Holiday rentals with a fireplace in Original Highlands, Louisville

Grand Modern Apartment in Heart of the Highlands

Located in the Louisville's Historic Highlands neighborhood, and above of 5 Elements Salon and Spa our elegant unit is newly renovated and surrounded by tons of activities and scenery. - We're within walking distance to 20+ restaurants, 5+coffee shops, historic parks, trails, grocery stores, liquor stores, 20+ local shops and boutiques, bars/clubs and much more. - Safe/ neighborhood. - En suite washer/dryer - Hotel bedding, towels and amenities - Keyless entry - Parking Lot ( 1 Car)

The Burb Inn - Near Nulu and Downtown

The Burb Inn is a hip place to stay in the Phoenix Hill/NULU district of Louisville. Walking distance to top rated restaurants, bars, and attractions. Great place to host a group of friends, family or smaller bachelor party. Includes private yard & fire pit as well. Upon entering there is a living area perfect for entertaining with 16’ ceiling & sleeping loft above the kitchen area. Upstairs has two bedrooms with queen beds each with private half bath. There is a separate private shower room.

Location & Luxury - Walk From Your Private Suite!

Welcome to your private apartment in the best location Louisville has to offer! Located one street behind Bardstown Rd, it's an easy walk to some of the top restaurants, parks, and amenities in the city! 10-15 minute drive to Churchill Downs, Airport, downtown, the Expo center and so much more! Enjoy the newly renovated suite that has a touch of original character integrated into the fresh space. Eat in kitchenette, deck, marble surround rainfall shower and cozy bedroom with a whimsical feel.

ArTisTs CoTTaGe

Enjoy peaceful privacy with center city convenience! Bright, open ambiance. Art and music supplies, books, toys, games, CD's, movies. Two decks and a covered patio. Found art gardens and galleries. Fully equipped kitchen with granite counters. Large windows in downstairs bedroom with queen bed and gas fireplace. Ladder access to queen bed in skylit loft. A perfect getaway for artists/writers on retreat, solo adventurers, couples, business travelers and small families with well behaved kids.

Captain's Cabin: Bourbon Trail, History & Romance

Your own log cabin on a wooded hillside with gourmet breakfast served to your door (on weekends)! It's been the location for 4 movies, including Lifetime! Period furnishings and modern conveniences make this an unforgettable retreat. A massive stone fireplace creates a quiet ambiance. Watch wildlife by the lake, creek or from back porch swings. Comfy bed, luxury sheets, high-speed internet, bluetooth stereo and special touches make your stay magical! Ask for Cooking With Bourbon Experience.

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.

Downtown Penthouse | Stylish Loft + Rooftop Patio

Prime downtown location! Walk to top attractions. Steps from 4th Street Live, dining and Whiskey row. Easy access to the Kentucky Derby, and the Convention Center. Perfect for business travelers and weekend getaways. The condo offers a comfortable, stylish retreat with a beautiful patio for outdoor enjoyment. Fully stocked with all necessities, you'll feel right at home. This condo is perfect for those looking for a sophisticated stay with easy access to the best the city has to offer.

4th Street Suites - Deluxe King Bed Suite

Wake up to the best of Louisville! Imagine starting your morning in a cozy king bed, strolling to 4th Street Live for brunch, and exploring nearby restaurants, bars, and theatres. Spend the afternoon lounging by the pool or soaking in the hot tub, then watch the city lights twinkle from the 7th‑floor terrace. This stylish suite is your launchpad for urban adventure—and a quiet, relaxing escape when it’s time to rest. Come make it yours and experience the heart of the city!

Best Location in the City-2 Story Patio & Hot Tub

The Saddle Inn has everything you need for your upcoming stay. Situated in the heart of the city and walking distance to the best restaurants and bars in town, you are booking convenience when you book our home. This house has vintage Kentucky flare with modern furnishings & updates. It boasts 3 bedrooms, a 2 story patio, hot tub, fire pit, ping-pong table, shuffleboard, and all the bourbon barrels one can hope for in Kentucky. There's no better location than this one.