Bourbon Trail Lodging Near Louisville

Welcome to the ultimate leisure and sports retreat! This stunning 8,000 sq. ft. home is a dream for golf lovers, pickleball enthusiasts, bourbon trail travelers, and large groups. With a private pickleball court, indoor putting green, golf practice swing cage, and a game room featuring arcade games, pinball, and shuffleboard, you’ll be talking about this place long after your stay.

Sleeps up to 20

Spacious Luxury Just Minutes from Downtown Louisville & Bourbon Country

Welcome to your group's perfect getaway—a stunning, fully renovated 2023 home nestled in the heart of Southern Indiana’s Jeffersonville District. Just 5 minutes from Downtown Louisville and top bourbon distilleries, this home offers an exceptional combination of space, style, and convenience.

Sleeps 18

This stunning 7-bedroom, 4.5-bath retreat is more than just a place to stay — it’s an experience. Thoughtfully designed with high-end furnishings and elegant decor throughout, every room feels like it’s straight out of a luxury design magazine.

Sleeps 2-16

PRIVATE PICKLEBALL COURT!!
Relax and have fun at the Louisville Country Manor, where luxury meets convenience on 5 acres of serene countryside just 20 minutes from downtown Louisville! This expansive property offers not one, but two main living quarters, ensuring ample space and privacy for all guests.

Sleeps 8-16

Where luxury meets lifestyle in Louisville’s most prestigious neighborhood.

From the moment you walk in, you’ll know you’ve arrived somewhere special. Soaring 10-foot vaulted ceilings, warm ambient lighting, and designer-curated décor set the stage for a stay that’s as stylish as it is comfortable.

Sleeps 1-12

Where Southern elegance meets modern luxury in the heart of Louisville’s most coveted neighborhood, Norton Commons.

This stunning 4-bedroom, 3.5-bathroom showpiece isn’t just a home — it’s a statement. From the moment you step through the door, you’ll be wrapped in a warm embrace of custom design, timeless charm, and carefully curated details that make every room feel both elevated and inviting.

Sleeps 2-10

"The Libation Vacation Destination" in Louisville, Kentucky! This exquisite property offers a blend of luxury, comfort, and convenience, making it the perfect retreat for your next getaway.

Sleeps 2-8

This stunning 5-bedroom, 4-bathroom luxury home is the perfect escape for families, groups, or business travelers seeking space, comfort, and style. Nestled in a quiet neighborhood just minutes from downtown, this property is designed for both relaxation and entertaining.

Sleeps 4-12

The Norton Commons neighborhood is an extremely walkable, mixed use development with shopping, restaurants, bars, and coffee shops. This unit is offered as a partnership with Watch Hill Proper, Louisville's premier bourbon destination. This unique partnership allows our guests the opportunity to participate in exclusive bourbon experiences, tastings, food pairings, and even private barrel selection.

Sleeps 1-5

Step into the heart of Derby City with Bourbon House 1—your perfect home base for comfort, convenience, and Kentucky charm. Located just a half-mile from the Kentucky Fair and Exposition Center, this stay is ideal for festival-goers, concert lovers, sports families, and convention attendees. Includes a fantastic private back yard.

Sleeps 4-12

Ideal Louisville getaway for big gatherings and unforgettable memories. With five total beds and room to comfortably host up to 12 guests, this home features ultra-comfy Sealy Hybrid Mattresses, stylish modern touches, and all the amenities you need for a relaxing stay. Located just one block from Zanzibar and live music, you’ll be in the heart of the action — with private off-street parking for three cars!

Sleeps 5-10

Private retreat in one of Louisville’s most desirable neighborhoods — a beautifully updated 3-bedroom, 2.5-bathroom home that combines modern convenience, Southern charm, and unbeatable location. Whether you're here for business, the Kentucky Derby, or to explore the Bourbon Trail, this home offers comfort, privacy, and premium amenities for up to 8 guests.

This beautifully renovated duplex offers the ideal setup for groups, families, and friends traveling together. With 6 bedrooms, 3 bathrooms, 2 full kitchens, and open living spaces, you’ll enjoy comfort, style, and convenience—all under one roof.

 You’ll have exclusive access to the entire home (both the upstairs and downstairs units). That’s two full apartments—one 3BR/1BA upstairs, and one 3BR/2BA downstairs—combined into one amazing group-friendly space.

Sleeps 6-12