Holiday rentals with outdoor seating in Jefferson County

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.

RIView 103. Modern Waterfront Suite Kentucky Derby

Guests can enjoy scenic views of the mighty Ohio River from any room in their private suite. Catch a beautiful sunrise or relax while sitting on the porch watching the boats and barges cruise the river. Close drive to interstate to get you to downtown Louisville to enjoy a dinner, museum, basketball game or concert in the KFC YUM Center and the world famous Churchill Downs! 1 mile away from River Ridge. We do offer a Tesla only charger or you can bring your own standard attachment for a charge.

TINY WUNDERHAUS - A Fun, Hometown Experience

Tiny Spaces are all the rave; Here's a chance to try one. In the heart of Louisville's historic Schnitzelburg, an up and coming area full of neat shotgun cottages, whitewashed, and many historic Louisville pubs. It's only 3.5 miles from downtown and approx. 2 from Churchill Downs. It has a full kitchen, bath, in-unit washer/dryer, and sleeping space for 3 adults. This apartment is sure to meet every vacation need. The comfort-tested mattresses are both new with 1.5 - 2in. memory foam toppers.

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.

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.

Walk to Bourbon Trail | NULU Gem | Gated Parking

Stay in the heart of NULU—this modern ground-floor condo puts you steps from Louisville’s best restaurants, bourbon stops, and local shops. Walk to favorites like Angel’s Envy and Rabbit Hole Distillery, enjoy all the NuLu dining, or head downtown in minutes for concerts, games, or events. The condo is comfortable, quiet, and thoughtfully set up—ideal for couples, solo travelers, or business stays, with gated parking, fast Wi-Fi, and everything needed for short or extended stays.

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.

The Green House in Downtown

Newly renovated 1920s shotgun house in Downtown New albany. Perfect for those who want the convenience of being in the middle of it all, but still want an authentic and stylish oasis to relax in. Comes with all the amenities you would expect for a convenient stay including fully equipped kitchen, private back yard, off street parking, and self check-in. Walk or Bike your way to many local restaurants, shops, or take the byway to enjoy the scenic Ohio River.

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.

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.

Stay in Historic Butchertown, Blocks From NuLu

With its prime location at 1025 E Main St at the intersection of Louisville's Butchertown and NuLu neighborhoods, you'll be blocks away from the city's most vibrant and exciting districts. With this beautifully renovated, designer-curated home as your base, walk to the area's trendiest shops and restaurants, sample local craft beers at one of the nearby breweries, or enjoy tastings on one of the many bourbon tours that the city is famous for.

Derby City Bourbon Bungalow - by Germantown & UofL

This charming bungalow is fully renovated and well appointed for guests. It's conveniently located near all of the hot spots in Louisville. We are just minutes from Churchill Downs, Germantown, NuLu, Louisville Airport, the Yum! Center, Slugger Museum and Waterfront Park. There are countless restaurants, parks, shops and bars nearby. Relax and enjoy the many amenities in and around our home. We have 3 bedrooms and 2 full bathrooms.