Vacation rentals in Jeffersontown

A comfortable living area features a dark leather sofa and a light-colored armchair with decorative pillows. A wooden sign with the word 'gather' is displayed on the wall behind, while the open kitchen area is visible in the background.

4.9 out of 5 average rating, 118 reviews

Its what's inside that counts!

This 2,700sqft home is ideal for groups traveling for weekend events! It is a perfect home-base option for relaxing, sharing meals, cleaning up, and sleeping between events. If your group will be spending most of your time in the house, it is ideal for groups of 12 or less. However, we do have sleeping space for up to 16! Our open floor plan on the main floor allows everyone to be together. And, if you need more space, our large back yard is perfect for games and enjoying the Ohio Valley weather

4.95 out of 5 average rating, 345 reviews

A charming log cabin is framed by lush green trees, showcasing a warm exterior with a stone chimney. Rocking chairs are placed on the front porch, surrounded by vibrant flowers and a neatly maintained garden path leading to the entrance.

Cabin in Louisville

Captain's Cabin: Bourbon Trail, History & Romance

Your own log cabin on a wooded hillside with gourmet breakfast served to your door (on weekends)! It's been the location for 5 movies, including Lifetime! Period furnishings and modern conveniences make this an unforgettable retreat. A massive stone fireplace creates a quiet ambiance. Watch wildlife by the lake, creek or from back porch swings. Comfy bed, luxury sheets, high-speed internet, bluetooth stereo and special touches make your stay magical! Ask for Cooking With Bourbon Experience.

Guest suite in Louisville

A colorful living area is furnished with a patterned sectional sofa and a round glass coffee table. Natural light enters through multiple windows, illuminating the artful wall decor. A kitchenette area with modern appliances is visible in the background, enhancing the space's functionality.

4.94 out of 5 average rating, 289 reviews

Hide away close to everything

Recently remodeled in law suite. We just upgraded the bed to a queen size. Very private, detached garage getaway. A cozy sitting area 60" CableTV with HBO SHOWTIME and STARZ. Wet bar with fridge, ice maker, coffee maker, microwave, hot plate, dishes and some cookware. Private bath has shower and a walk in closet. This private apt. is above the garage. Outside has fenced in yard for your furry friend, outdoor fire pit and sitting area. Close to the interstate and minutes from downtown.

5 out of 5 average rating, 235 reviews

The exterior of the stone cabin is framed by lush greenery and flowering plants. Sunlight casts soft shadows across the textured stone walls. A decorative statue stands on a pedestal near the entrance, complementing the natural surroundings.

Cabin in Louisville

Historic Cabin by Bourbon Trail

Historic, unique, tasteful and serene - the Edward Tyler house, ca. 1783, is a stone cabin 20 minutes SE of Louisville on 13 acre estate. Near the famous bourbon trail, rental includes full cabin and large screen porch overlooking pond with fountain. First floor has living/dining/kitchen space with small sofa bed and stone fireplace (gas); queen bed and full bath on second floor. American and European antique furnishings and fine art welcome you to fully updated home with central HVAC.

An updated kitchen features stainless steel appliances, including a fridge and microwave, complemented by white cabinetry. A central island with metal stools provides additional workspace. A wooden cabinet displays dishware, and decorative plates are mounted on the wall, enhancing the room's functional design.

5 out of 5 average rating, 233 reviews

Perfect for Work or Play, Close to Everything!

Whether you're here for work or play, our Airbnb offers the perfect base for your Kentucky adventures! Welcome to your home away from home! Nestled in the quiet suburbs, our modern & spacious retreat offers the perfect blend of comfort & convenience. Whether you’re here to explore the famous Bourbon Trail, work remotely, or simply unwind, you’ll find everything you need right here! Close to shopping, dining, entertainment, major highways, top bourbon distilleries and downtown Louisville.

A cozy living room is presented with a dark sofa facing a white-brick fireplace. Above the fireplace, a flat-screen television is mounted. Two armchairs flank the fireplace, while a small ottoman completes the seating arrangement. Light-colored drapes frame the windows, and artwork decorates the walls.

4.87 out of 5 average rating, 215 reviews

Private EAST END gem, minutes to everything!

Cozy, East End cottage just minutes from Top Golf, shopping malls, restaurants, entertainment, and other amenities. Easy access to the expressway. Home is well appointed with granite countertops, stainless appliances, hardwood floors, and more. A seasonal creek across from the house can be heard giving the impression of a cabin in the woods with privacy and seclusion, with the convenience of city living at your fingertips. There is also a beautiful park steps away from the house.

4.98 out of 5 average rating, 187 reviews

An interior view of the geodesic dome features a cozy sleeping area with a king size bed and attractive bedding. A dining table with four brown chairs is positioned nearby. Natural light streams in through the large geometric windows, illuminating the earthy tones of the decor.

Dome in Mount Washington

My Old Kentucky Dome

An elevated camping “glamping” experience. This brand-new one of a kind geodesic dome is located on a private road that leads you to an overlook featuring one of the most beautiful countryside views in Kentucky. While this getaway experience is nestled deep in the woods, it is also a close drive to all the conveniences you can imagine. This is an off the grid outdoor experience with a ½ mile gravel road including a steep hill. AWD or 4WD advised.

The exterior of the home features a light beige facade with a metal roof and a vibrant red front door. Two shrubs frame the entrance, and the porch is accessed by three steps, providing a welcoming approach. Clear skies and lush greenery enhance the setting.

4.93 out of 5 average rating, 146 reviews

HOUSE ON HERRICK

Fully renovated home in the heart of Historic Middletown. Hardwood and tile floors throughout. Queen size memory foam mattresses in both bedrooms and a full-size blowup mattress can be used in the living room if needed. 3 blocks from Main Street where you will find restaurants, shopping, and antiques! 15 minutes from Churchill Downs! Less than 1 mile to Interstate 64 with a quick Uber ride to downtown, Crescent Hill, and the Highlands.

A spacious living area features a large sectional sofa arranged around a circular coffee table. A neutral-colored wall holds a decorative fireplace, while soft lighting creates a relaxed setting. A television and desk are positioned on one side, enhancing the room's functionality.

4.97 out of 5 average rating, 173 reviews

Newly Updated: Spacious Suite/Private Entry

My guest suite is close to restaurants, business parks, shopping and easy access to highways. Guests love this place because of the big trees, green space and private entrance. The patio is great for sipping morning coffee, reading or enjoying an evening beverage. Beautiful, quiet neighborhood is perfect for a walk/run. This spacious, comfortable suite is good for couples, solo adventurers, business travelers and small families.

A large wooden dining table is centered in the room, surrounded by wooden chairs. Two framed vintage world maps hang on the walls, adding an earthy tone to the space. A simple vase with greenery sits atop the table, enhancing the natural decor.

4.99 out of 5 average rating, 164 reviews

"The Brook" - Louisville

Enjoy a stay at this spacious, beautifully decorated ranch home in East Louisville. Blending organic modern decor and intentional functionality, you will feel relaxed and right at home. The home is nestled in a quiet neighborhood and yet only 1 mile from the interstate - conveniently located, a drive anywhere isn't far. Bring your crew to town to experience a day at the horse track, a bourbon tour, or a Kentucky family getaway!

4.92 out of 5 average rating, 1,065 reviews

A blue carriage house is viewed from the driveway, surrounded by greenery and blooming trees. Steps lead to an upper balcony, offering outdoor potential. The driveway provides easy access to the garage, emphasizing a sense of space and privacy.

Guesthouse in Louisville

HIghlands Modern Get Away

Ideal, quiet place in the highlands. You have the apartment over the garage. You'll have a place all to yourself with most the amenities of your own home. Studio apartment with a balcony if you decide to hang out and relax for the evening. There is a cook top, but no oven in the kitchen. Park in the driveway in front of the garage. Pets are welcome, plz add them when booking.

A spacious living room features a comfortable seating arrangement with two sofas and a wooden coffee table at the center. A stone fireplace is positioned beneath a mounted television. Natural light enters through large windows, highlighting the warm tones of the wood flooring.

4.96 out of 5 average rating, 104 reviews

Luxurious Corporate/Derby Rental

Welcome to your private retreat in one of Louisville’s most desirable neighborhoods — a beautifully updated 3-bedroom, 2.5-bathroom home that combines modern convenience, Southern charm, and unbeatable location. Whether you're here for business, the Kentucky Derby, or to explore the Bourbon Trail, this home offers comfort, privacy, and premium amenities for up to 8 guests.

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Popular amenities for Jeffersontown vacation rentals

Kitchen

Wifi

Pool

Free parking on premises

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Other great vacation rentals in Jeffersontown

4.97 out of 5 average rating, 62 reviews

A spacious great room features a comfortable sectional sofa and two patterned armchairs, arranged around a round glass coffee table. A wall-mounted television and decorative shelves are seen in the background. Natural light enters through multiple windows, illuminating the stylish decor and flooring.

Apartment in Louisville

second floor 1 bedroom + office W/D & easy parking

Guesthouse in Crescent Hill

A modern guesthouse exterior is framed by lush trees, showcasing a blend of reclaimed wood. Stairs lead to a welcoming entrance, complemented by large windows that provide natural light. The building features a two-car garage below, with a clean concrete driveway.

5 out of 5 average rating, 65 reviews

New custom guesthouse | Free parking | Sleeps 4

The living room features two patterned armchairs with red accents and a light-colored sofa. A wooden coffee table sits centrally on a colorful area rug. A flat-screen TV is mounted on the wall, and natural light enters through a nearby window, adding brightness to the space.

4.81 out of 5 average rating, 42 reviews

Heart of J-town

A spacious living area features a blue sofa and a modern green armchair. A patterned area rug covers the carpeted floor, and a round coffee table sits in the center. Large windows allow natural light to fill the room, while decorative plants add a touch of greenery.

Apartment in Louisville

4.88 out of 5 average rating, 8 reviews

Spacious 1BR Suite | Pool, Parking + Gym D

Private room in Louisville

A bright bedroom features a queen-sized bed dressed in soft linens beneath sloped ceilings. A light blue dresser and a cozy armchair are positioned against the walls, with a small side table beside the bed. Natural light filters through a window covered by a half-shade.

4.97 out of 5 average rating, 1,439 reviews

Large room with bath in quiet neighborhood

4.9 out of 5 average rating, 41 reviews

A bright living space is presented with light-colored walls and warm wood flooring. A comfortable light gray sofa is paired with a tufted coffee table, while a smart TV is positioned in the corner. Natural light pours in through the large windows, creating a welcoming ambiance.

Apartment in Louisville

Charming Louisville Apt w/ Parking|Great Location!

Private room in Simpsonville

A spacious single-story home is portrayed with a neatly manicured lawn and a decorative stone pathway leading to the entrance. The house features a mixture of brick and siding with large windows, flanked by landscaped greenery. A two-car garage is visible on the right.

4.98 out of 5 average rating, 691 reviews

Private Lower Level King Bed/Patio