
House holiday rentals in Jeffersontown
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Top-rated house rentals in Jeffersontown
Guests agree: these houses are highly rated for location, cleanliness and more.

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

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.

Peppermint Cottage Norton Commons w Breakfast
Step into Peppermint Cottage and find the perfect blend of convenience and charm! Just 20 minutes from SDF airport, Churchill Downs, and downtown Louisville's excitement, this trendy east end haven offers an irresistible walkable lifestyle. Stroll or bike to 18 mouth watering restaurants, 14 unique boutiques, and YMCA with pool. Enjoy lakeside fishing, Sunday farmers markets, summer concerts, parks and Friday food truck festivities. Your ideal Louisville adventure awaits at Peppermint Cottage!

"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!!

Lil Blue-Cheerful, fully renovated & updated home
Enjoy your stay at Lil Blue! You'll have the entire 2 bedroom, 1 bath home which is comfy, cozy and fully appointed. We are located 1/2 block away from The Carriage House at Howard Steamboat Museum, and just a mile away from all that downtown Jeffersonville has to offer. We are a bridge away from Louisville KY, less than 10 miles from Churchill Downs (Kentucky Derby) and less than 3 miles to the YUM Center (great concerts, events, & UofL basketball). Everything in this home is BRAND NEW!

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.

The House with the Orange Door
Located near Churchill Downs, UofL, downtown, the Convention Center and Fairgrounds, and a short distance to restaurants, bars and coffee shops. This single family home offers two bedrooms with queen beds and a pull-out couch in the living room. Enjoy coffee or a relaxing evening cocktail 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.

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.

502 House @ Progress Park w/ Game Room
Welcome to Progress Park! A true getaway for fun! Located on a 12 acre Airstream Glamping resort w/ a 2 acre swimming pond. Sleeps 8 comfortably in the beds with 2 leather futons. Enjoy all the luxuries of home w/ added amenities such as a custom game room & luxurious backyard with TV, firepit & grill. Relax, unplug and reconnect in our little slice of heaven. Progress Park has 8 total units on site. 2 houses, 5 airstreams & a bunk house. *DERBY IS A MIN THURS-SUN REQUIRED

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!

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.

"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!
Popular amenities for house rentals in Jeffersontown
House rentals with a pool

Bourbon Trail Lake Home w/ Hot tub & King Bed

The Getaway!

Pool*Pickleball Bldg*HotTub*Speakeasy*BourbonTrail

*New* sauna+hot tub+firepit+game room+speakeasy

NEW Hot Tub, Expo, King Beds, Downtown, Churchill

Germantown Gem - 3BR/2BA Home with Stock Tank Pool

Bourbon Trl Luxury Lodge*Pool*SpkEz*HotTub*GameRm

CIRCO LOCO - uNCommon Stay
Weekly house rentals

Walk to Bars & Restaurants | 1BR Highlands Stay

Briar Creek Cottage

Entire home in Heart of Germantown!

Scandinavian Retreat: Charming Stay near Lou

Comfortable sleek home bourbon trail

Louisville Private Suite

SuperHost ~ Beautiful NEW Modern Condo w/ 75" TV

Quiet Upper Highlands 1 min to Bardstown Rd
Private house rentals

~Modern~Luxury 3BR~Walkable~Central AC~

The Back 40 ~ Modern*Scenic*Private*EV Charger

Cozy Crestwood Cottage w/ Hot Tub – Sleeps 8

Vintage 99 bed and breakfast

Country Retreat on Bourbon Trail - Fire Pit - King

Christmas in Kentucky: Historic 1905 Farmhouse

Western Gothic Escape • Moody + Modern Vibes

This old Kentucky home - Middletown/Derby/Bourbon
When is the best time to visit Jeffersontown?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $195 SGD | $195 SGD | $195 SGD | $292 SGD | $326 SGD | $226 SGD | $235 SGD | $234 SGD | $261 SGD | $218 SGD | $229 SGD | $216 SGD |
| Avg. temp | 2°C | 4°C | 9°C | 15°C | 20°C | 25°C | 27°C | 26°C | 22°C | 16°C | 9°C | 4°C |
Quick stats about house rentals in Jeffersontown

Total holiday rentals
Explore 70 holiday rentals in Jeffersontown

Nightly prices starting at
Jeffersontown holiday rentals start at $39 SGD per night before taxes and fees

Verified guest reviews
Over 970 verified reviews to help you choose

Family-friendly holiday rentals
60 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 20 rentals that welcome pets

Rentals with dedicated workspaces
30 properties have a dedicated workspace

Wifi availability
70 of Jeffersontown holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Jeffersontown rentals

4.8 Average rating
Jeffersontown stays are highly rated by guests – averaging 4.8 out of 5!
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- Family-friendly rentals Jeffersontown
- Rentals with pools Jeffersontown
- Rentals with a fireplace Jeffersontown
- Fitness-friendly rentals Jeffersontown
- Rentals with a patio Jeffersontown
- Rentals with outdoor seating Jeffersontown
- Pet-friendly rentals Jeffersontown
- Rentals with a washing machine and dryer Jeffersontown
- Rentals with a firepit Jeffersontown
- House rentals Jefferson County
- House rentals Kentucky
- House rentals United States
- Buffalo Trace Distillery
- Kentucky Kingdom & Hurricane Bay
- Kentucky Derby Museum
- Valhalla Golf Club
- Angel's Envy Distillery
- Muhammad Ali Center
- Heritage Hill Golf Club
- Charlestown State Park
- Louisville Slugger Field
- Anderson Dean Community Park
- Louisville Slugger Museum & Factory
- Turtle Run Winery
- Falls of the Ohio State Park
- Kentucky Science Center
- Big Four Bridge
- Waterfront Park
- Old Fort Harrod State Park
- Hurstbourne Country Club
- River Run Family Water Park
- Big Spring Country Club
- Frazier History Museum
- Evan Williams Bourbon Experience
- Rising Sons Home Farm Winery
- Bruners Farm and Winery




