
Vacation rentals in Middletown
Book unique vacation rentals, houses, and more on Airbnb
Top-rated vacation rentals in Middletown
Guests agree: these vacation rentals are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Middletown vacation rentals
Other great vacation rentals in Middletown

Yankee Guest Suite in Liberty Township
It was an excellent homebase for Miami University graduation weekend—away from the crowds but only 40 min drive. It was spotless and looked exactly like the pictures—cute and well appointed. Very quiet neighborhood and beautiful lilac around Airbnb entrance. That, along with thoughtful snacks, coffee pods, etc. made for a very pleasant stay. Tina was super responsive to questions, too.

NEWLY built sanctuary. Come make yourself at home!
This place was as advertised in the photos. Newly renovated and clean. I was very impressed with this place top to bottom.

Cozy Suite Historic Miamisburg
Amazing little space. exactly what I needed. Simple but wasn't missing a thing. very comfortable and cozy. Nice shower.

Liberty Twp Spacious 4 bedroom house
Had such a lovely stay, Don was so gracious and responsive with any questions I had. Would 100% recommend to friends and family SUPER spacious

Turtlecreek Farm Retreat
Wow what a beautiful place that is not too far from any conveniences. Debra is a wonderful host and all the animals are adorable and friendly. The bed was amazingly comfortable! We will be back!

The Odd Fellows Lodge
Beautifully and tastefully decorated. It featured modern appliances and fixtures but still maintained the historic feeling of the building. As one other reviewer noted, there are some stairs/steps throughout, but they weren’t a problem. Host provided a selection of coffees and teas as well as all the amenities in the listing. The bed and pillows were super soft and comfortable. The shower was spacious and relaxing. We were only there a few days, but it definitely would be a place that I could see staying comfortably for a week or more.

Urban Oasis: Chic Mason Getaway
Nothing left wanting by staying here. Super close to Kings Island in a nice quiet neighborhood. Beautiful space inside and out. Was a bit worried about staying with owner on site at their primary residence, but it was not founded. Would stay here again 10 x out of 10!

Cozy 2BR with private parking
This was a cozy and convenient place, allowing me and my family to feel comfortable and relaxed during a very busy weekend spent in the Dayton and Franklin area. It has very easy access to the highway and other helpful locations like Sheets, Restaurants/Coffee, as well as a Walmart in walking distance. Altogether they were really helpful with any questions I had and you could tell they took pride in what they’re doing. If I had to be in the area I would stay again.
Quick stats about vacation rentals in Middletown
Total rentals
70 properties
Nightly prices starting at
R358 ZAR 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
Frequently Asked Questions
Where should I stay in Middletown?
Make yourself at home in Middletown by choosing from our most frequently booked neighborhoods. We have over 60 vacation rentals in Oakland, over 10 vacation rentals in Avalon, and over 60 vacation rentals in Mayfield.
How much does it cost to stay in house rentals in Middletown?
Experience the best of Middletown with our house rentals, starting at about $20 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Are there house rentals with a dedicated workspace in Middletown?
Yes! Work meets play with ease at over 10 house rentals in Middletown featuring dedicated workspaces. Stay connected and productive in your home away from home.
What are the most popular amenities for House Rentals in Middletown?
Enhance your stay in our House Rentals with the most popular amenities: over 10 homes with self check-in, over 30 homes with wifi, and more. Indulge in the ultimate retreat, tailored to your preferences.
Are there pet-friendly house rentals in Middletown?
Four-legged friends are welcome in Middletown. Choose from more than 10 house rentals for guests traveling with pets.
Do house rentals in Middletown have wifi?
Absolutely! We offer over 30 house rentals with wifi in Middletown. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Middletown have self check-in?
Absolutely! We offer over 10 house rentals with self check-in in Middletown. Enjoy a tailored experience with all the comforts you desire.
Are there family-friendly apartment rentals in Middletown?
Middletown has more than 20 family-friendly apartment rentals. Amenities on the property may include high chairs, travel cribs, or strollers.
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- Great American Ball Park
- Kings Island
- Cincinnati Zoo & Botanical Garden
- Creation Museum
- East Fork State Park
- Newport Aquarium
- John Bryan State Park
- Perfect North Slopes
- Smale Riverfront Park
- Cincinnati Music Hall
- Moraine Country Club
- Caesar Creek State Park
- Cowan Lake State Park
- National Underground Railroad Freedom Center
- Coney Island Park
- Stricker's Grove
- Cincinnati Art Museum
- Contemporary Arts Center
- Camargo Club
- Krohn Conservatory
- At The Barn Winery