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
An inviting living space features a large sectional sofa adorned with decorative pillows. A patterned area rug lies beneath a central coffee table. Natural light filters through several windows, and wooden walls add warmth to the environment. A dining area with white chairs is visible in the background.
Cottage in Willisburg
4.98 out of 5 average rating, 88 reviews

A Romantic Getaway on the Bourbon Trail

Unwind and relax amongst the gorgeous and peaceful surroundings, or step out and explore. Enjoy this slice of raw Kentucky set on 100 acres of pristine rolling hills, creeks and forest you're free to explore. The space is completely self-contained with a large fully equipped kitchen, 1.5 bathrooms, a luxurious king size bed and a twin daybed. This piece of Central Kentucky is along the Bourbon trail, and is just 1-hour from Louisville, 40 minutes from Lexington, and 20 minutes from Bardstown.

Top guest favorite
Earthen home in Willisburg
5 out of 5 average rating, 22 reviews

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.

Top guest favorite
Home in Washington County
4.99 out of 5 average rating, 189 reviews

Bourbon Trail POOL-ZONE! GameRm! Hottub! 3 acres!

This two-story country-side home is sure to keep you entertained while also having a relaxing vibe for your getaway. Nestled just off the Bourbon Trail, Makers Mark and historic Bardstown are just a short drive. Proximity to Louisville and Lexington is great too! Sitting on 3 acres, this home Features 4 bedrooms, 2 and a half bathrooms! Amenities include a newly constructed fenced in Inground Pool(open Mid March- end October),WiFi/DirecTV, Pool Table, Ping Pong Table, and GoldenTeeArcadeMachine!

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
4.96 out of 5 average rating, 125 reviews

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

Top guest favorite
Apartment in Springfield
5 out of 5 average rating, 13 reviews

Marigold Manor: Stylist Unit 2 Apartment

Welcome to Unit 2 of Marigold Manor! It is handicap accessible. This stylish apartment features 2 bedrooms (1 king and 1 queen), 1 bathroom, a kitchen/living combo, outdoor seating, and a shared fire pit by the creek. Enjoy off-street, street, and handicap parking. While this is a multi-unit home, each space has a private entrance and locked interior doors. You'll find plenty of amenities to make yourself comfortable. If you are interested in booking the entire home, please book each unit.

Top guest favorite
Home in Springfield
4.99 out of 5 average rating, 112 reviews

Bourbon Trail | Walk to Dine | Hot Tub * Fire Pit

Couples love the Kentucky Barrel House located on the Bourbon Trail. Walk Downtown for a steak dinner or shop. Hot tub, Fire pit. 10 Miles from Maker’s Mark, 3.2 Miles from Potter Jane Distilling, Limestone Branch Yellowstone Distillery 8 miles + many more including; Willett, Bardstown Bourbon, Heaven Hill, Jim Beam, James B. Beam, Lux Row. A few miles to Cornerstone Acres wedding venue, Lincoln Legacy Museum + golf. Free Itinerary, huge yard, privacy fence, pet friendly, equipped kitchen.

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
4.95 out of 5 average rating, 20 reviews

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

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
4.98 out of 5 average rating, 689 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 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
5 out of 5 average rating, 35 reviews

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!

Top guest favorite
Barn in Lebanon
4.99 out of 5 average rating, 208 reviews

Walk To Maker’s Mark | Wagon Wheel Barndominium

🏆 Voted one of the Top “5 Unique Stays in Marion County, Kentucky” – January 30, 2026. Welcome to the Wagon Wheel Barndominium, just a short walk to Maker’s Mark on the Bourbon Trail. If you’re looking to relax and kick back at a remote place on the Bourbon Trail with friends you’ve found your space! This unique rustic Barndominium on 8 acres along Hardins Creek sleeps 6 comfortably. Relax with multiple outdoor seating areas to enjoy creek views, Makers cropland, and wildlife.

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
4.93 out of 5 average rating, 58 reviews

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.

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
5 out of 5 average rating, 40 reviews

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.

Popular amenities for Washington County vacation rentals