
House holiday rentals in Original Highlands, Louisville
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Top-rated house rentals in Original Highlands, Louisville
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Popular amenities for Original Highlands, Louisville house rentals
House rentals with a pool

Louisville KY Home w/Hot Tub & Pool
Great place to stay!! Kids will love it & adults will, as well! Very spacious in a peaceful neighborhood. Would definetly stay here again!

Pool*Pickleball Bldg*HotTub*Speakeasy*BourbonTrail
What an incredible stay! I came here for my bachelor trip as our home base to explore distilleries. This place really has it all! Everything you could want and you won’t ever need to leave the property. Great host, clear and thorough details regarding the property. Would definitely stay again!

Near Bourbon Trail, expo, 3 beds, off Outerloop
Stayed just one night when in town for a high school graduation. Very close to the KY expo area. Quiet neighborhood.

Germantown Gem - 3BR/2BA Home with Stock Tank Pool
We had a great stay here while we were in town for the Oaks and Derby. Kristin was very responsive, the home was clean, comfortable, and it was a great location. Quiet but walkable to great bars and restaurants. We really enjoyed our stay!

Stay@Peppermint Cottage Norton Commons w/breakfast
Amazing stay. Nicole was super responsive and over the top helpful with info and recommendations. The house was beautiful. Everything exceeded our expectations. Looking forward to coming back !

CIRCO LOCO - uNCommon Stay
We had an amazing stay! The listing was even better than the photos presented… the decor was fabulous, the furnishings were such high quality, and the listing had everything we needed for our stay. Our hosts were very responsive and answered any questions so quickly. The neighborhood has great restaurants, cute little shops, and three different swimming pools to choose from… all walkable! My children said it was “better than the beach”! They even have a common work space in the floor below the unit, which was great for when I needed to work and have some quiet. Definitely 10/10 recommend!

KY Derby, Bardstown Road, Brewery, 2Decks w Porch
Louisville exceeded our expectations and so did this home! Extremely spacious and well stocked for four adults and kids under 8. Lots of bathrooms and the beds were super comfy. Huge yard too! We’d definitely stay again!!

ꕥEntire Triple CrownꕥSlps 18, HOT TUB, POOL, firpt
Tyler's place is fantastic. I can see it working as individual aptments, but if you have a large group and can rent the entire place out it's truly a gem. The outside space is awesome, and plenty of amenities inside also (coffee, snacks, toothbrushes and toothpaste, access to washer/dryer). Easy to find, ample parking for up to 4 cars, wouldn't hesitate to stay again.
Weekly house rentals

Spruced-Up Shotgun, Steps to Logan St Market
The house was perfect for what we needed. It's located on a quiet block, and the back parking was a great addition. The house was clean and had all the amenities we needed! If we find ourselves back in the area, we would stay here again.

Nulu | Bourbon District | 4 Bedroom | Fire Pit
This was a perfect choice for a meet-up for three couples. We had a bourbon tour planned but we also wanted to explore the local NuLu area in Louisville- easy walk from the house. The home was very clean and comfortable, and the bathrooms and bedrooms worked out nicely. Would definitely visit this area again as the restaurants, bars and shops are great! Very convenient to the downtown, too.

Central Modern House w/ King Bed + EV Charger
My Husband and I booked this home extremely last minute and were pleasantly surprised with both the flexibility of the host. As for the home, it was very well appointed and we felt very comfortable.

Walk to All! 2 Kings, 2.5 baths, washer/dryer
Who wouldn’t love this beautiful condo in a trendy fun area of Louisville? From the minute we entered this lovely home we were comfortable and glad we had made this choice. The kitchen and living room areas were perfect for hanging out but the bedrooms were the true standouts! Each one was huge with not only a comfortable bed, a great bathroom and a walk in closet but also a sitting area to just relax in. Also to note is that this condo is in a great area to just “walk out the door into fun” with lots of restaurants and shops to enjoy. I would highly recommend this condo to anyone looking for a really nice place to stay in Louisville.

Cozy Two Bedroom Home in the Heart of Germantown
Our host thought of everything we might need during our stay. Our rental was very clean and cozy and close to downtown, the zoo and St. Matthews area. Thank you for such a great place to stay!

Kentucky Hug: A Modern Shotgun for Bourbon Elites
Perfect house in the perfect location. The house has a lot of restaurants and bars in walking distance and is a short drive to everything else. It also had the perfect little backyard for our dogs to run around. Highly recommend.

Highlands Lookout-3BR 3.5BA-Walk to Tons +Parking
Great location walking distances to shops, restaurants, and bars.

Stylish NULU | Highlands Vacation Rental
We stayed here for the Kentucky Derby and it was the absolute perfect spot. Close enough to Churchill Downs that we easily ubered there but far enough away to be nestled in a peaceful and quiet neighborhood. The house was GORGEOUS. The attention to detail-from the coffee maker options, hand blender, high quality shampoos and conditioners, nice hair dryer, Derby-esque wall decor, dimmable lighting, furniture, security of the door locks, etc. We absolutely loved it here. Picture perfect.
Private house rentals

~Brand new~Luxury 3BR~Walkable~Central AC~
I had a wonderful stay at Barbara’s Airbnb! The house is brand new, beautifully set up, and fully equipped with everything you could need. The location is great—just a few streets from restaurants and only about 10 minutes to downtown via the highway. Everything in the home feels fresh and thoughtfully chosen, from the ultra-comfy beds and bedding to the plush towels. You can tell a lot of care went into the space—there are so many little details and extras that make it feel truly comfortable. Honestly, it felt just like staying at home. Highly recommend!

Convenient & Cozy! Close 2 it all in Louisville!
Hands down the best place I have stayed at during by 6 months in the area. Melissa was very responsive and the house was amazing! Will definitely be back again.

The Mashbill - Modern & Walkable 3 min to Expo Ctr
The Mashbill is a gem of a property and it was such a fabulous stay! It was exactly as described and the photos do NOT do this place justice. Matthew was a wonderful host and thought of all the touches that made my stay top notch. The decor is modern, stylish and spotless. The beds were comfy and the bathrooms were so cool! Highly recommend - this place is hands down a 10 out of 10!

Quaint Highland's Bungalow
From the spot on communication pre-arrival to the waiting hospitality basket to the immaculate and tastefully decorated home to the prompt replies to texts and emails during our stay, I can't say enough about the excellent experience we had from start to finish. We had lots of family to visit so we often were gone most of the day but returning in the evenings for a quiet moment on the beautiful front porch or backyard was heaven! Thank you John. We felt like we were your one and only guests, ever! We hope to return soon.

Steps to Restaurants|Shopping|Nightlife! Highlands
I absolutely loved the place! Such a cute little apartment. Nichole was immediately welcoming and lovely to work with. The check-in was easy and she was very communicative. I have no complaints! Parking was slightly difficult, but I would say it was easier than I expected from the listing. I rarely was able to get one of the places right outside but was always able to find one a short way away around the corner. The noise wasn't too bad at all aside from Saturday night when the bar nearby played some music with a bit of bass. Medium-strength earplugs worked great for me and I tend to have a hard time sleeping at the best of times. I will make a caveat that I usually go to sleep late. It may be worse if you try to go to sleep a bit earlier. The apartment was clean and had all the amenities needed. It was a bit muggy, but it was also incredibly humid outside and an older house so that was to be expected. This was my first time using Airbnb and I will definitely do it again based on this!

2BR Oasis in walkable Original Highlands
Thank you, Stam for being such a welcoming host and for checking in to ensure everything was going smoothly. The check-in process was seamless, and the place itself was great. The location was excellent, within walking distance to breakfast spots and shops, and just 8–15 minutes from everything we wanted to see. Parking was easy and convenient, and the neighborhood was peaceful with friendly locals out walking their dogs. I would stay here again!

My Old Kentucky Home in trendy area of Louisville!
My Old Kentucky Home is a very fitting name for this property. Spectacular old house that has been tastefully update & decorated, free of clutter & made us feel right at home. The property was exceptionally clean & it is obvious the hosts took pride in the place. Jenny & Brent were amazingly fast to respond & even reached out to make sure we were good. They went above & beyond when the power was out, even though it was out of their control. We chose this place based on proximity to dining & shopping but would recommend it for a peaceful getaway. Quiet neighborhood, great outdoor space & space to lounge & chill inside ... & feel like you are at home. Highly recommended!

Artistic Bungalow with Hot Tub
Eric’s place is absolutely beautiful! It is as described and very warm and comfortable. This house is fully stocked with everything you may need. From access to the house to checkout was flawless! Eric’s communication is second to none, always responsive and helpful. This is the most accommodating place we have ever stayed! The backyard is set up perfectly for a night of relaxing in the hot tub then hanging out by the fire pit. Don’t hesitate to book this home. We will definitely stay here again!!
Quick stats about house rentals in Original Highlands, Louisville
Total rentals
70 properties
Nightly prices starting at
$67 NZD 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
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- Family-friendly rentals Original Highlands
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- Rentals with a fire pit Original Highlands
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- Buffalo Trace Distillery
- Kentucky Kingdom & Hurricane Bay
- Big Four Bridge
- Louisville Slugger Field
- Kentucky Derby Museum
- Louisville Slugger Museum & Factory
- Valhalla Golf Club
- Muhammad Ali Center
- Angel's Envy Distillery
- Heritage Hill Golf Club
- Charlestown State Park
- Waterfront Park
- River Run Family Water Park
- Kentucky Science Center
- Evan Williams Bourbon Experience
- Turtle Run Winery
- Frazier History Museum
- Big Spring Country Club
- Falls of the Ohio State Park
- Hurstbourne Country Club