Vacation rentals in Henry County

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Top-rated vacation rentals in Henry County

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Top guest favorite

A lush, green lawn is visible, bordered by a wooden fence. In the background, a spacious white building contrasts against the soft hues of a sunset sky. Gentle rolling hills and trees enhance the serene landscape.

Guest suite in Pendleton

4.99 out of 5 average rating, 114 reviews

Winner's Circle Suite at Regalus Farm

Welcome to the Winner's Circle Suite at Regalus Farm! Nestled in the beautiful horse community of L'Esprit just 25 minutes from Churchill Downs and Downtown Louisville. Your suite and private patio provide views of beautiful rolling hill pastures where you can take your coffee and enjoy a meet and greet with our friendly horses. We offer a tranquil setting that is convenient to a wide variety of attractions. Exceptional location for families, couples, solo adventurers and business travelers!

Guest favorite

Cabin in Owenton

4.97 out of 5 average rating, 32 reviews

Pet + Family Friendly | Golf | Bourbon Trail | Ark

*4+ night discount listed below* Escape to tranquility in our secluded hilltop log cabin, surrounded by rolling hills, forests, and pastures. This spacious retreat boasts a soaring cathedral ceiling and a stunning stone fireplace in the living room. Enjoy complete privacy both indoors and out, with ample space to unwind, entertain, or simply disconnect. Despite the serene setting, you're just 15 minutes from I-71, offering easy access to nearby attractions like Perry Park Golf Course and Resort.

Guest favorite

A spacious living area features high ceilings with wooden beams and a stone fireplace. Large windows allow natural light to fill the room. A leather couch and a coffee table are arranged on a plush rug, providing a comfortable space for relaxation.

Cabin in Pleasureville

4.98 out of 5 average rating, 41 reviews

Bourbon Trail, Cabin, Golf, Trails & Fishing

Feel like a kid again at our countryside vacation retreat with our stocked pond (great for fishing ) complete with dock and 90 acres of grounds to explore, hunt, fish, and ride. Close to several golf courses. This beautiful country retreat has all of the modern conveniences but located outside the noise and traffic of the city. Custom built in 2016, this fabulous country retreat has 3 bedrooms and a loft overlooking a great-room that will comfortably sleep 10 adults with three and a half baths.

A scenic driveway lined with symmetrical trees leads to open pasture land. The pathway is flanked by manicured greenery under a clear blue sky, casting soft shadows on the ground, creating a serene atmosphere for guests approaching the property.

Apartment in Smithfield

4.67 out of 5 average rating, 3 reviews

Smithfield Vacation Rental ~ 5 Mi to Lake Jericho!

Perched along 12 acres of shared pasture land, this 1-bedroom, 1-bath Smithfield vacation rental will immerse you in an unforgettable atmosphere of peace and tranquility. This charming carriage house apartment features a fully equipped kitchen, a comfortable open living space, and a well-appointed bedroom perfect for couples and solo travelers. When you're ready for adventure, top attractions like Lake Jericho, E.P. Tom Sawyer State Park, and downtown Louisville await just a quick drive away!

Top guest favorite

Farm stay in Pleasureville

5 out of 5 average rating, 7 reviews

Nelson Farms Bunkhouse

You’ll have plenty to enjoy country living at its best at this historic place in a picturesque setting. This is a 470 acre working Beef Cattle farm that is centered in the Golden Triangle of Louisville, Lexington and Cincinnati, one hour from each. We have 3 hook ups for campers and plenty of space for vehicles including horse trailers. Our Bunkhouse is on the Bourbon Trail with 3 distilleries less than 10 miles. Enjoy hiking and exploring by day and quiet evenings at night by the firepit.

Top guest favorite

A cozy living area features a comfortable gray sofa and a soft throw blanket draped casually. A flame-effect fireplace is positioned below a large television, casting a warm glow. A minimalist coffee table is centered on a plush area rug, enhancing the inviting atmosphere.

Guesthouse in Pendleton

5 out of 5 average rating, 29 reviews

Blue Sky Studio

Nestled away just off the beaten path, we humbly welcome you to our little slice of paradise. After my time as a yoga instructor, it was finally time to retire and change what was once my yoga studio into a warm, welcoming, getaway for both locals and travelers alike. You can sleep under the stars from the comfort of your own bed or cozy up next to the fire and enjoy your favorite shows. Whether you love staying in or going out you'll find plenty to do around our quiet little getaway.

Guest favorite

Guesthouse in Owenton

4.96 out of 5 average rating, 27 reviews

Slice of Kentucky Paradise

You are renting the full finished basement and we live upstairs. Minutes from boat launches onto the Kentucky River. The Ark Encounter in Williamstown is 50 min away. Madison IN is 50 min away with all their activities. WE live 30-60 min from several bourbon distilleries and wineries. Scenic roads for motorcycle enthusiast. 7 min. from Perry Park Golf Resort. Hour from Louisville, Lexington and Cincinnati. Pull up a chair and enjoy the wonderful views and nature from the back yard.

Top guest favorite

Cottage in Pleasureville

4.99 out of 5 average rating, 209 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.

Superhost

Home in Pendleton

5 out of 5 average rating, 4 reviews

Farm Stay in Oldham Co (Pendleton)

Our home is located on 8 secluded acres in Oldham County KY. only 3 miles from Instate 1-71. Very Private & peaceful surrounded by woods & wildlife. Creek run along the back of property with fire pit situated close by. Perfect for reading & relaxing during days & listening to frogs, crickets & owls at night! We have several big owls, deer, squirrels, red foxes, a red tail hawk, often we see an eagle fly over. Our place is perfect for couples, families, & retreats

Top guest favorite

An aerial view showcases the Tiny Home located on a sprawling farm with lush green fields and trees. The home features a wrap-around porch, surrounded by a well-maintained landscape, with distant hills and a clear sky in the background.

Farm stay in Campbellsburg

5 out of 5 average rating, 28 reviews

Tiny Home in Amish Country

Our Tiny Home sits on our farm called, Tenacity. It is a separate home attached to our home by a wrap around porch. The Tiny House is 800 sqft located on 70 rolling acres of north central Kentucky. This farm has a rhythm that will slow your heart rate, clear your lungs, and revive your spirit. Fireflies light your summer evening under the night sky. Amish families in their black buggies smile and greet you as you pass them on the road. LGBTQ+safe zone

Campsite in Pendleton

4.86 out of 5 average rating, 49 reviews

Camping at Hones Pointe campground and park

Hones Pointe is located on the Little Kentucky River. We have several primative private campsites available for your enjoyment. These sites are located on a 42 acre scenic landscaped river valley surrounded by nature. All sites include a picnic table, firepit or ring, garbage can, and charcoal grill. Activities included hiking, biking, volleyball, badminton, tetherball, hillbilly pool, sun bathing, horseshoes, croquet, and fishing.