Holiday rentals with a fire pit in Highlands

Bourbon Trail Spacious Backyard NEW HotTub Grill!

The Burnt Barrel, discover your vibrant Louisville getaway! Perfect for couples, business travelers, or event visitors, this cozy home offers high-speed Wi-Fi and a dedicated workspace, fully equipped kitchen, and a NEW hot tub and grill for you to enjoy! Guests rave about its comfort, walkable location, and modern amenities. Enjoy nearby bars and restaurants all just minutes from downtown, UofL Health, and the Convention Center. Experience true Louisville charm and convenience! Book a stay now!

Germantown gem w/ private parking & fenced in yard

This fully renovated eclectic and charming home is in the heart of Germantown! It is over 1100 square feet and has 2 nice size bedrooms(both with doors to the yard), a spacious vaulted ceiling living room and a well equipped gourmet kitchen.Only 10 minutes to Churchill Downs, Downtown Louisville, NULU, the Expo Center, and UofL. The home also has a privacy fenced backyard which is perfect for four legged friends & their humans! The house sits up high for added privacy,14 steps in front,4 in back

4th Street Suites - Stunning King Bed Suite

Live the best of Louisville in this sleek 1‑bed, 1‑bath downtown retreat! Perfect for couples, families, or friends, it features a cozy king bed, 2 rollaways, a fully stocked kitchen, and a bright living area. Enjoy morning coffee or evening drinks on your private balcony, stroll to nearby restaurants and bars, then relax by the pool or hot tub, play a round in the golf simulator, or unwind with a game of pool. Your launchpad for adventure—or a quiet, stylish escape when it’s time to rest!

1920 Craftsman Charm • Prime Highlands Location

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 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.

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.

Historic Parsonage in heart of NuLu action

Located in a lovingly renovated 1843 church, this small apartment boasts a queen-size bed, full bathroom, kitchenette with table for 3, and comfy sofa. You'll be in the middle of all Market Street has to offer — steps from Rabbit Hole Distillery, Nouvelle Wine Bar, Garage Bar, and tons more. A 10-minute ride from the airport, you'll be half a mile from Slugger Field, and 1 mile from the YUM! and Convention Centers.

Charming 2 BR home by Emerson Park & Gardens - UL,

Discover this Charming 2 Bedroom Home by BNB Louisville! 🌿 Located in historic Schnitzelburg, minutes from Downtown & UofL. • 2 Bedrooms / 2 Baths 🛁 • Luxury Master Spa Bath (Heated Floors!) • Flex Room with Queen Murphy Bed 🧘‍♀️ • Nespresso Coffee Bar ☕ • Located directly across from Emerson Park 🌳 • Dogs Welcome! 🐶 Walkable to local bars and dining. A sustainable, community-focused retreat! 📍

The GiGi Airstream, Lakeside at Progress Park

Your stay in the Gigi Airstream at Progress Park will be anything but ordinary. Wake up to stunning views of the water, with the beach sand just outside your door. This 2022 Airstream Flying Cloud has all the bells and whistles and will ensure you are not roughing it while glamping in the city limits! We can't wait to host you! *DERBY IS A 3 NIGHT MIN OF THURS-SUN. NO CHECKINS ON FRI OR SAT.

Charming Bourbon Bungalow - 1 Mile from Downtown!

You will love this quaint Germantown house located 2 miles from almost anywhere you would want to be in the city! Two bedrooms and one bath await you, along with a full kitchen, large living space, and spacious back yard. Close to many great restaurants, downtown attractions, the Highlands, Churchill Downs, the riverfront, and many great parks. Don't wait--book now!