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

Home near the Highways

Comfortable, clean home in a quiet neighborhood Garage and driveway parking 3 Kings, 2 Queens, 2 Full beds, 2 Futons, 1 Loveseat Sleeper Sofa, 1 Couch Individual coffee makers in rooms with complementary coffee Peaceful front porch. Back and patio with gas & charcoal grills and green view Pet Friendly. Scroll down to "Other Things to Note" for more info. 2.5 miles to I-265. 3 miles to I-64. 20-30 minutes to most places in Louisville. 1 mi to a fuel, groceries, restaurants & banking

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.

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.

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

4Bdrm ☑ Near Expo ☑ Downtown ☑ Spacious!

- 2.5 mi to Expo Center - 10 min drive to downtown (great access to the interstate) - 10 min drive to downtown distilleries - University of Louisville = 1.8 miles - 1.8 miles to the KY Derby • Spacious home for larger groups • Central Location, Easy Interstate Access • Fully Furnished + Linens and Towels + Stocked Kitchen • Parking for 4 cars • Quiet & safe neighborhood • Internet • Onsite washer + dryer No Locals No Parties (only registered guests)

☼ 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.

The Castle Mint Highland House

Enjoy Louisville year-round from this beautiful Victorian home in a central, lively neighborhood. Stay cozy for a winter getaway, embrace spring energy, and experience the excitement of Derby season. Walk to Highlands bars and restaurants, with Downtown and Nulu just minutes away. Perfect for groups, the home offers multiple living and dining spaces, great beds, and stylish décor—providing comfort, space, and charm for a memorable stay.

Bourbon Bachelors~6BR 4BA|4 King|GoldenTee|SkyDeck

BNB Louisville welcomes you to Bourbon, Bachelors, and Bardstown Road! This stunning 6-bedroom, 8-bed (4 King), 3½-bath home features a bourbon lounge, 75" 4K TV 📺, Golden Tee 🕹️, and sky deck with BBQ 🍖, plus private parking for 5 vehicles. Walk to the best bars, restaurants, and hotspots in the Highlands. Perfect for bachelor or bachelorette parties or any large group looking for luxury, fun, and unforgettable memories.

The Cherokee Charmer-Entire House Prime Location

Historic Home located blocks from the "Highlands" of Louisville KY where you will find the most exquisite dining, the best pubs, unique shopping & amazing night life. PLUS 5 miles from Church Hill Downs, HOME OF THE KY DERBY. In addition 2 blocks south is the 400 acre Cherokee Park with hiking trails, biking, golf, fishing, playgrounds, dog park, grills, tennis, horse riding trails & more!!