House holiday rentals in Original Highlands, Louisville

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Popular amenities for house rentals in Original Highlands, Louisville

House rentals with a pool

Guest favourite
Home in Floyds Knobs
5 out of 5 average rating, 5 reviews

Luxury Retreat in Floyds Knobs

BeemalRating, 5 stars1 month ago
The house was amazing and had a lot of great amenities. It was also quiet for being multiple stories
Home in Louisville
4.67 out of 5 average rating, 3 reviews

The Getaway!

BillyRating, 5 stars2 months ago
Julie's place is amazing very beautiful fenced in back your good for people traveling with pets and a extremely clean bathroom and bedrooms
Superhost
Home in Prospect
5 out of 5 average rating, 3 reviews

Norton, Bourbon Trail, Pool, Golf, Pets, Downtown

KarenRating, 5 stars2 weeks ago
We couldn’t have been happier with this property. The place was spotless, beautifully decorated and the kitchen was well equipped with everything we needed. We will definitely rent again.
Superhost
Home in Louisville
4.88 out of 5 average rating, 17 reviews

Near Bourbon Trail, expo, 3 beds, off Outerloop

HannahRating, 5 stars3 days ago
We had a great stay after a concert in Iroquois Park. The host responded to all of our questions right away. We loved that the location was so close to attractions and restaurants but was still a quiet and peaceful neighborhood. Would definitely recommend for anyone looking for a place to stay in Louisville.
Superhost
Home in New Albany
4.85 out of 5 average rating, 52 reviews

ꕥLuxꕥHeated* Pool/Hot Tub/Gamerooms/Firepit/

AbigailRating, 5 stars1 month ago
Great place! Lots of activities at the house. Clean & Tyler was very communicative!
Top guest favourite
Home in Prospect
5 out of 5 average rating, 100 reviews

Stay at Peppermint Cottage in Norton Commons!

KatarinaRating, 5 stars1 week ago
Highly recommend staying at The Peppermint Cottage! The location and house were great. Nicole was also very responsive and a great host. Will definitely be back!
Top guest favourite
Home in Prospect
5 out of 5 average rating, 12 reviews

CIRCO LOCO - uNCommon Stay

Leigh AnneRating, 5 stars1 month ago
I had a fantastic stay at circo loco! The space was exactly as described—clean, comfortable, and in a great location. walking distance to everything you need and more ! The check-in process was seamless, and amie was incredibly responsive and helpful throughout my stay. They even left a welcome treat! I would absolutely stay here again and highly recommend it to anyone visiting or even just needing a weekend of fun!
Guest favourite
Home in Clarksville
4.94 out of 5 average rating, 68 reviews

10 Min to Lou | Huge Hot Tub | Awesome Backyard

LukeRating, 5 stars3 weeks ago
Wesley did a great job of communicating and we were glad to stay. We would stay again if we have the need in the future.

Weekly house rentals

Superhost
Home in Crescent Hill
4.85 out of 5 average rating, 101 reviews

Location Location Location

MattRating, 5 stars3 weeks ago
Very cute place and very private and quiet! Perfect location, easy access to everything! Amy was very helpful and made great suggestions in the area as well. Thank you!
Superhost
Home in Louisville
4.84 out of 5 average rating, 138 reviews

Park View | Near Downtown | Derby Discounts!

MervinRating, 5 stars3 weeks ago
This is the second year in a row we stated here. We will try and book it next year again.
Guest favourite
Home in Jeffersonville
4.95 out of 5 average rating, 129 reviews

Scandinavian Retreat: <20 mins to Churchill Downs

BethRating, 5 stars1 week ago
We had a great stay here during our daughter’s volleyball tournament. Very clean, spacious, and quiet. Location was also perfect, right near the highway so we could get to the Expo center easily. Brandon is a great host. We would stay here again!
Top guest favourite
Home in Louisville
4.97 out of 5 average rating, 245 reviews

Bourbon Trail Hot Tub Retreat King Beds, Spacious

ChrisRating, 5 stars3 weeks ago
This house we great for large groups. We originally had 11 people coming but ended up with only 8. The house was older with a ton of character. It looks like it is a very up and coming neighborhood that has had a lot of work done to it. We came in for a work trip at the expo center and this house was only a 5 minute drive to it each day. Hot tub was awesome and back yard was nice. Will look at renting this house again for next years convention.
Top guest favourite
Home in Louisville
4.97 out of 5 average rating, 121 reviews

Highlander House in the Heart of the Highlands

TylerRating, 5 stars3 weeks ago
Very nice house and location. 2nd time we have stayed here and both times have gone flawless.
Superhost
Home in Butchertown
4.93 out of 5 average rating, 296 reviews

Guesthouse on Story- Bourbon Trail

CarolynRating, 5 stars1 month ago
This was our second stay at Guest House on Story, and was definitely as good, if not better than the first. Kim is an excellent and responsive host who strives to make sure your stay is exactly what you need. We had a large group of adults visiting Louisville to celebrate a birthday weekend, and we had plenty of space to spread out and relax. The area has fun walkable bars, breweries, and cocktail lounges, along with restaurants! Highly recommend Tartan House and Biscuit Belly. Guests should be aware as others have mentioned that given the location in Butchertown, there is occasionally a notable smell outside. It very much depends on the direction of the wind and day/time of the week. Do know though that you cannot smell this inside the house! We caught a whiff outside here and there, but definitely not the entire time. Highly recommend Guest House on Story, and I'm sure we will stay again when in Louisville with a large group.
Guest favourite
Home in Old Louisville
4.93 out of 5 average rating, 187 reviews

Beautiful space with a garage.

LyndsayRating, 5 stars3 weeks ago
The property was exactly as listed and perfect for what we needed. We felt safe with the external cameras and other safety features. The bed was super comfortable and the space was very clean and well organized. The binder provided was clear and the included "In case of Emergency" plan was an appreciated add in, that we were glad wasn't needed but comforting to have. Added bonus for the garage space provided. Couldn't ask for better. Would 100% stay again.
Top guest favourite
Home in Louisville
4.99 out of 5 average rating, 127 reviews

Cozy cottage, pets free, quiet, private,5m. to DT

JenniferRating, 5 stars1 week ago
This was such a good experience! We were in town to visit our son who attends college in Louisville. We talked to Anne about having our son and a few of his friends over to the house and she was SO enthusiastic and helpful as we made our plans. The house was GORGEOUS - beautifully decorated and other than the clothes we needed to wear each day, we barely needed anything else! Anne had a wide assortment of shower gels, shampoos, conditioners, lotions, etc. available so it immediately felt like home. Something that I absolutely loved was all of the artwork. It felt like each time I walked in a room I discovered another drawing, painting, or figurine that I hadn't noticed before. Some of it was quirky, some fun, some lovely, and it all worked together to create this beautiful energy for the entire living space.

Private house rentals

Superhost
Home in Jeffersonville
4.89 out of 5 average rating, 9 reviews

Cozy 3-Bedroom Home in Jeffersonville, IN

AaliyahRating, 5 stars6 months ago
Quite Great location at peacful clean home and Host was Awesome and responsive and helpful with all question and would love to stay again !!!
Guest favourite
Home in Jeffersonville
4.87 out of 5 average rating, 164 reviews

King, queen, 2 twins & a futon!

KristiRating, 5 stars1 month ago
The time at the place was enjoyable. There was a lot of space for multiple people. With the main roads to louisville under construction, it added 10 minutes to the commute, but not the house's fault. Plenty of bathrooms and comfortable beds. Would consider again if in louisville area if construction on the main roads is finished.
Superhost
Home in New Albany
4.95 out of 5 average rating, 194 reviews

Spacious Historic Home, Louisville Adjacent

JavenRating, 5 stars1 week ago
This was my first time visiting Kentucky and this Airbnb was amazing. Chose to the city but far enough for orange and quiet.
Top guest favourite
Home in Louisville
5 out of 5 average rating, 22 reviews

Highlands Home With Garage

AmandaRating, 5 stars1 month ago
We had a wonderful stay! The beds are comfortable and the area felt safe. All the updates made the house perfect! We love the new walk-in shower and all the new appliances in the kitchen! The 2 car garage in the back was nice since we had 3 vehicles. There are plenty of restaurants within walking distance. Great location!
Superhost
Home in Louisville
4.86 out of 5 average rating, 100 reviews

Big House by Expo Center, Airport, Churchill Downs

FrancesRating, 5 stars2 weeks ago
Great place for large groups. The 2 house setup allowed for loud kids in 1 space, and sleeping babies in a separate space, which was perfect for our group. Linens are soft, and beds are comfortable. The game rooms and accessories are a great bonus to have.
Top guest favourite
Home in Louisville
4.99 out of 5 average rating, 149 reviews

Newly Renovated Derby House

MistyRating, 5 stars1 week ago
Jason’s place was just as described, immaculately clean, and homey. The neighborhood was quiet and felt safe. Beds were comfortable.
Superhost
Home in Louisville
4.88 out of 5 average rating, 153 reviews

Modern 4 BR house open concept and beautiful!

HelenRating, 5 stars2 weeks ago
I have loved both of my stays at Luke’s house. High quality linens, appliances, and bedding. Felt like I was home as soon as I entered. My sister was with me most of then first visit and the set up was perfect for us. She loved the cool downstairs and I took the upstairs. Great set up. Convenient entry at lower level Once unlocked from inside. Made unloading and loading the car much easier. The place was spotless!!! Would stay here again for sure.
Superhost
Home in Louisville
4.78 out of 5 average rating, 247 reviews

cozy single family house in a quiet neighborhood

SeanRating, 5 stars1 month ago
This was the second time at this location. It’s near family that we were visiting, close to some familiar restaurants and plenty of local restaurants to try.

Quick stats about house rentals in Original Highlands, Louisville

  • Total rentals

    70 properties

  • Nightly prices starting at

    £30 before taxes and fees

  • Total number of reviews

    5.8K 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