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Cottage vacation rentals in Jefferson County

Find and book unique cottages on Airbnb

Top-rated cottage rentals in Jefferson County

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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 Louisville

4.85 out of 5 average rating, 325 reviews

Tyler Park Cottage in the Highlands

Adorable, light-filled cottage in the beloved Highlands neighborhood. An easy ten minute walk in one direction will put you on Bardstown Road, full of dining and bars, while a 15 minute walk in the other will land you in the hip Germantown-Schnitzelburg neighborhood. A short (6 minute) drive to downtown, 11 minutes to Churchill Downs. You'll find wireless internet, clean towels and sheets, basic kitchen and bathroom amenities, coffee maker, a flat screen TV with Apple TV, and keyless entry.

Top guest favorite

A spacious bed is presented with soft white linens and decorative pillows in warm tones. A wooden bedside table holds a lamp, while a tray with two cups is placed on the bed. A scenic wall art piece features a tranquil lakeside view.

Cottage in Taylorsville

4.97 out of 5 average rating, 200 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.

Top guest favorite

The exterior showcases a charming white house with large windows adorned with string lights, offering a glimpse of the interior space. A wooden deck extends out front, while a covered patio area is visible to the side, surrounded by lush greenery.

Cottage in Louisville

4.96 out of 5 average rating, 186 reviews

ArTisTs CoTTaGe

Enjoy peaceful privacy with center city convenience! Bright, open ambiance. Art and music supplies, books, toys, games, CD's, movies. Two decks and a covered patio. Found art gardens and galleries. Fully equipped kitchen with granite counters. Large windows in downstairs bedroom with queen bed and gas fireplace. Ladder access to queen bed in skylit loft. A perfect getaway for artists/writers on retreat, solo adventurers, couples, business travelers and small families with well behaved kids.

Top guest favorite

A cottage is nestled among lush greenery, featuring a well-maintained lawn and vibrant flower beds. The exterior includes classic shutters and a prominent stone chimney, surrounded by mature trees that provide ample shade.

Cottage in Prospect

4.98 out of 5 average rating, 122 reviews

Cozy Cottage on Famous Kentucky Farm

Experience the beauty of Kentucky farmland with hundreds of acres to explore, including our nature trail where you might spot our beef cattle and horses. Relax on the charming front porch, watch the fireflies, and soak in the peaceful atmosphere. Our cottage features a homey and cozy feeling with two spacious bedrooms: a master bedroom with a comfortable queen bed and a second bedroom with a full-size bed, perfect for families or couples. Perfect to explore the events like the Kentucky Derby.

Top guest favorite

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

4.99 out of 5 average rating, 425 reviews

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.

Top guest favorite

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.

Cottage in Taylorsville

4.94 out of 5 average rating, 173 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.

Top guest favorite

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.

Cottage in Taylorsville

4.9 out of 5 average rating, 134 reviews

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

Make yourself at home in this cozy 2 bedroom 2 bath lakeside cottage with incredible views of Taylorsville Lake. You will love the open airy feel complete with deck and hot tub. Washer dryer, four beds that easily sleeps 7. TV in both the master bedroom and the living room. The wonderful community also offers a swimming pool and play area for kids. Enjoy the wildlife as well including deer and turkey as you explore the walking trails. We are located in the heart of the bourbon country!

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

4.92 out of 5 average rating, 155 reviews

Peaceful Cottage Minutes from Lake Access

Welcome to our fully stocked getaway! In this 2 bed, 2 bath cottage you will find everything you need to have a relaxing and fun vacation. You will love the deck with scenic views of Taylorsville Lake, and a hot tub with privacy fence. Lake access is less than a 5 minute drive, and there is a community pool just down the road when in season, and other community amenities you can enjoy. We are excited to host you here and hope that you will enjoy this place as much as we have!

Top guest favorite

A cozy living area showcases a black loveseat paired with a distinctive armchair, positioned on a patterned cowhide rug. Natural light enters through a large arched window, illuminating the wooden accent wall and framed artwork of a horse.

Cottage in Pleasureville

4.99 out of 5 average rating, 218 reviews

Tiny House Farm Stay on One Goat Farm

This quaint little cottage is located on the Bourbon Trail of Kentucky. A mere 9 minutes from Six-Mile Distillery. Located in the heart of an Amish community. We breed, show and raise registered myotonic goats. We have a fall and spring kidding season so if you book during that time, expect to see baby goats frolicking in the fields. The cottage is on a functioning farm with horses, cats, goats and a donkey. We offer overnight housing facilities for your own equines as well.

The cottage is nestled among lush greenery, showcasing a unique design with corrugated metal and concrete. A wooden deck leads to the entrance, surrounded by neatly arranged flower beds. Windows provide ample natural light while blending harmoniously with the woodland surroundings.

Cottage in Coxs Creek

4.96 out of 5 average rating, 145 reviews

Bourbon Way Cottage

Unique cottage nestled in the woods located along the Bourbon Trail. Centrally located near miles of nature trails in Bernheim Forest & many of the distillery tours. Yet lots of privacy on 10 wooded acers. 8 minutes to Jim Beam Distillery, 8 min to Bernheim Forest, 4 min to Four Roses Bourbon Warehouse & Bottling Tour, 12 min to the City of Bardstown, 30 min to Churchill Downs, 26 min to Louisville International Airport (SDF) NO SMOKING NO PETS

Top guest favorite

The carriage home is nestled among lush greenery and mature trees, showcasing a well-maintained exterior. A landscaped pathway leads to the entrance, with shrubs and seasonal flowers enhancing the inviting atmosphere. The structure features two stories and a welcoming white door, harmonizing with its natural surroundings.

Cottage in Louisville

4.95 out of 5 average rating, 173 reviews

2 BD 1 BA Serene Setting Retreat House

Carriage home is located on beautiful Arnoldtown Rd. 15 min. from Churchill Downs and 20 min. from downtown Lou. We are 15 minutes from Freedom Hall or the Fairgrounds and 22 miles from Fort Knox. It sits in a natural setting on 5 beautifully landscaped acres. There is a large parking area for those who may need to bring a trailer. Bathroom and bedrooms are on the 2nd floor. Peaceful..in a rural setting but inside the city.

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

4.73 out of 5 average rating, 311 reviews

Bourbon Oak Smokehouse Cottage

Historical "smokehouse" home built in 1800's. Enjoy a piece of Bardstown history with modern conveniences. Please note that the bedroom is upstairs while the bathroom is located on the first floor. In keeping with the original architecture, the stairway is somewhat narrow. Security cameras are on the outside of the property.

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Popular amenities for Jefferson County cottage rentals

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.

Cottage in Taylorsville

4.77 out of 5 average rating, 137 reviews

Anchor Rental

A private hot tub is enclosed by sheer curtains, creating a relaxing atmosphere. Soft lights illuminate the water, enhancing the tranquil setting as the twilight sky begins to darken in the background.

Cottage in Shelbyville

4.96 out of 5 average rating, 68 reviews

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.

Cottage in Taylorsville

4.69 out of 5 average rating, 74 reviews

"On the Rocks" Bourbon Trail Getaway

Top guest favorite

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

5 out of 5 average rating, 40 reviews

Miles Around KY Cottage-Hot Tub

Top guest favorite

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.

Cottage in Taylorsville

4.99 out of 5 average rating, 138 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.

Cottage in Taylorsville

4.84 out of 5 average rating, 135 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.

Cottage in Taylorsville

4.61 out of 5 average rating, 75 reviews

Splash of 7&7

A charming cottage exterior is framed by lush trees and rolling hills. A welcoming yellow door is complemented by a small front porch that features a chair and grill. The blue sky with fluffy clouds enhances the serene atmosphere, with a glimpse of the lake visible in the background.

Cottage in Taylorsville

4.94 out of 5 average rating, 77 reviews

Little Beauty, lake cottage, near Louisville.

Pet-friendly cottage rentals

A screened-in porch offers a comfortable seating area with a wicker sofa and glass coffee table. Ceiling fans provide ventilation, while brick flooring and large windows enhance a connection to the outdoors. A grill is visible, set against a backdrop of landscaping.

Cottage in Prospect

4.29 out of 5 average rating, 14 reviews

Spacious Prospect Cottage w/ Deck & Scenic Views

Top guest favorite

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

4.99 out of 5 average rating, 73 reviews

A Romantic Getaway on the Bourbon Trail

Top guest favorite

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

4.87 out of 5 average rating, 173 reviews

Cottage in Louisville,KY on Scenic River Rd

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.

Cottage in Taylorsville

4.84 out of 5 average rating, 113 reviews

Shore Thing Bourbon Trail Lodging #20

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.

Cottage in Taylorsville

4.72 out of 5 average rating, 171 reviews

Get Away From It All

The cottage exterior is framed by lush greenery, featuring a covered porch adorned with string lights. Two red chairs invite relaxation, while a welcoming front door leads into the cabin. The surrounding area showcases a peaceful, grassy landscape, perfect for enjoying the outdoors.

Cottage in New Pekin

4.96 out of 5 average rating, 49 reviews

Toad Stop Cottage in New Pekin, Indiana

A single-story cottage is presented with a welcoming front porch and steps leading to the entrance. Lush greenery surrounds the property, including shrubs and trees, under a clear blue sky, providing a serene and inviting setting.

Cottage in Taylorsville

4.67 out of 5 average rating, 3 reviews

Shore Thing Double Take

A living room features a gray sofa and patterned accent chairs arranged around a wooden coffee table. A flat-screen TV is mounted on the wall above a decorative fireplace, with framed artwork and natural light streaming through the windows.

Cottage in Louisville

4.71 out of 5 average rating, 24 reviews

2 Mi to Churchill Downs: Louisville Home!

Private cottage rentals

The cottage features a welcoming front porch with a ramp for easy access. Two large windows flank a bright red front door, while a star decorates the exterior wall. The front yard is enhanced by lush greenery, creating an inviting atmosphere.

Cottage in Taylorsville

4.88 out of 5 average rating, 67 reviews

55- Lake & Bourbon Trail Getaway

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 Louisville

4.9 out of 5 average rating, 86 reviews

The Paddock Carriage House

Top guest favorite

The front of the house features a welcoming porch with light-colored Adirondack chairs. Large windows allow plenty of natural light inside. The structure is accented by a decorative window at the peak and is surrounded by a spacious deck, framed by trees and clear blue skies.

Cottage in Floyds Knobs

4.99 out of 5 average rating, 76 reviews

Tranquil setting with breathtaking views

Top guest favorite

A single-story cottage is framed by lush greenery, featuring a welcoming front porch supported by decorative pillars. Manicured shrubs and trees surround the home, creating a serene atmosphere. The roof is gently sloped, and a grassy area adds to the inviting outdoor space.

Cottage in Spencer County

5 out of 5 average rating, 23 reviews

LAKE COTTAGE, near Louisville & the Bourbon Trail

A cozy bedroom is presented, featuring a spacious bed adorned with a patterned blanket. Soft lighting is provided by a ceiling fan and bedside lamp. Light drapes frame the window, while neutral-toned walls create a calming atmosphere.

Cottage in Taylorsville

5 out of 5 average rating, 5 reviews

Hygge Creek Cottage Bourbon Trail, BB & Boutique

The exterior of a riverfront home is visible, featuring a large deck with several adirondack chairs arranged around a fire pit. A grill is positioned nearby. Lush green grass surrounds the property, with trees in the background offering a natural setting.

Cottage in Jeffersonville

4.89 out of 5 average rating, 74 reviews

Peaceful Easy Feeling

A white picket fence encircles a garden area filled with vibrant flowers, including orange lilies and purple blooms. A wooden sign reading 'Bikers Welcome' leans against the fence. Decorative pots hang nearby, enhancing the inviting exterior of the cottage.

Cottage in Bardstown

4.9 out of 5 average rating, 410 reviews

Bardstown Coppersmith Cottage

Top guest favorite

A charming cottage is set amidst lush greenery, featuring a welcoming front porch with a well-kept garden. Colorful flowers in hues of yellow, pink, and purple are arranged along the path leading to the entrance. A bird feeder is visible, enhancing the serene outdoor environment.

Cottage in Salem

4.96 out of 5 average rating, 26 reviews

Hoosier cottage

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