Vacation rentals with a fireplace in Highlands

The DerbyBirdie - The Highlands (by Tyler Park)

The DerbyBirdie would love to welcome you on your next trip to Louisville! This well-appointed second floor private apartment has all the comforts of home. Charmingly situated in the verdant Tyler Park neighborhood, AND within safe walking distance to Bardstown Rd, Germantown, & Old Forrester’s Paristown Hall. Also less than 4 miles from Churchill Downs, University of Louisville, The KY Expo / International Convention Center & Downtown. Perfect for couples or more private Individuals. Come Stay!

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.

Designed for Families • Peaceful Neighborhood

Perfect for Families - We love hosting families! We have a little kids, so we know how nice it is to stay in a home with essentials for the littles. The kids’ room includes a pack 'n play, highchair, chalkboard wall, and a variety of books and toys. Enjoy family movie time with Disney+. Safe & Central Location – Situated in a quiet, centrally located neighborhood with easy access to top attractions, all within a 10-minute drive. We're Legally Registered - illegal listings may be shut down.

Historic Cabin by Bourbon Trail

Historic, unique, tasteful and serene - the Edward Tyler house, ca. 1783, is a stone cabin 20 minutes SE of Louisville on 13 acre estate. Near the famous bourbon trail, rental includes full cabin and large screen porch overlooking pond with fountain. First floor has living/dining/kitchen space with small sofa bed and stone fireplace (gas); queen bed and full bath on second floor. American and European antique furnishings and fine art welcome you to fully updated home with central HVAC.

The Burb Inn - Nulu & Downtown *w/Firepit*

The Burb Inn is a hip place to stay in the Phoenix Hill/NULU district of Louisville. Easy access to top rated restaurants, bars, and attractions. Great place to host a group of friends, family or smaller bachelor party. Includes private parking, yard & fire pit. 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.

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!

The Old Fashioned~Luxury 1BR~Stay Nulu Marketplace

BNB Louisville presents "The Old Fashioned!" 🥃 Experience this spectacular unit in Louisville's hottest urban development, NULU Marketplace. • Luxurious 1-Bedroom Suite (King Bed + Sofa Bed) 🛏️ • Historic Charm: Exposed brick, high ceilings, & pocket doors • Spa Bathroom with Soaking Tub 🛁 • Full Kitchen & In-Unit Laundry • Secure Off-Street Parking Included 🚗 Located steps from breweries, shops, and dining. Perfect for a romantic getaway or stylish city retreat!

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.

Downtown Penthouse Loft- Free Parking & Elevator

A warm, comfortable downtown loft with garage parking — ideal for work trips, longer stays, or a quiet city escape. It’s a true city loft — open, airy, and easy to live in while still being right in the middle of everything. Located in a historic downtown building, the condo sits on a quiet residential floor, making it a calm, comfortable place to come back to after a day out. Secure garage parking and elevator access make coming and going simple