Holiday rentals with a home theatre in Jefferson County

LUX Waterside Retreat|Geo Dome+Outdoor Fire Table

✅Climate controlled GeoDome w/movie screen ✅Fire Table ✅Family+baby friendly👶 ✅Not in a Neighborhood Tucked away on two private acres along Harrods Creek, this beautifully remodeled historic home offers rare privacy, creekside charm, and easy access to Louisville's best attractions. No crowded neighborhoods - just open space, creek views, and boats drifting by. Perfect for bourbon tours, concerts, and Derby weekends, you can explore the area, then return to your own peaceful creekside retreat.

5 Acre Estate w/ Pond, Hot Tub, Fire Pit & Theater

Harrods is a one-of-a-kind estate on 5+ private acres just 30 minutes from downtown. This 4-bedroom listing includes the main home and outdoor amenities - perfect for family getaways, girls’ trips, bachelor parties and relaxing retreats. Enjoy the hot tub, theater room, pond, arcade, bonfires under the stars, and mornings on the deck with a coffee. Event space and 5th bedroom are not included in this listing; for celebrations, book our separate 5-bedroom Harrods Estate listing with event hall.

King of the Highlands * HUGE 7BR 6BA->Game Room

✨ Exciting upgrades launching late March (photos coming soon): Hot tub 🛁, fire pit lounge 🔥, luxury theater room 🎥, poker / game room 🃏, themed rooms 🎭, and super high-end finishes throughout. This massive 7BR offers 10 beds, 6 baths, pool table 🎱, Golden Tee 🕹️, multiple 4K TVs 📺, private patio with BBQ 🔥, and parking 🚗. Prime Highlands location near Bardstown Rd dining, nightlife, and entertainment. Derby, Bachelor party, work retreat, Bourbon tour, concert, tournament - Search Over!

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 Attractions A serenity-meets-convenienc

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.

★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), and 4 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

Hot Tub | 6 Bedrm | Game Rm | Fire Pit | Jet Shwrs

Welcome to The Rebel Retreat in Louisville's Highlands | Cherokee Triangle neighborhood. Our home is designed for comfort, entertaining, gathering, & relaxation. This 6-bedroom hideout sleeps 12 & is STEPS from the city's hottest nightlife, dining, & non-stop energy of Bardstown Road. Whether you're here for horse racing, bourbon tastings, music festivals, sports, convention, reunion, or a weekend escape, you'll love the thoughtful touches & modern amenities to make this the perfect base!

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 our photos & read the descriptions under them. You’ll love our home because we are close to downtown Louisville & Jeffersonville yet tucked away enough for a peaceful, relaxing stay. No early check-ins allowed.

Big 6BR Mansion | 2 Kitchens | Near Distilleries

• 6 King Beds, 1 Queen & 2 twin pullouts • 2 Fully equipped + stocked kitchens • Onsite, secured parking 6+ vehicles • 2 Living Rooms • 5 Bathrooms • 1/2 acre backyard 12min drive to downtown Louisville 10min drive to Churchill downs and Kentucky Derby Strictly no outdoor deck use/noise after 10pm *Kentucky Derby, Bourbon and Beyond and Louder than Life guests inquire first. A strict cancellation policy is required* *All guests required to to sign a rental agreement*

Cinema w/ 4 Suites @ Bungalou + Bourbon Bar

Welcome to Louisvilles Premier Stay and Play Destination at Bungalou! Come experience this stunning Urban Oasis discreetly hidden behind the Award Winning Neat Bourbon Bar and Bottle Shop on iconic Bardstown Road. Regardless of your group size (1, 2, 10 or 50 guests), we have got you covered! Cherry pick between 10 Distinct Suites, or splurge on one of our 7 Group Packages. Details for this Specific Booking are below. 21 and Older Policy For All Guests.

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.

Whiskey Business

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.