
House holiday rentals in Middletown
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Top-rated house rentals in Middletown
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Holiday rentals for every style
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Popular amenities for house rentals in Middletown
House rentals with a pool

Private Pool, Firepit, BBQ - A FUN place to RELAX.
Great host, another great property that he owns. Only downside is the time of year, wish it was summer and the pool was open. Otherwise, great place to stay.

Downtown Lawrenceburg Overlooking Park, 2 bdrm
Lisa and Bobby were excellent hosts. They helped me feel at home, provided great recommendations and offered to personally show me around my new state. The check in was simple, rooms clean, and amenities well stocked. I appreciate the time and care they took to make the transition easier for me. Thank you!

Historic House on Lake with Pool - Stone Haven
This place was wonderful for our group! The kids needed space and they got it at this house! It was so nice to have MANY outdoor activities such as basketball courts, kayaking, a hot tub, scooters to roll around on, hiking path, and just lots of room everywhere! The house was great and provided the space we needed to eat, sleep, etc. We were impressed with everything. The showers got cold after awhile, but that is to be expected with that many people showering and doing some laundry. When we planned better, then it wasn’t a problem. The hosts were great to work with and responded right away whenever we had a question. I would highly recommend this property to anyone, and I hope to stay there again when I bring a group to Kentucky in the future!

*POOL* Fenced Yard- ARK Encounter, Creation Museum
This is a beautiful quiet and peaceful neighborhood. The house was perfect for our family vacation. Would definitely stay again!!! Great host!!!

Just like home w Pool & Pool table
Thank you Ben for a wonderful place to stay! We come to Cincinnati multiple times a year to visit family, so it's nice to find this great house an an option to accommodate us visiting! We will definitely be back! The pool will be a great bonus in the summer! Thank you again!!! Love, Pittsburgh fam!

Clifton Scenic Lodge: Hot Tub, Patio/Yard, Parking
Booked this place for my sweetheart's birthday weekend. It caught our interest because it had a hot tub, but when we arrived we both realized the place had a certain charm. It reminded both of us of the family homes we used to visit, like grandparents or relatives. It felt like a home away from home. I've had previous stays where nightfall would make a place feel unfamiliar and foreign, but I felt completely at peace here. We had a heavy storm hit us, so our enjoyment with the hot tub was brief, but Joshua was prompt in communicating with us any time we had questions. He also included a complementary gift for her birthday that we both appreciated. We both agree that we would love to come back here one day and maybe even bring the kids with us next time. Wonderful experience all around!

Downtown House - Heart of the City - Rooftop Patio
I’ve stayed in a couple of Airbnb‘s downtown. Paul’s place is by far, the best so far. Excellent location, very clean and full of any amenities you might need. Paul was very responsive and extremely helpful with local recommendations. I consider myself very familiar with the downtown area and he was right on with our recommendation request. Location is perfect for anything you want to do downtown. Whether it’s a sporting event, nightlife or great restaurants you won’t be disappointed. Definitely looking forward to my next downtown adventure at Paul’s place.

2 Bedroom, 1 bath, Zen Den with Deck, Pool & more!
Rachel’s place was cute, cozy, and most importantly, clean! The house was everything we needed for a short stay in Dayton and was comfortable for our family of six. With small children, it’s always nice when we don’t have to worry about packing extra baby gear like a pack n play and high chair. Not only did they provide the essentials, but they also had a basket of books, toys, and activities for kids! While there were a few things about the location that weren’t ideal, we would definitely recommend Zen Den and would stay there again!
Weekly house rentals

Burlington Bungalow: 5bdrm near Creation Museum
Great place for our family ski vacation. Plenty of bedrooms to accomodate 3+ familes and their gear. Lots of good recreational options, indoor and out. Love the pool table, table top tennis. Plenty of parking. Easy drive to Lawrenceburg. Would definitely stay again. Thanks Dawn!

The Wright Arbor House: A Mid-Century Experience
This quirky home leans into its midcentury modern roots and provided a unique, relaxing atmosphere for a nearby Wright State college tour at an extremely affordable price for our family. We loved gathering near the basement bar and listening to old records while catching up. The hosts were also very responsive and kind enough to let us wait indoors past check-out when we had car trouble. Great value!

Central 3BR Home w/ Game Room & Spacious Backyard
We absolutely loved our stay at Molly’s place!! Very well priced, lots of fun games for the family that kept everyone busy when we were at the Airbnb, very clean and within a good distance from great attractions. We came to see the Ark Encounter, Creation Museum, and Newport Aquarium over a short spring break trip with our five kids! Loved being able to easily get to all we wanted to see! 5/5 stars!! If we are back in the area, we will be staying again!

Cute 3BR 1-level MidCentury, near Earlham-IUE-Reid
Cheryl is a great host. House is clean and neat, exactly as described. Would definitely stay here again.

Modern Farmhouse w/Huge Backyard - Family Hangout
very satisfied with this place. we always have good experiences at Dibyas places. we will book more this summer

Hazelton Homestead: Near UD Arena & Nutter Center
Very well kept property, felt like my own home. Very responsive and accommodated all needs! Would stay over and over again!

Bungalow on Fife
This place was perfect for a weekend at WEC!

OxyBeech- Booze Clues
We had the perfect stay at OxyBeach in Oxford. The house was super clean, organized and stocked with everything. We couldn’t have asked for better experience and the hosts were very responsive and friendly. Thanks for making our stay so wonderful!
Private house rentals

Peaceful Home close to Centerville and Springboro
We had a great long term stay at Jennifers. The place was comfortable and the hosts were responsive and friendly. The location is great for traveling the surrounding areas.

Home in dayton
Our stay at elsas was prrfect for our business trip. We would definitely stay here again if ever in the area.

Sleeps 10! 3 Bedroom House, 7 Beds + WIFI!
All perfect, Crew Housing is a great company. Very helpful! Accommodation was very fine!

3 Bedroom House
Scott was an excellent host. Responding quickly to emails and worked with us to ensure we had a wonderful stay. The home is welcoming and very comfortable. The kitchen had all we needed while preparing meals. We will definitely stay here again!!

Miami Guest House
We loved our stay. It was in a great, safe location and very close to Miami University. The place was extremely clean, had all the amenities we needed, and was an overall great place to stay. There is a nice and peaceful sun room, great yard, and great open kitchen/living room for just hanging out. Brian was extremely easy to work with and very responsive. This is one well save for next time.

Spacious, Serene Family Getaway
Awesome, HUGE house in a beautiful location. It was perfect for our purposes, and the theater room is a big bonus.

Quite Country Home
Very clean, peaceful, safe and quiet place to stay for the month of December. Our kids enjoyed the yard. We enjoyed having a clean and safe place to come “home” to. Definitely recommend.

The Red House — modern & inviting! 1 mi from CU
Cute place! Perfect for our family of 5 for a quick nights stay.
Quick stats about house rentals in Middletown
Total rentals
30 properties
Nightly prices starting at
£15 before taxes and fees
Total number of reviews
1K reviews
Family-friendly rentals
30 properties are a good fit for families
Pet-friendly rentals
10 properties allow pets
Rentals with dedicated workspaces
10 properties have a dedicated workspace
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- Great American Ball Park
- Cincinnati Music Hall
- Kings Island
- Creation Museum
- Cincinnati Zoo & Botanical Garden
- Perfect North Slopes
- Newport Aquarium
- East Fork State Park
- John Bryan State Park
- Cowan Lake State Park
- Coney Island Park
- Smale Riverfront Park
- National Underground Railroad Freedom Center
- Caesar Creek State Park
- Moraine Country Club
- At The Barn Winery
- Contemporary Arts Center
- Stricker's Grove
- Camargo Club
- Krohn Conservatory
- Cincinnati Art Museum