Barn vacation rentals in Dutchess County

Find and book unique barn rentals on Airbnb

Top-rated barn rentals in Dutchess County

Guests agree: these barn rentals are highly rated for location, cleanliness, and more.

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Top guest favorite

A warm wooden interior is highlighted by a charming dining area featuring a small table set for two. Natural light streams through double doors, revealing scenic views outside. Soft curtains adorn the windows, and a small kitchenette is visible in the background.

Guest suite in Sherman

4.96 out of 5 average rating, 189 reviews

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.

ValueFamilyNearby

Guest favorite

The stone house, built in 1747, features a charming facade adorned with climbing ivy and vibrant landscaping. The red front door provides a welcoming contrast to the natural stone, while symmetrical windows on either side enhance the rustic appeal of this historic property.

Home in Saugerties

4.97 out of 5 average rating, 78 reviews

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.

LocationFamilyIndoor spaces

Top guest favorite

The exterior of the Equestrian Suite is showcased, featuring a two-story structure with a blend of brick and wood. A wrap-around balcony offers scenic views, and lush greenery surrounds the property, complementing the tranquil mountain setting.

Guesthouse in Beacon

4.95 out of 5 average rating, 418 reviews

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.

LocationFamilyAir conditioning

Top guest favorite

A charming red barn structure is displayed during twilight, with warm light glowing from large windows. The exterior is complemented by a grassy lawn and features rustic outdoor seating. A vehicle is parked nearby, emphasizing the peaceful countryside setting.

Barn in Hyde Park

4.98 out of 5 average rating, 88 reviews

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!

LocationValueGetting around

Top guest favorite

The exterior view of the guest house is framed by a large tree, showcasing the red brick barn-style structure. Outdoor seating areas are visible, along with a shaded patio featuring a red umbrella. The surrounding lawn is well-kept, leading to fenced paddocks in the background.

Farm stay in Red Hook

4.98 out of 5 average rating, 175 reviews

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.

ValueFamilyTV

Guest favorite

A warm dining area features a long table set for meals, topped with decorative plates and glasses. Colorful holiday lights are strung along the walls, and festive stockings hang from the stair railing. A cozy living space is visible in the background.

Home in Pine Plains

4.74 out of 5 average rating, 50 reviews

The Blue Roof Barn In The Beautiful Hudson Valley

Come enjoy the pastoral Hudson Valley. Our home is located in the middle of Pine Plains with lots of outdoor/nature activities. Only 90 miles to NYC, you can enjoy long walks, biking, hiking, skiing, swimming at the lake in town, local culture or just relaxing. W/in walking distance we have a nice outdoor bar that often offers music & there are plenty of CIA trained chefs at the local restaurants. You can find fab. antiques and a wine trail to die for, come check it out! 150+ yr. old barn.

FamilyLocationComfort

Top guest favorite

A rustic black barn is showcased, featuring wooden doors and exterior lighting. A paved driveway leads up to the entrance, bordered by a well-maintained lawn and trees. The surrounding natural landscape enhances the barn's secluded charm.

Guesthouse in Brewster

4.95 out of 5 average rating, 186 reviews

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.

LocationValueCleanliness

Top guest favorite

A bright living area is designed with a gray sectional sofa and a coffee table. A vase of fresh flowers is placed at the center. Decorative oars and a scenic image adorn the walls, while natural light streams in through the front door.

Guesthouse in Rhinebeck

4.99 out of 5 average rating, 148 reviews

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.

ValueFamilyWifi

Guest favorite

A playful Irish Setter stands at the edge of a wooden dock, gazing out over a calm pond. Reflections of trees and clouds are visible in the water, enhancing the serene setting.

Farm stay in Rhinebeck

5.0 out of 5 average rating, 9 reviews

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.

FamilyLocationCleanliness

Guest favorite

A comfortable living area features a light-colored sofa with decorative pillows, complemented by two woven ottomans. Glass tables sit on a neutral rug, while warm lighting from table lamps adds to the serene ambiance. Exposed wooden beams frame the space.

Guesthouse in Rhinebeck

4.89 out of 5 average rating, 132 reviews

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.

ValueFamilyGrill

Guest favorite

Apartment in Hyde Park

4.89 out of 5 average rating, 131 reviews

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.

LocationFamilyKitchen

Top guest favorite

Cottage in Red Hook

4.98 out of 5 average rating, 747 reviews

bright serene + spacious barn @barn and bike

a bright serene space built by us on the property we live on. we are in - what we think - is the most beautiful region of the Hudson River Valley - surrounded by pastoral beauty and dramatic landscapes all around. 6 quaint towns are within 10-25 minutes drive. please read the entire description & rules before booking • beyond 2 guests, the rate adds 50$/night/per person • please add dogs (2 max. 50$/per dog) when booking (no cats) • we look forward to having you here!

LocationFamilyQuiet