A river, a bridge, a highway, and a forested hill.

Search Holiday Rentals in Middletown

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
20 Nov - 22 Nov
In two months
1 Jan - 3 Jan
In three months
29 Jan - 31 Jan
In four months
26 Feb - 28 Feb

Our top choices for Middletown holiday rentals

Point of interest

1. Mason Ranch - Game Room w/ Hot tub

Mason Ranch - Game Room w/ Hot tub
3.5 star property
Mason
The price is 7.030.128 ₫
14.588.421 ₫ total
includes taxes & fees
8 Nov - 9 Nov
Mason Ranch - Game Room w/ Hot tub
A modern kitchen with white cabinets, a black refrigerator, a microwave, and a stainless steel sink. There is a wooden ladder leaning against the wall, a beige sofa, and a window with blinds.

2. Yogi Bear’s Jellystone Park Cincinnati

Yogi Bear’s Jellystone Park Cincinnati
3.0 star property
Mason
9.0 out of 10, Wonderful, (217 reviews)
"Great, especially if you have pets."
United States
KATHERINE
The price is 4.236.907 ₫
4.840.667 ₫ total
includes taxes & fees
8 Nov - 9 Nov
Yogi Bear’s Jellystone Park Cincinnati
A brick building with the sign "Spooky Nook Sports Champion Mill" at sunset.

3. Kings Island 5BR Retreat Sleeps 10

Kings Island 5BR Retreat Sleeps 10
4.0 star property
Mason
The price is 5.931.671 ₫
15.372.314 ₫ total
includes taxes & fees
22 Nov - 23 Nov
Kings Island 5BR Retreat Sleeps 10
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Middletown Hotel Reviews

The Hotel@Dayton South

The Hotel@Dayton South

10/10 Excellent
"Clean room and breakfast is good"
Samantha 1-night trip
Posted 1 hour ago
The Hotel@Dayton South

Explore a world of travel with Expedia

Frequently asked questions

Are there holiday rentals in Middletown?

Yes, there are holiday rentals in Middletown close to Land of Illusion, or you can select a more secluded option if you're looking for a relaxing stay. The shops and restaurants are several reasons why visitors like Middletown. Make sure you have time to check out the football matches and coffee shops during your trip.

How many holiday rentals are there in Middletown?

Expedia has 34 holiday rentals for your stay in Middletown.

What’s there to see and do in Middletown?

Cultural attractions include Sorg Opera House and Middletown Lyric Theatre, whereas Land of Illusion is just one of the family-friendly sights. Start Skydiving and Smith Park are other places to visit while you're in town.

What’s a holiday rental in Middletown like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Middletown. Holiday rentals feature amenities such as hot tubs, fire pits and patios so you'll feel just like you're at home. If you're concerned about a sanitised environment, holiday rentals can offer a sense of security away from public hotel lifts and busy lobbies while still allowing you a great travel experience. You'll also have more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is an attractive option for family gatherings.