
Holiday rentals with a patio in Middletown
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Top-rated rentals with patio in Middletown
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Popular amenities for rentals with patio in Middletown
Flat rentals with a patio

second floor 1 bedroom + office W/D & easy parking
Robert and Tara were absolutely amazing and very sweet people! The A/C went out during our trip and they were right to us bright and early the next morning remedying the issue for us. The entire place was clean and very beautifully set up. The location was great as well with Walmart and the highway just minutes down the road. I wish our trip was longer and we had gotten to stay a few days more. Will be keeping an eye on this for any trips to Louisville!

Falls City Loft - Free parking!
Justin's place on 4th St was awesome - perfect for my son and I on an overnight stay after traveling to Louisville for a concert. Justin was super communicative and friendly. His place is super clean and comfy (makes me want a new mattress at home!). Will definitely contact him next time we're in town and need a place to stay!

"The Black Pearl" Luxury 2 bed 2.5 bath Penthouse
Enjoyed my stay at this amazing place. Beautiful and modern. Will definitely come back.

Haus on Speed, charming 2nd floor apartment
The host was great at communicating with us before, during and after our stay. They not only provided so much useful information about the home and area but gave customized information, worked with us for an early check-in and checked on us after we arrived. She's super friendly and the home is great. With the 2 rules being take off shoes and have fun... it was a great place and somewhere we would certainly stay again if we're in the area.

Vine Grove with fire pit/play set
The place was perfect for my bach party during Kentucky derby weekend. Especially with booking the top room as well. There was a door that combined both air bnbs. It was so helpful being able to go back and forth for both of my groups that were staying in their respective rooms. Amazing host no complaints on the stay what so ever. The only issue I ever see arising with this place is parking if you have people you don’t know stay in the other apartment. Definitely max of 4 cars fit in the driveway. And the sound levels for the bottom residents. But it is described in the description so if you complain about it then that’s on you for booking it knowing the situation. Loved the golf course right down the road. Good restaurants and walkable pizza shop and liquor store. Really was a great weekend with my friends and I thank Shaalim for being so responsive during the 10 months we communicated back and forth when I booked.

Flawlezz Stays
very nice apartment in a good location. would rent again.

B On Main Unit 2
This is a great place to stay in a very nice town. Everything in the house was well taken care of and clean. Five stars and will use this host again!

Dreamy, Designer-Curated Shoppable Retreat
Jaclyn’s place was the perfect, dreamiest stay in a very walkable area! The decor originally drew us in (I mean how could it not — it’s absolutely gorgeous) but the amenities, convenience and Jaclyn’s prompt communication were the cherries on top. Would highly recommend her place if you’re looking for the coziest home away from home. Her guidebook with recommendations was amazing. We tried many of her suggestions and she was spot on with all of them!
House rentals with a patio

Luxury Waterside Retreat|FireTable|WraparoundPorch
This was an amazing home to be in for my graduation weekend. My family and I felt right at home. Everything was extremely clean and the hosts were very responsive. The home looks just like the photos and it’s super cozy/homey. This place is great for a family get away and pretty close to everything. I really enjoyed my stay and recommend for all.

2King beds+HotTub+FirePit
We wanted a quick, midweek, night away for our 20th Anniversary. We’d had a particularly overwhelming a stressful, busy couple of weeks with other family commitments and a death near the family. We booked the day before our stay- very last minute! Becky & Heather were fantastic hosts. The house was ready, the hot tub looked brand new it was so clean, the backyard is an oasis of relaxation, and everything was just perfect. We were able to relax and enjoy! We ordered take out from the nearby Crestwood Bistro- delicious!! Just wish we’d had more time. We’ll definitely recommend Becky & Heather’s place to friends and family.

Safe, comfortable, & convenient!
My Family and I 7 of us loved the location. Minutes from shopping, interstate, food, large enough yard to enjoy catch or just sitting together. Everything was clean and as described. The only thing I personally would focus on a bit more is yard maintenance, there wasn't anything crazy just some cleanup and trimming. Rob was a great host overall and had I needed anything I'm sure he would have gladly assisted however he could. I will book here again the next time I'm in the Louisville area!

The BlueBird Nest! Dogs Welcome, HugeYard, HotTub!
I thoroughly enjoyed my time here! Beautiful big bag yard and I enjoyed the hot tub! Communication was great from start to finish!!

Country Retreat on Bourbon Trail - Fire Pit - King
I honestly had an amazing experience staying here. From the moment I arrived, everything was just perfect. The place was exactly as described—clean, cozy, and beautifully maintained. You can tell the host really cares about the details, from the thoughtful touches around the space to how easy they made check-in and communication. The location was fantastic, and it felt like a home away from home. Whether I was relaxing after a long day or exploring the area, I always looked forward to coming back to this space. The host was incredibly welcoming, kind, and responsive—truly one of the best I’ve encountered on Airbnb. They went above and beyond to make sure my stay was comfortable. I would absolutely stay here again and highly recommend it to anyone looking for a top-tier Airbnb experience. Thank you so much for the amazing hospitality!

LUX | HotTub | Firepit | Man Cave | On BRBN Trail!
Really enjoyed our stay. Gary was very communicative and the house was great with so much to do. Would definitely stay again

Parkside Pad - Iroquois Park
Nice clean comfortable home! I will definitely stay here again if I am back in the area.

Historic 1905 Kentucky Farmhouse
Easy check-in and a beautifully decorated home that felt like stepping back into a more nostalgic era—exactly what we were looking for while in town for the Derby. The house was very big and spacious, with a warm, homely feel throughout. The kitchen was spotless, the art was beautiful, and every room felt picture-perfect. The host was also kind enough to accommodate an early check-in, which made our trip even smoother. Highly recommend!
Apartment rentals with a patio

Perfect Location! Huge Space in Walkable Highlands
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.

Downtown Apt in NuLu | King Bed w/ parking
Lovely central location. Modern appointments. Incredible lofted ceilings.

Bitters Suite-New on Bourbon Trail! BRAND NEW!
What a wonderful place. So much to do within walking distance. Diane responded within 10 minutes for any questions I had. I would definitely return to this condo.

Corner 2 LEVEL Penthouse WALK to FUN in Highlands!
The home was exactly the way it was presented in the pictures. Everything that you could think of and more was in the home available for use. Matt was also very detailed with his instructions that were sent to me as well as there being a copy left on the table. The Airbnb was very comfortable which made it feel like an extension of home. I would definitely recommend a stay here especially if you have or would like to experience a high standard of living. Awesome Airbnb Matt!

FREE Off street parking| Walking distance| Near by
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.

Corner Penthouse at the Historic Levy Building
For a family-fun filled weekend in Louisville, this was the perfect location!

The Greatest penthouse in the heart of city
Absolutely wonderful stay at this charming boutique apartment! Will definitely keep this in our short list of places to stay. Very affordable and within walking distance of a lot of fun restaurants and bars!

BEST View of Louisville
This condo is beautiful with a great view! We were there for the Abbey Road on the River festival and were able to walk to and from the venue with ease. I would highly recommend this place.
Quick stats about holiday rentals with a patio in Middletown
Total rentals
30 properties
Nightly prices starting at
₹5,982 before taxes and fees
Total number of reviews
630 reviews
Family-friendly rentals
20 properties are a good fit for families
Pet-friendly rentals
10 properties allow pets
Rentals with dedicated workspaces
20 properties have a dedicated workspace
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- Buffalo Trace Distillery
- Kentucky Kingdom & Hurricane Bay
- Big Four Bridge
- Louisville Slugger Field
- Louisville Slugger Museum & Factory
- Kentucky Derby Museum
- Anderson Dean Community Park
- Muhammad Ali Center
- Valhalla Golf Club
- Heritage Hill Golf Club
- Charlestown State Park
- Waterfront Park
- Angel's Envy Distillery
- River Run Family Water Park
- Kentucky Science Center
- Evan Williams Bourbon Experience
- Turtle Run Winery
- Falls of the Ohio State Park
- Frazier History Museum
- Big Spring Country Club