House holiday rentals in Washington County

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Top-rated house rentals in Washington County

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Top guest favourite

Home in Springfield

4.98 out of 5 average rating, 116 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!

Top guest favourite

Home in Springfield

5 out of 5 average rating, 77 reviews

Kentucky Chill: HotTub & Fire Pit on Bourbon Trail

🥃Distillery Central🥃🚗 Fall Savings🚗 ✅Bardstown 20 Min✅Louisville 60 Min 😀HOT TUB & BBQ Grill😀❤️BOURBON RETREAT❤️Golf Arcade 3D Corn Hole Game-Game under deck *3 King Suites* Queen Sofa sleeper *High Speed Internet*Smart TV's*EV *Electric Fireplace*Coffee Bar *Luxury Master Bath*W&D ✓Distilleries: Makers Mark, Willett, Lux Row, etc ✓Local wineries like McIntyres Winery and Jesters Winery ✓Historic sites such as My Old Kentucky Home Historic Site Outdoor adventures at Lincoln Homestead park

Guest favourite

Home in Bardstown

4.97 out of 5 average rating, 98 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

Guest favourite

Home in Willisburg

4.83 out of 5 average rating, 6 reviews

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.

Top guest favourite

Home in Springfield

4.99 out of 5 average rating, 124 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 favourite

Home in Willisburg

5 out of 5 average rating, 29 reviews

Bourbon Trl/Driving Range/central KY/Hot Tub/gifts

Great place to gather! Turnerville Tavern is a farmhouse/gift shop/driving range located in the heart of the Bourbon Trail in central KY. With vintage furnishings and a large downstairs living room dedicated to all things Kentucky, families/friends can gather here and feel at home in the Bluegrass. There are 3 outdoor porches to sit and view the farm and a gift shop. Other amenities include a fire pit, books, ping-pong, spacious yard, cornhole, and farm animals. Very peaceful & private farm.

Top guest favourite

Home in Bloomfield

4.97 out of 5 average rating, 33 reviews

Relaxing Bourbon Trail Countryside Home & GameRoom

Welcome to Bourbon Country. This spacious 3 bed 3 bath open floor concept home sits on 5 acres of country hillside with beautiful Kentucky sunsets. It is centrally located near all of the local distilleries: Heaven Hill 20mi, Maker’s Mark 32mi, Jim Beam 31mi, and Buffalo Trace 37mi. After a busy day exploring, come home and relax or have some fun in the game room. This house is the perfect place to stay for a weekend getaway or a longer vacation. Discounts may be available! Msg for details.

Top guest favourite

Home in Springfield

4.99 out of 5 average rating, 170 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

Home in Springfield

4.78 out of 5 average rating, 104 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 favourite

Home in Springfield

4.96 out of 5 average rating, 26 reviews

Townview Farmhouse

Keep it simple at this peaceful and centrally-located home. Enjoy watching the cattle graze and the farm views while being only minutes from town and in the heart of the Bourbon Trail. Ample space for guests and a dedicated workspace make this the perfect spot for anyone. I will do my very best to accommodate early check-in or late check-out when my schedule allows. There is also plenty of parking available for extra vehicles or if you have a trailer, etc.

Top guest favourite

Home in Springfield

5 out of 5 average rating, 65 reviews

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.🥃

Top guest favourite

Home in Springfield

4.97 out of 5 average rating, 39 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)