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★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

Come Explore Jeffersonville & Louisville

The hot tub is available year round. Perfect for relaxing and de-stressing during your stay. The pool is open May 1 ~ Oct 1. You can stay in and binge watch movies from our collection of DVD's or your Apple TV app favorites on the 110 inch screen in the theater room. Please browse through our photos & read the descriptions under them. You’ll love our home because we are close to downtown Louisville & Jeffersonville but tucked away enough for a peaceful, relaxing stay. No early check ins allowed.

NEW! Luxury Designer Escape in Highlands w/Parking

Welcome to Your Refined Highlands Retreat Step into a world of quiet luxury, crafted for those who appreciate bold design and calming comfort. Tucked in the vibrant heart of Louisville’s Highlands neighborhood, this brand-new apartment offers the perfect blend of nature inspired elegance and serene escape—just steps from some of the city's finest restaurants, eclectic bars, and charming boutiques. The spa-inspired bathroom brings the outside in, with dark stone, warm wood, and sleek character.

Whiskey Business

Book Derby weekend and get Thursday 5/1 free. Renovated, Derby/bourbon themed rustic farmhouse. Fabulous location, just steps away from 6 night clubs and over 40 restaurants. It's rated for 16 guests and has 6 bedrooms with 9 beds and 4 pull out couches (and 4 baths). In the finished lower level there is foosball, e-pinball, a multigame and a home theatre where the kids can fall asleep to a movie. FYI there is a no cancellation policy for Derby, LTL & Bourbon & Beyond concerts.

Bourbon Trail Estate | 3 Epic Acres | 7 Bed 6 Bath

Welcome to your ultimate Louisville getaway! This private 5BR retreat blends space, comfort, and style with unbeatable access to the Bourbon Trail, dining, and attractions—perfect for families or groups. ✨ Spacious 5BR, 5.5BA Retreat – 7 beds (5 kings) 🛏️ 🍳 3 full kitchens + bar 🎬 Entertainment room w/ media system – perfect for game night 🎮 🌳 Private backyard for dining & relaxing 🥃 Quiet setting just minutes from Bourbon Trail, shopping & top Louisville attractions

No Guests Fees, New Pet Friendly, WiFi, Downtown

Your perfect Bourbon & Equestrian Escape in Norton Commons awaits! This charming home in Prospect, KY is just minutes from the prestigious Glen Oaks Country Club and a short drive to top bourbon distilleries and horse farms. Enjoy local dining, shopping, parks, and live entertainment nearby, with fitness options at the YMCA. Explore the Bourbon Trail, visit Churchill Downs, or unwind with a round of golf—all within reach. Book now for an unforgettable Kentucky getaway!

Luxury Waterside Retreat | Geo Dome + Fire Table

✅Climate controlled Geodome with projector for movie nights ✅Peaceful+private, yet convenient ✅Family+baby friendly👶 ✅< 15 mins to downtown Welcome to our stunningly remodeled historic home, tucked next to Harrods Creek with a charming wraparound porch. The ideal location!! Surrounded by picturesque riverside restaurants offering dockside and outdoor dining, perfect for watching boats glide by. + Just a short drive from Lou, Kroger, and Starbucks for added convenience.

The Persimmon Ridge Lodge - Golf Room & Pickleball

Indoor Golf, Pickleball & Game Room Paradise | 8,000 Sq. Ft. | Sleeps up to 20 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.

Olive Branch Suite with projector screen in E Lou

This suite is a beautiful private retreat complete with a projector for watching your favorite streaming service for the ultimate movie night. Centrally located and within 10-20 minutes of numerous local hospitals, universities, as well as various restaurants and downtown destinations, our guest suite offers a peaceful retreat in a convenient and safe location. We also provide a fold out desk that guests can use for a remote work space if desired.

Cinema w/ 4 Suites @ Bungalou + Bourbon Bar

Welcome to Louisville’s Premier “Stay-n-Play” Destination at BUNGALOU!! Come experience this STUNNING Urban Oasis discreetly hidden behind Award-Winning "NEAT Bourbon Bar + Bottle Shop" on iconic Bardstown Rd. Regardless of your group size (1, 2, 10 or 50 guests)...we got ya covered! Cherry-pick between 10 Distinct Suites, or splurge on one of our 7 “Group Packages". **Details for this Specific Booking Below** 21+ Older Policy For ALL Guests

"The Brook" - Louisville

Enjoy a stay at this spacious, beautifully decorated ranch home in East Louisville. Blending organic modern decor and intentional functionality, you will feel relaxed and right at home. The home is nestled in a quiet neighborhood and yet only 1 mile from the interstate - conveniently located, a drive anywhere isn't far. Bring your crew to town to experience a day at the horse track, a bourbon tour, or a Kentucky family getaway!

Cherokee Derby Oasis

Enjoy a stylish experience at this centrally-located place of Cherokee Triangle. This listing is the second floor with two bedrooms of 3 flats in the building with its own entry, spacious deck, living room, kitchen, bath and bedrooms for 4 people. The flats can be easily combined to expand accommodations for up to 10 or more people upon inquiry. A block from Louisville's dining, shopping and night life haven.