Vacation rentals in Loretto

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Top-rated vacation rentals in Loretto

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Top guest favorite

The cabin exterior is nestled within a wooded landscape, showcasing a wooden facade. A welcoming porch is framed by two Adirondack chairs, with stepping stones leading toward the entrance. Twinkling lights hang across the trees, enhancing the tranquil evening ambiance.

Cabin in Lawrenceburg

4.99 out of 5 average rating, 169 reviews

Chic Cabin w/ Trails, Hot Tub & Starry Nights

Privately nestled on over 5 wooded acres & intentionally curated for your stay. Gain access to quiet, immerse yourself in nature, support your rejuvenation, & to tap into your creative flow. Amenities include on-site hiking trail, artist work space, wood burning stove, covered porch, hammocks, outdoor dining, fire pit, moon garden, salt-water hot tub, & outdoor shower. Close to Beaver Lake & located along the Bourbon Trail, just minutes from Wild Turkey & Four Roses distilleries. (Note:18+only)

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, 111 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

A rustic kitchen area features a wooden countertop with bar stools and metallic paneling. Various appliances, including a microwave and stove, are visible. The space is adorned with vintage signs, adding a touch of character to the design.

Barn in Campbellsville

4.96 out of 5 average rating, 167 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 favorite

A covered porch features two wooden rocking chairs, facing a serene view of trees with autumn foliage. The wooden railing and floor complement the natural surroundings, creating a peaceful outdoor space for relaxation.

Cabin in Raywick

4.95 out of 5 average rating, 146 reviews

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.

Top guest favorite

A comfortable living area features a brown leather sofa adorned with plaid cushions, accompanied by a light-colored armchair. A round coffee table rests on a patterned rug, displaying magazines. Indoor plants and a decorative lamp add a touch of greenery and light to the space.

Farm stay in Loretto

4.99 out of 5 average rating, 482 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

The exterior of a brick building is visible, featuring large windows that display items inside. A streetlamp stands nearby, and a blue vehicle is parked along the curb. The surrounding area includes adjacent buildings and trees, contributing to the urban setting.

Apartment in Bardstown

4.73 out of 5 average rating, 768 reviews

The Honey Hole Loft

Nice OLDER Apt. while I think it has charm this building was buiIt in 1900 and the walls and parts of the loft are old in this 1 Bedroom, 1 Bath with Laundry Room in Bathroom. Has a Couch and Futon in the Den. Nice Large Bathroom with Shower and Tub. Full Nice Kitchen. Nice Deck with Beautiful Downtown View. Someone could sleep on the couch, but this is more definitely more suitable for 2 people. A honey hole (or honeyhole) is slang for a location that yields a valued commodity.

Top guest favorite

A vibrant sunset casts shades of orange and pink across the sky, illuminating the spacious property. A gravel driveway leads up to a barn structure, flanked by green grass and a small gazebo. Silhouettes of trees are visible in the background.

Farm stay in Loretto

4.97 out of 5 average rating, 110 reviews

Sunshine and Whiskey

We are located in the heart of the bourbon capital of the world. If your looking for a peaceful quiet country night we are the place for you. We offer a queen size bed and small pull out sofa. There are several local attractions we are 6 miles from Makers Mark, 11 miles to Log Still, 3 miles from the XB Arena (Saturday nights Nov-March), and 13 miles to Historic Bardstown to include Heaven Hill. At night you can relax under our grain bin gazebo. Horse stalls available for $25

Top guest favorite

A wooden deck leads to the entrance of the cottage, surrounded by lush greenery. A concrete patio features a circular table with benches, providing a shaded outdoor space. The natural setting creates a serene environment, with trees framing the view.

Cottage in Hodgenville

4.98 out of 5 average rating, 218 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 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, 237 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, 127 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

The exterior of the tiny house features a warm wood and shingle design. A welcoming red door is flanked by large windows. A wooden deck leads to steps adorned with potted mums, pumpkins, and gourds, while outdoor seating is visible for enjoying the surroundings.

Tiny home in Loretto

4.99 out of 5 average rating, 154 reviews

Shot Glass Tiny House, 3 miles to Maker’s Mark

This is what you call glamping! Get away from it all when you stay under the stars at the Shot Glass Tiny House on wheels located at the end of a backroad surrounded by nature with a small stream out front approximately 3 miles from Maker’s Mark. You will be able to observe wildlife through the big picture window out front and surrounding windows throughout while staying comfortable as you glamp in the rustic style tiny house on wheels .

Guest favorite

A living area features a dark sofa accompanied by a light table adorned with greenery. Wall art depicting a colorful cow adds a vibrant touch. An open kitchen bar with high stools is visible in the background, creating a cozy yet functional space.

Guest suite in Springfield

4.97 out of 5 average rating, 180 reviews

Farmhouse Guest Suite on Main

This NEW guest suite is located in the heart of Washington County on Main Street in historic Springfield. Within walking distance to Mordecai's restaurant and a handful of other local favorites. Central to many of Kentucky's amazing distilleries and The Bourbon Trail. Located 9.5 miles from Lebanon and 17.3 miles from Bardstown. Great location for anyone looking for a quaint place to call home while in Kentucky.