Holiday rentals in Loretto

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Top-rated holiday rentals in Loretto

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
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, 143 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 favourite
A charming single-story home features a welcoming front porch with two rocking chairs. Well-maintained landscaping includes shrubs and a gravel pathway leading to the entrance. The exterior showcases a light-colored façade and a gabled roof, surrounded by a grassy yard and neighboring structures.
Home in Bardstown
4.94 out of 5 average rating, 280 reviews

Bardstown Bourbon Bnb - near My Old KY Home

Welcome to our charming Airbnb in Bardstown, Kentucky, the bourbon capital of the world! Situated in the heart of downtown, our spacious and beautifully decorated home is the perfect retreat for bourbon enthusiasts, history buffs, and nature lovers alike. Boasting of three comfortable bedrooms, each furnished with plush bedding. The living area is bright and airy, with large windows and comfortable seating for you to relax. The fully-equipped kitchen is perfect for cooking up delicious meals.

Guest favourite
Home in Loretto
4.95 out of 5 average rating, 19 reviews

Off The Mark

Located in the scenic countryside of central KY—In the middle of nowhere, minutes from everywhere (including Makers Mark) Close to: historical sites, Lincoln’s country, distilleries, oldest Catholic parish this side of the Allegheny Mtns, the Abbey of Gethsemani-Trappist/Cistercian monastery famous for fruitcake, fudge & Thomas Merton We can also host wedding guests for the many local venues. Outdoor adventures/hiking is never far away. Beautiful views and comfy beds await after days exploring.

Top guest favourite
A tiny house on wheels is illuminated at night, revealing a warm glow from its windows. Surrounding lights cast soft radiance on the grassy area, complementing the inviting fire pit nearby, where smoke gently rises against the backdrop of the starry sky.
Tiny home in Loretto
5 out of 5 average rating, 207 reviews

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

🏆 Featured as one of “5 Unique Stays in Marion County, Kentucky”, January 30, 2026. This is glamping at its best! Stay under the stars at the Shot Glass Tiny House on wheels, tucked at the end of a quiet backroad on the bourbon trail just 3 miles from Maker’s Mark. Enjoy rustic comfort while observing wildlife through the large front picture window and surrounding windows. Explore the Bourbon Trail by day, then return to relax by the fire pit, gazing at the stars in this cozy nature retreat.

Top guest favourite
A modern house is surrounded by lush greenery and elevated above a scenic landscape, offering expansive views of rolling hills and open fields. A gravel driveway leads to the home, which features a single-story design with a dark roof and light-colored walls.
Home in Raywick
4.95 out of 5 average rating, 55 reviews

The Ridge- Views, Hot Tub, Privacy & Relaxation

The Ridge is a scenic retreat nestled on a picturesque hillside in Kentucky’s famed Bourbon Trail region! This charming home is the perfect backdrop for a relaxing getaway. Unwind on the expansive deck, perfect for sipping your morning coffee or enjoying a glass of bourbon in the hot tub as the sun sets. Situated right on the Bourbon Trail, you’re just minutes away from some of Kentucky’s most renowned distilleries. Explore the rich heritage of bourbon, making with nearby tours and tastings.

Top guest favourite
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, 517 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.

Top guest favourite
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
4.98 out of 5 average rating, 127 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 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!

Guest favourite
A cozy living area is presented with a plush grey sofa and a blue accent chair. A wooden coffee table features decorative items, while a TV is mounted on the wall. Soft lighting enhances the inviting atmosphere, complemented by tasteful artwork on the walls.
Home in Lebanon
4.97 out of 5 average rating, 35 reviews

Lebanon KY Bourbon Trail Home Near Distilleries

Welcome to your Bourbon Trail basecamp in Lebanon, Kentucky. Perfectly located near top distilleries, downtown dining, and local attractions. Whether you’re visiting for a weekend getaway, wedding, work assignment, or extended stay, this home is thoughtfully designed for comfort, convenience, and relaxation. Enjoy a peaceful residential setting that gives guests the perfect place to unwind after a day of exploring, attending local events, or working nearby.

Top guest favourite
Flat in Loretto
4.93 out of 5 average rating, 57 reviews

The Loft on Bourbon Trail

Guests love the interior craftsmanship and Outdoor kitchen. Main level has a Queen bed. Bonus loft area has a twin bed. This suite is peaceful /private - the most secluded one that we have to offer on the property. The charcoal grill, sink and warming drawer are within reach for ease of cooking. Outdoor living at its best ! We desire check in to be very simple. There is a manual lock box with the key. No electronics to depend on. No apps to rely on.

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.

Popular amenities for Loretto holiday rentals

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