
House holiday rentals in Jefferson County
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Top-rated house 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.
4.99 out of 5 average rating, 168 reviews
Pool*Pickleball Bldg*HotTub*Speakeasy*BourbonTrail
Welcome to the "Bourbon Barrel Retreat" where this truly unique property offers a one-of-a-kind getaway. This newly renovated 5-bed, 3 full bath ranch boasts two additional buildings on the property to provide a Kentucky experience like no other. Immerse yourself in the ambiance of the Bourbon Speakeasy or spend time at the Pickleball Sports Lounge. Unwind and relax however you would like! An ideal location where you are a short drive to Bardstown, Louisville, Lexington, Mammoth Cave and more!
4.99 out of 5 average rating, 104 reviews
The House with the Orange Door
Near Churchill Downs (7mins) UofL (5mins) downtown (10mins) Convention Center (10mins) Fairgrounds (4mins), and close to restaurants, bars and coffee shops. The home offers two bedrooms with queen beds and a pull-out couch in the living room. Enjoy coffee or a relaxing evening on the back deck. The kitchen is fully equipped and the open living space provides a great area for socializing. Locally made art and decor is on display, adding to the uniqueness of the space. No local bookings please!
4.91 out of 5 average rating, 484 reviews
The Lakehouse at Progress Park in Derby City
Skip the packing & extra costs - everything you need is already here. Perfect for groups, families, or midweek getaways. The Lake house 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. Show up, settle in, and start relaxing. Progress Park has 11 total units on site. 2 houses, 8 airstreams & a bunk house. *KY DERBY IS A 3 NIGHT MIN OF THURS-SUN. NO CHECKINS ON FRI OR SAT.
4.98 out of 5 average rating, 296 reviews
★WorldlyHighlands★LARGE Kitchen, FASTWifi, Parking
Upper Highlands home in privileged location w/ keyless entry. A block from Bardstown Road, close to I-264 for fast commutes and all the HIGHLANDS excitement. Harmony of convenience & quiet allows for perfect stays for families, couples, business/vacation travelers alike. •4 bedrooms (includes basement), and 4 SMART TVs •Large kitchen, appliances, 2019-23 •PARKING up to 4 cars •Back porch GAS GRILL •Patio furniture * FIRE PIT, added Oct-2024 •Super Fast fiber-optic WiFi •Samsung Washer&Dryer
4.99 out of 5 average rating, 298 reviews
"Call Me Old-Fashioned"in Derby & Bourbon Country!
Welcome to "Call Me Old-Fashioned" - a unique spin on Bourbon w/ a mix of new & vintage amenities! Located in a QUIET & SAFE neighborhood, this family-friendly home is located close to Downtown Louisville & Churchill Downs (18 min), Expo Center & airport (15 min). Bardstown, the Bourbon capitol, is 35 min away. We are also 5 min from Parklands @ Floyds Fork park system - home to 60 miles of hiking, biking & paddling trails & a big playground. Come make yourself at home in our cozy KY home!
4.99 out of 5 average rating, 256 reviews
Colonial Hideout | Close to fairgrounds!
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
4.99 out of 5 average rating, 121 reviews
DOWNTOWN LOUISVILLE ⭐ Expo Center⭐ 3 BR, 2 BT
- 3 min drive to U of Louisville - 5 min drive to KY Expo Center - 7 min drive to Louisville Zoo This gorgeous 3-bed, 2-bath house is less than 4 miles from downtown Louisville. With its fully-equipped kitchen, spacious rooms & completely renovated kitchen, the house is the perfect base for large groups wanting to explore the city. Enjoy the wide variety of shops, restaurants, & bars nearby. Kentucky Derby fans love the close proximity to Churchill Downs. No Locals Please
4.94 out of 5 average rating, 461 reviews
The Jungalow: 65" 4K TV, memory foam, kid-friendly
Michael and Ashley (Lumos Stays) welcome you to Louisville, home of bourbon! Centrally located, minutes from the interstate, and close to downtown and the bourbon trail, this is your home base for adventure. Enjoy the 65" 4K Roku TV, fast wifi (~387mbps), green tea memory foam mattresses, modern kitchen, kid-friendly amenities… and did you see that outdoor space? Solo Stove fire pit, hammock, propane grill, and games. Enjoy the private fenced-in backyard and large driveway!
4.91 out of 5 average rating, 176 reviews
Best Location in the City-2 Story Patio & Hot Tub
The Saddle Inn has everything you need for your upcoming stay. Situated in the heart of the city and walking distance to the best restaurants and bars in town, you are booking convenience when you book our home. This house has vintage Kentucky flare with modern furnishings & updates. It boasts 3 bedrooms, a 2 story patio, hot tub, fire pit, ping-pong table, shuffleboard, and all the bourbon barrels one can hope for in Kentucky. There's no better location than this one.
4.92 out of 5 average rating, 296 reviews
Country House/ City House
We are located in South Louisville and pretty much centrally located to everything in the City of Louisville. We are 10 minutes from the airport, 10 minutes from Churchill Downs, 15 minutes from downtown attractions, close to interstate access and 1 mile from a park. Also, our guests are welcome to relax by our koi ponds and to see my husband’s fish aquariums in his Fish House by just walking through gate at the guest house. We pride ourselves on Southern Hospitality!
4.99 out of 5 average rating, 160 reviews
Quaint Highland's Bungalow
Kick back and relax in this calm, stylish space with equal proximity to beautiful Cherokee Park and all the shops and restaurants on Bardstown Road in the popular Highland's neighborhood. Two bedroom, one and a half bath, completely updated one hundred-year-old home. The backyard offers a beautiful firepit with Adirondack chairs, a patio with dining area and Traeger Grill and plenty of room in the landscaped backyard to throw a ball. Three day minimum stay.
5.0 out of 5 average rating, 146 reviewsPopular amenities for Jefferson County house rentals
House rentals with a pool

Top 1%• Yard + Porch • 3BR • Peppermint Cottage
5.0 out of 5 average rating, 130 reviews
Cozy Neighborhood Home - 10 min to Louisville!
4.95 out of 5 average rating, 113 reviews
6 Kings + Hot Tub | Near Expo, Track & Downtown
4.97 out of 5 average rating, 275 reviews
NEW Family Resort Home with Heated Pool & Games
5.0 out of 5 average rating, 19 reviews
CIRCO LOCO - uNCommon Stay
4.99 out of 5 average rating, 69 reviews
Romantic Waterfront View Games HotTub Theater Pool
4.94 out of 5 average rating, 18 reviews
Louisville KY Home w/Hot Tub & Pool
4.72 out of 5 average rating, 69 reviews
Entire Home with Indoor Spa & Pool
4.58 out of 5 average rating, 48 reviewsWeekly house rentals

The Mashbill | Boutique Bourbon Retreat | Walkable
4.97 out of 5 average rating, 102 reviews
Derby Dreaming in the Julep House - Churchill/Expo
4.93 out of 5 average rating, 152 reviews
Waterfront Red Ruby ping pong shuffle board
4.96 out of 5 average rating, 113 reviews
Lilly's Pad
4.89 out of 5 average rating, 224 reviews
Camp Taylor Hideaway Close to Audubon Hospital
4.91 out of 5 average rating, 328 reviews
It’s very welcoming
4.84 out of 5 average rating, 222 reviews
Cute, Cozy, & Clean Home in Louisville
4.85 out of 5 average rating, 142 reviews
Elegant Victorian in Old Louisville
5.0 out of 5 average rating, 108 reviewsPrivate house rentals

"The Brook" - Louisville
4.98 out of 5 average rating, 210 reviews
Bourbon Trail*Tesla EV charging* HOT TUB
4.94 out of 5 average rating, 208 reviews
~Modern~Luxury 3BR~Walkable~Patio heater
5.0 out of 5 average rating, 89 reviews
Derby City Luxury Home! Spacious! Location!
4.96 out of 5 average rating, 48 reviews
The Cottage @ Mellwood
5.0 out of 5 average rating, 52 reviews
The Blackacre Getaway
4.95 out of 5 average rating, 44 reviews
Historic Gaffney House | Luxury Riverfront Estate
4.55 out of 5 average rating, 11 reviews
Spacious 4 BD Home | 5 min to Airport • 6 min Expo
4.95 out of 5 average rating, 100 reviewsDestinations to explore
- Family-friendly rentals Jefferson County
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- Kentucky Exposition Center
- Buffalo Trace Distillery
- Kentucky Kingdom & Hurricane Bay
- Kentucky Derby Museum
- Louisville Slugger Field
- Churchill Downs
- Waterfront Park
- Kentucky International Convention Center
- University of Louisville
- Louisville Slugger Museum & Factory
- Jefferson Memorial Forest
- Falls of the Ohio State Park
- Muhammad Ali Center
- Castle & Key Distillery
- James B Beam Distilling
- Angel's Envy Distillery
- Marengo Cave National Landmark
- Bardstown Bourbon Company
- Bernheim Arboretum and Research Forest
- Frazier History Museum
- Big Four Bridge
- Four Roses Distillery Llc
- Cherokee Park
- Kentucky Science Center
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