Vacation rentals in Washington County

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Top-rated vacation rentals in Washington County

Guests agree: these stays are highly rated for location, cleanliness, and more.

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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

Bourbon Country 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!

4.98 out of 5 average rating, 159 reviews

Top guest favorite

Earthen home in Willisburg

Restin' Holes Ky Bourbon Trail D *Sauna*HotTub*Gym

Experience the Kentucky village charm at Restin' Holes. Our cozy, unique rental is located on the Bourbon Trail yet still tucked away on 20 acres for relaxation and enjoying many amenities. Be calmed with the peaceful waterfall at our rustic destination. We want you to kick back and make yourselves at home. *Playground*Hot tub*Sauna*Gym*Firepit*Painted Murals Restin' Holes was created with everyone in mind. Book your stay today and discover the perfect vacation & make unforgettable memories.

5.0 out of 5 average rating, 23 reviews

Top guest favorite

The image collage features various spaces of a stylish home. A cozy lounge area with a fireplace is shown, alongside an outdoor hot tub surrounded by greenery. The dining area is connected to a deck, and a game room with a bar creates an inviting entertainment space.

Home in Bardstown

StillHill: HotTub GameRoom Whiskey Lounge Acreage

Stylish 3 bedroom home located in the Bourbon Capital is a perfect getaway to be still or tour the best Kentucky bourbon from a local whiskey still. Centrally located within 25 miles of 10 distilleries! Close to the Old Kentucky dinner train, the Derby, and a short drive to Louisville & Lexington. Enjoy 5 private acres where you can soak in the hot tub, swing on the patio, sit by the fire and watch the birds and deer. Then relax in our indoor lounge or garage game room after a day of adventures

4.96 out of 5 average rating, 132 reviews

Top guest favorite

Home in Springfield

Bourbon + HotTub + FirePit "Fall Magic"

Spend crisp fall days sipping your way through the Kentucky bourbon trail. Walk down the street for dinner/drinks, sink into the hot tub or settle around the fire pit under a cool Kentucky sky. Step inside, sink into velvet. Cozy by the fireplace. An upscale boutique retreat between Maker’s Mark & Bardstown. Distilleries are minutes from the Kentucky Barrel House; Potter Jane 3.2 mi • Limestone/ Yellowstone 8mi • Maker’s Mark 10 mi • Lux Row, Heaven Hill & Bardstown Bourbon Co...

4.99 out of 5 average rating, 122 reviews

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

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

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.

4.98 out of 5 average rating, 694 reviews

Top guest favorite

An aerial view captures the historic Southern estate surrounded by lush greenery at dusk. The expansive property features a charming farmhouse with a classic white facade and a picturesque outbuilding, all set against a vibrant sunset sky in soft hues of orange and pink.

Home in Bardstown

NEW Hot Tub • 5BR Estate Near Bourbon Trail

Midweek discounts from 5-15% when reserving 2 days or more. Price reflected in reservation total Your Bourbon Trail home base — where the day ends together. Soak in the hot tub at sunset, pour a nightcap on the porch, and wake up to quiet farmland views just minutes from the distilleries. This is the kind of place groups actually stay in — not separate hotel rooms. Planned for gathering: large shared spaces, outdoor hangout areas, and room for everyone to spread out without feeling crowded

4.96 out of 5 average rating, 23 reviews

Top guest favorite

A spacious dining area is highlighted by a wooden table surrounded by chairs. Natural light filters through large windows, enhancing the warm wood ceiling. An accent rug lies beneath the table, while a sideboard holds pots and utensils. Doors open to a patio area.

Cabin in Springfield

The Stagg Haus

The Stagg Haus of Springfield is the perfect bourbon trail destination on a picturesque hillside in the heart of the bluegrass. Less than 20 miles from 9+ distilleries, conveniently located off of the scenic bluegrass parkway, and one mile from Abraham Lincoln's homestead. Enjoy the outdoor patio with a blackstone grill, a fully equipped chef's kitchen, and expertly designed and thoughtfully staged interiors with all the comforts of home. This is the Kentucky experience of your dreams.

4.97 out of 5 average rating, 58 reviews

Top guest favorite

A two-story home is set against a backdrop of open countryside. The residence features a combination of siding and brick. A covered porch with a glass door offers access to the inviting entryway, while large windows provide natural light throughout.

Farm stay in Springfield

Lawsons Landing

Lawson’s Landing – A Historic Farm Retreat on the Bourbon Trail Welcome to Lawsons Landing, a peaceful countryside escape in Springfield, KY. Built in the late 1970s by Corbett & Ola Lawson, this home embodies warmth, history, and farm life. Enjoy stunning views, modern comforts, and the charm of a working farm. 3BR | 2BA | Sleeps 6 – Cozy living room, full kitchen, Wi-Fi, outdoor gazebo. Experience the beauty, history, and hospitality of Lawsons Landing-we can’t wait to host you!

5.0 out of 5 average rating, 37 reviews

Guest favorite

A unique circular structure made of wood stands on a wooden deck surrounded by vibrant wildflowers. The entrance features a sliding door, while a small shelf extends from the side, inviting guests to explore the natural setting.

Farm stay in Chaplin

Cottage Retreat at Tiwazzen Farm

The Tiwazzen Farm cottage lies in the peaceful hills of Central Kentucky. It is ideal for a weekend recharge, disconnect or a place to find your center and connect with nature. If you want peace, quiet and tranquility, look no further! If it's Bourbon, Horses and Urban night life you're into, Tiwazzen Farm is perfectly located between Bardstown, Louisville and Lexington. If you're looking for a day at the lake, we are minutes from both Willisburg and Taylorsville Lake State Park.

4.95 out of 5 average rating, 124 reviews

Guest favorite

A modern cabin with a dark exterior is located amidst lush greenery, elevated on a wooden foundation. Large glass windows provide open views of the natural surroundings, while a clear path leads to the entrance. Trees surround the structure, enhancing the serene setting.

Shipping container in Springfield

Box on the Beech

Escape to our unique cabin nestled along the picturesque banks of the Beechfork River, located in the heart of Central Kentucky, right on the famous Bourbon Trail. Unplug, unwind, and enjoy a drink (we prefer bourbon) while gazing at the stars above and listening to the music of nature. Our tranquil riverside cabin provides the perfect setting for a relaxing and memorable stay. Please note that cell phone service within the unit may be limited, depending on your carrier.

4.93 out of 5 average rating, 58 reviews

Top guest favorite

A view from the covered patio showcases a large open green lawn and a single tree, framed by two columns. The patio features a patterned rug and a black table with a chair, creating a relaxing outdoor space.

Home in Springfield

Lincoln Farmhouse-Bourbon Trail-Farm Stay

Tranquility awaits at this newly remodeled farmhouse, offering stunning views of the peaceful countryside. Located just minutes from town, Lincoln Homestead State Park, and Cornerstone Acres, you'll find yourself at the heart of Bourbon Country, with easy access to all your needs and desires. Front and back porches give our guests the perfect spot to sit and relax. Open views all around make you feel like you are truly away from all the hustle and bustle of the world.

5.0 out of 5 average rating, 44 reviews