Vacation rentals with outdoor seating in Washington County

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!

1900 House-Bootlegger's Hideout

1900 House is nestled in the rolling hills of KY, located on the Bourbon Trail, six minutes from Bluegrass Pky and Hwy 555. We imagined this was the perfect hideout for Bootleggers. Step back to the Prohibition Era with our Speakeasy Room and elements of the Roaring 20s. Spend the night in the Capone or Remus room, sip your favorite beverage on the front porch rocking chairs or build a roaring fire in the fully fenced in back yard. Explore the history of Prohibition with the comforts of today.

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!

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

The Loft on Bourbon Trail

Guests love the interior cabin feel. Main level has a Queen bed. The bonus loft area has a twin bed. This suite is peaceful /private - the most secluded one that we have to offer on the property. The outdoor grill, sink and warming drawer are within reach for ease of cooking. The suite is is designed for your comfort with many custom designed space saving ideas. We desire check in to be very simple. There is a manual lock box with the key. No electronics to depend on. No apps to rely on.

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.

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!

Romantic Bourbon Getaway • Hot Tub & Pet Friendly

Unwind in the heart of Bourbon Country at the Kentucky Barrel House — a romantic🫶 retreat for couples or a cozy base for 2–4 guests. After a day of distillery hopping, soak in the private hot tub🛁, gather by the fire pit🔥, and enjoy complimentary s’mores under Kentucky stars.🐶 Pet-friendly with a big fenced yard, this stay is full of charm. 🥃 Bonus: I’ll help craft your perfect Bourbon Trail itinerary 🤓 so you skip the guesswork and sip more fun.🥃

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 .