
Barn holiday rentals in Long Island Sound
Find and book unique barn rentals on Airbnb
Top-rated barn rentals in Long Island Sound
Guests agree: these barn rentals are highly rated for location, cleanliness and more.

The Old Red Barn
Renovated studio in barn built circa 1830, centrally located to all activities in the Berkshires. Bright and sunny space with views of fields and spectacular sunsets. Open upstairs loft bedroom with pine floors, catherial ceiling, exposed beams, full kitchen , bathroom and washer and dryer. The Berkshires are beautiful in the fall , come stay ! 5 minute drive to town. Walk to the Green River , hike the trails. We provide all basic household supplies. We invite all to enjoy our old red barn.

Luxurious Barn With New England Charm
Three decades of tasteful renovations — many using re-purposed material — have rendered this converted barn magazine-worthy. Set-back from the road on 1-acre of wooded land with a babbling brook, this conveniently-located modern home maintains its rustic allure. With 30-foot ceilings, exposed wooden beams, dozens of windows, an array of eclectic furniture, and a grand piano, the charm of the barn is immediately obvious. Perfect for romantic getaways, small retreats, family gatherings, and more.

LuxeCompound-HotTub Pool Sauna Treehouse Gamebarn
Serene, elegantly appointed 19th century compound, fully modernized and set on the edge of a 50 acre land preserve next to boat friendly Bantam Lake. Located in the rolling hills of Litchfield County this expansive home has four buildings and every amenity: pool, hot tub, heated gym, cedar sauna, central AC, 2 chef’s kitchens, game barn, primary suite with wb fireplace and soaking tub, a pool house guest suite with steam shower, & treehouse w/ slides & a swing set built on a 300yr old oak tree.

Catskills Cedar House | cozy retreat near skiing
Welcome to the Catskills Cedar House! Cozy, well-designed and curated home in the heart of the Central Catskills. Perfect to unwind with friends and family in front of the fire, cook a feast in the chef's kitchen, or use as your home base to explore all the region has to offer. 10 mins to Belleayre, 30 to Hunter + Windham, 35 to Plattekill. Centrally located near Phoenicia, hiking, swimming holes, great restaurants, skiing & more. IG: @catskillscedarhouse Shandaken STR License 2022-STR-AO-043

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.

Unique luxurious private building in historic area
Unique private space for sophisticated adult(s). Located just 7 miles from downtown Hartford, 1 mile from Route 2 & 84/91 interchange. Guests may relax in this completely renovated historic Barn, with covered parking, away from street view. Enjoy this luxurious space and the private gym which includes treadmill, eliptical, bike, free weights, boxing bags, and yoga space. Upstairs, walk the catwalk between spacious bedroom and full sized Office / Loft over looking historic Main Street.

Mt. Wonder: Cozy Cabin w/ Hot Tub and Wow View
Welcome to the Wonder of the Catskills. With a wood burning hot tub, this secluded cabin sits on 18 acres with creek access, a vast forest & the greatest view in the county. Just 10 min to Woodstock. Seeking a vacation w friends or a romantic escape? Enjoy this rustic 2BD 1ba cabin year-round, incl the natural hot tub & an overall magical feel. Amenities galore incl the tub, BBQ, firepit, wood stove & stocked kitchen. Peruse our books, vibe in nature or enjoy hikes & cute towns nearby.

Rustic Swedish Barn/Featured in Airbnb Magazine
Enjoy expansive views of the Catskill Mountains from this renovated but rustic Scandinavian barn. Featured in many magazines and catalogues, including AirBnB Magazine. Walk the property, with its big open field, an organic orchard, walking paths, and flower gardens. A large private pond is swimmable (after heavy rains it does get muddy). The Barn has central heat and air conditioning. A full bathroom features an antique bathtub. Enjoy dining inside, or outdoor grilling and dining.

bright serene + spacious barn @barn and bike
a bright serene space built by locals 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. quaint yet cultured towns in all directions. 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!

Private central cozy king suite 2 baths fireplace
Beautiful, bright, spacious King suite w fireplace, two en-suite bathrooms & private separate poolside entrance. We are just minutes to beaches, boating, golf, hiking, biking, yoga and wineries. Play games, grill or cozy up fireside w a good book or movie. The space is creatively designed with a nod to natural elements and luxe comfort. Sleep your very best on our super deluxe king sized bed w/your choice of pillows. Complimentary coffee/tea/treats

River Barn, Sidewalk Stroll into Essex Village
The Coolest Airbnb in Connecticut (Conde Nast Traveler 2021) The barn is a perfect retreat. Ideal for those looking to take a break from city life or those working remotely. Would also make for a lovely place to call home while you are selling or renovating your own home. Couples, two good friends, singles, or a family with an older child will enjoy the configuration. It will also make for a lovely getaway for a couple with a newborn.

Hudson Valley Historic Krom House Barn
Rustic, cozy barn in the heart of High Falls with modern touches! <10 minutes walk - High Falls Waterfall + Swimming Holes + Downtown High Falls: Restaurants (The Eggs Nest, Ollie's Pizza, The Spy Social Eatery, The Last Bite), Antique Stores + Shopping ~10-20 minutes drive - Mohonk Mountain House, Minnewaska State Park, Arrowood Farm, Westwind Orchard, Woodstock Farm Sanctuary
Popular amenities for barn rentals in Long Island Sound
Family-friendly barn rentals

Unique Dutch Barn in the Hudson Valley

Grand Refurbished Barn Full of Cozy Nooks

Walk Everywhere! | Relax in Easy Elegance!

Country Suite Near Omega Institute & Rhinebeck

Kapitan’s Cottage Private Upstate Winter Retreat

1890s hudson river zen victorian

Private Loft Studio at Princeton Lavender Farm

The Red Barn | Newtown, PA
Barn rentals with a patio

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

Fully Renovated Rural Barn

Sherwood Barn - close to ski mountain

Red Barn Retreat - Shawangunk Mountains Getaway

Delightfully Renovated Colonial Barn by the Beach!

Tiny Horse Barn

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

Red Barn at Turtle Rock Pond
Barn rentals with a washing machine and dryer

Chic and eclectic retreat at Woodstock/Saugerties!

The Artist’s Studio - cool country guesthouse

Arcady - Modern, 1br cottage

The Woodstock Barn Studio

The Creation Station

Cupcake Cottage! 1838 renovated barn, with views.

(°) The Wandering Peacock (°)

The Porch Upstate Super clean
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