Holiday rentals in Raywick

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Top-rated holiday rentals in Raywick

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Top guest favourite

The exterior of the home features a charming white façade with black accents, complemented by a small set of steps leading to the front door. Lush green grass surrounds the property, and a gravel pathway is lined with decorative stones and small shrubs.

Home in Springfield

4.98 out of 5 average rating, 157 reviews

Bourbon Country Schoolhouse

Enjoy staying in a piece of history within this old one room schoolhouse converted to a two bedroom home. Sit out on the swing or by the firepit as you enjoy peaceful sounds of the country and the creek adjacent to the property. Located right on the Bourbon Trail with only a 5 min drive to Maker’s Mark, 17 min to Limestone, and 20 min to Log Still Distillery. Venture in to the city of Springfield to learn about Abe Lincoln and his parents, married in the courthouse, still being used to this day!

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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

4.97 out of 5 average rating, 206 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.

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Guest favourite

A modern house is surrounded by lush greenery and elevated above a scenic landscape, offering expansive views of rolling hills and open fields. A gravel driveway leads to the home, which features a single-story design with a dark roof and light-colored walls.

Home in Raywick

4.95 out of 5 average rating, 59 reviews

The Ridge- Views, Hot Tub, Privacy & Relaxation

The Ridge is a scenic retreat nestled on a picturesque hillside in Kentucky’s famed Bourbon Trail region! This charming home is the perfect backdrop for a relaxing getaway. Unwind on the expansive deck, perfect for sipping your morning coffee or enjoying a glass of bourbon in the hot tub as the sun sets. Situated right on the Bourbon Trail, you’re just minutes away from some of Kentucky’s most renowned distilleries. Explore the rich heritage of bourbon, making with nearby tours and tastings.

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Top 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, 158 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.

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Top guest favourite

Barn in Lebanon

4.99 out of 5 average rating, 209 reviews

Walk To Maker’s Mark | Wagon Wheel Barndominium

🏆 Voted one of the Top “5 Unique Stays in Marion County, Kentucky” – January 30, 2026. Welcome to the Wagon Wheel Barndominium, just a short walk to Maker’s Mark on the Bourbon Trail. If you’re looking to relax and kick back at a remote place on the Bourbon Trail with friends you’ve found your space! This unique rustic Barndominium on 8 acres along Hardins Creek sleeps 6 comfortably. Relax with multiple outdoor seating areas to enjoy creek views, Makers cropland, and wildlife.

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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

5.0 out of 5 average rating, 70 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!

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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

4.91 out of 5 average rating, 68 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.

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Top guest favourite

The cozy cabin is framed by tall trees, featuring a green roof and wooden exterior. A porch extends along the front, providing seating options. Natural surroundings indicate a serene environment, with ample greenery and gravel drive leading to the entrance.

Cabin in Raywick

5.0 out of 5 average rating, 53 reviews

Cabin minutes from Bourbon Trail

Buck Ridge is a private unique cabin built on a 100 acre farm just off of the Bourbon Trail. It is a great place to relax and escape the hustle & bustle of life. You can enjoy a nature walk through the woods After the sun goes down gather around the fire pit and enjoy the quiet night. The porch wraps halfway around to give you a beautiful view of the woods. There is a full kitchen with all of the necessities & Blackstone grill on porch. Can accommodate 8 adults.

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Guest favourite

A well-maintained lawn stretches across the foreground, featuring neatly trimmed grass in varying shades of green. In the background, a single-story home is visible alongside a detached garage, surrounded by mature trees and open fields under a clear blue sky.

Home in Lebanon

4.98 out of 5 average rating, 49 reviews

Lovely home in Bourbon Country

Beautiful home right in the middle of Bourbon Country! 2 miles from downtown Lebanon and 7 miles from the world renowned Markers Mark. Seconds away from Rosewood Bar and Grill, and right across the road from Hole 12 of Rosewood Golf Course! Roughly 25 minutes from Green River Lake! Fully enclosed garage to park your vehicles or motorcycles. Spacious back yard with room for more parking if needed. Fire pit provided with a gas grill and outdoor furniture.

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Top guest favourite

An aerial view captures the property surrounded by lush farmland. The layout includes a swimming pool and neighboring structures, featuring manicured lawns and ample greenery. A winding driveway leads through the landscape, emphasizing the spaciousness of the 72-acre setting.

Farm stay in Raywick

4.97 out of 5 average rating, 151 reviews

Missy’s unique stays on the bourbon trail .

Welcome to this funky and eccentric property that sits on 72 acres of luscious farmland in the heart of Kentucky, situated along the bourbon trail .. Previously “Missy’s café ) now turned it into a country getaway for family, Friends or sweethearts .. it is set up for intimate events (extra) or just a nice quiet stay .. it has a beautiful view of the farm and surrounding knobs.. not to far away from civilization, but far enough too get away and enjoy nature

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Top guest favourite

Home in Loretto

5.0 out of 5 average rating, 14 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!

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Top guest favourite

A modern kitchen is presented with sleek white cabinetry and stainless steel appliances. A textured brick wall features a decorative mural highlighting bourbon and moonshine. The granite countertop is complemented by a stainless steel sink and overhead pendant lighting, creating a functional and inviting cooking space.

Guest suite in Lebanon

4.95 out of 5 average rating, 214 reviews

Spirit on Main

Welcome to Spirit on Main, located in Lebanon, the heart of Kentucky. Located on Main Street, in the middle of all of the local activities, Spirit on Main is prime location for visiting your favorite bourbon spots! Whether you are in town for a couple’s getaway, trip with friends or on business, Spirit on Main will be your home away from home in the beautiful small town of Lebanon.

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