
Holiday rentals in Jefferson County
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Top-rated holiday rentals in Jefferson County
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Cozy cottage, pets, private, convenient, parking
This secluded mid century cottage is just minutes to downtown and other amenities. Located in Clifton Heights, this three bedroom, bath and a half home is inviting and cozy. Located 6 miles from two large malls, 1 mile from the new walking bridge over the Ohio River, and one and a half miles to unique shopping, nightlife and restaurants. Also, the home is only a short distance to I 71 and I 64. This makes everything convenient and accessible from this private location. The home has vintage charm with renovations for convenience. Each Bedroom has a flatscreen TV as well as a 56 inch flatscreen in the living room. There is a private front yard with gardens, seating, and a grill. There are 6-7 spaces for off street parking. The eat-in kitchen seats six, with a double oven microwave, full-size fridge, gas stove and a dishwasher. There is service for 12 including Louisville Hadley Pottery.

Paragon 13
Perfect for Ky Expo Center visitors — Just 8 mins from KECC!” Peaceful and centrally located condo perfect for monthly stays! Fully furnished with fast Wi-Fi, stocked kitchen, washer and dryer, private free parking, and quiet outdoor areas to relax. Just 8 mins from the airport and 10 mins to downtown Louisville. Ideal for travel nurses, remote workers, and business travelers seeking comfort, convenience, and a true home away from home. Seconds away from shopping Walmart /target & restaurants.

Elegant Oasis w/ Modern Hot Tub and Fire Pit
Our two bedroom house is the perfect spot for one or two couples traveling with a one Queen and one King bedroom with tall ceilings making it feel very spacious! We have a brand new four person hot tub in our fully fenced in backyard which makes it very private. We also have a four seater wood burning fire pit and a lounge area under a Gazebo. There is one Big screen TV in the living room with amble seating for everyone. Don’t miss out on this excellent opportunity for a fun relaxing time !!

Remodeled Riverfront Unit - Porch with River View
Completely remodeled 1820's riverfront apartment with a direct view of the Ohio River from the front deck. Enjoy a quick walk to restaurants, bars, shops, the Jeffersonville Ampitheater and the Big Four Walking Bridge to Louisville, KY. Minutes from KFC Yum Center, Louisville Slugger Field, Museum Row, the Kentucky International Convention Center and the Louisville City Soccer Stadium. Perfect, unobstructed view for Thunder over Louisville. Great for The Kentucky Derby. On site parking.

Vintage yet Modern Highlands home! Walk to venues!
Welcome to this spacious 1-bedroom, 2-bath ground-floor apartment in Louisville's Phoenix Hill. With an open-concept layout, the home offers a smart TV living room, a fully equipped kitchen with drip coffee, and a peaceful queen bedroom featuring an ensuite bathroom with a tub. A second hall bath adds convenience. Enjoy the shared backyard for outdoor relaxation, plus 1 dedicated outdoor parking spot. With reliable WiFi and central HVAC, it's a comfortable base for couples or solo travelers.

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.

Beachfront River Cottage
Escape to our Beachfront River Cottage for tranquility and breathtaking panoramic views of the Ohio River. Whether you're here for the Kentucky Derby, Music Festivals or a quiet weekend away, this charming retreat offers the rare luxury of a private beach and modern comforts. Featuring a glass-enclosed, AC/Heated porch—perfect for morning coffee or sunset dinners year-round. Equipped with a full-size gas grill, Adirondack chairs, a picnic table, and a fire pit for cozy evenings.

The Writer’s Den
Take it easy at this unique and tranquil cabin getaway. Nestled on a wooded hillside overlooking the Louisville skyline, The Writer’s Den is a great place to call home. Located just off interstate 64 and 10 minutes from downtown Louisville, the cabin gives peaceful seclusion and location convenience for those looking to explore the area. With a screened in porch, back deck lounge, loft space and all the comfort amenities, you’ll be on your way to writing the next great novel!

2BR Home Near Zoo & Fairgrounds – Family-Friendly!
**NO CHECK-OUT CHORES!** Experience the best of Louisville in this centrally located gem! Perfect for a thrilling night out or a cozy evening in, this home is just 4.2 miles from the iconic Churchill Downs, 2.6 miles from the Kentucky Exposition Center and Fairgrounds, and 3 miles from Louisville International Airport. Enjoy a short walk to the Louisville Zoo, Nature Center, Joe Creason Park, and a variety of fantastic local restaurants! Get ready for an unforgettable stay!

Stella Airstream at Progress Park in Derby City
Stella is a 1983 Classic, lovingly named after Airstream Founder Wally Byam's wife Stella! Perfect for groups, families, or midweek getaways. Stella combines comfort, convenience, & a one of a kind outdoor experience. Enjoy your own private space PLUS access to boating, games, & more. All included with your stay. Progress Park has 11 total units on site. 2 houses, 8 airstreams & a bunkhouse. *KY DERBY IS A 3 NIGHT MIN OF THURS-SUN. NO CHECKINS ON FRI OR SAT.

An Unhurried Stay in Butchertown · Steps from NuLu
Some places just make you feel held. This is one of them. A Jaclyn Journey Hospitality stay - set inside a 19th-century building on the edge of Louisville's Butchertown & NuLu neighborhoods. This apartment has been designed with the kind of care that's hard to put your finger on but impossible to miss. Every detail - from the original fireplaces to the lime-washed bedroom walls - has been chosen to make you feel genuinely at ease, not just comfortable.

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.
Popular amenities for Jefferson County holiday rentals
Other great holiday rentals in Jefferson County

The Audubon Derby Retreat

Elegance on Baxter - I

Cozy Studio in Brooks

Chic studio close to Louisville's Med District

Charming Pond-View Cottage w/ Loft Bed

Stylish 3BR/2BA Expo Hub: 8m Away | 12m to DT

The Mashbill | Boutique Bourbon Retreat | Walkable

Charming Highlands stay near restaurants and bars!
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- Kentucky Exposition Center
- Buffalo Trace Distillery
- Churchill Downs
- Kentucky Kingdom & Hurricane Bay
- Kentucky Derby Museum
- Louisville Slugger Field
- Kentucky International Convention Center
- Louisville Slugger Museum & Factory
- Falls of the Ohio State Park
- University of Louisville
- Waterfront Park
- Muhammad Ali Center
- Jefferson Memorial Forest
- Angel's Envy Distillery
- Big Four Bridge
- Against The Grain Brewery & Smokehouse
- Bernheim Arboretum and Research Forest
- James B Beam Distilling
- Castle & Key Distillery
- Kentucky Science Center
- Frazier History Museum
- Marengo Cave National Landmark
- Four Roses Distillery Llc
- Cherokee Park
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