Holiday rentals in Bradfordsville

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Top-rated holiday rentals in Bradfordsville

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

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Top guest favourite
Home in Springfield
4.99 out of 5 average rating, 105 reviews

Weekend Deals! Bourbon Trail + Hot Tub + Fire Pit

Hot tub, Fire pit , Bourbon Trail Location, 10 Miles from Maker’s Mark and many more distilleries. Boutique style. Customized Complimentary Itinerary , Walkable restaurants, Fenced dog yard. The Kentucky Barrel House a unique retreat on the Bourbon Trail. Equipped kitchen, walk to downtown restaurants. Minutes to: Maker’s Mark, Willett, Bardstown Bourbon, Heaven Hill, Beam and many more. Near Cornerstone Acres Events, The Grove At Silverton Hill, My Old KY Home. Fast WIFI, Fireplace (electric)

Top guest favourite
Home in Lebanon
5 out of 5 average rating, 30 reviews

One-Level Family Retreat | Game Room • King bed

Welcome to your Bourbon Trail stay -a cozy, welcoming home perfect for relaxing & enjoying everything Central Kentucky has to offer. This 3-bedroom home sleeps 6 & features a private heated & cooled game room just steps from the house—private bedrooms are perfect for spreading out & unwinding after a day out. Enjoy king & queen beds, cozy living spaces, & a coffee bar to start your mornings right. Perfect for visitors exploring the area, work stays, or spending time with loved ones nearby.

Guest favourite
A charming country house is depicted, featuring a red metal roof and a welcoming porch. Two chairs are placed on the porch, overlooking a grassy yard. The backdrop reveals gentle hills under a clear blue sky, creating a serene outdoor setting.
Home in Knifley
4.97 out of 5 average rating, 116 reviews

The ranch house. Relax and unwind

Quiet, peaceful, country setting. There are country roads for walking and bike riding. For the boaters and fishermen, we are just minutes away from Arnold’s landing boat ramp and also Holmes Bend marina on beautiful Green River lake. For the hunting enthusiast, there are 20,000 plus acres of public land available for spring and fall hunting, with an abundance of turkey and deer. Close to Campbellsville University and Lindsey Wilson in Columbia. Lake Cumberland is also a short drive away.

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, 59 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 favourite
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, 257 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 favourite
An open living area showcases comfortable seating arranged around a neutral rug. Modern kitchen appliances are visible in the background, complemented by dark wood cabinetry. Natural light enters through the window treatments, enhancing the inviting space. A welcoming entrance is seen to the left.
Home in Springfield
4.99 out of 5 average rating, 187 reviews

A Heavenly Home

Serene ~ Peaceful ~ Private ~Modern. Centrally located in the heart of Bourbon Country. This home is an ideal setting to relax and enjoy spending time with friends or family. You will no doubt find this newly constructed home to be cozy, comfortable, and inviting! Enjoy the wonderful outdoor space in a quiet country setting with beautiful scenery and woods, comfortable seating, including a porch swing, a play area for children, and you may even see a deer or two!

Top guest favourite
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, 145 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 favourite
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, 73 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 favourite
The exterior of a brick cottage is shown, featuring a well-maintained landscape with shrubs and rocks along the pathway. A single entrance door is visible, complemented by a porch area. Trees in the surrounding yard provide shade to the property.
Home in Lebanon
4.95 out of 5 average rating, 87 reviews

Ticky's Cottage at Empire Estate

Visitors, children and pets are not allowed on the property at any time. Booked adult guests enjoy all the amenities, such as an inground pool (May-Labor Day, 8 a.m.-10 p.m.), 4 manicured acres to roam, volleyball/badminton court (8 a.m.-8 p.m.), fire pit/picnic area (8 a.m.-10 p.m.) next to a stream, horseshoes and more, all within 50 minutes of the major Bourbon Country distilleries. Amenities and lodging are for booked adult guests only.

Top guest favourite
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, 66 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 favourite
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
4.96 out of 5 average rating, 203 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

Top guest favourite
A charming single-story home is featured, showcasing a welcoming red front door and an American flag. Flower beds with greenery border the stone walkway, which leads to a covered porch. The house is surrounded by lush trees, enhancing the natural setting.
Home in Lebanon
4.93 out of 5 average rating, 114 reviews

The BourbonTrail Getaway

Great location! Located in the heart of the Bourbon trail. This Airbnb is a cozy place you will feel right at home. Very spacious Nice neighborhood Close to everything Churches, Downtown shopping ,local restaurants , City park with walking trails and The city parks indoor pool is open all year! Plus the house has a Large back yard, Covered grilling area.

Popular amenities for Bradfordsville holiday rentals

  1. Airbnb
  2. United States
  3. Kentucky
  4. Marion County
  5. Bradfordsville