
Holiday rentals in Middletown
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Top-rated holiday rentals in Middletown
Guests agree: these stays are highly rated for location, cleanliness and more.
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Popular amenities for Middletown holiday rentals
Other great holiday rentals in Middletown
Top guest favourite

Home in New Carlisle
4.99 out of 5 average rating, 121 reviewsBeautiful 6-BR home in the country. TV and Wifi
BethRating, 5 stars1 month ago
Carol’s place was exactly as described. The home was very large, and had plenty of space to spread out. We had a large group of all ages, and everyone had somewhere to sleep safely. I liked that there were two bedrooms downstairs, so there was enough accommodations for the people in our group that couldn’t safely do the stairs. I imagine it would be fun to stay in summertime when you could enjoy the outdoors as well! This will be our go to place for the Dayton area!
Guest favourite

Home in West Chester Township
4.97 out of 5 average rating, 58 reviewsModern Home w/ Great Amenties
AndyRating, 5 stars3 weeks ago
Great location and plenty of room for all three of us couples.
Top guest favourite

Guest house in New Lebanon
4.97 out of 5 average rating, 195 reviewsCottage on a working market garden
KeithRating, 5 stars1 week ago
I stayed here for a week of work. Easy drive to Moraine. The cottage was perfect, and had everything I needed. Zella was a gracious hostess, and gave me some homemade cookies for my travel home. I have to travel for work here again in a couple months. I hope there will be availability, so I can stay again!
Top guest favourite

Home in Hamilton
4.92 out of 5 average rating, 49 reviews*Big home with pool-Spooky Nook*
BelnerRating, 5 stars1 week ago
Tyianna was a fantastic host. Communication was smooth and timely, which made everything easy from the start. The location was perfect for everything we needed to do, and the house itself felt just like home. My family kept saying how comfortable and welcoming it was. Would definitely stay again!
Guest favourite

Home in Oxford
4.91 out of 5 average rating, 34 reviewsThe Gathering House w/wood burning hot tub
TerryRating, 5 stars4 months ago
My family was very happy with the stay ann always reapone. It was very clean neighbors was very nice to talk with. Great place approve by terry haylee .
Superhost

Flat in Huber Heights
4.71 out of 5 average rating, 34 reviewsGreat spacious 2 bedroom hideout
AshleyRating, 5 stars2 weeks ago
This is a great place for four people. It is a nice and cozy place. I loved that he had put things there for the week we needed. It was awesome and well maintained! I would recommend this to anyone that needs a stay and the price was great.
Guest favourite

Flat in Over-The Rhine
5 out of 5 average rating, 17 reviewsLet’s get away to a Hide Away!
JoshuaRating, 5 stars5 months ago
Spent my birthday at the property! Lelia took great care of us and the space was awesome. We plan to come back!
Top guest favourite

Home in Hebron
4.99 out of 5 average rating, 147 reviewsSpacious home with lots of family entertainment
TravisRating, 5 stars1 month ago
This is the second time staying in Sara‘s place. Honestly I will never stay anywhere else when visiting the Hebron/Florence area. Her home is so well appointed and so clean and taken care of it truly has become our home away from home when visiting family here. It is definitely worth the money to stay in this beautiful home. I highly recommend it.
Quick stats about holiday rentals in Middletown
Total rentals
70 properties
Nightly prices starting at
£15 before taxes and fees
Total number of reviews
1.4K reviews
Family-friendly rentals
60 properties are a good fit for families
Pet-friendly rentals
10 properties allow pets
Rentals with dedicated workspaces
40 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
- Smale Riverfront Park
- Caesar Creek State Park
- Coney Island Park
- National Underground Railroad Freedom Center
- Moraine Country Club
- Krohn Conservatory
- Cincinnati Art Museum
- Contemporary Arts Center
- Camargo Club
- Stricker's Grove
- At The Barn Winery