Barn vacation rentals in Dutchess County

Cozy Scenic New England rural retreat hike & kayak

Cozy and private studio in attached guest house on 3 bucolic acres w/pond. Two free kayaks parked by the lake town beach (only 3 miles away). Self check-in with private entrance. Enjoy scenic views of pond and farms from deck & patio with your own grill & fire pit. Mosey along our scenic road to nature preserve. 3 miles to quaint town with restaurants & coffee. Close to Appalachian Trail & other great hiking. Family friendly beach on Lake nearby. Pets welcome. Inquire min stay requirements.

1700s Farmhouse on 34 acres, Antique Lover's Dream

Antique charm meets modern comfort at Black Walnut Farm, an idyllic escape on 34 acres of woodland with private nature trails along a scenic creek. The stone house is a piece of living history built in 1747 by Dutch settlers, with lush gardens, 2 woodburning fireplaces, & eclectic antique decor nodding to a bygone era. Enjoy modern luxuries like state-of-the-art heating/cooling units, hi-speed WIFI, smart speakers, fully equipped kitchen, outdoor fire pit, & a hot tub to unwind under the stars.

Cozy Mountainside Suite - Minutes from Beacon

The Equestrian Suite at Lambs Hill is a private estate with panoramic views overlooking the Hudson River & downtown Beacon. This beautifully-designed luxury suite sits atop a barn home to Icelandic horses & miniature donkeys, & features an outdoor hot tub, red light therapy, gourmet kitchen, & wrap-around decks. 1 mile to Beacon's Main St, 2 miles to Metro North train station & DIA: Beacon. We can host a max of 2 guests & have some dangerous features for kids so guests should be adults only.

Red Barn at Turtle Rock Pond

Come stay in our very spacious converted Quaker barn built in 1803 and sitting on 7 idyllic acres! Enjoy the comfort of a 850+ sq ft living loft surrounded by nature on our little farm with only a 15 minute drive or less to the FDR Homestead and Presidential Library, Val-Kill (Eleanor’s Cottage); Vanderbilt Mansion; Culinary Institute of America, Vassar, and Marist. When in season, you can enjoy farm fresh eggs from our chickens and fruit from our orchard. We look forward to welcoming you!

Sackett & Van Dam Guest House @ Little 9 Farm 1706

Named one of "The 10 Best Remote AirBnBs for an Escape From Reality" according to the author of 'Leave the World Behind' First Floor Open Space includes a fully equipped Kitchen (Viking Range, Dishwasher, Washer, Dryer, FridgeFreezer, Caesartone Counters), a Dining Room for 8 and a Living Room with Decorative Fireplace, Smart TV & Cable Second floor has 2 Bedrooms: One with a King bed overlooking the paddocks One with 2 Queen beds and a Desk overlooking the pool One bathroom with shower.

Country Suite Near Omega Institute & Rhinebeck

We designed our guesthouse with the comfort seeking guest in mind. Enjoy our comfy plush beds, soft bed linens, luxurious towels, and complimentary bath amenities for your ultimate getaway. Complimentary snack and beverage selections are also provided in our efficient kitchenette (no stove) which can accommodate light meals. Our 2nd floor guesthouse offers ductless HVAC to provide the ultimate comfort AC or heating as needed. Many guests comment on our relentless pursuit of cleanliness.

Sherwood Barn - close to ski mountain

Our guests stay on the SECOND floor of the barn in a 1200 Sq Ft, fully reno'd apt that sleeps 6. Located about 1 hour from NYC you will find peace and serenity in the middle of nature on this 4 acre estate (that also contains our main home) where you can get away from it all. unwind this way or visit local attractions like Thunder Ridge Ski Mountain, snowshoe/ X Country skiing, hike/bike/running trails, restaurants and local cafe's. Great oasis to kick back and spend time with family.

Artist's Retreat: Farm Stay with Hot Tub & Sauna

Welcome to our enchanting retreat, nestled beneath a historic Broadway summer stock theater, once a barn on an old sheep farm. This tranquil, spacious home features a stunning original stone wall in the 40-foot living/dining area and a cozy propane fireplace. Enjoy a newly renovated kitchen with a classic Viking stove, blending modern convenience with old-world charm. With two full bathrooms and a powder room, this thoughtfully updated space offers the perfect mix of comfort and luxury.

Bathrick Barn - Restored 18th-c. Barn on 4 acres

c1790 historic barn perched on 4.65 acres just 10 mins from the village of Red Hook. Bathrick Barn features a creek and river frontage on the Roeliff Jansen Kill. Our rustic barn has been renovated with your comfort in mind - with mini-splits on all 3 floors for efficient heating and cooling. Our 3rd floor sleeping loft is great for couples and small families. Cozy up on the 2nd floor and watch a movie on the projector. A perfect 4 seasons retreat with views of nature from every window.

Rustic and Elegant Converted Barn

Two large Hotel -like suites plus a coffee/mini bar. This dramatic and handsome converted 19th century barn serves as my guesthouse. Guests enter at the front barn door and climb the stairs to your accommodations on the second floor- which has two air conditioned bedrooms, each with a bath en suite. The downstairs of the barn is not part of the accommodations but will also not be in use by anyone else while you’re enjoying a serene stay just outside the charming Village of Rhinebeck.

Hudson Valley Farm Getaway-East/Alpaca Lane-Apt 1

Step into the serene rural charm of the Hudson Valley for a unique retreat at our llama and alpaca farm. Nestled along charming country roads, our farm offers an escape from city life and the noise of modern living. Stay in a cozy apartment overlooking a peaceful pasture, where the absence of noise pollution lets you fully embrace the sounds of nature. Whether seeking to reconnect with the outdoors or savor the tranquility, our farm promises an unforgettable countryside experience.

(°) The Wandering Peacock (°)

The Wandering Peacock is a unique lodging experience. Outdoor spa, with a cedar hot tub and views of the Appalachian Trail, wood-burning sauna with herbs from the garden. The house showcases vintage machinery, a library, an outdoor kitchen with a pizza oven, and much more. Nestled within the forest foothills of the Appalachia trails, this converted barn is minutes away from downtown Kent and just walking distance from Bulls Bridge, the local river, and waterfalls.