Holiday rentals with a washing machine and dryer in Frankfort

A dining area features a round wooden table set with glassware and green accents. A striking mural of bourbon barrels lines one wall, illuminated by a modern pendant light, while a doorway leads to other spaces in the home.

5 out of 5 average rating, 104 reviews

*Long Pour: Your Luxury Downtown Bourbon Home*

Welcome to bourbon heaven. Really. 🥃 Long Pour is located in the heart of Frankfort and bourbon country, - walking distances from Buffalo Trace, downtown restaurants, bars, and historic neighborhoods. Our place is a luxury home away from home featuring two bedrooms, an iconic shower, free parking, and not to mention the bourbon features all throughout the home. No matter your reason for visiting Frankfort, this home is the perfect getaway to enjoy the best of Kentucky. Can't wait to host y'all!

4.99 out of 5 average rating, 190 reviews

The cabin exterior is nestled within a wooded landscape, showcasing a wooden facade. A welcoming porch is framed by two Adirondack chairs, with stepping stones leading toward the entrance. Twinkling lights hang across the trees, enhancing the tranquil evening ambiance.

Cabin in Lawrenceburg

Chic Cabin w/ Trails, Hot Tub & Starry Nights

Privately nestled on over 5 wooded acres & intentionally curated for your stay. Gain access to quiet, immerse yourself in nature, support your rejuvenation, & to tap into your creative flow. Amenities include on-site hiking trail, artist work space, wood burning stove, covered porch, hammocks, outdoor dining, fire pit, moon garden, salt-water hot tub, & outdoor shower. Close to Beaver Lake & located along the Bourbon Trail, just minutes from Wild Turkey & Four Roses distilleries. (Note:18+only)

5 out of 5 average rating, 109 reviews

A log cabin is set against a vibrant sunset, highlighting its wooden exterior and spacious porch. Lush green grass surrounds the cabin, complemented by flower beds and gravel pathways. The rear showcases windows and entrance doors that invite natural light into the home.

Cabin in Frankfort

Bourbon Trail Cabin~Enjoy Christmas decor in Dec!

🌲FOR CHRISTMAS- home is transformed into cozy holiday cabin retreat! A charmingly unique taste of KY waits for you at this peaceful log cabin! Perfect for those wanting to explore the 🥃Bourbon Trail🥃 or other nearby tourist attractions, While still featuring plenty of fun on site, such as: - A hot tub - Private 1/4 mile hiking trail - Game shed - Fire pit - Covered porch - Wooded picnic area And more! Your next adventure is just a peaceful countryside drive away at the Kentucky Bourbon Den!

4.98 out of 5 average rating, 162 reviews

The exterior of a modern cottage is displayed, featuring a gray wood-paneled facade, a sloped roof, and a welcoming front entrance. A wooden staircase leads up to the porch, where inviting seating arrangements can be seen. Lush greenery surrounds the home, enhancing the tranquil setting.

Home in Lawrenceburg

Cottage On Crooked Creek

A tranquil cottage nestled in the lush countryside and situated right along the Bourbon Trail, this completely renovated rare find is located center of Lawrenceburg, Frankfort and Shelbyville and only 12 min to I-64. With five main bourbon distilleries just 30 min, local wineries within a stone's throw, Churchill Downs and Keeneland Racecourse equidistant and Taylorsville Lake nearby there is little left to be desired when staying here. This is the perfect spot to relax with family and friends.

4.99 out of 5 average rating, 137 reviews

A paved driveway stretches into the distance, flanked by lush green grass and a large tree. Wooden fencing borders the property, offering views of rolling hills and a colorful sunset sky above.

Farm stay in Frankfort

The Cottage at Seldom Scene Farm - Bourbon Trail

SELF CHECK-IN, CLEAN, PRIVATE OASIS. Restored log home on gorgeous 273 acre farm along the KY RIVER. Serene & natural setting, close to several popular BOURBON TRAIL sites & horse farms. 10 MIN to WOODFORD RESERVE and CASTLE & KEY distilleries. 8 MIN to STAVE Restaurant & Bourbon Bar. Scenic horse farms (ASHFORD, AIRDRIE, WINSTAR). Convenient to KEENELAND, KY HORSE PARK, Versailles, Midway, Frankfort, Lexington, Louisville! Hike, bike, fish, wildlife, sheep, goats, chickens, stars & campfires.

5 out of 5 average rating, 181 reviews

A well-equipped kitchen features dark wooden cabinetry and granite countertops. Four barstools with cushioned seats are arranged around a large island. Stainless steel appliances, including a refrigerator and oven, are visible alongside natural light streaming through a window.

Cabin in Frankfort

On The Rocks

Ultimate in privacy, yet two minutes from downtown Frankfort! This cabin-style home (think Gatlinburg!) sits on three wooded acres. Long, rambling decks on three sides (one covered, one fully screened, one open air). Our adjacent farm surrounds the property, making it even more private. This home sits high on a bluff above downtown Frankfort & the Kentucky River (our farm borders on the river). Just three miles to Buffalo Trace Distillery (if you could fly, it's way closer than that!)

The exterior of the home features a welcoming porch with rocking chairs framed by neatly trimmed hedges. A manicured lawn with shrubs enhances the inviting approach to the entrance. Surrounding trees provide a natural backdrop, contributing to the overall charm of the property.

4.94 out of 5 average rating, 190 reviews

Wilkinson's Wheated Oasis/ 1.3 Mi to Buffalo Trace

Wake up & smell the mash! Located just steps away from Buffalo Trace Distillery. Enriched with history & tradition is where you will find Wilkinson. This historic home has recently undergone renovations & no expense was spared. Guests will enjoy the walkability to Downtown Frankfort & many of the local attractions. Featuring 2 bedrooms & 2 baths, guests are able to experience life like a local with all the modern-day amenities. We are also only a 7.2-mile drive to Castle & Key Distillery.

4.97 out of 5 average rating, 701 reviews

The entrance to the historic Buffalo Springs Distilling Company is showcased, featuring sturdy stonework and a wooden door. A sign hangs above the entrance, indicating the building's name. Nearby, green grass is visible, hinting at the surrounding area.

Home in Stamping Ground

Buffalo Springs Distilling Company

It’s recently been brought to our attention about Airbnb scams! Please reserve with us or someone else that has a history! The Bourbon Trail The Buffalo Springs Distilling Company got it's start in 1868. It closed and it's warehouses were emptied out by the 1970's. This building is one of the last structures left on the site. This historic building was the main office and gatehouse for visitors to the distillery, so we can offer one Queen sized bedroom due to the size of the structure.

4.98 out of 5 average rating, 196 reviews

A well-equipped kitchen features a spacious wood island with two upholstered stools. Modern appliances, including a gas range and sleek cabinetry, complement the space. Natural light streams through the windows, enhancing the inviting atmosphere, while tasteful decor adds a touch of character.

Loft in Frankfort

The Loft - Cozy Retreat in Historic Downtown

Experience the warmth and charm of The Loft your top-rated fall retreat just 8 minutes from downtown. Stroll to the Capitol, see the autumn sights, and take in Horse Country nearby. Snuggle into a cozy bed, curl up on the couch, and enjoy modern touches in your private second-floor hideaway. With parking at the door and a hygge-inspired vibe, it’s perfect for crisp days and cozy nights. Just minutes from 13 distilleries, The Loft is your ideal base for a stylish Bourbon Trail escape.

4.97 out of 5 average rating, 218 reviews

A large window allows natural light to brighten the entrance area, showcasing a view of the street and nearby shops. A modern light fixture hangs from the ceiling, complementing the open and airy feel of the space.

Apartment in Frankfort

Bing’s Downtown Guest Suite on Main

Make your home away from home at this centrally-located guest suite encompassing the entire second floor of the historic Bing’s Building in the center of downtown Frankfort, Kentucky! Historic downtown guest suite with modern amenities located in the heart of the capital city. Within blocks of great dining, shopping, entertainment, and historic sites. A short distance to Buffalo Trace and other popular distilleries, Keeneland racetrack, bluegrass horse country and much more!

4.91 out of 5 average rating, 314 reviews

A cozy living area features a white sofa adorned with decorative pillows, positioned across from a rustic coffee table. A stone fireplace is situated against a log wall, complemented by an elegantly crafted armchair. Natural light filters through a nearby window, enhancing the inviting ambiance.

Cabin in Nicholasville

National Historic O'neal Cabin

Originally built during the late 1700’s, this two-story log cabin was restored in 1995. The O'neal Cabin is listed on the National Register of Historic Places. Located in central Kentucky, six miles from historic downtown Lexington, the O’Neal Log Cabin is in the heart of horse country and the bourbon trail. Whether you are looking for a getaway, a place to stay during the horse sales or a retreat while you visit Lexington’s sites, the O'Neal Log Cabin is perfect retreat.

4.99 out of 5 average rating, 130 reviews

A well-maintained backyard area is highlighted by a green hammock suspended between trees. The brick apartment is elevated with a wooden deck and stairs leading to the entrance. Surrounding the space, manicured shrubs and grass create a peaceful outdoor environment.

Guesthouse in Frankfort

Treetop Hideaway

Fully equipped apartment, only 5 blocks from the state Capitol in historic, tree-lined neighborhood. Kentucky Derby, Horse Park, and Bourbon Trail all close. Real pricing - no hidden fees! Downtown restaurants, entertainment, & distilleries are only minutes away by car or foot. Apartment includes everything for short-term or extended stays, including washer/dryer and fully-equipped kitchen. Separate building - totally separate entrance for privacy.

Popular amenities for Frankfort washing machine and dryer rentals

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Apartment rentals with a washing machine and dryer

4.95 out of 5 average rating, 224 reviews

The exterior of a two-story brick building is displayed, featuring a welcoming porch with white railings. Lush green trees frame the entrance, and a path leads to the front door. The property exhibits a blend of classic architecture and natural surroundings.

Apartment in Ashland

Canopy of trees

A spacious living area features a light-colored sofa accompanied by decorative orange cushions. A coffee table with a woven texture sits on a textured area rug. Large sliding doors open to the patio, framed by a vibrant mural and greenery, enhancing the natural light.

4.98 out of 5 average rating, 211 reviews

"Uptown Retreat" - Cozy Fireplace & Sauna

A vibrant seating area features a plush red sofa adorned with decorative pillows. A light marble side table sits nearby, complemented by an intricate metal screen and lush greenery. Warm lighting from hanging fixtures enhances the inviting atmosphere of the space.

5 out of 5 average rating, 136 reviews

Swanky Boho - Downtown

4.98 out of 5 average rating, 352 reviews

The living area showcases a light-colored sofa with decorative pillows, positioned on a patterned rug. A coffee table with a vibrant design complements the space, while artwork adorns the walls. An open dining area features a round table surrounded by white chairs, enhancing the bright, airy atmosphere.

Apartment in Versailles

High style on the Bourbon Trail

A single-story brick house is situated on a manicured lawn, featuring large windows and a central red door. Two prominent trees flank the driveway, providing a shaded entryway. The house is set back from the street, enhancing its peaceful surroundings.

4.93 out of 5 average rating, 177 reviews

10 minutes from Keeneland,airport, downtown and UK

A spacious living area features two sofas, one in white leather and the other in dark green, providing ample seating. A coffee table rests on a decorative area rug, surrounded by light from multiple windows. Decorative shelves line the walls, showcasing tasteful accents.

4.9 out of 5 average rating, 306 reviews

The Flat @ West Second

4.97 out of 5 average rating, 116 reviews

The studio apartment's interior showcases a modern open layout featuring a full kitchen with white cabinetry and stainless steel appliances. A dining table with two stools is positioned in the foreground. Hardwood floors are complemented by an area rug, and a cozy seating area contains a sofa adorned with decorative pillows.

Apartment in Midway

Modern Remodeled Downtown Midway Studio

4.94 out of 5 average rating, 113 reviews

The image displays a blue-green entry door framed by brick. The door features a rounded window at the top and a keyless entry lock. Flower boxes with plants are positioned on either side, enhancing the welcoming appearance of the entrance.

Apartment in Versailles

A Little Piece of Versailles

Holiday House Rentals with a Washing Machine and Dryer

4.99 out of 5 average rating, 135 reviews

A charming cottage exterior is framed by a large tree, with a well-maintained lawn and shrubs lining the front. The entrance features a porch with a welcoming door and matching window shutters, all under a sloped metal roof.

Home in Midway

Country Cottage in Horse and Bourbon Country

Superhost

A light-filled living area features a tufted beige sofa flanked by two white chairs. A vintage-style trunk serves as the coffee table, while wall art of horses adds a subtle touch of elegance. Light curtains frame the windows, enhancing the space's openness.

Home in Lawrenceburg

4.91 out of 5 average rating, 282 reviews

Four Roses/ Wild Turkey/HOT TUB/3 acres

A well-lit open living area features a cozy couch with patterned cushions, accompanied by a dining space. Modern kitchen appliances, including a microwave and refrigerator, are neatly arranged within white cabinetry. Natural light filters in through a round window above the door.

4.93 out of 5 average rating, 241 reviews

Charming South Frankfort Cottage!

The modern kitchen showcases white cabinetry and stainless steel appliances. A central island with seating is complemented by decorative pendant lights overhead. Natural light brightens the space, highlighting the elegant granite countertops and a small decorative plant on a wooden tray.

4.95 out of 5 average rating, 168 reviews

The Julep - Cozy yet spacious, near local hotspots

4.93 out of 5 average rating, 168 reviews

Home in Harrodsburg

The Betsy Sweat Cottage.

4.98 out of 5 average rating, 131 reviews

A spacious backyard is shown, featuring well-maintained green grass and tall trees providing shade. A hot tub and outdoor dining area are placed next to the house. A colorful playground is visible in the background, adding to the inviting atmosphere of the outdoor retreat.

Home in Georgetown

The Luxe/HotTub/Playground/12min KHP/30min Ark

5 out of 5 average rating, 113 reviews

A spacious fire pit area features comfortable Adirondack chairs arranged around a stone fire pit, surrounded by a gravel patio. String lights overhead create a warm atmosphere against the backdrop of rolling hills and a sunset sky.

Home in Bagdad

NEW! HotTub | Firepit | Man Cave | On BRBN Trail!

4.99 out of 5 average rating, 104 reviews

A charming single-story home features red brick and white siding, enhanced by festive bunting along the porch. Lush green grass surrounds the exterior, and large trees provide shade in the background, contributing to a tranquil rural setting.

Home in Pleasureville

Pleasureville - The name says it ALL

Holiday condos with a washing machine and dryer

A cozy living room features a comfortable sofa and a decorative armchair. Two floor lamps provide soft lighting, while a coffee table occupies the center. A large television is positioned on a stand, and natural light filters through a window with closed blinds.

4.92 out of 5 average rating, 159 reviews

*Bluegrass Getaway*

4.95 out of 5 average rating, 229 reviews

A cozy living area features a comfortable gray sofa and two white armchairs arranged around a circular coffee table. A flat-screen TV is mounted above a stone fireplace, with built-in shelves displaying decorative items and framed photos.

Condo in Bell Court

The FLAT at Bell Place - Downtown/Horse Park

An open living area features large glass doors that provide views of the greenery outside. Industrial elements, such as exposed beams and metal accents, complement a cozy seating arrangement with a sectional sofa and wooden coffee table. A dining table with bar stools is visible in the background.

4.94 out of 5 average rating, 236 reviews

Top Shelf the only Airbnb in KY above a Distillery

Condo in Woodward Heights

A view from the balcony shows neighboring buildings and outdoor spaces. A modern brick structure and a historic building with a gazebo-style roof are visible. A landscaped area is presented, along with a parking lot, framed by a bright sky.

4.91 out of 5 average rating, 150 reviews

💙The FLAT @ the LEX w/ Parking-Horse Park-Bourbon

A modern kitchen features wooden cabinetry and granite countertops. Black appliances including a refrigerator and stove are visible. Two stylish bar stools are positioned at the kitchen island, complemented by a decorative bowl. A warm light illuminates the space, enhancing the inviting atmosphere.

4.87 out of 5 average rating, 143 reviews

Private Condo Downtown, Walk to Rupp Arena

4.94 out of 5 average rating, 122 reviews

The exterior of a historic three-story building is presented in warm yellow and brown tones. Large windows with white drapes adorn the upper floors. A colorful sign for Paradise Cafe is visible at street level, complemented by a few potted plants lining the entrance.

Condo in Paris

Paradise Inn B&B - Lover's Suite

4.94 out of 5 average rating, 160 reviews

A living area features two dark couches adorned with decorative pillows, situated around a wooden coffee table. Soft lighting is provided by two table lamps. A small desk with an office chair is positioned in the corner, while a patterned rug anchors the space.

Condo in Frankfort

Bourbon Trail R&R

Superhost

A bright bedroom area features large windows that offer views of Downtown Lexington's skyline. A spacious bed is positioned against a wall, and light-colored curtains frame the windows, allowing natural light to fill the room.