Vacation rentals in Calvary

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Top-rated vacation rentals in Calvary

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Top guest favorite

An outdoor gathering space is highlighted, featuring a circular structure with a metal façade. Strings of lights create a warm ambiance against the dusk sky. A large flat-screen television is mounted on the wall, complementing the open seating area with various tables and chairs.

Guesthouse in Springfield

Lofty Lodge on the Bourbon Trail

Come to the Bourbon Trail in the Heart of Kentucky! Stay at our beautiful lodge with large common areas perfect for hanging out! Our space is great for family trips, work retreats, or a couples get away! The lodge is located just 3 miles from from restaurants, groceries, pharmacies and shops. But at the Lodge you will enjoy the peace of the country. We are central to all the bourbon distilleries: 15mi to Maker's mark, 35mi to Jim Beam, 50mi to Woodford Reserve, Lexington and Louisville.

4.99 out of 5 average rating, 139 reviews

Top guest favorite

The exterior of a large farmhouse is depicted, surrounded by lush green grass and vibrant flower beds. A blooming pink dogwood tree provides shade in the front yard. The porch features colorful chairs, and elements of country decor, including a decorative star, are visible.

Farm stay in Lebanon

Farmhouse in the Country

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

4.97 out of 5 average rating, 209 reviews

Top guest favorite

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

*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!

5.0 out of 5 average rating, 70 reviews

Top guest favorite

The exterior of Foster Lodge is showcased, featuring a charming brick facade under a partly cloudy sky. Surrounding landscaping includes manicured grass and several trees, with autumn leaves providing a seasonal touch. A walkway leads to the front entrance, enhancing the inviting appearance of the home.

Home in Campbellsville

Foster Lodge at Green River Lake - Pet Friendly

Bring the whole family to this great place with lots of room for fun! Less than two-tenths of a mile to the entrance of Green River Lake, you’ll find the roomy & charming Foster Lodge nestled in a quiet neighborhood. Stocked with all the amenities any traveler could want, you’ll feel right at home! No cameras on our property because we respect your privacy. Key pad entry through garage where you can park your vehicle. Plenty of room for your boat, too! Pets are welcome!

5.0 out of 5 average rating, 111 reviews

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

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.

5.0 out of 5 average rating, 151 reviews

Guest favorite

A well-maintained lawn stretches across the foreground, featuring neatly trimmed grass in varying shades of green. In the background, a single-story home is visible alongside a detached garage, surrounded by mature trees and open fields under a clear blue sky.

Home in Lebanon

Lovely home in Bourbon Country

Beautiful home right in the middle of Bourbon Country! 2 miles from downtown Lebanon and 7 miles from the world renowned Markers Mark. Seconds away from Rosewood Bar and Grill, and right across the road from Hole 12 of Rosewood Golf Course! Roughly 25 minutes from Green River Lake! Fully enclosed garage to park your vehicles or motorcycles. Spacious back yard with room for more parking if needed. Fire pit provided with a gas grill and outdoor furniture.

4.98 out of 5 average rating, 50 reviews

Top guest favorite

An aerial view captures the property surrounded by lush farmland. The layout includes a swimming pool and neighboring structures, featuring manicured lawns and ample greenery. A winding driveway leads through the landscape, emphasizing the spaciousness of the 72-acre setting.

Farm stay in Raywick

Missy’s unique stays on the bourbon trail .

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

4.97 out of 5 average rating, 152 reviews

Guest favorite

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

Guest Favorite | Bourbon Trail Bungalow

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.

4.98 out of 5 average rating, 41 reviews

Top guest favorite

The exterior of a bi-level home displays a combination of brick and siding finishes. A neatly landscaped yard features gravel and small shrubs. Steps lead up to a front porch with decorative elements. An attached garage is identifiable on one side.

Home in Lebanon

Spacious, cozy home on Bourbon Trail

Welcome to “Hello Bourbon” This spacious 2,000 sq feet bi-level 5 bedroom, 2 full bath home. Large front & back yard with concrete driveway with parking for up to 5 cars. Sleeps 10. This spacious home is completely renovated with custom cabinets/granite, new flooring, bedding and high end finishes. Outdoor space, great parking, quiet safe neighborhood in Lebanon, Ky near Limestone Branch distillery-1 mile away and Makers Mark 9 miles away.

5.0 out of 5 average rating, 37 reviews

Top guest favorite

Home in Lebanon

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.

5.0 out of 5 average rating, 9 reviews

Guest favorite

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

Downtown Abode Your home away from home.

Our prices now include Air B&B service fee. 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

4.95 out of 5 average rating, 212 reviews

Top guest favorite

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

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.

4.95 out of 5 average rating, 215 reviews