Family-friendly holiday rentals in Middletown

I visited Kentucky for a few days with a group of friends and family and this home was the perfect stay for us. We came to visit downtown Louisville and some of the nearby distilleries. The home was the real shiner of the trip. The view of the lake every morning was beautiful, the pool table and games kept us entertained, the kitchen was large, and the hot tub was great for the cool weather. Everything about this house was perfect for my group and would definitely recommend it to those wanting to have somewhere comfortable and spacious for visiting this area.

This is our 2nd time staying at Leslie Ann's cabin. The quiet country side made for a relaxing weekend get away. The cabin was as clean and beautiful as the first time we stayed. The rocking chairs on the porch gives way to top tier relaxing. On our way to town for dinner we saw a small herd of deer in a clearing as we passed. Everything about this cabin and it's environment is so serene and wonderful. We will be back!

This house was perfect for our family (8 adults). Julie was very responsive, even when we locked ourselves out of the house late on night. Nice neighborhood too!

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.

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.

Great Airbnb in a cute, quiet neighborhood. The house was spotless! The bedrooms were a nice size with plenty of room. We enjoyed the two living spaces and the large dining room table. We would definitely book again if ever in the Louisville area! Thank you for an enjoyable stay!

Very spacious home in a good location. 20 minute drive to downtown and many restaurants and shopping located only a few minutes away.

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.

Ben and Kimberly have a beautiful home. Close to downtown Louisville and a short Uber ride. Very cool historic town and the home matched the vibe. Great hosts!

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

This place is a fabulous value for money. Nice quiet neighborhood, private entrance, and just enough parking for two cars in the driveway. I did not see that the host had to be contacted prior to getting the check-in instructions (including the door code to get in!). This is not a downside by any means, but it’s something I wish I had realized sooner!

My family and I loved Ross place!!! His communication was quick and left very clear instructions. Upon arrival, he even left music on to welcome us. The home was exactly as pictured and was very peaceful. It accommodated our needs and highly recommend 👌.

Great place, love the outdoor sitting and easy parking. Great communication, Easy entry , close to YUM CENTER

We had a short trip for one night on our way to Tennessee, but our stay was lovely! Just what my family needed!! We would definitely stay again if ever in the area! Very clean and accommodating with tons of space for the family to feel at home. Also very kid friendly for my little ones! I don’t think my daughter got off the play fort until we left. Tons to do and walk to in town! Very peaceful and loved walking through town. Hosts were great too! Thanks again!! Hope to be back again :)

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!

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.

Great place