Family-friendly vacation rentals in Middletown

My family and I had a wonderful time. The house was clean, well-cared for, and very spacious for the 7 of us. The kitchen was stocked with everything we needed to cook our meals. We made use of the kayaks, raft, and paddle board that were available. The owner was very responsive and easy to get in touch with.

We enjoyed our stay close to Churchill Downs for Derby Week activities.

We loved staying here and it was the perfect location for our family Easter! I truly can’t say enough great things about this cabin and the owners! It was very clean and well appointed with anything you need and the owners were very accommodating and kind! They helped with a couple requests, including a pack and play and high chair. We were able to cook a large Easter dinner with the stocked kitchen appliances and cookware. The property is very serene with plenty of privacy and great options for hiking around. The location is also not too far to get to the grocery store and restaurants. Lastly, the pool table and hot tub were a hit! We highly recommend to stay here and know we will definitely be back for another stay!

Cliff was very helpful and responsive, we were in town on a job so there was plenty of space for people who don’t normally travel together. It was a very cold week so the hot tub was just what we needed! Would absolutely recommend.

One of the best Airbnb’s I’ve stayed in! Lots of extra little amenities, the decor was unique and well thought out, and the location was perfect. We travel to the area often and would definitely book again.

Outstanding place for large gatherings. We used it for out of town guests in a wedding party.

We had a fantastic stay! Super easy check in process and host was very responsive with any questions. We’ll definitely be back

The place was beautiful, peaceful, and had everything we needed. The hot tub was hot and ready for us and we could see the lake from the house. We enjoyed cooking in the beautiful kitchen, soaking in the hot tub, and making our way to the lake to fish. We ate at Cattlemans Roadhouse nearby which was great as well. Great weekend getaway.

I had a fantastic stay at this Airbnb! The place was clean, comfortable, and exactly as described. The host was friendly, responsive, and made check-in a breeze. The location was perfect—close to everything but still quiet and peaceful at night. I especially appreciated the little touches and clear instructions. Highly recommend and would definitely stay here again!

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.

This was my first time visiting Kentucky and this Airbnb was amazing. Chose to the city but far enough for orange and quiet.

Had a very good stay, conveniently located to get around and visit .

The Nest was perfect for our family of five’s weekend getaway. We love the area and felt safe and comfortable in the neighborhood. Scott was a great host and very responsive to our questions. We will definitely stay here again.

We had a wonderful stay at this home. Our family gets together over the Easter weekend each year and our primary entertainment is bike riding and hiking. There is a large park that is super close to this home that has both a wonderful paved bike trail and multiple hiking trails so this worked out perfectly for us. It was also easy to reach downtown Louisville for additional biking and walking trails. Communication with Ross was great!

Sandee is one of the best hosts I've ever had staying somewhere! She was so thoughtful with all of her actions and communication. Such a great spot for karaoke and bar hopping, we ate at Ramsi's Cafe and Gralehaus for breakfast. At the heart of the highlands this really is the perfect place, lots of history in the home and a very relaxing vibe.

Super cute cozy spot in Louisville. We weren’t sure what to expect with the location being in a downtown area, but were pleasantly surprised by the quiet, cute street. A coffee shop in each direction 4 min away. Close to restaurants and bars. We stayed for a volleyball tournament, so not a lot of down time to explore, but what we were able to experience was great. The house is older and the neighboring house was a bit of a mess, but in reading other reviews I expected that and was not bothered by it at all. No dishwasher or garbage disposal, so be sure to plan accordingly. If you are prepared this shouldn’t be an issue. Beds were cozy and place was super clean. Bathrooms are smaller with not a lot of places to keep things, but again if you plan and know this ahead of time it shouldn’t be an issue. We would definitely stay here again next year if Alexandria’s place is available.

Beautiful neighborhood and wonderful pool area! The place was exactly as described and the host provided clear, easy to follow instructions to get in. My kids loved the pool especially! We’d definitely stay again if in Louisville!!

It was perfect for our family and was close to the family that we travelled to visit!

Our family of 6 stayed between Christmas and New Years. Like Alicia and Glenn, we also homeschool our four kids (ages 12-6). We were worn down from the holidays and daily life, so were looking for a refreshing time away from home. Our stay was exactly that. The home and property were extremely peaceful being out in the woods. We did several trail walks and explored the creeks around the property. The kids thought the circular nature of the home, and hot tub were fun too. I appreciated the various Christian decor in the home, it gave me some things to think about as we hung out. But even more than all of that, we had a wonderful chat with Alicia and Glenn that was very refreshing to our spirits. If you are looking for a peaceful, quiet getaway that is focused on Jesus and the holy spirt this is the place for you. Make sure you read all the description in the listing so you know what you are renting. If you do that, you'll be very pleased :) In Christ, Dave & Maura

This place is a slice of heaven. It’s quiet and perfect for a group of family / family friends / and for myself a bachelorette group. We enjoyed the tranquility and the feeling of right at home! The house was cute and clean. You get your bang for your buck here. My only advice would be if you book, bring a car that can climb a hill, as the home is on top of (what feels like) mountain! But makes for gorgeous views.

Ramona and Steve were fantastic hosts. They made us feel right at home. Their location is beautiful and peaceful and just good for the soul! If my family and I are ever in the area again we will definitely love to visit again!

We loved staying at Annika’s place during our visit to Kentucky for Keeneland. It reminded us of our historic sorority house, had everything we needed, and kept our men folk occupied in the pool room watching football while we sisters caught up all night! We had the best time! Thank you for having us!

A wonderful home hosted by wonderful people. I can’t thank Amy and Carol enough for being incredible hosts and opening their home to us. Would certainly recommend this to anyone considering staying in the area!

We’ve stayed here several times over the last few years and we plan on continuing to do so on our annual Kentucky trip.