Cottage holiday rentals in Lawrenceburg

4.98 out of 5 average rating, 283 reviews

A porch overlooks the serene Kentucky River, featuring a wood breakfast bar with counter stools. Rocking chairs provide a cozy seating area, framed by lush greenery and views of the river's banks. Sunlight filters through the trees, enhancing the tranquil setting.

Cottage in Wilmore

River House - Cottage with KY River View & Access

Come relax at the peaceful river house. It feels like a retreat right on the Kentucky River with a party-sized dock for easy river access. It’s a cozy cottage on stilts with a breakfast bar on the porch and swing on the patio. Be surrounded by nature and beautiful views of the river and palisades. Tuck away in seclusion just minutes away from downtown Wilmore, Asbury University & Seminary. 35 minutes or less from LEX Bluegrass Airport, Keeneland and Shaker Village. See guidebook for more info.

4.97 out of 5 average rating, 206 reviews

Luxury Retreat with Hot Tub

Welcome to Four Seasons Cottage on the Bourbon Trail! This charming property is located in a peaceful vacation community, just a short walk from the seasonal pool. Featuring 2 bedrooms, a fully equipped kitchen, and cozy living room with a fireplace, this cottage is perfect for a family getaway or a couples retreat. Enjoy the large deck with a hot tub and BBQ, as well as access to nearby hiking trails and attractions. Cottage 37 sits on a ridge that overlooks the 3,050-acre Taylorsville Lake.

4.97 out of 5 average rating, 145 reviews

A cozy living area is presented with a television mounted on the wall. A black leather sofa faces a small wooden coffee table and two armchairs. Natural light filters through the windows, complemented by patterned curtains, creating a warm atmosphere.

Cottage in Salvisa

Cottage on the Bourbon Trail

Newly built cottage located in the country. Enjoy amazing views from a covered front porch as you rock in comfortable rocking chairs. Fully furnished and beautifully decorated to make your stay comfortable and delightful. Memory foam mattresses for wonderful sleep and a kitchen for cooking if desired. Pool is behind owners residence and is shared with owners family and possibly 2 additional people. We have recently also installed a Tesla High Powered Wall Charger w/60amps. We’d love to have you!

The cottage features a two-story structure with a light gray exterior and a welcoming entrance. A front staircase leads to a covered porch area, framed by well-maintained shrubs and greenery. Large windows provide natural light to the inviting living spaces within.

4.9 out of 5 average rating, 144 reviews

Lake Refuge near Louisville & Bourbon Trail #52

Cottage 52 is a bright and comfy 3 bedroom/3 bath cottage, fully equipped and furnished with extras and a hot tub on the rear deck. This cottage offers a new hot tub, HD tv, and DirecTV with 200 HD channels. Cottage 52 sleeps up to 8 people and stocked with everything you will need to recharge. Escape the commotion and routine of the city, and immerse yourself in a new environment, surrounded by nature and wildlife. This lakeside cottage will have you forgetting about your worries in no time .

4.94 out of 5 average rating, 217 reviews

An expansive deck presents scenic views of Herrington Lake, bordered by trees for a natural ambiance. Outdoor seating with a table invites relaxation, while the gentle waters below contribute to a peaceful setting.

Cottage in Harrodsburg

Paradise Cottage Enjoy lake Views and Lake Access!

Relax and enjoy! Great Herrington Lake views with lake access at Paradise Cottage! Peaceful private setting on one of the most beautiful parts of the lake. Located Mins from Multiple marinas, Bourbon trail, golf courses, Centre College/Asbury University events. 3 bedrooms, 5 beds, 2 full bathrooms, washer/dryer, newly remodeled. Sleeps 9. Includes: wi-fi, Hulu, 2 TVs, multiple decks, covered side patio, fire pit, gas grill, corn hole, kayaks and lily pad included with stay! Four parking spaces!

Cottage in Cardinal Valley

A charming cottage is surrounded by a manicured lawn and mature trees, showcasing a brick exterior and a circular front path leading to the entrance. Nearby houses reflect uniqueness, contributing to the friendly neighborhood atmosphere.

4.93 out of 5 average rating, 188 reviews

Retro Mid-Century English Cottage

Just minutes to Keeneland and Red Mile. You’ll be glad you found this hidden gem in the Horse Capital of the World. Close to everything but in a safe and friendly neighborhood. Within ten minutes (or less) to Keeneland, Downtown, Rupp Arena, The Distillery District, UK, Masterson Station Park, Legacy Trail, The Arboretum or a scenic drive down Old Frankfort Pike. Our cozy cottage boasts two bedrooms with queen beds, a huge back yard with privacy fence to relax in, wi-fi, and large screen tv.

5 out of 5 average rating, 200 reviews

The cottage features a charming exterior with light pink siding and a newly landscaped front yard. A pair of wooden chairs is positioned on the porch, surrounded by blooming flowers and freshly mulched areas, creating a welcoming approach.

Cottage in Danville

Quaint cottage in the heart of Danville

Cute renovated cottage in the heart of historic Danville. Walking distance to downtown and all of Centre College. Enjoy local restaurants, the Saturday morning Farmers Market, and the amazing shops on Main Street. The Cottage is fully furnished and beautifully decorated to make your stay comfortable and relaxing. All beds are memory foam mattresses, and all linens are 100% cotton with hypoallergenic fiber filled pillows and comforters. The front porch & deck offer outdoor space to sit a while!

4.96 out of 5 average rating, 102 reviews

Cottage in Lawrenceburg

Bourbon Barrel Cottages 3 Ky Bourbon Trail HOT TUB

Leave the Cleaning to Us – Your Bourbon Country Escape Awaits! Kick back, relax, and unwind in a stylish, serene retreat nestled in the heart of Kentucky’s Bourbon Country. Welcome to Bourbon Barrel Cottages, where nature, comfort, and convenience come together. Each of our five private two-bedroom cottages sits on its own two-acre lot, surrounded by wildlife and natural beauty—perfect for couples, friends traveling together, or anyone seeking peace and privacy. You'll Love Staying with Us!

4.99 out of 5 average rating, 443 reviews

The charming yellow cottage features a covered front porch with two black chairs, inviting relaxation. Neatly trimmed hedges line the walkway, leading up to the front door, which is adorned with a decorative wreath. A spacious lawn and a clear blue sky enhance the warm appearance.

Cottage in Bardstown

The Cottage Circa 1898 Downtown Location

Charming 1800's cottage listed on the National Register of Historic Places in Bardstown. Voted Most Beautiful Small Town in America. Walking distance from downtown shopping, nightlife, dining, and local attractions. Located along the Kentucky Bourbon Trail. I love Bardstown and wanted my cottage to look and feel like what is best about the town- historical charm mixed with modern amenities. Clean, cozy and comfortable; it is a space that I hope you find enjoyable while visiting Bardstown.

A two-story cottage is situated against a lush green backdrop. The exterior features light-colored siding, a covered porch, and multiple windows that allow natural light. A well-maintained lawn surrounds the home, enhancing the inviting appearance of the property.

4.94 out of 5 average rating, 179 reviews

The Gathering Place

The Gathering Place is the perfect place to get away and gather with family and friends. The resort is located conveniently between Bardstown, Louisville, and Frankfort on the Bourbon Trail. Offseason hiking, fireplace, and hot tub make a great peaceful getaway or work from "home" experience. Enjoy fishing, boating, kayaking, hiking, bird/deer watching and relaxing. The owners have been Resort guests for years and now own a cottage to enjoy and share with family, friends, and guests.

Superhost

Cottage in Winchester

4.87 out of 5 average rating, 111 reviews

Life is Better On The River

Make lasting memories at this unique and family-friendly cottage on the Kentucky River. Enjoy nature at its best, along with all the comforts of home. Guests return year after year. * WiFi is sometimes unreliable. It connects via satellite, as this is the only option available in our neighborhood. WIFI Riverstar, Pw 12345678 This property is located on the riverbank. You may encounter bugs while enjoying the outdoors. We conduct regular exterminations, but occasional cobwebs happen.

4.98 out of 5 average rating, 236 reviews

A wooden deck leads to the entrance of the cottage, surrounded by lush greenery. A concrete patio features a circular table with benches, providing a shaded outdoor space. The natural setting creates a serene environment, with trees framing the view.

Cottage in Hodgenville

Basil Cottage on the Creek

The Basil (baz-el) cottage is the perfect get-a-way where you can sit on the back porch sipping coffee while overlooking the babbling creek- get back in touch with nature for a much needed break from the stress of every day life. It may be a much needed romantic weekend, a mid- way point as you tour the bourbon trail, visiting Lincoln's childhood home or just a place of your own while in town to visit family, no matter what brings you to our cottage- you will love it here.

Popular amenities for cottage rentals in Lawrenceburg

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Cottage rentals with a hot tub

A two-story cottage features a welcoming red front door and a spacious porch with wooden steps leading up. The exterior showcases grey siding surrounded by lush green grass and shrubbery, while a colorful community playground is visible in the background.

4.77 out of 5 average rating, 145 reviews

Anchor Rental

4.95 out of 5 average rating, 76 reviews

The living room showcases a stylish design with emerald green sofas and a round coffee table atop a geometric rug. A decorative fireplace and vintage record player are featured, alongside a striking mural of a horse. Natural light complements the brick wall and potted plants.

Cottage in Shelbyville

2025 KY Derby 30 min Away ~ Bourbon Trail ~ Hot Tu

The living area features cozy seating arrangements, including two sofas, one with a throw blanket draped across it. A stone fireplace acts as a focal point under a mounted television. Light filters in through a window adorned with sheer curtains, enhancing the warm atmosphere.

4.7 out of 5 average rating, 79 reviews

"On the Rocks" Bourbon Trail Getaway

5 out of 5 average rating, 48 reviews

A hot tub is situated under an awning, surrounded by soft, white curtains that provide privacy. The bubbling water reflects the greenery of trees beyond, enhancing the serene atmosphere of the outdoor area.

Cottage in Simpsonville

The Miles Around Kentucky Cottage| Hot Tub

Superhost

Aerial view captures Taylorsville Lake, surrounded by lush greenery and autumn foliage. The winding shoreline is visible alongside the marina with several boat docks. The community road runs beside the scenic landscape, providing a clear view of the serene water and rolling hills.

Cottage in Spencer County

4.91 out of 5 average rating, 160 reviews

Peaceful Cottage Minutes from Lake Access

A living area features comfortable seating arranged around a wooden coffee table. A stone fireplace with an electric insert is positioned beneath a flat-screen television mounted on the wall. The warm red walls create a cozy backdrop, and kitchen facilities are visible in the background.

4.99 out of 5 average rating, 144 reviews

Lakeside Cottage -upgraded hot tub- Bourbon Trail!

A single-story cottage is presented with a gray exterior and a welcoming red front door. Lush greenery surrounds the property, with well-kept shrubs and a manicured lawn. Large windows allow natural light into the interior, enhancing the inviting appearance of the home.

4.82 out of 5 average rating, 138 reviews

Mint Julep Cottage near Louisville & Bourbon Trail

A charming cottage is viewed alongside a gravel driveway, framed by lush greenery and a large tree. The bright blue sky is dotted with fluffy white clouds, creating a serene landscape that invites exploration of the surrounding area.

4.62 out of 5 average rating, 76 reviews

Splash of 7&7

Pet-friendly cottage rentals

4.97 out of 5 average rating, 78 reviews

An inviting living space features a large sectional sofa adorned with decorative pillows. A patterned area rug lies beneath a central coffee table. Natural light filters through several windows, and wooden walls add warmth to the environment. A dining area with white chairs is visible in the background.

Cottage in Willisburg

A Romantic Getaway on the Bourbon Trail

4.87 out of 5 average rating, 179 reviews

A charming cottage is set on a spacious lawn, framed by manicured shrubs and trees. The exterior features a traditional design with white siding and dark shutters. A gravel driveway leads to the home, providing ample parking space.

Cottage in Prospect

Cottage in Louisville,KY on Scenic River Rd

A charming two-bedroom cottage is displayed, featuring a combination of gray siding and a peaked roof. The front porch is accessible via a small set of steps, surrounded by manicured grass and shrubs. Nearby trees provide a touch of greenery against a clear blue sky.

4.91 out of 5 average rating, 139 reviews

Best view of the lake two bed two bath cottage #4

The cottage exterior showcases a welcoming front porch with a vibrant red door. Lush greenery and flowering plants surround the entrance, set against a clear blue sky. The single-story structure features a gabled roof and neatly maintained landscaping.

4.85 out of 5 average rating, 118 reviews

Shore Thing Bourbon Trail Lodging #20

Superhost

A comfortable living area is highlighted by a leather couch adorned with orange accent pillows. A gallery of framed artwork decorates the light-colored walls, while large windows with elegant drapes allow natural light to illuminate the space. A patterned area rug anchors the seating arrangement.

Cottage in Lexington

4.91 out of 5 average rating, 22 reviews

Quaint Cottage in DTown Lex, 15 mins to Horse Park

4.93 out of 5 average rating, 100 reviews

The front of a newly constructed cabin features a covered porch with two red chairs. A paved pathway leads to the entrance, surrounded by green grass and landscaped areas. The background includes trees and open pastures, contributing to a serene outdoor setting.

Cottage in Georgetown

Linden Place LLC

A charming cottage exterior is showcased with a colorful front door. Lush greenery frames the entrance, and large windows allow natural light to fill the space. The well-maintained pathway leads to the welcoming porch, set against a clear blue sky.

4.71 out of 5 average rating, 179 reviews

Get Away From It All

4.73 out of 5 average rating, 324 reviews

The exterior of a historic red home features a distinct black-trimmed door and a green roof. A garden of blooming daffodils surrounds the base, providing a vibrant contrast to the building, while a wooden fence encapsulates the property, enhancing the charm of the setting.

Cottage in Bardstown

Bourbon Oak Smokehouse Cottage

Private cottage rentals

4.97 out of 5 average rating, 87 reviews

A charming cottage with a light yellow exterior is framed by green shutters. A welcoming front porch features decorative elements, including plants and seating. The gabled roof and stone steps add character to the entrance, surrounded by a grassy yard and trees.

Cottage in Perryville

Cozy Pre-Civil War Home on the Bourbon Trail

4.86 out of 5 average rating, 345 reviews

A bright living room is furnished with a gray sofa and two blue armchairs. A glass coffee table is centered on a colorful area rug. A flat-screen TV sits on a wooden console, and a bookshelf is visible, filled with various books. Natural light enters through multiple windows.

Cottage in Germantown

Tyler Park Cottage in the Highlands

4.9 out of 5 average rating, 89 reviews

A two-story yellow house is presented, featuring a welcoming entrance with a black wrought iron door. Flanking windows add charm to the front facade. The well-maintained garden includes colorful flowers along the pathway, with a grassy lawn extending to the sides.

Cottage in Tyler Park

The Paddock Carriage House

4.96 out of 5 average rating, 70 reviews

An open living area features a vibrant area rug with swirling colors, complemented by a navy blue sectional and a light wood floor. A flat-screen television is mounted on the wall, while natural light fills the space through large windows, illuminating cozy seating areas.

Cottage in Harrodsburg

Cozy Tree House @ Herrington Lake near Lexington

4.77 out of 5 average rating, 31 reviews

The kitchen features wooden cabinetry with visible storage, a stainless steel stove, and a sink with a compact countertop. Above, decorative shelves hold jars and utensils. The wall is adorned with the word 'RETREAT' in large letters, creating a welcoming focal point.

Cottage in Stanford

Gardenside Cottage Arcadia Farm

4.99 out of 5 average rating, 159 reviews

Cottage in Louisville

Derby City

4.98 out of 5 average rating, 40 reviews

The cottage features a brick exterior with light-colored siding. Flowering shrubs are positioned along the sides, adding a touch of greenery. Windows provide natural light, while a large lawn surrounds the home, shaded by nearby trees under a partly cloudy sky.

Cottage in Berea

Country Cottage