House holiday rentals in Jefferson County

"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!!

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!

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 Lakehouse at Progress Park in Derby City

A hidden piece of paradise on 12 acres within city limits of Louisville. The Lakehouse sits on a 2 acre pond, perfect for boating & fishing. Boats & lifejackets are provided. 3BR/1BA, sleeps 8 comfortably in the bedrooms with 2 twin murphy beds in the living room. The back yard has a covered tent & patio has a firepit & gas grill. Progress Park has 11 total units on site. 2 houses, 8 airstreams & a bunk house. *DERBY IS A 3 NIGHT MIN OF THURS-SUN. NO CHECKINS ON FRI OR SAT.

Beautiful carriage house in Highlands Neighborhood

Newly remodeled and decorated, 2 story, 800 sq ft, 113 year old carriage house located in the highly sought Highlands neighborhood. Abundant restaurants, bars and shops are as close as 3 blocks away as well as a large grocery. Beautiful Cherokee and Seneca Park are walking distance, with hiking trails, playgrounds and tennis courts. The home is completely furnished with brand new appliances, furniture and fixtures in a contemporary and comfortable fashion.

Derby City Oasis

Welcome to your cozy getaway in Louisville! This charming Cape Cod home in the Beechmont neighborhood is just 1.5 miles from Churchill Downs and 2 minutes from the airport. With 3 bedrooms, 2 full baths, and a full-size futon, it’s perfect for families or small groups. Essentials like gas, groceries, and liquor stores are right around the corner. Enjoy a relaxing stay in this inviting home—your perfect base for exploring the city!

Scandinavian Retreat: <20 mins to Churchill Downs

Come stay in this cozy 3 bedroom, 1.5 bathroom townhouse, designed to make you feel at home while visiting Southern Indiana or Louisville, Kentucky. A few minutes to downtown night life, museums, Louisville, UofL, and close to bourbon trail this brand new home boasts new memory foam beds, furniture, full kitchen & more. Fast WiFi (~300mbs) 50" smart HDTV Parking for 2 cars 13 minutes to the YUM! Center

Pinehurst Ranch

Pinehurst Ranch is a remodeled home in a quiet neighborhood. The perfect location to all Southern Indiana and Louisville has to offer, just 7 miles from downtown Louisville and 10 minutes from any dining you could imagine; this location offers the best of both worlds. Conveniently located on a dead end street, this quit neighborhood offers maximum privacy and safety for our guests.

Downtown Louisville 2.5 mi to DERBY

Completely renovated 2 bedroom, 2 baths ( sleeps 6 ) in historic Old Louisville at Central Park (tennis courts and playground). DERBY ready! 2.5 miles to Churchill Downs, Yum Center, Nulu and Waterfront Park (Forecastle). 1 block to St James Court. I mi to UofL. 3.5 mi to Ky Exposition Center. Great walking and biking neighborhood !