Holiday houses in Lebanon

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Top-rated holiday rentals in Lebanon

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Guest favourite

Barn in Lebanon

4.98 out of 5 average rating, 121 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.

Guest favourite

Home in New Hope

4.93 out of 5 average rating, 164 reviews

The Barrel House Bed & Breakfast

The Barrel House is in our 6th year of operation and originally we catered to "Bourbon enthusiasts". However, over these past 5 years, we have had so many guests stay with us for family vacations and reunions, bird watching, star gazing, history seeking, biking and touring as well as spirits! Whatever your reason to visit, you have EVERY reason to stay at the Barrel House. Our version of night life is cozying up to the fire pit with a good pour, good friends and a spectacular view of the stars.

Guest favourite

Barn in Campbellsville

4.95 out of 5 average rating, 103 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.

Guest favourite

Farm stay in Springfield

4.98 out of 5 average rating, 607 reviews

The Getaway in Bourbon Country... with Breakfast

Located in the heart of the Bourbon Trail. Come and enjoy the peace and quiet of country living, but still close enough to cities. Breakfast is provided every morning. When you first arrive you will find the entrance on a large covered patio. There is a gas grill there for your use. We also have a fire pit, so bring wood. Feel free to take a walk down to the river at the bottom of our property. There you will find a park like setting where you can relax and listen to nature if you like.

Guest favourite

Farm stay in Loretto

4.99 out of 5 average rating, 415 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.

Guest favourite

Home in Springfield

4.98 out of 5 average rating, 539 reviews

Cabin Chic on Main

I invite you to take a step back in time while experiencing the comfort and appeal of today in the charming atmosphere of a mid-1800’s original log cabin right in town. It was the home to author Elizabeth Maddox Roberts. There is a large backyard complimented by a grazing hillside and a stream that separates the two. A truly unique setting. And, enjoy a large patio and fire pit to enhance your relaxation at the end of the day. I do not rent for local parties or gatherings.

Guest favourite

Farm stay in Lebanon

4.97 out of 5 average rating, 175 reviews

Farmhouse in the Country-5 minutes from downtown

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

Guest favourite

Cottage in Hodgenville

4.98 out of 5 average rating, 147 reviews

Basil Cottage on the Creek

The Basil (baz-el) cottage is the perfect get-a-way where you can sit on the back porch sipping coffee while overlooking the babbling creek- get back in touch with nature for a much needed break from the stress of every day life. It may be a much needed romantic weekend, a mid- way point as you tour the bourbon trail, visiting Lincoln's childhood home or just a place of your own while in town to visit family, no matter what brings you to our cottage- you will love it here.

Guest favourite

Home in Springfield

4.99 out of 5 average rating, 117 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!

Guest favourite

Farm stay in Raywick

4.97 out of 5 average rating, 122 reviews

Missy’s unique stays

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

Guest favourite

Tiny home in Lebanon

4.99 out of 5 average rating, 167 reviews

Bourbon Trail Landing

The cottage is on a farm that was purchased by Brandon’s great great grandparents in 1917 for $1800 and has been in the family ever since. It is nestled in the trees with the perfect amount of privacy. IDEAL for bird and wildlife watching, feeders throughout the property attract a wide variety of incredible avian species. The property has an 1119 foot landing strip for anyone who wants to fly a small plane in and park it in the field during their stay.

Guest favourite

Home in Raywick

5.0 out of 5 average rating, 169 reviews

Bourbon Trail Country Farmhouse

The Olde Farmhouse is secluded on 5.8 acres and is on the historic Bourbon Trail. The house has a master on the main floor with a queen bed connected to the bathroom. There is an upstairs sleeping space that accommodates one queen bed and two twin beds. Beautiful wrap around porch for your morning coffee enjoyment or evening relaxation. All that can be heard on this property are crickets and frogs with lovely sunsets.