Family-friendly vacation rentals in Middletown

This place was incredible to stay at! Super pretty views, a buttload of things to do on the property, and just overall a fantastic house.

Our family visited Alecia’s place close to Christmas and she was so thoughtful to have a Christmas tree set up for us upon our arrival. We thoroughly enjoyed our stay!! I would definitely recommend to anyone that would appreciate a quiet spacious setting!

Keith and Leslie's cabin was absolutely perfect for our girl's weekend getaway. Very private and peaceful, yet close enough to the absolutely adorble town. The cabin was breathtaking! 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!

Home was as described. Very clean and comfortable. Kristen was very responsive. Apparently ABNB gave me an incorrect code for entry that was different from the code the host had given me. Confusion was very quickly resolved though.

I'm familiar with Louisville, so I knew this location was great - and it did not disappoint! It's on a very nice street with beautiful homes, and it's walking distance to both Cherokee Park and to Bardstown Road. The home was exactly as advertised/pictured on the listing. The home was clean, comfortable, and very welcoming. We had a great stay and would definitely recommend this AirBNB to other travelers!

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.

Local traveler, needed a place to call home for the weekend while my home was up for sale and being shown. Nice location, lots of room to stretch out, tasteful decor, and very well stocked kitchen.

This house is so unique and full of character. We loved the charm, the theme in every room, just everything. Enough room to gather and hang out, but also spaced out enough to have all the privacy you need. Kim is a great host and we will gladly stay at the Guesthouse again!

Absolutely gorgeous house! It was so perfect for me and my group and the owners were so accommodating. Fantastic place to stay!

We will definitely be back. Great parking right outside our private patio. $7 per day for parking is well worth it. We were right downtown and walked everywhere. So many restaurants to choose from and 4th Street Live a block away. We will choose this place everytime.

My stay was great, everything was as described! Very helpful and responsive host. The driveway is a bit steep, so I ended up parking on the street which was just fine!

Ross's home was great for a quick trip on the east end of town very close to an awesome park system.

Great to communicate with. Excellent property!

This house is in a fabulous neighborhood of Louisville, with plenty to do within walking distance. We didn’t drive all weekend once we parked at the house!! Great yard for relaxing, comfy bed, and super cute space.

Our family of 4 were extremely comfortable in this wonderful, convenient location. Easy check in, great amenities. The pool area was a ton of fun and our kids had a great time. We met Keegan briefly and he was kind and welcoming. Definitely recommend and will try to stay again if we are in town.

Jeff's place is always spotless. There were extra supplies so we didn't run out of anything. We always try to rent from Jeff when we're coming to Taylorsville. He always has the best deal and is the most gracious host. If you need anything, he's quick to respond. We will be back next year.

My crew enjoyed the house, there was a last minute change in the amount of people we had to send that Alicia weals very helpful and easy to deal with. My guys loved the house.

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!

Couldn’t ask for a better place to stay in Louisville. The property had EVERYTHING we needed, close to the highway and literally everything FUN and kid friendly, groceries, parks, restaurants, shopping and access to the cutest, trendy neighborhoods! Amy and her family were amazing hosts. The house was clean and stocked for our long stay with towels, dishes, pots/pans, coffee - we needed nothing! We had the best time, felt safe, and will most likely rent this property again!

Great place! Here are bullet points that make it easy to digest vs reading paragraphs! *Great for reunions. Plenty of space for everyone. *A lot of beds to choose from *No Bathroom downstairs. Totally doable if everyone is open to sharing bathrooms upstairs. :-) *Location is nice for the Bourbon Trail. Centrally located. *Very quite and private. Not on top of neighbors *House is at the end of the road so it allows for 3 cars and plenty of room for outdoor games. *Blackstone off the kitchen. Grill out front. All worked great *Hot tub on lower floor. *Old School Arcade Game downstairs. *Nice table outside for dining / hanging out or playing cards *A lot of extra towels provided. Perfect for those extended stays *CLIFF was flexible and easy to get a hold of and work with. Great job bud!

Great communication……in a gated community so felt very secure…..

Lovely home in a nice neighborhood. Communication with the owner was great. Would stay there again