Vacation rentals with a fire pit in Highlands

Bourbon Trail Spacious Backyard NEW HotTub Grill!

The Burnt Barrel – Your vibrant Louisville getaway in the historic Shelby Park neighborhood! Perfect for couples, business travelers, or event visitors. Enjoy high-speed Wi-Fi, a dedicated workspace, fully equipped kitchen, & a NEW hot tub & grill. Just minutes from Whiskey Row, the Urban Bourbon Trail, Churchill Downs, NuLu, UofL Health, and the Convention Center. Explore iconic spots like Old Forester, Angel's Envy, & Evan Williams — all within 10–15 minutes. True Louisville charm awaits!

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.

Walk to the best spots Louisville has to offer.

Step into the warmth and character of this beautifully restored 1920s bungalow in Louisville’s beloved Historic Highlands. Thoughtfully updated for modern comfort while preserving its vintage charm, this space offers the perfect mix of history and hospitality. You’ll be just steps from the city’s best local restaurants, cafés, and boutiques. Downtown Louisville and NuLu are just minutes away. 5 ml to Churchill Downs Make this gem your home base for experiencing the best of Louisville

The Baxter IV - Family Friendly

This stylish place to stay is perfect for your trips! Located at the heart of Louisville, in a centenary house. Completely remodeled, cozy and the Louisville nightlife is just outside the door. In the morning, you can relax on the porch enjoying a cup of coffee. During your stay spend time walking the neighborhood filled with boutiques, restaurants, bars, distilleries and art galleries. Start the bourbon trail or walk to the famous Cave Hills Cemetery. Enjoy weird Louisville!

4th Street Suites - Beautiful 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 Place

Direct link - copy/pastefor later http://Airbnb.com/h/theplace-unique-ground floor-loft Enjoy complete privacy in this Unique space (some say it reminds them of a NY loft with no steps) It's located in a cool building on S. Preston Street. Walk to Nords Bakery(for the best donuts in town), 2 awesome coffee shops. About 1/2 mile to University of Louisville and only 2.3 miles to Churchill Downs. Open floor plan, private brick patio, off street private parking in rear.

Highlands Midcentury Getaway w/ Firepit & King Bed

Welcome to "Ruby"- the coolest, most conveniently located home in the city. From head to toe, Ruby is decked out with all the ingredients for a fun, relaxing Louisville stay. Occupying the first floor of a beautiful Victorian home, Ruby is walking distance to restaurants and the urban bourbon trail, as well as hospitals and downtown businesses. The location truly can't be beat! Drive or Uber to the Yum center, NULU, Lynn Family Stadium, and the waterfront in no time.

Haus on Speed, charming 2nd floor apartment

Welcome to the Haus on Speed! Please note that if you have mobility issues, the apartment is on the 2nd floor and you will need to be able to climb about 20 carpeted steps. There are also 6 exterior steps when walking up from the sidewalk. Walk to anything from our charming 100+ year old Highlands home in one of Louisville's more vibrant & loved neighborhoods! This home is thoughtfully furnished to include all the comforts you could need during your stay.

~The Vibe on Vine~ time to rest & relax

The Vibe is a charming retro haven with indoor/outdoor living in the heart of Louisville! This is a time capsule of old Louisville design combined with modern comforts, providing you with a unique and memorable stay! Dog friendly and located in the heart of Germantown, The Vibe is minutes from Bardstown rd, NULU, Baxter ave, breweries and the distilleries! Enjoy a movie night in the living room and dine on a converted bowling ally lane table in the kitchen!

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.

Derby City Bourbon Bungalow - by Germantown & UofL

This charming bungalow is fully renovated and well appointed for guests. It's conveniently located near all of the hot spots in Louisville. We are just minutes from Churchill Downs, Germantown, NuLu, Louisville Airport, the Yum! Center, Slugger Museum and Waterfront Park. There are countless restaurants, parks, shops and bars nearby. Relax and enjoy the many amenities in and around our home. We have 3 bedrooms and 2 full bathrooms.

Home Away from Home, Unit 3

Located directly on Bardstown Rd in Louisville's historic Highlands neighborhood. Newly renovated with outdoor space, walk/bike to 30+ restaurants, 6+ coffee shops, bookstores, grocery stores, a movie theater, 20+ local shops and boutiques, wine shops & much more. Walkability Score 88, Bike score 79 Flat as a pancake, good bike lanes. Bedding, towels & amenities. Keyless entry, free private parking, & washer/dryer in building.