Holiday houses in Howardstown

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Top-rated holiday rentals in Howardstown

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Top Guest favourite
A rustic cabin is situated on a grassy area near a serene fishing lake. The structure features a porch with seating, framed by lush greenery and fields in the background. Reflections of the cabin and trees ripple gently on the water's surface.
Cabin in Magnolia
5 out of 5 average rating, 38 reviews

Baine lake cottage

Sleep like a baby in the peaceful countryside. Wet a line early the next morning in the 30-acre fully stocked fishing lake. The 2-bedroom cabin features queen beds and all the comforts of home WiFi, and washer & dryer. Explore Abe Lincoln's boyhood home and Lincoln Jamboree in nearby Hodgenville. Venture a little farther to visit the Corvette Museum in Bowling Green or the Louisville Slugger Museum Get your bourbon on with a tour of one of the many nearby distilleries. RV hookup also available.

Top Guest favourite
A rustic kitchen area features a wooden countertop with bar stools and metallic paneling. Various appliances, including a microwave and stove, are visible. The space is adorned with vintage signs, adding a touch of character to the design.
Barn in Campbellsville
4.96 out of 5 average rating, 198 reviews

Peaceful Getaway in the Country

Enjoy this rustic, yet cozy, two-story barnhouse located near bourbon country. Perfect for a couple's getaway, it has open lofts with a comfy king-sized bed, a kitchen stocked with all the essentials, laundry room, wood burning stove & two bathrooms: one with a walk-in shower & one with a soaker tub. This listing's interior is ready, however the exterior is still a work in progress as we continue to create comfortable outdoor spaces. Must see all pictures to appreciate what this place offers.

Top Guest favourite
A spacious living area features a large sectional sofa in warm brown tones, positioned around a round coffee table. Natural light filters through two large windows dressed with dark curtains, illuminating the neutral-colored walls. A simple console table is located near the entrance.
Home in New Haven
4.99 out of 5 average rating, 67 reviews

NEW*Bourbon Country Hideaway~6 miles to Bardstown

Our Bourbon Country Hideaway offers the best of both worlds for an unforgettable experience amidst the Bourbon Trail. Tranquil & beautiful views of the countryside, with a less than 10 min drive to all that downtown Bardstown has to offer! Preservation - 6 min. Barton 1792 - 9 min. Heaven Hill - 10 min. Log Still - 10 min. Lux Row - 12 min. Bardstown Bourbon Company - 12 min. Willett - 15 min. Four Roses Bottling - 20 min. Jim Beam - 25 min. Maker's Mark - 27 min. Limestone Branch - 30 min.

Guest favourite
A covered porch features two wooden rocking chairs, facing a serene view of trees with autumn foliage. The wooden railing and floor complement the natural surroundings, creating a peaceful outdoor space for relaxation.
Cabin in Raywick
4.95 out of 5 average rating, 154 reviews

Cozy Cabin off Country Road, Close to Bourbon Trl

"Green Acres is the place to be!" Named by a previous owner, who built this cabin as his escape from the city, we would love for it to be your escape too. Off the beaten path, with peaceful scenic views, this cozy cabin features everything you need to disconnect from hectic everyday life, and reconnect with nature or your loved ones. There is a full kitchen with all the necessities, including Keurig, and plenty of sleeping options. There is also a smart tv, electric fireplace, and fire pit.

Top Guest favourite
A serene view is captured of a wooden bridge extending over a calm body of water, with a cabin visible in the background. Surrounding trees reflect in the water, enhancing the natural beauty of the space. A second pavilion is seen to the right.
Cabin in Lebanon
5 out of 5 average rating, 61 reviews

*NEW* Secluded Cabin On Private Lake

Woodland Acres is located in the Heart of Kentucky, with spectacular views all around, year-round! Come enjoy this piece of heaven right on the Bourbon Trail! This unique and spacious hideaway has breathtaking views and is situated just 7 minutes from downtown Lebanon, KY. Enjoy a private lake and fishing dock, take a hike through the vegetation that surrounds you, or enjoy a cup of coffee on the wraparound porch. Ideal for leisure seekers, nature lovers, and families alike!

Top Guest favourite
A wooden deck leads to the entrance of the cottage, surrounded by lush greenery. A concrete patio features a circular table with benches, providing a shaded outdoor space. The natural setting creates a serene environment, with trees framing the view.
Cottage in Hodgenville
4.98 out of 5 average rating, 261 reviews

Basil Cottage on the Creek

The Basil (baz-el) cottage is the perfect get-a-way where you can sit on the back porch sipping coffee while overlooking the babbling creek- get back in touch with nature for a much needed break from the stress of every day life. It may be a much needed romantic weekend, a mid- way point as you tour the bourbon trail, visiting Lincoln's childhood home or just a place of your own while in town to visit family, no matter what brings you to our cottage- you will love it here.

Guest favourite
A charming cottage features a light yellow exterior with dark shutters, nestled between two large trees. The picturesque yard is well-maintained, with grass surrounding the base of the house, providing a serene and inviting appeal.
Home in New Haven
4.92 out of 5 average rating, 63 reviews

Fairview Country Cottage

Relax and enjoy a peaceful garden view with sounds of nature all around. A clean newly renovated house and guests have the whole place to themselves. Conveniently located less than 2 miles from Log Still Distillery and The Amp. Only 20 minutes from Historic Bardstown, 2 miles from the Abbey of Gethsemani and a short drive to Maker's Mark Distillery! We are excited to welcome you into our cottage! You will retain your privacy and check in with your own personal door code.

Guest favourite
Home in Loretto
5 out of 5 average rating, 10 reviews

Bourbon Belle Farmhouse - 5 Mins From Makers Mark!

Welcome to our family farmhouse, nestled right on the famous Bourbon Trail! This home has been in our family for three generations and offers a warm, authentic Kentucky experience. Relax on the front porch with a glass of bourbon as the sun sets over rolling hills, or wake up to the gentle sounds of farm life. We’re located directly beside the Barrel Head Airbnb. Feel free to reach out if you’re interested in booking both homes to accommodate more guests!

Top Guest favourite
Dome in Raywick
5 out of 5 average rating, 50 reviews

The Dome At The Ridge-Bourbon Trail Glamping

Escape to the treetops and experience the perfect mix of comfort and adventure in our private geodesic dome. Nestled on the edge of the Kentucky hills, this glamping retreat offers sweeping views of rolling farmland and endless skies. Please note this is a true outdoor experience, and you may encounter wildlife and insects. Perfect for a bourbon trail adventure, a couple’s getaway, or simply unplugging and recharging.

Top Guest favourite
The game room features a poker table surrounded by comfortable chairs, accented by modern lighting. An outdoor hot tub is enclosed by a wooden deck, inviting relaxation. A fire pit area with several Adirondack chairs presents a cozy gathering spot. A billiards table is positioned under stylish light fixtures.
Home in Bardstown
4.97 out of 5 average rating, 117 reviews

Bourbon Basecamp: 1.5 Acres, Game + Movie Room 3BR

Escape to Bourbon Basecamp, your private retreat on 1.5 acres in Kentucky bourbon country—just 12 minutes from Bardstown. This upscale home blends modern country charm with a speakeasy-style game room, perfect for unforgettable getaways. Within 25 miles of 10+ distilleries, including Heaven Hill, Maker’s Mark, and Jim Beam. Plus an hour from Louisville, Lexington, and Mammoth Cave.

Top Guest favourite
A charming historic home is displayed, featuring a green metal roof and white siding. Black shutters frame the windows, while a bright yellow door adds a pop of color. A pathway leads to the entrance, surrounded by well-maintained greenery and trees.
Home in Bardstown
4.96 out of 5 average rating, 559 reviews

The Davis House-Unit 1

Charming historic home in downtown Bardstown, short walk to all the Bourbon Festival activities. This is the first unit of a 2 unit rental. It’s a duplex Voted most beautiful town in America Central located on the bourbon trail Just two blocks from historic downtown Bardstown with great shops and dining

Guest favourite
An open-concept apartment features a kitchen island with seating for four, surrounded by bright yellow walls. Natural light highlights the living area, where comfortable seating is arranged. Decorative elements, including framed artwork and potted plants, enhance the inviting atmosphere.
Farm stay in Raywick
4.89 out of 5 average rating, 183 reviews

Adorable studio with fireplace. Bourbon trail

Keep it simple at this peaceful and centrally-located place along the bourbon trail .. Sit back and enjoy the view of the farm , cattle , and the sun that rises above the surrounding knobs. Listen to the birds as you have your morning coffee and the coyotes as you sit by the fire pit in the evening ..

Popular amenities for Howardstown holiday rentals

  1. Airbnb
  2. United States
  3. Kentucky
  4. Nelson County
  5. Howardstown