Vacation rentals with a fireplace in Highlands

Bourbon Trail, Firepit

After a beautiful drive along a tree-lined-canopied road, you will find Mint Julep Villa, located on a private 1.3 acre lot and just one street over from the Ohio River. Mint Julep Villa, is tastefully decorated for you and your family to enjoy your stay in the Louisville and Prospect KY area. No matter if it's the Bourbon trails, the Kentucky Derby, the numerous concerts and the many other attractions to draw you to Kentucky, Mint Julep Villa will be a place you'd be attracted to as well.

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 5 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.

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 - Luxury 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!

Walk to All! 2 Kings, 2.5 baths, washer/dryer

Lux 3 story townhouse in city's best location. 1/2 block to great restaurants, cafes, shops and Cave Hill. Parking for 2 cars. 2 king bedrooms each with full bath and 2 sleeper sofas. 3 bathrooms (2 full and a 1/2) Wifi, gas fireplace, cable, lux linens, washer/dryer, fully equipped kitchen and more! Great local coffee just across street. Two of Louisville's best restaurants and another dozen casual eateries with 2 blocks. Half dozen fun nightspots within a 2 min. walk.

Perfect Nulu Getaway w/ Best Location- low fees

You can’t find a better location in the city. Welcome to Lou Lou on Washington, our Nulu condo. We are located just steps away from the best food, drinks, and events in the derby city. We are located on a quiet street, only one block away from Main St. You can walk to breweries next door or even a soccer game at Lynn Family Stadium. The Yum Center is only a few blocks away, and we have one of the few properties located walking distance from Waterfront Park.

Quaint Highland's Bungalow

Kick back and relax in this calm, stylish space with equal proximity to beautiful Cherokee Park and all the shops and restaurants on Bardstown Road in the popular Highland's neighborhood. Two bedroom, one and a half bath, completely updated one hundred-year-old home. The backyard offers a beautiful firepit with Adirondack chairs, a patio with dining area and Traeger Grill and plenty of room in the landscaped backyard to throw a ball. Three day minimum stay.

MARYLAND HOUSE - Highlands luxury, WALK TO ALL

Superhost Property! Very safe location, Front porch w/swing 1st-floor master with ensuite bath w/Jacuzzi 3 Bedrooms, 2 Full Baths Street Parking for 2 vehicles Well stocked, full kitchen Koi pond off Master Bedrooms Tasteful arts and crafts design/decor On-site washer and dryer 4.9 Miles to Expo Center/Airport Churchill Downs 4.2 Miles to Downtown & Distilleries Less than 1 mile to Cherokee Park No locals No Events Only registered guests, Please.