Barn holiday rentals in Connecticut

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.

Farm - Animals - Barn - Gazebo - Fire Pit - 2xKing

A true Farmstay in a private barn loft with modern amenities, pastoral views & friendly animals at Bluebird Farm Connecticut. Amenities: ● 146 Mbps Wi-Fi | Outdoor Fire Pit | Indoor Fireplace ● 55” Smart 4K UHD TV | 43” Smart 4K UHD TV ● Kitchenette | Patio w/ Gas Grill | Free Coffee | ● Interaction w/ Farm Animals | Year-Long Running Water (Sink/Shower) ● Super Nintendo (NES) w/ 30 Games | Board Games Drive to: UCONN (10 Mins) | Hartford (30 Mins) | Boston (1.5 Hour) | NYC (2.5 Hours)

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.

Fully Renovated Rural Barn

Newly renovated barn on a quiet rural road yet close to all the attractions of Southern Litchfield County. The light-filled barn has two large patio doors into a substantial living and entertaining area with a large sectional sofa-bed, a dining table for 10 and adjacent kitchen area with an island. There is a downstairs washroom. A large light-filled upstairs sleeping area has a king-size bed and a bathroom with shower. Outside is a patio dining area and parking in a dedicated driveway.

Eco Friendly 1700s home! 0.3 miles to Westerly RI!

Welcome to Farley Ave! Our 1700’s home was originally a barn to the farm house next door, hence the close proximity and lower original ceilings/beams. Both were converted to a homes in 1905 and then we restored this house in 2021 to give it the character it once had, and bring it back to life. Our home is walking distance to bars and restaurants in downtown Westerly, as well as 10 minutes from Westerly beaches and 10 minutes to Mystic CT! Equipped with bikes, beach essentials and more!

The Studio Apartment at Indian Cove

A unique loft located above a barn garage. Nestled in nature with trees and birds all around. This loft is located in a private beach community. The walk to the beach is 2 blocks. We are located in a very safe neighborhood. Renovated space has high ceilings with windows that are on 3 sides. You will find hardwood floors throughout. The bathroom has a tub/shower with tiled floors and a skylight to let in natural light. Bikes and kayaks are available for your use.

(°) 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.

8 Bedroom, 4 bath residence with seasonal 40' pool

Fully appointed guest suite in renovated 150-year old post & beam barn. Exposed original wooden posts, beams and pegs. Three floors. 8 bedrooms (1 full and 7 queen beds) with A/C. 2 bedrooms have attached bathroom and 4 have cathedral ceiling.. 2 living rooms, 4 full bathrooms, full kitchen, separate kitchenette, large dining area and solarium. 4 stone-walled acres. Shaded 40 ft pool with screen house and outdoor cooking and dining area..

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.

Spacious, unique barn with beautiful views.

Our barn is in a large field on lot next to our home. Our rental area is upstairs which offers beautiful views of our field and the visiting deer. The eclectic decor is accumulated from years of activism. Our guest room and bathroom are newly renovated. It is a quiet and peaceful area near two state parks. We operate a mail order business in the downstairs area but will not be working while guests are staying with us.

Town's End Farm

Finished 1,000+ sq. ft. private 1 bdr apartment with closet, kitchen, bath, dining/living area, workspace, w/ garden in 100+ year old carriage stable. W/in stone's throw of Congregational and Catholic churches - great for weddings. Close to shore, Connecticut River, Florence Griswold Art Museum. Easy access to I-95. Secluded getaway in the heart of quaint New England town. Owner occupies separate living quarters.