Mansion holiday rentals in Louisville

Transportation Included For A Day/ Up to 14 PPL

Best place to stay on the Bourbon Trail FEATURED on HGTV! Swanky! Stunning! Spectacular! You'll be in a top-floor loft overlooking downtown Shelbyville and perfectly situated in the heart of the Bourbon Trail! Incredible place to stay for Derby, Keeneland, PGA or local weddings and events---if you can pry yourself away from here! We specialize in making your stay an over-the-top experience and are happy to arrange chauffeured transportation, private chef accommodations, and dinner reservations.

Relaxing River House Retreat-Sleeps 10-12

Cozy newly renovated river house with ample entertainment space inside and out. Large covered deck with wrap around porch and a beautiful view of the Ohio River. 1 mile from Horseshoe Casino, just minutes from entertainment and amenities of downtown New Albany, IN and Louisville, KY. Less than 10 minutes from a local winery, 2 breweries, and Chariot Run Golf Course. Perfect for large groups or a romantic weekend getaway! Additional detached bonus bedroom. $100 extra per stay at guest's request.

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

Luxury lakehouse retreat with picturesque views

Recently renovated lake house with rustic contemporary decor. Gourmet kitchen includes dishes, cookware and small appliances as well as a deluxe espresso/cappuccino maker. House is located in a gated, private community with a 320 acre lake up to 70 ft deep. Only pontoon boats and fishing boats permitted, ensuring a quiet lake experience and wake-free dock sitting. Two kayaks, canoe, paddle board and some basic fishing equipment for guest use. Pontoon rental by owner - separate contract.

Guesthouse on Story- Bourbon Trail

Urban Bourbon Trail house. The Guesthouse on Story is a historic, modern "Retreat in the City". Featuring 7BR all with private bathrooms. 9 beds, and a large dining room that seats 16. Fully equipped kitchen, entertainment room & laundry areas. Crosley turntables in every room and a vast array of vinyl to enjoy. Parking is included onsite. Located in the heart of Butchertown in between East Market District, Nulu, and Whiskey Row. The perfect place for large groups that want a lot of space.

*NEW* The Magnum | 9BR 4BA | Fire Pit ~ Sleep 20+

MAGNUM is BNB Louisville's stunning beast boasting 9 bedrooms and 4 modern bathrooms. Perfect for large groups or families. 15 Beds! The property sits smack in the heart of the Highlands on Baxter Ave. Shoot pool in our pub room or relax by the fire pit in our private tranquil outdoor escape. Additionally, a separate carriage house studio provides extra space and privacy. Ample off-street parking ensures convenience. Walk to the best bars and restaurants in town and 2 min to NULU & Downtown

Urban Bourbon Loft - hip Germantown, downtown

LOCATION !!! Good vibes abound in this Germantown Loft - located in the heart of it all - close to the Highlands, KY Expo, and Downtown. Welcome to HAPPYSPACE LLC's latest creation, a 7 BR, 3.5 full bath designer decorated luxury loft! Walk to restaurants & bars! This home exudes tons of comfort and good vibes & was created exclusively as a vacation rental. 3 kitchens and 3.5 baths allow for plenty of privacy & convenience. Relax in style at the Ultra chic URBAN BOURBON Loft!!

Elegant Victorian in Old Louisville

Constructed in 1884, the historic mansion combines Victorian elegance with modern amenities. 5 bedrooms (4 queen & 2 single beds) 3 full bathrooms, parlor, kitchen/great room and laundry. Stocked refrigerator in renovated kitchen. Smart TVs with popular streaming channels and WiFi. Spacious brick patio. Central location in historic neighborhood near Churchill Downs, University of Louisville and downtown attractions. Street parking available in front and side of the mansion.

Park View | Near Downtown | Derby Discounts!

Welcome to your lovely and spacious home located in Louisville, Kentucky. This 4-bedroom, 2-bathroom home is designed to accommodate up to 12 guests, offering comfort and convenience for families, friends, or anyone seeking a relaxing getaway. Situated directly across from a beautiful park and just minutes away from Downtown, the Waterfront, Kentucky Expo, and Churchill Downs, this home is the perfect base for exploring the city. ⭑CONTACT US FOR SEASONAL DISCOUNTS⭑