Vacation rentals in Washington County

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Top-rated vacation rentals in Washington County

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Guest favorite

A serene outdoor scene captures a fire pit surrounded by six Adirondack chairs, set on a grassy area. A large tree provides a rustic backdrop, with a sunset illuminating the sky in soft pastel colors. The horizon features open fields and a distant barn.

Cabin in Springfield

4.95 out of 5 average rating, 101 reviews

The Bourbon Lodge, Bourbon Trail near Bardstown

The Bourbon Lodge, hosted by the owners! This 15 acre property will be home during your stay. You will love every view from the full wrap around porch and the interior will instantly help you relax. Don't take my word for it, check out the reviews!!! The fire pit, sunsets and amenities will not disappoint. We are located just 12 minutes off The Bluegrass Parkway between Bardstown & Springfield. Shopping and dining is close and you are within 30 min./1 hour from most distilleries. Brand new HVAC

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

4.98 out of 5 average rating, 114 reviews

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!

Guest favorite

A collage of images showcases the historic home, featuring well-maintained landscaping, outdoor seating, and a spa. Indoor spaces include a game room, living area with seating, and a kitchen with modern appliances, highlighting various areas suitable for group entertainment.

Home in Springfield

4.99 out of 5 average rating, 122 reviews

Historic 3900sqft PopeHouse! BRBN FunZone!Fishing!

Centrally located in downtown Springfield, this historic home has been revamped to provide you with all the entertainment that you need! 3900 sq. ft so you can bet that you’ll have plenty of space as a group! Makers Mark sits just 15 minutes away and the bourbon capital of the world, Bardstown, only 20! Want to explore more? Wild Turkey and 4 Roses sit only 30 minutes away and a day trip to Louisville or Lexington is only an hour! Don’t let the party stop after a day out on the bourbon trail!

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, 662 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.

Guest favorite

An inviting living area features a spacious sectional sofa adorned with yellow pillows. Large windows provide ample natural light and views of the surrounding nature. A rustic coffee table sits at the center, accentuated by a decorative rug, while the open kitchen and dining area are visible in the background.

Cabin in Willisburg

4.98 out of 5 average rating, 66 reviews

On Lake, Bourbon Trail, Kayaks, Fishing, Firepit

Steal away to your cabin nestled in the woods and experience nature merging with rustic charm, complemented by modern amenities. - Secluded one acre of nature on lake - On Bourbon Trail - Lake front - let's go fishing (Ky's top fishing hole) - Kayaks and canoe available - 5 beds; accommodates 8 people - Wildlife refuge - Large deck fully furnished w/ BBQ - Two Large Smart TVs - Fully stocked kitchen - Large bathroom with dual shower heads - Outdoor fire pit - Indoor swing

Top guest favorite

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, 238 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 favorite

The spacious log cabin interior features a soaring wooden ceiling and an open floor plan. Comfortable seating arrangements are visible with a mix of sofas and dining chairs. A staircase leads to the loft area overlooking the main living space, with natural light filtering through large windows.

Cabin in Willisburg

4.91 out of 5 average rating, 105 reviews

Bourbon Trail Cabin - Central to the Distilleries

Come stay at Heavenly House! Secluded in the woods, but just 1 mile off the Bluegrass Parkway! This spacious Log Cabin sits on over 15 acres of Kentucky wooded farm land. Great for a Bourbon Trail weekend away with friends, the house is central to all the distilleries in Bardstown, Lawrenceburg, and Loretto. When you’re done for the day, return to Heavenly House to cook dinner in the spacious and open kitchen, play darts or Pop-A-shot, or enjoy time by the firepit.

Top guest favorite

An open living area showcases comfortable seating arranged around a neutral rug. Modern kitchen appliances are visible in the background, complemented by dark wood cabinetry. Natural light enters through the window treatments, enhancing the inviting space. A welcoming entrance is seen to the left.

Home in Springfield

4.99 out of 5 average rating, 167 reviews

A Heavenly Home

Serene ~ Peaceful ~ Private ~Modern. Centrally located in the heart of Bourbon Country. This home is an ideal setting to relax and enjoy spending time with friends or family. You will no doubt find this newly constructed home to be cozy, comfortable, and inviting! Enjoy the wonderful outdoor space in a quiet country setting with beautiful scenery and woods, comfortable seating, including a porch swing, a play area for children, and you may even see a deer or two!

Superhost

The exterior of a two-story Victorian home is presented, featuring white siding and dark shutters. A covered porch with decorative lanterns is flanked by small shrubs and a landscaped lawn. A wheelchair-accessible ramp leads to the entrance, enhancing accessibility.

Home in Springfield

4.77 out of 5 average rating, 102 reviews

Kentucky Dream on Main

This two-story Victorian abode is a dream getaway, was built in, and is located on the iconic Kentucky Bourbon Trail. With a total of 4 bedrooms, 2 bathrooms, Wi-Fi, and all amenities. This historic home resides right on Main Street in the heart of Springfield Kentucky. This home is perfect for anyone looking to experience historic Kentucky finery with a luxurious, modern design. Guest will be able to check themselves in with a lockbox where they will find a key.

Top guest favorite

The exterior of the tiny house features a warm wood and shingle design. A welcoming red door is flanked by large windows. A wooden deck leads to steps adorned with potted mums, pumpkins, and gourds, while outdoor seating is visible for enjoying the surroundings.

Tiny home in Loretto

4.99 out of 5 average rating, 158 reviews

Shot Glass Tiny House, 3 miles to Maker’s Mark

This is what you call glamping! Get away from it all when you stay under the stars at the Shot Glass Tiny House on wheels located at the end of a backroad surrounded by nature with a small stream out front approximately 3 miles from Maker’s Mark. You will be able to observe wildlife through the big picture window out front and surrounding windows throughout while staying comfortable as you glamp in the rustic style tiny house on wheels .

Top guest favorite

The kitchen features modern cabinetry and a central island with a wooden countertop. Stainless steel appliances and a black fridge are visible along with a double-basin sink beneath a set of windows. Pendant lighting hangs above the island, enhancing the kitchen's functionality.

Home in Springfield

5 out of 5 average rating, 35 reviews

Peaceful in the Country

Welcome to the country! Bring the whole family, a group of friends, or just yourself! This great place has lots of room and is perfect for a restful getaway. Located close enough to town but in the country, in a peaceful setting. Large front deck to sit and relax or grill your dinner and eat on the covered porch. Located right in the middle of the Bourbon Trail! (We do have outside cats and one Australian Shepherd pup)

Top guest favorite

The exterior of the restored Carriage House displays a charming façade, featuring grey siding and a steeply pitched roof. An American flag hangs proudly from a pole, while a window box adorned with flowers adds a touch of color. Lush greenery and a brick pathway surround the entrance.

Home in Springfield

5 out of 5 average rating, 51 reviews

McCord Carriage House Located on Bourbon Trail!

The McCord Carriage House is located in the heart of Springfield, KY. It is a beautifully restored carriage styled house with history dating back to 1902. Originally built by William Caldwell McChord to compliment his home and law office. For decades it has been an overnight rest stop and retreat for travelers and guests. With respect to its past the Carriage House has been carefully restored by its present owners.