Holiday rentals with outdoor seating in Original Highlands, Louisville

Our family of six was right at home. This home is clean, comfortable and quiet. Bedding was comfortable, and the home is equipped with all you will need. We were also right across from Parlour Pizza, and walking distance from many other establishments. We had a great time. Thank you for a wonderful stay!

John was a wonderful host! Very friendly and offered various recommendations, all walkable from the home. Has many menus and guides on hand for places to eat and visit in the area. Provides the comfiest pillows, clean linens, with extras in the closet. There’s a sign that says “Best Shower in Louisville” and I’d have to agree! Amazing water pressure that you don’t find often. The location is central to many walkable restaurants, bars, etc. We didn’t drive the entire stay since everything was so close. Will definitely stay here again when in the area. Highly recommend!

A great little shotgun style house. Kitchen is well stocked with cooking basics. But there were no bathroom toiletries. A nice comfortable little place. Very quiet neighborhood.

We had a great stay at the Shantyboathouse! The place is amazing and just how it was described. Colin provided all the instructions we needed to access the place and also offered plenty of recommendations! There was even a basket filled with a bottle of wine and lots of snacks, which was such a cool addition. Every place we went to was within walking distance, which made it super simple to get everywhere, especially after partaking in some bourbon! We highly recommend Colin's place to anyone visiting Louisville. You won't regret it!

Great Airbnb that’s very comfortable and easy to fit into. Access to downtown is excellent. The off street parking is a luxury that relieves a lot of stress in an unfamiliar neighborhood, although the feel of the area is really peaceful.

Our stay at Lilly House was excellent. The house itself was clean and very inviting. We were provided with everything we needed with much more than essentials. Fredie was welcoming and made it apparent he was available for any of our needs. The location was a short drive to downtown and very assessable to everything. We would recommend staying here and appreciate the attention to details during or stay. A great, clean place to stay.

The place was great, slightly bigger than I expected. I really appreciated the two bedrooms each had outdoor access so when staying with friends and you each have a dog it made things very convenient to not disrupt each other. I would definitely stay here again if visiting Louisville!

The place was very cozy, and my family felt at home. The house is conveniently located near many notable places to visit in Louisville. The house is beautiful, eclectic, and well-organized, with small details. The host was helpful and communicated well, and responded promptly.

This apartment was GORGEOUS! We didn’t get to stay for long enough to explore much. We loved the old Victorian style and felt so at home after a long day that we all stayed in and played board games.

Heather was an excellent host and a good communicator. Her place is very comfortable and beautifully furnished. The bed was comfy and there were some nice welcoming touches - some treats, plenty of tea and coffee and a couple of fresh flowers in the kitchen. It was pleasant relaxing on the front patio. Plenty of good restaurants and Cherokee Park are within walking distance.

We LOVE Buddha’s Bungalow. Second time staying here. Dana is a great host!! The Bungalow is an amazing place in an amazing location. 100% recommend staying here when in Louisville!

A great small space course to the horse track and the airport. Barbara is very her description on the duplex and the neighborhood, so you won’t be disappointed if you read all the words. Barbara was very friendly and responsive!

We absolutely love our time in Louisville and Charlotte's was our wonderful first impression!! The place was so cute and a little home away from home!! The neighborhood was so cute and right around the corner. And it was only 10 minutes from anywhere we wanted to visit. We would absolutely want to stay here again if we get the chance to come back to the area!! Thank you Charlotte!!

Very comfortable king size bed and spacious kitchen. Great response time and communication from the host Justin. You will hear city sounds and some neighboring loft sounds but still feels private and safe! Would recommend to folks who are ok with carrying personal items a bit of a distance through hallways. Overall the loft was clean and comfortable and we loved the high ceilings!

Perfect place to stay with my son while visiting friends and family. Absolutely loved the location on the river, the walk ability of the area, the restaurants and coffee shops and all the beautiful walks to include the big four bridge. It was great to have the balcony to sit on! Beds were amazing!

Super cozy apartment with all the vibes of an old building without the draft. Also has a lovely deck to sit on and drink your morning coffee.

This was the perfect hub for hopping between the Highlands and downtown Louisville. I grew up in this area and felt right at home. The space was comfortable, with nice big couches and plenty of space for everyone to lounge. The off-street parking was a huge added bonus. Would definitely stay here again.

We’ve stayed here a number of times and it is consistently great! Just what you need for a trip to Louisville. Bed is comfy. Plenty of space. Easy to cook in the kitchen. Sophia is easy to communicate with and quick to respond. We love the NULU area. Check out Nouvelle next door when you are sick of bourbon. 🍷

I had a wonderful stay at this Airbnb. The space was exceptionally clean and well-maintained, which made settling in so much easier. Overall, it was a relaxing and pleasant experience, and I would happily recommend this place to anyone looking for an stress-free stay.

We had an amazing stay at Matt's condo—it was cozy, well-stocked, and instantly felt like home. The guidebook provided was incredibly detailed and helpful, offering clear instructions and great local recommendations. The location is ideal, within walking distance to restaurants, bars, and breweries, and just a short drive to downtown or Churchill Downs. The condo itself is super comfortable with plenty of in-house entertainment options including video and board games, streaming services, disco lights, and fast Wi-Fi. Matt was an exceptional host—attentive, communicative from the start, and very accommodating. This place truly deserves five stars, and I’d happily stay here again on my next visit!

Very centrally located near several bars and restaurants. The apartment has everything you need. Smells like fresh baked cookies. It is a bit noisy as it’s behind a busy street so expect noise especially on the weekends. This will be my go to spot in Louisville.

Karen’s place was great! Very clean and had everything we would need. Very cute and comfortable. Would definitely stay again!

Great stay!! Great location!!

Nice safe place for the value. Wasn’t a fan of the parking with a large SUV and current remodeling but it was safe and clean. The living area was spacious and comfortable. Rooms were clean.