Vacation rentals in Henry County

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Top-rated vacation rentals in Henry County

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Top guest favorite

The exterior of the stone cabin is framed by lush greenery and flowering plants. Sunlight casts soft shadows across the textured stone walls. A decorative statue stands on a pedestal near the entrance, complementing the natural surroundings.

Cabin in Louisville

5 out of 5 average rating, 231 reviews

Historic Cabin by Bourbon Trail

Historic, unique, tasteful and serene - the Edward Tyler house, ca. 1783, is a stone cabin 20 minutes SE of Louisville on 13 acre estate. Near the famous bourbon trail, rental includes full cabin and large screen porch overlooking pond with fountain. First floor has living/dining/kitchen space with small sofa bed and stone fireplace (gas); queen bed and full bath on second floor. American and European antique furnishings and fine art welcome you to fully updated home with central HVAC.

Top guest favorite

A light-filled dining area features a wooden table surrounded by white chairs. A blue area rug anchors the space, complemented by a chandelier above. A kitchen bar with seating is visible in the background, and large windows provide views of the surrounding trees.

Home in Bedford

4.99 out of 5 average rating, 217 reviews

Atoka Farms

If you are looking to get away in seclusion and be with Mother Nature, this is the home. Very quiet, with a running creek beside the home. Walking distance to the Ohio river, two outdoor decks, one with a grill. A car port, full kitchen, two full baths, paved driveway, trees all around. The home sits between two hill ridges surrounded by 160 acres. It is a park like setting. 30 minutes from Gene Snyder and I-71 (Louisville). Historic Lagrange Ky and Madison In, are a must see and close by.

Top guest favorite

The cabin features a rustic exterior with wooden siding and a blue metal roof. A stone chimney is visible on one side. The surrounding area displays fallen leaves and bare trees, indicating a tranquil natural setting.

Cabin in Vevay

4.98 out of 5 average rating, 116 reviews

The Cabin

As you walk in, The Cabin wraps it's arms around you and says " Welcome home." You can feel the stress leave you as you settle in for your stay at this scenic cabin on 9.8 wooded acres. Fully furnished, spacious 1 room cabin with stone wood burning fireplace, equipped kitchen, bath with shower and twin over queen bunk bed. Refresh your mind & soul on the covered back porch overlooking the mature woods. Enjoy watching the abundant wildlife, including turkeys, deer, chipmunks and squirrels.

Guest favorite

The exterior of the container cabin features a wooden pergola, providing shade over a cozy seating area. Barrels and stones are positioned along the pathway, leading to large glass doors that open to the living space, surrounded by greenery and open fields.

Cabin in Owenton

4.85 out of 5 average rating, 446 reviews

Vintage Container Cabin on Beautiful Farm Near Ark

Discover the festive charm of our fully renovated container cabin, nestled along the wooded ridge of our farm. Enjoy the crisp winter air as you explore 200 acres of beauty, or relax by the fire with a glass of local Kentucky bourbon. The cabin features a custom-built design with treasures from around the farm, blending vintage charm of Kentucky's past. Grill up a holiday feast, cozy up on the memory foam mattress, and soak in the beauty of winter from the comfort of your own cozy cabin.

Top guest favorite

A gravel pathway meanders through trees displaying hints of autumn color, leading toward an open grassy area. The clear blue sky complements the natural surroundings, while power lines are subtly visible in the distance.

Farm stay in Glencoe

4.97 out of 5 average rating, 145 reviews

Carriage House w King bed, Lux bath, amazing views

Take in the views at this unique and tranquil getaway. This home is part of our beautiful 50-acre working farm where you can regularly see wildlife and heritage breed farm animals. And although it sits nestled on the back ridge, it is also just a short drive to many of Kentucky and Cincinnati's amazing sites. Our farm values caring for earths resources, so we have intentionally created this space with solar power, and toxic free cleaning products. (note: 2nd bed is a deluxe airmatress)

Guest favorite

Two outdoor bathtubs are positioned on a wooden deck, surrounded by trees and views of the creek. An Adirondack chair sits nearby, providing a space for relaxation while enjoying the natural surroundings.

Treehouse in Georgetown

4.93 out of 5 average rating, 243 reviews

Treehouse with TWO outdoor tubs by the creek!

Welcome to your romantic treehouse getaway! Nestled among the trees, this one-bedroom treehouse is the perfect spot if you're looking for a unique & unforgettable experience. The treehouse features a large glass rolling garage door allowing stunning views of the sunset, but the highlight is undoubtedly the double tubs overlooking the creek. ✔ Queen Bed ✔ Outdoor Deck with Seating ✔ Double Outdoor Bathtubs ✔ Outdoor Shower ✔ Composting Toilet ✔ Creek Access ✔ Indoor Cooking Station

Top guest favorite

A well-equipped kitchen features a spacious wood island with two upholstered stools. Modern appliances, including a gas range and sleek cabinetry, complement the space. Natural light streams through the windows, enhancing the inviting atmosphere, while tasteful decor adds a touch of character.

Loft in Frankfort

4.98 out of 5 average rating, 178 reviews

The Loft - Cozy Retreat in Historic Downtown

Experience the warmth and comfort of The Loft; your top-rated retreat just 8 minutes from downtown. Walk to the Capitol, explore nearby sights, and enjoy horse country close by. Relax in a cozy bed, unwind on a comfy couch, and enjoy modern updates in your private second-floor apartment. With parking at the door and a welcoming hygge vibe, it’s perfect for recharging. Just minutes from 13 distilleries, The Loft is your ideal base for exploring the Bourbon Trail in comfort and style.

Top guest favorite

A spacious studio-style room features a four-poster bed with white bedding. A comfortable armchair sits nearby, and a flat-screen TV is positioned on a wooden entertainment unit. Natural light enters through patterned curtains, illuminating the warm wood flooring.

Tiny home in La Grange

4.98 out of 5 average rating, 227 reviews

Brakeman's Cottage

"All Aboard the Brakeman's Cottage! Experience the charm of this tiny house listed on the National Register of Historic Buildings in LaGrange, Kentucky. Nestled just feet from the train tracks in the heart of downtown, it offers a unique experience. Situated across from the train observation tower and within walking distance of the best restaurants and quaint shops, our newly remodeled property features private off-street parking. Step into history with modern comforts at Brakeman's

Top guest favorite

A cozy living area showcases a black loveseat paired with a distinctive armchair, positioned on a patterned cowhide rug. Natural light enters through a large arched window, illuminating the wooden accent wall and framed artwork of a horse.

Cottage in Pleasureville

4.99 out of 5 average rating, 217 reviews

Tiny House Farm Stay on One Goat Farm

This quaint little cottage is located on the Bourbon Trail of Kentucky. A mere 9 minutes from Six-Mile Distillery. Located in the heart of an Amish community. We breed, show and raise registered myotonic goats. We have a fall and spring kidding season so if you book during that time, expect to see baby goats frolicking in the fields. The cottage is on a functioning farm with horses, cats, goats and a donkey. We offer overnight housing facilities for your own equines as well.

Top guest favorite

The floating home is illuminated warmly, showcasing large windows that reveal the interior. A wooden dock lines the side of the houseboat, with a railing providing safety. The setting includes lush greenery in the background, enhancing the peaceful atmosphere.

Houseboat in Florence

4.91 out of 5 average rating, 183 reviews

Peaceful Houseboat off the Ohio River

This floating home is located in a beautiful setting in a cove off the Ohio River. Drive to nearby towns and visit antique shops and restaurants in Vevay and Madison, Indiana. Clifty Falls is a great place to hike. Beltera Casino Resort is down the street and the marina is also close to Rising Sun, Hollywood Casino, and Sunset Grill on the water in Warsaw, Kentucky. Conveniently located close to The Neeley Family Distillery. Some have visited the Ark while staying here also.

Top guest favorite

A comfortable living area features a neutral-colored sofa and a wooden coffee table. A ceiling fan hangs above, while a television is mounted on the wall above a decorative fireplace. Natural light enters through two windows, complemented by rustic wall accents.

Guesthouse in Shelbyville

4.97 out of 5 average rating, 117 reviews

Cottage of Eden. Bourbon Trail Stay in Shelby Co.

Listen to the birds sing as the walkway guides you to your quaint cottage getaway. Take in nature, as you’re surrounded by trees, near our sweet chicken coop and a creek that flows down from the deck - all while only 10min from town. Special touches were added of Kentucky Derby photos, books, kitchenware, Bourbon Trail glasses and bourbon barrel heads with local distilleries. The dining table top is even made of wood from Shelby County’s own Bulleit Distilling Company.

Top guest favorite

A charming tiny house is nestled in a natural setting, featuring a metal roof and wooden exterior. A small porch with seating is visible, surrounded by greenery. The yard is complemented by a grassy area and a wooden fence, enhancing the serene environment.

Tiny home in Frankfort

4.98 out of 5 average rating, 416 reviews

Tiny Home with Huge Charm near the Elkhorn Creek

Just minutes from downtown Frankfort, this place is a little peaceful country getaway with a lot to offer! It’s nestled on a quiet street with great access to the beautiful Elkhorn Creek! If you’re into Bourbon tours, Horses, canoeing/kayaking/fishing, or Natural and Historical sites, this place is a great location in the middle of a lot to see and do! The tiny house has a small kitchen and bath as well as a yard and private patio and grill to enjoy!