
Holiday houses in Jefferson County
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Top-rated holiday rentals in Jefferson County
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Derby City Loft - Free downtown parking!
If this loft is booked, please check out my other listings.. www.airbnb.com/h/bourbon-city-loft www.airbnb.com/h/river-city-loft www.airbnb.com/h/falls-city-loft Spacious 900 sq. ft. loft located in the heart of downtown Louisville. Walking distance to shops, restaurants, bars and 1 block from 4th Street Live! Located 4 blocks from the YUM! Center, 2 blocks from the Kentucky International Convention Center, and less than 10 minutes from Churchill Downs! Free parking in a secured parking garage!

Bourbon Trail Spacious Backyard NEW HotTub Grill!
The Burnt Barrel, discover your vibrant Louisville getaway! Perfect for couples, business travelers, or event visitors, this cozy home offers high-speed Wi-Fi and a dedicated workspace, fully equipped kitchen, and a NEW hot tub and grill for you to enjoy! Guests rave about its comfort, walkable location, and modern amenities. Enjoy nearby bars and restaurants all just minutes from downtown, UofL Health, and the Convention Center. Experience true Louisville charm and convenience! Book a stay now!

Derby Weekend Retreat | Designer Curated Stay
A thoughtfully curated stay by Jaclyn Journey Hospitality, designed with intention so you feel cared for while away from home. Set within a historic 19th-century building, the space celebrates character & charm while offering beautifully considered comforts throughout. Featured in Architectural Digest, DOMINO Magazine, Apartment Therapy, & more. Every detail has been hand-selected to delight the senses. The apartment is also shoppable, inviting you to take home a favorite piece of your stay.

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!

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.

Breakfast At Tiffany's
This private detached in-law suite with driveway access will make you feel like your staying with family. An open plan living area let's you relax and feel at home while enjoying a modern kitchen, spacious shower, and cozy bedroom with a vaulted ceiling and exposed brick. We're located within walking distance of Charlie Vettiner Golf Course and Park so if you have an early tee time, a long game, or come into town for a Pickle Ball tournament, you're welcome to stay with family in our suite.

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.

Quiet Neighborhood Home With Outstanding Location
Situated on a quiet hilltop neighborhood in Clifton Heights, this is the perfect location for a professional or personal visit to Louisville and very animal friendly. It is within 10 minutes of Downtown, Waterfront Park, Nulu, Frankfort Avenue, the Highlands, the Convention Center, and just 15 minutes from historic Churchill Downs. These neighborhoods feature the best dining and entertainment in the city. Just a block away is the Mellwood Arts Center complex with shops and dining.

The Place
Direct link - copy/pastefor later http://Airbnb.com/h/theplace-unique-ground floor-loft Enjoy complete privacy in this Unique space (some say it reminds them of a NY loft with no steps) It's located in a cool building on S. Preston Street. Walk to Nords Bakery(for the best donuts in town), 2 awesome coffee shops. About 1/2 mile to University of Louisville and only 2.3 miles to Churchill Downs. Open floor plan, private brick patio, off street private parking in rear.

A Little Bit of Kentucky
A unique loft apartment near Louisville, Bardstown and just across the river from Indiana. This is attached to our Wedding venue for the convenience of anyone who is coming in for a wedding. It has its on separate entrance away from the venue so you wont be bothered by anyone. We are more than willing to accommodate you in any way we can. Let us know what you need and we will do our best to meet your needs. Check our guide book for local attractions and mileage

Location! Corner downtown condo!
Welcome to your stylish urban retreat in the heart of downtown Louisville! This studio corner unit condo boasts modern amenities and stunning city views through floor-to-ceiling windows. With an updated bathroom and kitchen, plus a location within walking distance to the KFC YUM Center, shops, and restaurants, this condo offers the perfect blend of comfort and convenience for your stay in Louisville. Book now and experience the best of Louisville living!

Olive Branch Suite with projector screen in E Lou
This suite is a beautiful private retreat complete with a projector for watching your favorite streaming service for the ultimate movie night. Centrally located and within 10-20 minutes of numerous local hospitals, universities, as well as various restaurants and downtown destinations, our guest suite offers a peaceful retreat in a convenient and safe location. We also provide a fold out desk that guests can use for a remote work space if desired.
Popular amenities for Jefferson County holiday rentals
Other great holiday rentals in Jefferson County

Derby Days Retreat | Firepit • Fenced Yard • Grill

Briar Creek Cottage

The Mashbill | Boutique Bourbon Retreat | Walkable

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

Modern Guesthouse overlooking Ohio River

Ambrose | Artistic One-Bedroom in Trendy NULU

Cozy Garage Apt- Country Charm with City Amenities

Derby-ready home near Churchill Downs with parking
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- Buffalo Trace Distillery
- Kentucky Exposition Center
- Kentucky Derby Museum
- Kentucky Kingdom & Hurricane Bay
- Churchill Downs
- Louisville Slugger Field
- Valhalla Golf Club
- Muhammad Ali Center
- Louisville Slugger Museum & Factory
- Angel's Envy Distillery
- L&N Federal Credit Union Stadium
- Falls of the Ohio State Park
- Waterfront Park
- Kentucky Science Center
- Big Four Bridge
- Kentucky International Convention Center
- Bernheim Arboretum and Research Forest
- James B Beam Distilling
- University of Louisville
- Evan Williams Bourbon Experience
- Castle & Key Distillery
- Frazier History Museum
- Marengo Cave National Landmark
- Jefferson Memorial Forest
- Things to do Jefferson County
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- Art and culture Kentucky
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