House holiday rentals in Lawrenceburg

5 out of 5 average rating, 104 reviews

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.

Home in Frankfort

*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!

Superhost

A charming backyard features a spacious patio area with a BBQ grill and seating under a sunshade. Lush green grass surrounds the patio, enhancing the outdoor setting. The home is painted in a deep blue, complemented by a colorful sunset creating a serene backdrop.

4.83 out of 5 average rating, 109 reviews

Bourbon Trail/8 mins to distilleries/Fenced Yard

Nestled on a well-manicured and expansive 0.24-acre lot, this pet-friendly, 3-bedroom home presents a tantalizing adventure along the famed Bourbon Trail. An effortless 10 minute walk places you in downtown Lawrenceburg, while the property itself offers a private fenced backyard ripe for enjoyment – featuring a BBQ grill for the best outdoor cookouts & patio furniture. Inside, 1584 sq. feet of space awaits, boasting an HDTV for your viewing pleasure and high speed Wi-Fi! IG: Careybluehouseonmain

A private entrance is framed by trees displaying vibrant autumn foliage, adding bursts of red and orange. A gravel driveway leads toward a gated entrance, while fallen leaves create a colorful carpet along the pathway. Clear blue skies provide a bright backdrop.

4.96 out of 5 average rating, 371 reviews

Horse Farm Creekside Cabin- 6 min to KY Horse Park

*Fiberoptic wi-fi added 10/11/22*Gorgeous N. Elkhorn Creek views from every room in this 1200 ft cabin on a private, gated horse farm. Your only neighbors are friendly horses! Wi/fi, SatTV/Netflix or enjoy wildlife viewing on the screened porch. Big Green Egg for grilling on the spacious deck. Fire pit and zipline. Living room/bedroom dual wood burning fireplace for chilly nights. Fully stocked granite kitchen. Kayaks available. Minutes to the Legacy Trail. 15 min to downtown Lex/G’town.

4.98 out of 5 average rating, 120 reviews

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

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!

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.

4.98 out of 5 average rating, 162 reviews

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.

5 out of 5 average rating, 112 reviews

The home is nestled amidst a backdrop of gently rolling hills, framed by trees showcasing autumn foliage. A welcoming front porch is visible, accompanied by a small staircase leading to the entrance. Large windows allow natural light to filter into the living space.

Home in Versailles

Birdsong Valley on Bourbon Trail

Great central location on Bourbon Trail. Close to Lexington, airport, Keeneland, Ride the Rails, Horse Park, Shakertown, many other attractions. You will love our 3 bedroom charming home on 2.2 beautiful acres in peaceful community. Perfect for couples, friends, families, singles to explore distilleries, horse farms, quaint small towns of Versailles, Midway, Lawrenceburg, country backroads, much more. OR relax, enjoy nature, butterflies, birds, deer. Let us make lodging highlight of your visit.

4.91 out of 5 average rating, 188 reviews

Cottage w/Jacuzzi - centrally located, comfy beds!

Keep it simple at this peaceful and centrally-located house with hot, clean jacuzzi year-round (jets are old!). Comfy beds, cozy linens and a good sleep are the hallmark of our BnB. The focus is family, friends & interacting through good ol’ conversation. Plenty of room in kitchen for good meals! Lots of books in the library for a good read and art from local artists - all for sale. Close to downtown, campus, NOLI District and I-75 / I-64. Great stay for traveling professionals, nurses/doctors.

Superhost

A modern living room features a dark sectional sofa accompanied by two light-colored armchairs. A natural woven rug covers the floor, and a small wooden coffee table sits in the center. Greenery from a potted plant adds a touch of nature, complemented by soft lighting from a floor lamp.

4.87 out of 5 average rating, 166 reviews

"The Homestead" UPSCALE STAY - Downtown with Yard

This newly renovated home is stylish and centrally located. Situated in the heart of Downtown Lawrenceburg, just minutes from local shops, the county park, and a short drive to several Bourbon Distilleries! This home is great for groups and families looking to get away- with 3 beds and a pull out couch to accommodate your party's size. Upon entry you'll find a fully stocked kitchen with a large island for meal prep, a charming living room with Smart TV tech, and a fire pit out back. Cheers!

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.

A brick house with a gabled roof is set in a grassy yard. The front features a central entrance with a circular window, flanked by two symmetrical sections. Black chairs are visible on the front porch, and bordered flower beds add greenery around the foundation.

4.99 out of 5 average rating, 107 reviews

Bourbon Trail*HotTub*Dog friendly*3BR*4 beds

A centrally located 3 bed 2 bath updated house in a family friendly neighborhood with a hot tub near downtown Lawrenceburg! Less than 10 minutes to Wild Turkey and Four Roses. Dogs Allowed! This rental has everything you need and proximity to Keeneland, multiple Bourbon Trail distilleries, UK athletics, Lexington and Frankfort! It is the perfect location for couples or families (and their 4-legged friends) looking to spend some time enjoying bourbon, horse racing, and all things Kentucky.

4.94 out of 5 average rating, 273 reviews

A modern structure with a gray metal roof is positioned on a grassy area, surrounded by gentle rolling hills. A wooden fence borders the property, leading to an illusion of a calm river and a colorful sunrise in the background, creating a serene countryside scene.

Home in Harrodsburg

Kentucky Horse Farm Barndo On The Bourbon Trail

My place is close to Shaker Village, Old Fort Harrod State Park, Historic Beaumont Inn, Bright Leaf Golf Course, Pioneer Playhouse, Perryville Battlefield State Historic Site, Danville KY, Centre College. You’ll love my place because of the views, the location, the horses, the ambiance. My place is good for couples, solo adventurers, business travelers, and families (with kids). Also close to Four Roses Distillery, Wild Turkey Distillery, Wilderness Trail & Buffalo Trace & Makers Mark

4.95 out of 5 average rating, 217 reviews

A serene landscape showcases a gravel path winding through lush green grass, framed by wooden fences. A large tree stands prominently, with the sun rising in the background, casting a warm glow across the misty field under a softly clouded sky.

Home in Versailles

Quaint little farm house close to Keeneland/horses

Remodeled beautiful 1900s 2 story house on farm surrounded by Creek and fire pit for your convenience. LOCATION, LOCATION!!! This is the perfect example of having the country in the city! If you are wanting the true feeling of relaxation, this is for you. Amazing views, and close to many famous attractions. 5-10 minutes away... Keeneland The Kentucky Castle Bluegrass Airport Castle Hill Winery Aviation Museum Eckert Orchard also.. Restaurants, Wineries, Breweries, Bourbon Trails

Popular amenities for Lawrenceburg house rentals

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

A collage showcases various outdoor and indoor entertainment areas. A blue pool is surrounded by sun loungers. A hot tub is visible nearby. Inside, a game room features a pool table, air hockey, and arcade machine, highlighting multiple recreational options.

4.97 out of 5 average rating, 128 reviews

Lexington Holiday FUN-ZONE! Pool! Hottub! GameRm!

5 out of 5 average rating, 119 reviews

An inviting open kitchen showcases modern appliances and a spacious countertop, perfect for meal preparation. A cozy living room features a plush sofa, complemented by natural light from nearby windows and tasteful decor that enhances the comfort of the space.

Home in Prospect

Peppermint Cottage Norton Commons w Breakfast

4.98 out of 5 average rating, 127 reviews

Game room! 5 beds an 4 bedrooms

4.98 out of 5 average rating, 174 reviews

A comfortable living room is presented with deep blue walls and large windows, allowing natural light to fill the space. Two sofas and several accent chairs are arranged around a wooden coffee table, with decorative pillows adding color. Vibrant artwork adorns the walls.

Home in Louisville

Farmers Market, Brewery, Bardstown 2 Decks & Porch

4.89 out of 5 average rating, 123 reviews

A welcoming front porch is presented, featuring two blue rocking chairs flanking a small table. Lush green bushes and colorful plants are visible. The porch leads to a red door, surrounded by large windows that reflect natural light and the scenic surroundings.

Home in Taylorsville

Kentucky Sunrise 18- Greet the Sun As it Rises

4.98 out of 5 average rating, 113 reviews

The entrance of the modern home is framed by neatly trimmed hedges and colorful flower pots. A decorative walkway leads up to large glass doors, providing an inviting glimpse into the interior.

Home in Georgetown

Modern Farmhouse/20 acres/9 miles from Horse Park

4.97 out of 5 average rating, 117 reviews

Home in Corinth

331 acres of tranquility, 12 mins to ARK w/hot tub

4.98 out of 5 average rating, 187 reviews

A comfortable living room showcases a mix of upholstered furniture, including a plaid sofa and recliners. Natural light enters through the dressed windows, highlighting wooden floors. A coffee table rests in the center, and decorative lamps provide ambient lighting.

Home in Lebanon

Downtown Abode Your home away from home.

Weekly house rentals

A single-story home with a light exterior, featuring a welcoming front porch with white railings. Lush green grass surrounds the property, while trees provide a natural backdrop. The driveway leads up to the entrance, offering convenient access.

5 out of 5 average rating, 9 reviews

Peaceful Retreat on the Bourbon Trail

A spacious outdoor area features a wooden swing structure with multiple seats arranged around it. Gravel pathways lead to a covered pavilion in the background, surrounded by a well-maintained lawn. The fenced yard provides privacy and a relaxed atmosphere.

5 out of 5 average rating, 64 reviews

Stubborn German House of Bourbon, great for groups

4.97 out of 5 average rating, 36 reviews

The exterior of the property showcases a spacious backyard with well-maintained grass, an outdoor fire pit surrounded by seating, and a hot tub visible beneath the deck. Soft lighting provides illumination as the sky transitions into dusk, highlighting the inviting atmosphere of the outdoor space.

Home in Versailles

Luxe Bourbon Trl~Game Rm~Golf Sim~Hot Tub~Fire Pit

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!

A rustic living room features a large leather sofa and a matching loveseat, complemented by a cozy armchair. A wooden coffee table sits centrally on a patterned rug, while framed artwork depicting bourbon barrels and glasses adorns the walls. Natural light fills the space through large windows.

5 out of 5 average rating, 57 reviews

Stave 32 “Bourbon Trail Retreat”

The living area features a blend of seating options, including a large leather sofa and green velvet chairs. A wooden dining table is positioned nearby. Decorative wall art and a vintage lamp enhance the space, while natural light streams through the window.

4.94 out of 5 average rating, 31 reviews

Wild Rose Inn

A charming two-story home is presented with a welcoming porch featuring potted flowers. The front yard is neatly landscaped with green grass, bordered by stone and lined with flower beds. Large windows allow natural light to flow into the inviting entryway.

4.96 out of 5 average rating, 77 reviews

Bourbon Trail Beauty! RIGHT on the Bourbon Trail!

A spacious porch is visible, lined with wooden rocking chairs and a few side tables. Colorful cushions add comfort to the seating. The porch overlooks a tranquil lake, with trees visible in the background and soft natural light illuminating the area.

4.83 out of 5 average rating, 146 reviews

Bourbon Trail Lakefront * Hot Tub * Sleeps 8

Private house rentals

5 out of 5 average rating, 37 reviews

Hot Tub, Games & Sauna at Bourbon Trail Escape!

5 out of 5 average rating, 43 reviews

A welcoming living area features a cozy blue sofa and two patterned chairs. A round wooden coffee table sits at the center, and a decorative rug covers the floor. Large windows provide natural light, while a television is mounted above the fireplace, adding to the inviting ambiance.

Home in Danville

Steps from Centre, miles from stress!

4.98 out of 5 average rating, 50 reviews

A modern rural structure is showcased with a spacious wooden deck that extends across the front. String lights are suspended above, adding a soft glow. The surrounding landscape features a grassy area and a black wooden fence, with trees in the background.

Home in Shelbyville

The Back 40 ~ Modern*Scenic*Private*EV Charger

4.97 out of 5 average rating, 74 reviews

A charming exterior view of a two-story bungalow features blue-green siding and a welcoming front porch. American flags are displayed, while flower beds with various plants enhance the landscaped front yard. The stone walkway leads to the entrance, inviting visitors to approach the home.

Home in Frankfort

The Crafty Bourbon Bungalow Apartment

A cozy living area features rich green walls and hardwood flooring. Three leather armchairs are arranged around a natural fiber rug, creating a welcoming seating arrangement. Large windows, adorned with dark curtains, allow ample natural light, while a decorative light fixture hangs from the ceiling.

4.96 out of 5 average rating, 80 reviews

The Woodford House: 7 distilleries w/in 25 min!

4.86 out of 5 average rating, 78 reviews

Guest Favorite/2 Kings/Fenced Yard/Prime Location

5 out of 5 average rating, 82 reviews

A spacious great room features a large sectional sofa with soft cushions and a coffee table placed on a vibrant area rug. A wall-mounted smart TV displays a selection of apps, while a modern kitchen with bar seating is visible in the background. Ambient lighting adds warmth.

Home in Frankfort

Bourbon Central Waterfront Luxe near Buffalo Trace

A charming white house is framed by well-maintained landscaping, featuring a pathway leading to the entrance. The porch is accentuated by wooden railings and steps, while a small tree provides shade beside the house. The driveway runs alongside the property.