Pet-friendly holiday rentals 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.

The Mashbill | Boutique Bourbon Retreat | Walkable

Boutique luxury retreat inspired by KY bourbon & horse racing. Dark, moody, & walkable - perfect for Expo Center, Derby, and bourbon tours. • Sophisticated bourbon-inspired design • High-thread-count linens • Aveda bath products & hotel-quality towels • Fully equipped kitchen + private chef available • High-speed WiFi for work or streaming • Walkable to coffee shops, bakery & live music • 1.3 miles to KY Expo Center & Highland Festival Grounds • Quick Uber to Churchill Downs (6 min) & NULU

Lilly's Pad

Relax and unwind in between all your Louisville activities. We are close (4.4miles) from SDF airport ,and I65 and the Gene Snyder Freeway are less than 8miles away. There are a plethora of activities from shopping to entertainment venues such as horse racing at historic Churchill Downs, Louisville Zoo, Kentucky Kingdom amusement park, Muhammad Ali museum and childhood home, Louisville Slugger Museum, Valhalla golf club, and 36 Bourbon Distilleries as well as cave exploring and fishing.

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.

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!

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.

Derby Dreaming in the Julep House - Churchill/Expo

This stylish home is the perfect space to spend time in the Derby City. Newly appointed furnishings and decor adorn this spacious 4 bedroom, 2 full bath he. Located just minutes from Churchill Downs, The Kentucky Fair & Expo Center, Kentucky Kingdom, The Muhammad Ali International Airport, University of Louisville, The Urban Bourbon Trail, The Convention Center, Waterfront Park, and all of Downtown Louisville's attractions. Enjoy the best of Kentucky!

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.

The Caldwell Highlands/Germantown

Welcome to The Caldwell, a Germantown/Highland area home that includes three bedrooms, one and half bathrooms and sleeps up to five people. The home is within walking distance of several restaurants, bars, retail and vintage stores, and entertainment venues including the Germantown Gables, Logan Street Market and Old Forester’s Paristown Hall. The home features a covered deck, a fenced-in yard as well as home gym.

HIghlands Modern Get Away

Ideal, quiet place in the highlands. You have the apartment over the garage. You'll have a place all to yourself with most the amenities of your own home. Studio apartment with a balcony if you decide to hang out and relax for the evening. There is a cook top, but no oven in the kitchen. Park in the driveway in front of the garage. Pets are welcome, plz add them when booking.

Camp Taylor Hideaway Close to Audubon Hospital

Our cozy home is tucked back off the road, located directly across the street from a large park with a public pool built in 2026. There is easy access to the highway and just down the road is Audubon Hospital. Shops and restaurants are close by. A good option for couples, families, or a trip with friends. Great for a Travel Nurse with a dog

Charming Highlands apartment

The Studio at The Studio is a beautiful, recently renovated apartment located in the Highlands of Louisville. The space is located above a working photography studio and is centrally located to all of Louisville's great attractions. Walk to some of our best restaurants, unique shops, and fantastic nightlife.