Vacation rentals with outdoor seating in Bardstown

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!

The TEB House, Walk to Downtown

Come stay in our peaceful and centrally-located home in the Most Beautiful Small Town in America. We renovated this home with guests in mind, to make it a clean and comfortable space to come and relax while visiting Bardstown! Located near Saint Joseph Proto Cathedral, you will be in walking distance of all things Downtown Bardstown. We have 3 bedrooms, a living space with basic cable and access to streaming sites, washer/dryer, renovated bathrooms and kitchen. On site parking for 2-3 vehicles.

Historic Adam Anthony House, circa 1800!

Historic Georgian home circa 1800 in the heart of the Bourbon capital. Purchased by a coppersmith, Adam Anthony in 1809 for 3000 gallons of whiskey. A home away from home that will take you back in time while still affording you the comforts of modern amenities. Original hardwood floors of ash and poplar, new mattresses, fully equipped kitchen, washer/dryer, and plenty of free parking. You are a block from all shopping, dining, and nightlife of downtown Bardstown. Bourbon capital of the world!

Historic Cabin by Bourbon Trail

Historic, unique, tasteful and serene - the Edward Tyler house, ca. 1783, is a stone cabin 20 minutes SE of Louisville on 13 acre estate. Near the famous bourbon trail, rental includes full cabin and large screen porch overlooking pond with fountain. First floor has living/dining/kitchen space with small sofa bed and stone fireplace (gas); queen bed and full bath on second floor. American and European antique furnishings and fine art welcome you to fully updated home with central HVAC.

★Jenny's Place - Basement Suite, Private Entrance★

Welcome to Kentucky & Bourbon Country! Jenny's Place includes your own private lower-level walkout suite, with all the amenities, nestled in a quiet subdivision. We are centrally located near many events and activities, including the Bourbon Trail, Four Roses Bottling (5 min away), Jim Beam Distillery (10 min away) and Bernheim Forest (10 min away). We are conveniently located 15 minutes from Bardstown, the Most Beautiful Small Town in America. Come see us!

My Old Kentucky Dome

An elevated camping “glamping” experience. This brand-new one of a kind geodesic dome is located on a private road that leads you to an overlook featuring one of the most beautiful countryside views in Kentucky. While this getaway experience is nestled deep in the woods, it is also a close drive to all the conveniences you can imagine. This is an off the grid outdoor experience with a ½ mile gravel road including a steep hill. AWD or 4WD advised.

The Black Swan on 5th

Welcome to The Black Swan on 5th! This stylish 3BR, 2.5BA retreat in downtown Bardstown sleeps 6, plus a potential 4th bedroom that used to be storage with basic amenities for 2 more guests. Enjoy a cozy living room with fireplace, full kitchen, private patio with fire pit and outdoor TV, smart TVs, fast Wi-Fi, and board games. Walk to top bourbon spots, restaurants, and historic sites. Includes off-street parking and in-home laundry.

Bourbon Oak Smokehouse Cottage

Historical "smokehouse" home built in 1800's. Enjoy a piece of Bardstown history with modern conveniences. Please note that the bedroom is upstairs while the bathroom is located on the first floor. In keeping with the original architecture, the stairway is somewhat narrow. Security cameras are on the outside of the property.

Downtown, walk to EVERYTHING! Avery House

Welcome to Avery House! Avery House is situated just a few short blocks from historic downtown Bardstown, “Most Beautiful Small Town in America” (Rand McNally and USA Today). Feel at home in our private, cozy, cottage, situated on a small, charming street close to downtown shopping, restaurants and historic attractions.