations on local places to visit and things to do for fun. Her ability to anticipate our needs, address and answer our questions immediately, in such a professionally friendly manner, enhanced our stay immensely. We highly recommend.

Highly recommend

This home is an absolute dream—truly beautiful, deeply comfortable, and curated with an effortless generosity. The house itself is wonderfully stocked with every imaginable necessity, from plush towels and blankets to thoughtful amenities that made us feel instantly at ease. The layout is brilliant; it provided a perfect, cozy setup for all the kids to sleep together, creating the kind of childhood memories you hope for. Between the swimming pool, the tennis court, and the sheer peace of the property, it was an incredibly relaxing stay. The owners were wonderfully responsive and attentive to every detail. We would absolutely rent this beautiful haven again.

Dream home

Elegant escape

An outstanding stay, the house was perfect for our group, loved the grounds. Can’t wait to be back in the Summer!

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Reservation summary