Vacation rentals in Raywick

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!

Value · Family · Cleanliness

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.

Value · Location · Parks

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.

Value · Location · Grill

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.

Location · Family · TV

Knobside Cabin

At Knobside Cabin, experience all the comforts and amenities of home while only being minutes away form the southern branch of the Bourbon Trail. Sitting on 20+ acres of wooded landscape, your cabin getaway has plenty of room for exploring. The front porch view captures the beauty of the Rolling Fork River Valley, while surrounded by native wildlife. A fully-equipped kitchen, luxurious master bedroom, full bath, dining area, and spacious loft make Knobside your serene getaway.

Family · Location · Hiking

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.

Family · Location · Getting around

*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!

Location · Family · Grill

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.

Family · Location · Quiet

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.

Location · Family · Indoor spaces

Sunny Side Up

Sunny Side Up is situated on the second floor of the Sunny Side Saloon, a historic building with a rich past. Originally serving as a Union Army Commissary during the Civil War, it later transformed into a cherished local establishment known as the Sunny Side Saloon. Here, JH Kearns once sold his own pre-prohibition whisky, often packaged in ceramic jugs. Located in downtown Lebanon, in the heart of Kentucky, Sunny Side stands proudly on the historic Bourbon Trail.

Value · Location · Sleep quality

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

Family · Value · Heating

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!

Location · Family · View