Family-friendly holiday rentals in Middletown

Beautiful lake house with perfect amenities! I would definitely recommend!

This cabin was the perfect place for our family to celebrate the holidays together. The Christmas tree and decorations really added to our enjoyment. Keith and Leslie have taken the extra step to ensure a comfortable and relaxing stay. We were especially impressed at how well stocked the kitchen is. Keith and Leslie are such wonderful and accommodating hosts. We look forward to returning again (perhaps when the weather is warmer, I would really have enjoyed having coffee on the front porch or watching the sun set before bedtime)!

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!

The hosts were always available and helpful if we needed anything. The location was easy to get to, was in walking distance to Z Bar (Zanzabar) when the fun ones wanted to go out after the old folks went to bed, and had all the eminities needed (except a crock pot). There were 10 people in our group and we had a wonderful early Christmas. It was a great spot to meet between Wisconsin and Alabama. This house is amazing bc it is old, huge, and very well-updated! We would all stay here again!!

This is a great property for large family with children. Loads of space to spread out. Private spaces for adult children. Great walkable neighborhood with large park within walking distance. Hard to find a property like this! Would stay here again.

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.

This is a perfect stay for a group in Louisville! The home is cozy and situated on a lovely little street, yet it’s very accessible to the rest of the city. The kitchen was huge, the common spaces were beautiful and functional, and the beds were very comfortable. Not only this, but Kristen was very communicative and even accommodated our need for an early check in. All around a wonderful stay!

Nice place, nice location.

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!

Beautiful home, so full of history and charm. We very much enjoyed our stay. It was a bit chilly at night but the host was responsive and helpful. Would love to stay here again!

We loved staying at the Nest! We were in town for a family get together and needed some more space / beds - the Nest was an obvious choice! We felt connected to the host where it mattered, but otherwise felt like we were independent in the right ways. Scott and family have mastered the art of hosting. Maybe in the future we will book our stay for longer down in KY because we know the Nest is there!

Ross is an amazing host. Among the best! He is very kind, proactive, and responsive in communication. The house is set up beautifully for guests. It's hard to describe, but just little things everywhere--signs for guests so they know what around the house and what they can use, a chalkboard for a shower schedule, games, book, work out equipment. Plenty of towels, pillows, etc. It was like everywhere we turned we were like "hey, look at that." It was really warm and fun place to stay. Thanks Ross! Your hospitality made for a wonderful stay!

It’s a really peaceful place to stay. Daniel’s place has almost everything we need. He even provides disposable toothbrushes, toothpaste, deodorant, disposable shaver besides the usual shampoo lotion and soap. The air fryer comes so handy for reheating bagels for our breakfast. Yesterday morning we were greeted by two chickens the moment we opened the door. The only thing to be aware is the chicken shit on the grass. 😍 . Daniel is very approachable and responsive with any query.

Perfect place. Great area of town. Was easy to get to everything. Offered great recommendations and responded super quickly!

The place was perfect, it fit our needs to a T. Clean, everything needed was at our finger tips. We would stay here again and again. It was just like my home.

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.

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

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!

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…..