Barn vacation rentals in Dutchess County

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Top-rated barn rentals in Dutchess County

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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, 134 reviews

Country Suite Near Omega Inst and Rhinebeck

We designed our guesthouse with the comfort seeking guest in mind. Enjoy our extra comfy plush beds, soft and fresh bed linens, luxurious towels, and complimentary essential oil infused bath amenities for your ultimate getaway. Complimentary snack and beverage selections provided for your enjoyment in our efficient kitchenette which can accommodate light meals. Our second floor guesthouse offers a newly installed ductless HVAC to provide the ultimate comfort air-conditioning or heating as needed. Many of our guests comment on our relentless pursuit of cleanliness. Some features included are: kitchen with microwave, toaster oven, refrigerator/freezer, electric tea kettle, and Keurig coffee maker. Also, oversized shower, dimmable lighting, keyless access, internet, smart TV, blackout window treatments, heating and air conditioning. Kitchen is for light meal preparation only, no stove. Complimentary snacks, beverages, and bath amenities provided. Echo Dot with Amazon Alexa in suite for guest use. Please note: entrance includes one flight of stairs to enter and exit the country suite. Available promptly by Airbnb messaging, text or phone for any questions or needs during your stay. The guesthouse is within walking distance to the Omega Institute for Holistic Studies, 8 miles to the charming and historic town of Rhinebeck, and central to many pursuits in the Hudson Valley. Walk or run around the lake for a 3.5-mile outing. 90 miles from NYC along Taconic State Pkwy. 15 mins from Amtrak's Rhinecliff station. 25 mins from Metro North's Poughkeepsie station. Walk or run around the lake for a 3.5 mile outing. Our guesthouse is a separate structure from our main home on the property. Each building is separated by around 30 feet.

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
4.99 out of 5 average rating, 164 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' Rumaan Alam First floor open space includes a fully equipped Kitchen (Viking Range, Dishwasher, WasherDryer, FridgeFreezer, Caesartone Counters), a Dining Room for 8 and a Living Room with Gas 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.

Top guest favorite
The kitchen features modern stainless steel appliances set against warm wooden cabinetry. A marble island serves as a focal point, surrounded by black bar stools. Natural light illuminates the space from a nearby window, enhancing the inviting atmosphere.
Home in Clinton Corners
4.98 out of 5 average rating, 40 reviews

Barn House Near Rhinebeck w/ Hot Tub!

This tastefully designed barn house is a very special Hudson Valley experience! The home has 2 loft like levels of living space and 4 separate sleeping areas. The 1st floor has an open kitchen, living room, 1 bedroom and full bath. On the 2nd floor there is a TV area, dining space and primary bedroom suite. The second floor also features 30 foot ceilings and original 1800s beams. On the 3rd level there is another bedroom, sleeping loft and full bath. Private yard with fire pit, stream and dock.

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, 403 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.

Superhost
A charming cottage is depicted, featuring a dark exterior with bright pink doors. Two pink chairs and a small table are positioned outside on a gravel area, surrounded by potted plants. Trees frame the backdrop, contributing to a serene setting.
Guesthouse in Dover Plains
4.87 out of 5 average rating, 126 reviews

Spilt Milk Cottage - Hudson Valley, NY

Completely renovated 1BR + den cottage inside a circa 1800's dairy barn. Come stay in a perfect WFH base with easy access to the Metro North train and everything the Hudson Valley has to offer. Master bedroom features a full size massaging and adjustable bed with plenty of storage and an office nook. The den is perfect for cuddling up and watching movies or the queen size foldout works as a 2nd bed. Highspeed internet, and a well equipped kitchen to cook up all those locally sourced goodies!

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
4.97 out of 5 average rating, 71 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!

Superhost
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
4.7 out of 5 average rating, 37 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.

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
4.94 out of 5 average rating, 159 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.

Superhost
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, 130 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.

Guest favorite
Three alpacas graze peacefully on a grassy pasture, surrounded by fencing. The light brown and white animals are framed by a backdrop of lush green trees and blue sky, creating a serene rural setting.
Apartment in Hyde Park
4.91 out of 5 average rating, 86 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.

Guest favorite
A stone archway leads to a red barn-style house, framed by greenery and a variety of plants. The pathway is paved with stones, providing a natural ambiance. Small bistro tables and chairs are visible through the arch, creating a welcoming outdoor seating area.
Farm stay in Kent
4.87 out of 5 average rating, 333 reviews

(°) 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.

Top guest favorite
A newly renovated barn is presented in a tranquil setting, featuring a striking blue exterior. Black double doors and large windows create an inviting look, while the surrounding lush green lawn and mature trees enhance the natural beauty of the landscape.
Home in Rhinebeck
5 out of 5 average rating, 70 reviews

Renovated mid/late 1800s Barn

Our peaceful 2-bed 1.5-bath newly renovated barn is a slice of paradise on a quiet country lane. It includes a colorful open kitchen and 24-foot ceilings. We are only 2 hours from NYC & a 7-minute drive to Rhinebeck village. Enjoy your morning coffee in a bucolic vegetable and flower garden, or take an afternoon swim in a heated saltwater pool (open May to October) with a large sunny bluestone patio with breathtaking views/natural splendor in every direction.

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