
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.

Action City! Extravaganza at Bardstown Rd!
In the HEART of the Highlands, this spot sits near the corner of the main strip- just steps to Bardstown Rd. A few minutes drive to anywhere in city limits! And exactly where YOU want to be! Action Packed: Restaurants, Shopping, Bars, Parks, and Church- all walkable. A surprise local GIFT CARD given with each stay! This place is stylish, chic, cozy, and extremely quiet, as double pane windows have been installed. Recently renovated, it houses all the essentials for a weekend or week long stay.

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.

Downtown Luxury 1BR Apt near Louisville KY
Stylish 1BR apartment in the heart of Downtown New Albany Indiana. This apartment is centrally located to great shops and fantastic dining in downtown New Albany all within walking distance, 10 minutes to Downtown Louisville and the KFC Yum Center, and a short drive to Caesar's Casino. The space features a Queen Bed and Luxury pull out sofa to sleep 4, a well appointed kitchen and plenty of soft towels, 70" Flat Screen TV. Check availability of APT 1 for bigger parties looking to stay close.

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.

Historic Whiskey Row Lofts in Heart of Downtown
Book your stay at the historic Whiskey Row Lofts in the heart of Louisville's cultural, commercial, and entertainment district! Experience the unique architectural features of one of the city's flagship historic buildings, including 12' windows, exposed brick walls, and original molding. You'll be on top of Whiskey Row, the center of bourbon tourism, and just blocks from Museum Row and Louisville's major event centers, such as the KFC Yum! Center and the International Convention Center.

Highlands Carriage House
Secluded Retreat in the Heart of the Highlands! Perfect for DERBY! Our carriage house is perfectly located in the heart of all Louisville has to offer. We are only steps from the finest dining, entertainment, pubs, shopping, parks, and coffee in Louisville. Bustling and eccentric Bardstown Road is only half a block away, yet the Carriage House feels secluded and very private. It is located 5 miles from Churchill Downs, 7 miles from the airport, and 2 miles from downtown.

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.

Highlands Lower Level Studio Guest Suite
Private, well-lit, entrance is in rear of home. The space is approx. 600sq. ft. There is a gas fireplace, 42" HD TV w/Netflix & Amazon Prime. Kitchen has Keurig coffee maker, convection oven, inferred glass top burner, microwave, refrigerator/freezer w/ice, washer/dryer& a large marble shower, with heated floors in the shower room. Also space equipped w/ Medify air purifier w/H13 true Hepa medical grade filter.

The GiGi Airstream, Lakeside at Progress Park
Your stay in the Gigi Airstream at Progress Park will be anything but ordinary. Wake up to stunning views of the water, with the beach sand just outside your door. This 2022 Airstream Flying Cloud has all the bells and whistles and will ensure you are not roughing it while glamping in the city limits! We can't wait to host you! *DERBY IS A 3 NIGHT MIN OF THURS-SUN. NO CHECKINS ON FRI OR SAT.

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.

Buechel Beauty
The 'Buechel Beauty' is centrally located with almost all of Louisville accessible within a 15 minute drive. Looking for somewhere to eat while you're here? You're in luck -- Bardstown Road and all its wonderful restaurants is just minutes way or take a trip around the world with many international restaurants right around the corner!
Popular amenities for Jefferson County holiday rentals
Other great holiday rentals in Jefferson County

Butchertown Suites (2 adjoining rooms) w/PARKING

Cozy Studio in Brooks

The Mashbill | Boutique Bourbon Retreat | Walkable

Beachfront River Cottage

South End Charmer

14 Mi to Dtwn Louisville: Holiday Vacation Home!

Louisville Slugger

The Cottage @ Mellwood
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- Buffalo Trace Distillery
- Kentucky Derby Museum
- Kentucky Exposition Center
- Kentucky Kingdom & Hurricane Bay
- Churchill Downs
- Louisville Slugger Museum & Factory
- Valhalla Golf Club
- Muhammad Ali Center
- Angel's Envy Distillery
- Louisville Slugger Field
- Big Four Bridge
- Kentucky Science Center
- Falls of the Ohio State Park
- Waterfront Park
- L&N Federal Credit Union Stadium
- Evan Williams Bourbon Experience
- James B Beam Distilling
- University of Louisville
- Kentucky International Convention Center
- Castle & Key Distillery
- Four Roses Distillery Llc
- Bernheim Arboretum and Research Forest
- Marengo Cave National Landmark
- Jefferson Memorial Forest




