Middletown Holiday Rentals

Start date: Check-in selected.
To Date
End date: Check-out
  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

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

    Search almost a million properties worldwide

Check prices for these dates

This weekend
Next weekend

Our top choices for Middletown holiday rentals

Apartment in Middletown

Cozy Studio Retreat in Middletown
2.0 star property
The price is NZ$152
includes taxes & fees
4 Jan - 5 Jan 2026
Cozy Studio Retreat in Middletown
8.6 out of 10, Excellent, (10)
"The house is very comfortable. There were two of us and bedrooms were spacious enough to spread out. Kitchen has all the amenities. The host was very communicative and responsive to messages. I had a FedEx sent to VRBO address one month early and host held it for me. Pkg was in the home when I arrived. Lots of dining choices nearby. Good venue if you’re attending Cincinnati tennis. "
United States
Susan F.
The price is NZ$645
includes taxes & fees
5 Jan - 6 Jan 2026
Comfort on the Court 3 Bed / 2 Bath Sleeps 6
9.0 out of 10, Wonderful, (4)
"Clean appartment that had everything we needed for our stay. Dog friendly in a quiet area. Comfy living space with a suprisingly spacious shower/ bathroom. We enjoyed our stay!!"
United States
Kelsey C.
The price is NZ$222
includes taxes & fees
28 Dec - 29 Dec
3 Cozy Retreat Washer/Dryer Inside
10.0 out of 10, Exceptional, (102)
"This place was heavenly! It was clean the staff was wonderful and it was very comfortable. I will stay here again and would recommend anyone to stay here. It was very close to town even though its out in the country. It has a great country slow paced living."
United States
tracy
The price is NZ$330
includes taxes & fees
6 Jan - 7 Jan 2026
Private Large Suite, cozy, quiet & close to I-75

Cabin in Mason

Cincinnati Camp Cedar
3.0 star property
9.2 out of 10, Wonderful, (182)
"Large shower and on demand hot water was great."
United States
Martin
The price is NZ$253
includes taxes & fees
25 Dec - 26 Dec
Cincinnati Camp Cedar
9.8 out of 10, Exceptional, (30)
"Loved the house. Very nicely decorated and owner did a great job supplying the basics. "
United States
nancy b.
The price is NZ$587
includes taxes & fees
8 Jan - 9 Jan 2026
Walk to Restaurants & Shops of Downtown Miamisburg
2.0 star property
The price is NZ$257
includes taxes & fees
5 Jan - 6 Jan 2026
5 Cozy Abode - with washer and drier
8.8 out of 10, Excellent, (31)
"Awesome Stay. Little Warm upstairs"
United States
gerald s.
The price is NZ$779
includes taxes & fees
6 Jan - 7 Jan 2026
Middletown Centenarian 4 Bed 2 Bath Sleeps 12
8.8 out of 10, Excellent, (10)
"Very nice property. Enjoyed our stay"
United States
Christine B.
The price is NZ$732
includes taxes & fees
6 Jan - 7 Jan 2026
Nice Getaway Home with Hot Tub / Near all

Holiday Home in South Lebanon

The Little River Trails
9.2 out of 10, Wonderful, (13)
"Nice updated house with everything we needed"
United States
Drake W.
The price is NZ$902
includes taxes & fees
27 Dec - 28 Dec
The Little River Trails
8.8 out of 10, Excellent, (10)
"Great communication with owner, comfortable place to stay"
United States
Sohaib K.
Overbrook Delight -tranquil stay for day and night
8.2 out of 10, Very good, (26)
"Our crew enjoyed our stay. Great communication from the owners and clean"
United States
Marcus B.
The price is NZ$798
includes taxes & fees
6 Jan - 7 Jan 2026
Lovely Retreat Backyard With Deck & entertain room
10.0 out of 10, Exceptional, (2)
"We stayed here for 10 nights to attend back to back tournaments at Spooky Nook. The place was very clean, all new appliances, comfortable beds, and a very helpful and responsive host.The neighborhood in the immediate vicinity leaves a little to be desired, but it is a short walk to the downtown area, and an easy drive to the "newer" parts of Middletown. Nice 20-25 minute drive to Spooky Nook. Triple Moon Coffee, The Cracked Pot, and Bourbon's Craft Kitchen were places we liked and all very...
United States
Michael C.
Downtown Middletown Retreat with TVs in every room
9.6 out of 10, Exceptional, (20)
"Interesting VRBO! Appreciate how they repurposed the cartridge factory as a brewery and apartments. Location a big plus. "
United States
Kristi S.
The price is NZ$544
includes taxes & fees
6 Jan - 7 Jan 2026
King Bed, Gym, Bike trail, Brewery on site!
8.4 out of 10, Very good, (8)
"I am giving this property five stars. The owners and managers did absolutely everything to make sure we had a lovely time. Whenever we had a concern, they went over and above to make it right!!"
United States
Shirin H.
The price is NZ$890
includes taxes & fees
6 Jan - 7 Jan 2026
Lark Meadow Retreat – Sleeps 10!
8.8 out of 10, Excellent, (9)
"Beds were comfortable. Nice place to stay."
United States
Donetta B.
The price is NZ$417
includes taxes & fees
6 Jan - 7 Jan 2026
Charming 3-bedroom house in a quiet, peaceful and safe neighborhood in Kettering

Apartment in Franklin

Cozy Comfort 24
9.6 out of 10, Exceptional, (4)
"Very clean space. Host was communicative enough. No issues. "
United States
Emilie P.
The price is NZ$306
includes taxes & fees
6 Jan - 7 Jan 2026
Cozy Comfort 24
9.8 out of 10, Exceptional, (18)
"Great place. Easy to find with directions provided. Unique building. Nice & quiet."
United States
Harley L.
The price is NZ$586
includes taxes & fees
6 Jan - 7 Jan 2026
2-bedroom apartment just 9 minutes drive to Kings Island
10.0 out of 10, Exceptional, (32)
"Great location for the Cin Open! "
United States
Patricia H.
The price is NZ$692
includes taxes & fees
15 Jan - 16 Jan 2026
Spacious Home for 16 by Kings Island, Tennis, Spooky Nook
10.0 out of 10, Exceptional, (37)
"Property has plenty of parking space and for a 2bd 1bth apartment it was very spacious "
United States
kevin k.
2 Bedroom, King Bed, Pets welcome, washer and dryer
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Middletown Hotel Reviews

Find out more about Middletown

Everything you need to know about Middletown holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Middletown holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Middletown holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Middletown holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Middletown. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Middletown holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Middletown holiday rentals we have selected for you start as low as NZ$120 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Middletown rentals

At Expedia, we put the best Middletown holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Middletown rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Middletown holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Middletown. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

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.

What are some of the best holiday rentals that Middletown has to offer?

Private Top Floor 4BR Suite at Marion Hall Mansion: This holiday home rental outside of Middletown offers a balcony, a garden and air conditioning to help you feel perfectly comfortable in your new surroundings. It has 4 bedrooms, as well as a kitchen with a fridge, a microwave and kitchenware, so that you can cook with friends or family. You and your friends and family can relax into your holiday with amenities such as a selection of games.

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 Middletown Lyric Theatre and Sorg Opera House, whereas Land of Illusion is just one of the family-friendly sights. Smith Park and Start Skydiving 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.