Vacation rentals in Bradfordsville

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Top-rated vacation rentals in Bradfordsville

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Top guest favorite
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, 152 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!

Guest favorite
The image collage features various spaces of a stylish home. A cozy lounge area with a fireplace is shown, alongside an outdoor hot tub surrounded by greenery. The dining area is connected to a deck, and a game room with a bar creates an inviting entertainment space.
Home in Bardstown
4.96 out of 5 average rating, 123 reviews

StillHill: HotTub GameRoom Whiskey Lounge Acreage

Stylish 3 bedroom home located in the Bourbon Capital is a perfect getaway to be still or tour the best Kentucky bourbon from a local whiskey still. Centrally located within 25 miles of 10 distilleries! Close to the Old Kentucky dinner train, the Derby, and a short drive to Louisville & Lexington. Enjoy 5 private acres where you can soak in the hot tub, swing on the patio, sit by the fire and watch the birds and deer. Then relax in our indoor lounge or garage game room after a day of adventures

Top guest favorite
Home in Springfield
4.99 out of 5 average rating, 110 reviews

Bourbon Trail | Walk to Dine | Hot Tub * Fire Pit

Couples love the Kentucky Barrel House located on the Bourbon Trail. Walk Downtown for a steak dinner or shop. Hot tub, Fire pit. 10 Miles from Maker’s Mark, 3.2 Miles from Potter Jane Distilling, Limestone Branch Yellowstone Distillery 8 miles + many more including; Willett, Bardstown Bourbon, Heaven Hill, Jim Beam, James B. Beam, Lux Row. A few miles to Cornerstone Acres wedding venue, Lincoln Legacy Museum + golf. Free Itinerary, huge yard, privacy fence, pet friendly, equipped kitchen.

Guest favorite
A welcoming living area features a dark sofa and an armchair with a light blue cushion. A wooden coffee table sits on a decorative area rug. Natural light enters from the sliding glass doors, highlighting the floral artwork on the wall.
Apartment in Campbellsville
4.99 out of 5 average rating, 174 reviews

Grace Land

Grace Land is a newly renovated apartment. Located just outside the city limits of Campbellsville. We offer a fully equipped kitchen with a Keurig for fresh morning coffee and a variety of coffee flavors provided. King size bed in bedroom and a Lazy Boy sofa bed in the living room. Tv with Cable, Netflix, and Wifi. Covered patio area. 3 miles from Green River Lake and Campbellsville University. 5 miles from Taylor Regional Hospital. Perfect for travel nurses. Keypad entry.

Top guest favorite
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, 64 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 favorite
A wooden cabin is set against a backdrop of greenery, featuring a spacious wrap-around porch. Sturdy wooden steps lead to the entrance, and large windows provide natural light. The surrounding area is lined with trees, offering a serene and private outdoor setting.
Cabin in Springfield
4.93 out of 5 average rating, 261 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

Top guest favorite
The living area features exposed brick walls and original wood ceiling beams. A spacious sofa and teal chairs create a comfortable seating arrangement, with natural light filtering through large windows. A marble countertop highlights a stylish kitchen area, complemented by a decorative flower arrangement.
Loft in Lebanon
5 out of 5 average rating, 146 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 wooden cabin is visible, featuring a covered porch with white railings. The structure stands against a clear blue sky and green hills, complemented by a path lined with a wooden fence leading to the cabin.
Cabin in Lebanon
4.99 out of 5 average rating, 80 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
Home in Lebanon
5 out of 5 average rating, 9 reviews

Rolling Fork Hideout

Steps from the Lake. Minutes from the Bourbon Trail — Relax, Explore, Repeat. Nestled in the rolling hills of Kentucky, our charming getaway offers the perfect mix of relaxation and adventure. We are just a short drive from the Bourbon Trail, making it easy to explore Kentucky’s signature distilleries, historic towns, and scenic drives. Inside you’ll find a welcoming main bedroom, plus a cozy loft with a full bed and a well-stocked kitchen.

Top guest favorite
The treehouse is elevated among the trees, featuring large windows that reflect the surrounding greenery. A wooden deck extends from the structure, offering outdoor seating. The area is framed by lush foliage and sunlight filtering through the leaves.
Treehouse in Campbellsville
5 out of 5 average rating, 71 reviews

New custom built treehouse

Reconnect with nature at this unforgettable escape. Green River Breeze is a new custom built 4 season treehouse. This space allows you to immerse yourself in nature while enjoying all modern amenities of home. Suspended among the trees you will fall asleep in the loft on a king size bed. You will find a fully equipped kitchen, private bathroom and small living area BUT the real beauty is the expansive deck and outdoor firepit.

Guest favorite
A comfortable living room showcases a mix of upholstered furniture, including a plaid sofa and recliners. Natural light enters through the dressed windows, highlighting wooden floors. A coffee table rests in the center, and decorative lamps provide ambient lighting.
Home in Lebanon
4.95 out of 5 average rating, 208 reviews

Downtown Abode Your home away from home.

Our prices now include Air B&B service fee. 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

Top guest favorite
Dome in Raywick
5 out of 5 average rating, 54 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.

Popular amenities for Bradfordsville vacation rentals