
House holiday rentals in Highlands
Find and book unique houses on Airbnb
Top-rated house rentals in Highlands
Guests agree: These houses are highly rated for location, cleanliness and more.

2 br home, walking distance to much entertainment
Home located in the historic Irish Hill neighborhood, just a short walk to popular Baxter Ave and Bardstown Rd, famous for its restaurants, coffee shops and nightlife. Downtown and Nulu are a very short drive away, many great bars and distilleries are walking distance. Home built in 1879, entirely renovated with a modern kitchen, fully fenced backyard, private parking and fire pit.Master bedroom has a king size bed and it’s own bathroom with jetted tub. We look forward to your visit, thank you!

Highlands Lookout-3BR 3.5BA-Walk to Tons +Parking
Welcome to Highlands Lookout, your ultimate spot for a good time on Bardstown Road in the lively Highlands of Louisville! 3 Huge bedrooms plus 3.5 Baths. Perfect for guys' or girls' weekends, concerts, and conventions. Immerse yourself in the vibrant atmosphere of "Keeping It Weird." Unwind on our balcony or mix up a cocktail at our wet bar. Close to distilleries, bars with rare bourbons, downtown, racetrack, and the airport. Your gateway to a thrilling Louisville adventure! Off street Parking!

Private Parking in GTownWalk to Coffee,Shops,Bars!
Shotgun Rye is ready to host your stay in Louisville! Located close to everything cool in Germantown and Highlands area! People visit for Bourbon Tours, Ky Derby, Conventions, Expo Ctr, UL graduations and sporting events, live music and so much more! Completely remodeled with all the modern conveniences & a comfortable, casual touch. But with so much to see and do in Louisville you’ll load up your itinerary with unforgettable experiences. Great location walk to bars, restaurants and shopping!

Highlands Gem – 2BR, King Bed & Coffee Bar!
Enjoy a stay in this cozy home minutes from the fun of the Highlands! This 2 bed 1 bath house with a fenced in backyard is perfect for families, friend groups, and business travelers looking to stay in Louisville for all kinds of reasons! Get a good night's sleep on a memory foam mattress, and enjoy a complimentary cup of coffee before heading to work, to tour the Highlands and the city, or to have a fun board game and a movie day! Book your stay with us today for a wonderful experience!

Highlands Bishop Cottage-Walkable
Walkable Highlands Cottage in the Irish Hills neighborhood. Newly renovated with charm! Close to NULU (.5 mi), Butchertown (.6 mi), downtown (1 mi). Just 4 mi to the Yum Center, 5 mi to the Expo Center, 5.2 mi to Churchhill Downs, and 5.7 mi to the airport. Walkable to breweries, restaurants, parks and Cave hill Cemetery. You can even view the bridge over Ohio River from the end of the street. 1 on property small parking spot off alleyway with additional street parking on side streets

Cheerful, centrally located 2 bedroom shotgun home
This welcoming home is central to Louisville's most popular and lively neighborhoods, walking distance to many favorite spots. Natural light and unique art fill the home. There is a large deck that overlooks a beautiful cemetery behind the home, and is a perfect place enjoy morning coffee or sunset dinner. A coffee/tea bar is located in the fully equipped kitchen. Charging stations and white noise machines are found in both bedrooms. 2 workstations and a smart TV are also available.

Historic Hideaway w/Free Parking
Situated in the heart of a vibrant neighborhood, you'll find an array of exciting options for dining, drinks, coffee, and shopping right at your doorstep. With numerous restaurants serving diverse cuisines, trendy breweries offering craft beers, cozy coffee shops brewing aromatic blends, and chic boutiques showcasing local fashion and artisanal goods, you'll have plenty of choices to explore and indulge in the local scene. You'll be spoiled for choice with the plethora of options.

Prime Highlands Location - 500ft fro. Midcity Mall
Formerly known as Breslin House, this well-loved Airbnb (126 five stars reviews) is under a new host. We are confident you'll love it as much as everyone did before! Our house is located on a quiet street, but steps away from restaurants, bars, boutiques, and cafes on Bardstown Rd. It's perfectly situated in the heart of the Highlands so you can walk to almost everywhere. Our home is very spacious with 3 large bedrooms, so you'll have plenty of privacy even with a large group.

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.

Urban Enclave! Convenient 1800s brick shotgun.
Tasteful and comfortable historic shotgun-style home in the Original Highlands, a dynamic and convenient neighborhood. Great location for the Urban Bourbon Trail, and cultural venues including Yum Center, Center for the Arts, Paristown Point, Fair Grounds, Lynn Family Stadium, Ballet, Symphony, and Opera. Downtown, NULU, and Butchertown are adjacent. Smoke-free, naturist home. Please read all information regarding the space and guest access.

Cozy Two Bedroom Home in the Heart of Germantown
This beautifully renovated 2 bedroom home is conveniently located in the heart of Germantown near many of Louisville’s main attractions. Walking distance to Atrium Brewing Co., Trouble Bar, Logan Street Market, Full Stop Coffee Shop, and many other delicious eateries and bars. Short commute (5-10 minutes) to other attractions, including Churchill Downs, University of Louisville, KY Expo Center, downtown distilleries, and Bardstown Road.

The Caldwell Highlands/Germantown
Welcome to The Caldwell, a Germantown/Highland area home that includes three bedrooms, one and half bathrooms and sleeps up to five people. The home is within walking distance of several restaurants, bars, retail and vintage stores, and entertainment venues including the Germantown Gables, Logan Street Market and Old Forester’s Paristown Hall. The home features a covered deck, a fenced-in yard as well as home gym.
Popular amenities for Highlands house rentals
House rentals with a pool

The Getaway!

Bourbon Trail, Shops, Downtown, Watch Hill, Pets

NEW Hot Tub, Expo, King Beds, Downtown, Churchill

Germantown Gem - 3BR/2BA Home with Stock Tank Pool

Stay@Peppermint Cottage Norton Commons w/breakfast

CIRCO LOCO - uNCommon Stay

Entire House in The Highlands. Private Pool.

ꕥEntire Triple CrownꕥSlps 18, HOT TUB, POOL, firpt
Weekly house rentals

Spruced-Up Shotgun, Steps to Logan St Market

The Lakehouse at Progress Park in Derby City

Cheerful Highlands Home with Parking*Cherokee*NuLu

Best for Bourbon Trail and Beyond!

Germantown gem w/ private parking & fenced in yard

The Bourbon and Derby minutes to Bourbon Row!

Lux king bed 3 bed 2.5 bath, Gas grill, Fire pit

"Blue Grass" Pool Table Retreat - Plush Comfort
Private house rentals

Colonel Lou Lou's

~Modern~Luxury 3BR~Walkable~Central AC~

3 KING BEDS-Walkable

Convenient & Cozy! Close 2 it all in Louisville!
Historic Highlands Cherokee Park

Spacious & close to downtown

Louisville Luxury: Expo Center, Large Driveway

My Old Kentucky Home in trendy area of Louisville!
Quick stats about house rentals in Highlands
Total rentals
60 properties
Nightly prices starting at
$61 AUD before taxes and fees
Total number of reviews
5.5K reviews
Family-friendly rentals
50 properties are a good fit for families
Pet-friendly rentals
20 properties allow pets
Rentals with dedicated workspaces
40 properties have a dedicated workspace
Destinations to explore
- Apartment rentals Original Highlands
- Rentals with outdoor seating Original Highlands
- Pet-friendly rentals Original Highlands
- Rentals with a fireplace Original Highlands
- Rentals with a washing machine and dryer Original Highlands
- Rentals with a fire pit Original Highlands
- Family-friendly rentals Original Highlands
- Rentals with a patio Original Highlands
- House rentals Louisville
- House rentals Jefferson County
- House rentals Kentucky
- House rentals United States
- Buffalo Trace Distillery
- Kentucky Kingdom & Hurricane Bay
- Kentucky Derby Museum
- Valhalla Golf Club
- Angel's Envy Distillery
- Muhammad Ali Center
- Louisville Slugger Field
- Louisville Slugger Museum & Factory
- Heritage Hill Golf Club
- Turtle Run Winery
- Charlestown State Park
- Waterfront Park
- Big Four Bridge
- Kentucky Science Center
- Falls of the Ohio State Park
- River Run Family Water Park
- Frazier History Museum
- Evan Williams Bourbon Experience
- Big Spring Country Club
- Rising Sons Home Farm Winery
- Bruners Farm and Winery
- McIntyre's Winery
- Lovers Leap Vineyards and Winer
- Best Vineyards