Holiday houses in Calvary

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Top-rated holiday rentals in Calvary

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Top Guest favourite
A rustic cabin is nestled among trees, featuring a well-lit entryway and a front deck with two wooden lounge chairs. Soft evening light spills through the windows, creating a welcoming atmosphere. Stone stepping stones lead towards the doorway, enhancing the natural setting.
Cabin in Lawrenceburg
4.98 out of 5 average rating, 232 reviews

Romantic Cozy Cabin Getaway w/ Firepit & Hot Tub

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 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
4.99 out of 5 average rating, 199 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
An elegant two-story white barn structure is set against a blue sky dotted with clouds. A prominent cupola with a weather vane crowns the roof. Trimmed bushes and small trees flank the sides, adding greenery to the scenic rural landscape.
Farm stay in Springfield
4.98 out of 5 average rating, 681 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. 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. Eggs, bacon and biscuits provided.

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, 126 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
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, 57 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 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, 254 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
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, 143 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
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.

Guest favourite
A single-story brick home is presented with a welcoming front porch, featuring two white rocking chairs. A manicured lawn surrounds the entrance, and a small flowering bush is visible beside the porch. Large trees provide a natural backdrop in the distance.
Home in Bardstown
4.92 out of 5 average rating, 140 reviews

Bourbon Country Getaway at McIntyre’s

If you're looking to stay somewhere in the country that feels like home this is it! This getaway is nestled in the outskirts of the bourbon capital. We are conveniently located 6 miles from downtown Bardstown where you can find shopping, dining and nightlife. We also located next door to McIntyre & Family Winery. During your stay make sure to check out the tasting room there!! This house also has washer and dryer available

Top 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
4.97 out of 5 average rating, 197 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 modern kitchen is presented with sleek white cabinetry and stainless steel appliances. A textured brick wall features a decorative mural highlighting bourbon and moonshine. The granite countertop is complemented by a stainless steel sink and overhead pendant lighting, creating a functional and inviting cooking space.
Guest suite in Lebanon
4.95 out of 5 average rating, 207 reviews

Spirit on Main

Welcome to Spirit on Main, located in Lebanon, the heart of Kentucky. Located on Main Street, in the middle of all of the local activities, Spirit on Main is prime location for visiting your favorite bourbon spots! Whether you are in town for a couple’s getaway, trip with friends or on business, Spirit on Main will be your home away from home in the beautiful small town of Lebanon.

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, 111 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 Calvary holiday rentals

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