
Holiday rentals in Jefferson County
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Top-rated holiday rentals in Jefferson County
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RIView 103. Modern Waterfront Suite Kentucky Derby
Guests can enjoy scenic views of the mighty Ohio River from any room in their private suite. Catch a beautiful sunrise or relax while sitting on the porch watching the boats and barges cruise the river. Close drive to interstate to get you to downtown Louisville to enjoy a dinner, museum, basketball game or concert in the KFC YUM Center and the world famous Churchill Downs! 1 mile away from River Ridge. We do offer a Tesla only charger or you can bring your own standard attachment for a charge.

Walking Bridge, Putt Putt House
NEW LISTING: Welcome to our walking bridge home on Pearl St. We have a hot tub, putt putt, and all the fun you can think of in one home. Steps away from restaurants, shopping, and bars, as well as the walking bridge to Louisville. This home is closer to the fun in Louisville than most neighborhoods in Louisville itself. Go out or stay in, you're guaranteed to have a great time in this newly renovated gem. We have high quality mattresses, and smart TV's in both bedrooms and the living room.

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.

The Cottage @ Mellwood
BRAND NEW CONSTRUCTION! This cozy cliff side cottage offers serenity in the city with amazing outdoor spaces and beautiful view of the downtown skyline. It is centrally located, minutes away from downtown Louisville & NULU. This property is especially unique as it is steps away from Mellwood Arts Center; home to events, art studios, shops, cafes, and brewery. This location is ideal for any wedding party, bourbon tours, festivals, fireworks show or any other reason to visit the Derby city!

NEW 3BR Near Everything | King Beds | Game Room
Welcome to Louisville, where Southern charm meets thrilling adventures! Perfect for your next getaway. The first floor features a cozy living area, a spacious open kitchen equipped with everything you need, and a dining area for up to 7 guests. Relax in the second living space, complete with a desk for work. Three bedrooms (2 King), each with a Smart TV, ensure restful nights. Highlights include game room, lounge area and a pet-friendly outdoor space with BBQ. Ideal for comfort and fun!

The River's Edge Oasis, close to downtown
Welcome to your oasis on the water! Relax and unwind at the River's Edge. This home is about as close as you can get to paradise in Louisville Ky (also known as River City)! Perfect getaway for a romantic weekend or the best place to relax after a long day of work! Voted #1 Vacation rental in KY by Dreamy Stays!! This unique home is designer decorated and updated with all the amenities! An 8 minute drive to downtown Louisville, the oasis offers the best of both worlds. Book today!

Colonial Hideout | Perfect for bourbon tours!
Ready for a relaxing stay in Louisville, Kentucky?! Welcome to a wonderfully homey stay minutes away from the KY Expo Center & Kentucky Fair Grounds. Perfect for hitting the Kentucky Bourbon Trail, heading to one of Louisville's many events, or heading to a game at the KFC Yum! Center. The property & driveway can easily manage horse trailers and car trailers if you’ve got a lot to haul. We look forward to hosting you! Family Ready: Pack n Play, High Chair, Plastic Plates & Cups

The Hilltop Hideaway
Come hunker down at The Hilltop Hideaway, a centrally-located historic 19th-century shotgun style cottage apartment perched atop Clifton’s hills. Perfect for a couple’s getaway, a friends’ rendezvous, or a creative’s retreat, you may find yourself not wanting to leave. But the location couldn’t be better, with Frankfort Ave’s restaurants, coffee shops, and bars all within walking distance, and nearby entertainment options plentiful with Butchertown and NULU only minutes away.

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!

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.

Stay in Historic Butchertown, Blocks From NuLu
With its prime location at 1025 E Main St at the intersection of Louisville's Butchertown and NuLu neighborhoods, you'll be blocks away from the city's most vibrant and exciting districts. With this beautifully renovated, designer-curated home as your base, walk to the area's trendiest shops and restaurants, sample local craft beers at one of the nearby breweries, or enjoy tastings on one of the many bourbon tours that the city is famous for.

Flawlezz Stays
Kick back and relax in this calm, stylish space. Flawlezz Stays provides a home away from home, with gorgeous views of the downtown louisville skyline. This unit is very spacious, safe, very clean and accommodated with everything you will need during your luxurious stay. It's rooftop accessible with a entertainment hub and more. Scenic trails along the Falls of Ohio State Park. Some of the best restaurants just minutes away.
Popular amenities for Jefferson County holiday rentals
Other great holiday rentals in Jefferson County

Walk to Restaurants | Sleeps a Crowd | Bourbon Tra

Little Gem off Frankfort Ave

Paragon 13

NuLu Suites: Luxury Bourbon Trail King Bed Suite

New custom guesthouse | Free parking | Sleeps 4

The Mashbill | Boutique Bourbon Retreat | Walkable

The Blue Cottage / KY Derby / Hot Tub / Game Room

The Baxter III
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- Kentucky Exposition Center
- Buffalo Trace Distillery
- Kentucky Kingdom & Hurricane Bay
- Kentucky Derby Museum
- Churchill Downs
- Louisville Slugger Field
- Waterfront Park
- University of Louisville
- Louisville Slugger Museum & Factory
- Falls of the Ohio State Park
- Kentucky International Convention Center
- Jefferson Memorial Forest
- Muhammad Ali Center
- Angel's Envy Distillery
- Castle & Key Distillery
- Big Four Bridge
- James B Beam Distilling
- Bernheim Arboretum and Research Forest
- Frazier History Museum
- Marengo Cave National Landmark
- Kentucky Science Center
- Four Roses Distillery Llc
- Bardstown Bourbon Company
- Cherokee Park
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