Vacation rentals in Bradfordsville

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Top-rated vacation rentals in Bradfordsville

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Top guest favorite

A circular area features a fire pit surrounded by six blue adirondack chairs. The setting includes grass and greenery in the background, providing a cozy outdoor space for relaxation and gatherings.

Home in Springfield

4.98 out of 5 average rating, 106 reviews

Bourbon Trail 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!

Top guest favorite

Barn in Lebanon

4.99 out of 5 average rating, 176 reviews

Walk To Maker’s Mark from Wagon Wheel Barndominium

If you’re looking to relax & kickback in a remote place with family or friends then you have found your space. Our Barndominium is in close proximity to Makers Mark with a 1 minute drive, or approximately 10 minutes walk to visitors center. The whole group will be comfortable in this open spacious and unique rustic place on 8 acres nestled on the banks of Hardins Creek. Many outdoor sitting areas to observe Maker’s crop land and wildlife while enjoying your morning coffee and afternoon drinks.

Top guest favorite

A wall-mounted shelf holds a decorative sign reading 'Home is where your heart is.' Above, a glass bottle and a potted plant offer greenery. Below, a collection of kitchen items includes white flowers, decorative greenery, and checkered oven mitts hanging from hooks.

Farm stay in Loretto

4.99 out of 5 average rating, 473 reviews

The Barrel Head

* LOCATED RIGHT ON THE BOURBON TRAIL * At the Barrel Head bed, we strive to make our guest feel as comfortable as possible. This location has been newly remodeled and furnished; a brand new queen size bed, pull out sofa, and coffee bar ensure that you are getting the sleep and energy you need for all of your endeavors while staying on the Bourbon Trail. The Barrel Head is also handicap accessible. There are not any steps, and we have installed a walk in shower for anyone in a wheel chair.

Superhost

A decorative sign resembling a house indicates Wi-Fi information, with sections labeled for network and password. In the foreground, a wooden board holds slices of cheese, olives, and cured meat, accompanied by a bottle of bourbon and red wine in the background.

Barn in Campbellsville

4.86 out of 5 average rating, 35 reviews

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.

Top guest favorite

Farm stay in Lebanon

4.97 out of 5 average rating, 188 reviews

Farmhouse in the Country-4 Huge Bedrooms!

Amenities! You don't need to pay more to get the BEST! My guests are amazed at all the Farmhouse has to offer. The home is on a 3rd generation family farm & has 4 huge bedrooms for your upmost privacy. It is definitely in the country yet only minutes from town. Surrounded by pastures, your only neighbors are the grazing cows. It has 2 wonderful porches, firepit area, renovated garage to hang out in, 320 acres to roam on & 2 fishing ponds. Smoking is allowed outside/2 pet max

Top guest favorite

An overhead view captures the open living area featuring wooden beams and a large kitchen island with modern appliances. A round dining table is positioned beside the kitchen, surrounded by chairs. Soft lighting and rustic decor enhance the inviting space.

Cabin in Lebanon

5 out of 5 average rating, 42 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!

Guest favorite

A two-story cabin features a wooden exterior with large windows and a welcoming porch. Sturdy stairs lead to the upper level, where outdoor seating is visible. A concrete area underneath provides space for activities, while a nearby creek can be heard flowing in the background.

Cabin in Springfield

4.93 out of 5 average rating, 228 reviews

Cozy Cabin on the Bourbon Trail

Our place is close to the Bourbon Trail. You’ll love our cabin because of the warm interior and amazing outdoor space. Our place is good for couples, solo adventurers, business travelers, and families. This cabin located in the country on our 100 acre farm, but you are 3 miles from restaurants, groceries, pharmacies and shops. The location is also central to the distilleries: 15mi to Maker's Mark, 35mi to Jim Beam, 50mi to Woodford Reserve, Lexington, and Louisville

Superhost

The exterior of a two-story Victorian home is presented, featuring white siding and dark shutters. A covered porch with decorative lanterns is flanked by small shrubs and a landscaped lawn. A wheelchair-accessible ramp leads to the entrance, enhancing accessibility.

Home in Springfield

4.79 out of 5 average rating, 99 reviews

Kentucky Dream on Main

This two-story Victorian abode is a dream getaway, was built in, and is located on the iconic Kentucky Bourbon Trail. With a total of 4 bedrooms, 2 bathrooms, Wi-Fi, and all amenities. This historic home resides right on Main Street in the heart of Springfield Kentucky. This home is perfect for anyone looking to experience historic Kentucky finery with a luxurious, modern design. Guest will be able to check themselves in with a lockbox where they will find a key.

Top guest favorite

An open living area is characterized by exposed brick walls and wooden ceiling beams. A modern kitchen with high stools faces a spacious island, while a large screen TV is mounted on a feature wall. A colorful area rug adds warmth to the seating area.

Loft in Lebanon

5 out of 5 average rating, 123 reviews

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.

Top guest favorite

A rustic interior features wooden beams and a warm-toned ceiling. Two sliding barn doors made of timber flank a simple wooden chair, which displays a colorful seat cushion. The polished wooden floor reflects natural light, enhancing the cozy atmosphere of the space.

Cabin in Lebanon

5 out of 5 average rating, 27 reviews

Shepherd's Rest

Whether you’re following the Bourbon Trail, making a pilgrimage to Kentucky’s historic Catholic heartland or simply looking to enjoy the quiet beauty of the Kentucky countryside, Shepherd’s Rest lets you get away from it all keeping you close to your destination. Crafted from repurposed lumber, Shepherd’s Rest has the comforts of modern living with a feel that will take you back two hundred years and a view of the flock that gives Shepherd’s Rest its name.

Top guest favorite

A Keurig coffee maker sits on a granite countertop alongside two colorful ceramic mugs, each marked with 'Lebanon KY.' A small tray displays coffee pod selections, enhancing the coffee-making experience in the studio apartment.

Guest suite in Lebanon

5 out of 5 average rating, 77 reviews

Talk Bourbon to Me

Come be our guest on the bourbon trail in Central Kentucky! We have renovated the garage behind our house into a modern and unique studio apartment. If you want to spend your money on bourbon instead of lodging, while still experiencing a high-quality stay, this is your place! We are located 5 minutes from Limestone Distillery, 15 minutes from Makers Mark Distillery, and 30 minutes from Bardstown, Ky.

Top guest favorite

Home in Lebanon

4.99 out of 5 average rating, 176 reviews

Downtown Abode Your home away from home.

No cleaning fee ,Beautiful home in downtown Lebanon a prime location for visiting many locations on the Bourbon Trail or the Lincoln Heritage Trail. We are 60 miles from Louisville or Lexington and only 15 miles from Historic Makers Mark Distilery. Several of our guests have stated the downtown abode is the best Airbnb they have ever stayed in. As a added bonus we have no cleaning fee