Mansion holiday rentals in Louisville

★WorldlyHighlands★LARGE Kitchen, FASTWifi, Parking

Upper Highlands home in privileged location w/ keyless entry. A block from Bardstown Road, close to I-264 for fast commutes and all the HIGHLANDS excitement. Harmony of convenience & quiet allows for perfect stays for families, couples, business/vacation travelers alike. •4 bedrooms (includes basement), ALL WITH SMART TVs •Large kitchen, appliances, 2019-23 •PARKING up to 4 cars •Back porch GAS GRILL •Patio furniture * FIRE PIT, added Oct-2024 •Super Fast fiber-optic WiFi •Samsung Washer&Dryer

Pet Friendly Home In The Highlands

This 1700 sq ft. vintage bungalow is ideally located and equipped with everything you need to enjoy your stay in Louisville. Established in The Highlands, a historic area comprised primarily of older homes, varying in style, size and quality, close to all amenities, shopping, parks, public transportation & recreation. The area is packed with walkable restaurants, bars, and shops, and is centrally located to all city attractions, including Churchill Downs, the Yum! Center, and the waterfront.

HISTORIC Home in Old Louisville 4BR/2BA w DECK

Beautiful home centrally located-close to EVERYTHING! This elegant home has original stained glass windows, beautiful woodwork, large dining and living rooms with two full kitchens and access to a spacious 2 level deck. Super comfortable beds make this a relaxing stay. Close to all the Urban Bourbon restaurants and Distilleries. Minutes from U of L, Churchill Downs, 4th Street Live, Main Street attractions, YUM Center, Convention Center and many other wonderful Louisville destinations.

Fully Renovated 1960s Urban Chic Deer Park Retreat

Sprawl out on a chic, mid-century sectional amid the retro flair, eclectic artwork, and vaulted ceilings within this captivating loft-style home. Cook dinner in a kitchen with soapstone surfaces and dine al fresco at an old-school table on the patio. Completely renovated with all new luxury hotel bedding, while keeping the original hardwoods, and charm of this older home. Two bedrooms on the 1st floor and two on the 2nd, easy access for all ages. 10 min, to downtown and the Expo Center.

✦ Near Expo ✦ Downtown ✦ Churchill ✦ Updated

Gather, relax, and explore from this cozy four-bedroom escape. Located in a quiet area with easy access to downtown, the Expo Center, distilleries, and local favorites. It’s the perfect spot to recharge after a full day out. Includes a stocked kitchen and fast Wi-Fi. No locals. No parties. 4 bedrooms, beds for 10 people - 3 miles to KY Expo Center - 10 min drive to downtown activities and distilleries - Churchhill downs = 1.5 miles No Locals No Parties (only registered guests)

Spacious Historic Home, Louisville Adjacent

Our home is blocks from historic downtown New Albany and only 10 minutes from downtown Louisville, KY, and 15 minutes from Churchill Downs...You’ll love our place because of how spacious and uniquely styled it is. It is great for large and small groups alike. This property is a real home, complete with cooking utensils and a full kitchen, as well as plenty of places to relax and hang out with people you enjoy. We love sharing our home with guests who appreciate style and beauty!

Big House by Expo Center, Airport, Churchill Downs

Perfect for large groups, with a MAIN HOUSE consisting of 3 bedrooms, as well as a CARRIAGE HOUSE with 2 bedrooms and an incredible GAME ROOM! Located in Beechmont, close to Churchill Downs, SDF Louisville Airport, Fair & Expo Center, University of Louisville, etc. There are smart TV’s in every room, two fully stocked kitchens, and modern bathrooms. The private courtyard between the houses includes a fire pit, a deck, and a paver patio with a gas grill, great for entertaining.

Bourbon Trail Villa|King Suite|Fenced Backyard|BBQ

⚜1900 sq-ft of modern living space ⚜1,000 sq-ft of fully fenced outdoor entertainment space ⚜Weber grill, wood burning fire pit (wood included), huge swivel umbrella and outdoor dining for 6 ⚜Fully stocked Chef's kitchen ⚜Dry Bar ⚜Big Screen TV's in every bedroom ⚜Netflix Included ⚜Games & books for kids and adults ⚜3rd story office space with twin bed and city skyline views ⚜Urban bourbon trail ⚜Pet friendly! ⚜Minutes from Churchill Downs, Distilleries, & KY Expo Center

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!

5 Baths• King Beds• Hot Tub • Expo & Bourbon Trail

• Spacious 5BR, 5BA home—great for groups • 1st floor: king bedroom + full bath in hallway • 2nd floor: two king en-suites + queen w/ hall bath • Walkout basement: two king beds w/ privacy curtains, full bath + living room • Hot tub • Fast Wi-Fi • Easy street parking • Minutes to Expo Center, Churchill Downs & Downtown • Derby, Bourbon & Beyond & Louder Than Life guests must inquire first, strict cancellation policy required. • Rental agreement + damage deposit required

☼ Family Friendly | Safe, Restful, Central ☼

We customized our residence to merge the practicality of family living with elegant aesthetics. As a young family ourselves, we understand the challenges of traveling with children and aim to create a vacation-like atmosphere for you. Our home is designed to keep the little ones entertained while providing you with some relaxation. Nestled in a tranquil residential area, our house is conveniently located less than 10 minutes from all major attractions.

Waterfront,Views,Firepit,Hot tub,Cinema,Pets,Sauna

DERBY 2026 DEALS LIVE NOW! Reserve Maya’s Bourbon Riverfront—an exclusive waterfront escape minutes from Jeffersonville and Louisville. Enjoy luxe interiors, 4 stylish bedrooms, 3 spa-inspired baths, and inviting spaces to relax or celebrate. Spend mornings by the river, then dive into Derby excitement at Churchill Downs, sip your way along the Bourbon Trail and explore top local dining and nightlife. Limited Derby availability - book now!