Holiday rentals with outdoor seating in Washington County

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.

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!

Bourbon & Derby Escape: Hot Tub, Pet Friendly Stay

🥃 Friendly Bourbon Trail home in Springfield, KY, 20 minutes to Bardstown and near Maker’s Mark, Heaven Hill, Jim Beam, Buffalo Trace, and Woodford Reserve 🛏️ Three king bedrooms with memory foam mattresses, 2.5 baths, and a rain shower 🛁 Hot tub, firepit, BBQ grill, outdoor seating, and yard games 📺 Smart TVs in every room, fast Wi-Fi, electric fireplace, and games ☕ Fully equipped kitchen with Keurig coffee bar and snacks 📍 Ideal Bourbon Country base for friends, families, and group trips

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

The Loft on Bourbon Trail

Guests love the interior craftsmanship and Outdoor kitchen. Main level has a Queen bed. 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 designed for your comfort with many custom 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.

BRBN FUN-ZONE! Locally Owned Pope House! 3900sqft!

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!

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! Truck drivers welcome. Trailer parking within 5 miles. Room for tractor parking onsite. We have outside cats & a dog.

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.

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.

Hot Tub in the Snow Bourbon Trail Couples Retreat

Charming, romantic, historic yet modern, clean, and spotless are just a few words from our 5-star reviews! A unique retreat on the Bourbon Trail. The KY Barrel House is a charming + romantic getaway. Soak in a private hot tub 🛁 grab.a cozy towel from the warmer, gather by the firepit for some Kentucky stargazing. Pet-friendly, fenced yard. Equipped kitchen. Walk to downtown restaurants. Minutes from Maker’s Mark, Willett, Bardstown Bourbon, Heaven Hill and many more.

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!

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.