House holiday rentals in Washington County

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Top-rated house rentals in Washington County

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Top Guest favourite
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, 123 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
The exterior of the home is showcased at sunset, with a well-maintained lawn and symmetrical landscaping. A welcoming front walkway leads to the entrance, flanked by blooming shrubs. The structure features a traditional design with a gabled roof and warm windows that illuminate the inviting space inside.
Home in Springfield
5 out of 5 average rating, 82 reviews

Spirit Seeker’s Dream: KY Hot Tub & Distilleries!

🥃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
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, 106 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 favourite
A charming speakeasy-style room features a well-stocked bar made from rustic barrels, complemented by a vintage chandelier overhead. The walls are adorned with a mural of an antique bar, while a plush rug adds warmth to the space. A staircase leads to the upper level.
Home in Willisburg
4.91 out of 5 average rating, 11 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 Bloomfield
4.95 out of 5 average rating, 20 reviews

Luxury Estate: Bourbon Room, Sauna, Spa, & Cinema!

Your Kentucky Dream Awaits: Kentucky’s Most Spectacular Sunset Views Private Bourbon Tasting Room Private Cinema +Poker Room + Billiard Lounge Stunning 16-ft Ceiling Living Room w/ wraparound sectional, bar & lounge Private Saltwater Pool + 6-Person Hot Tub + Handcrafted Barrel Sauna 6 Private Acres w/ stocked pond & fire pit for 12 ppl, perfectly positioned for sunset magic Grand Dining Deck w/ BBQ, built-in hot tub overlooking the estate Covered Gazebo w/ Bar Just 12 Min from Bardstown

Top Guest favourite
The exterior view showcases a spacious two-story home with a sloped roof and light brick walls. A back patio features dark outdoor seating and overlooks a vast green lawn. Additional trees are visible in the background, enhancing the peaceful countryside setting.
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.

Guest favourite
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
4.93 out of 5 average rating, 43 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! Truck drivers welcome. Trailer parking within 5 miles. Room for tractor parking onsite. We have outside cats & a dog.

Top Guest favourite
Home in Springfield
5 out of 5 average rating, 72 reviews

Cozy Christmas Getaway, HotTub, FirePit, Fireplace

kentucky Barrel House 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 Washington County
4.99 out of 5 average rating, 175 reviews

Bourbon Trail Pool&Hottub FUN-ZONE! GameRm! Fish!

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, WiFi/Cable, Pool Table, Ping Pong Table, Golden Tee Arcade Machine, and all amenities. In-ground Pool expected ready by late August!

Top Guest favourite
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, 173 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
4.75 out of 5 average rating, 107 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
A charming home exterior is presented, featuring a light-colored façade with large windows and a welcoming porch. Lush green grass surrounds the house, and a clear sky with scattered clouds provides a bright backdrop. The property includes a visible pathway leading up to the entrance.
Home in Springfield
4.97 out of 5 average rating, 32 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.

Popular amenities for Washington County house rentals