Search Holiday Rentals in Middletown

    price find illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Save instantly and earn perks with One Key
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Top Holiday Rentals in Middletown

Thoughtful, entertainment haven for large groups, next to Smith Park

9.6 out of 10, Exceptional, (8)
"The host was amazing and so helpful, she even texted me about some weather situations to make sure we were aware and prepared. Check in and out was easy. House was clean and very nice. Would stay here again!"
The price is £171
includes taxes & fees
30 Jul - 31 Jul
Thoughtful, entertainment haven for large groups, next to Smith Park

Comfort on the Court 3 Bed / 2 Bath Sleeps 6

8.4 out of 10, Very good, (7)
"We enjoyed our stay. The home was as described in a safe neighborhood. The home was clean and comfortable with lots of extras. Good communication with owner. We went to our Grandson’s graduation at the University of Miami at Ohio in Oxford Ohio."
The price is £300
includes taxes & fees
30 Jul - 31 Jul
Comfort on the Court 3 Bed / 2 Bath Sleeps 6

Charming 1-bedroom apartment. Pet friendly, King Bed, Washer & Dryer

10.0 out of 10, Exceptional, (1)
"This adorable accommodation suited us to a T. We loved the historic nature of the building, but all of the very special upgrades too. Very clean and accurate description and a very thoughtful host."
Charming 1-bedroom apartment. Pet friendly, King Bed, Washer & Dryer

Private Large Suite, cozy, quiet & close to I-75

10.0 out of 10, Exceptional, (81)
"Very nice property. Comfortable accommodations. "
The price is £139
includes taxes & fees
30 Jul - 31 Jul
Private Large Suite, cozy, quiet & close to I-75

Cozy retreat next to Middletown Airport and Smith park

10.0 out of 10, Exceptional, (10)
"We really enjoyed our stay here! It was clean, in a quiet area, and was perfect for our first night after our wedding!"
The price is £149
includes taxes & fees
30 Jul - 31 Jul
Cozy retreat next to Middletown Airport and Smith park

Charming 3-bedroom house in a quiet, peaceful and safe neighborhood in Kettering

9.0 out of 10, Wonderful, (4)
"Beds were comfortable. Nice place to stay."
The price is £204
includes taxes & fees
31 Jul - 1 Aug
Charming 3-bedroom house in a quiet, peaceful and safe neighborhood in Kettering

Overbrook Delight -tranquil stay for day and night

8.8 out of 10, Excellent, (10)
"We really enjoyed our stay. The host was very gracious. We had to extend our timeline three times due to the fact that the job took longer than what we had anticipated due to change orders excellent place highly recommended host work excellent."
The price is £391
includes taxes & fees
28 Jul - 29 Jul
Overbrook Delight -tranquil stay for day and night

Middletown Centenarian 4 Bed 2 Bath Sleeps 12

8.6 out of 10, Excellent, (27)
"Highly recommended for you to get some down time and relax "
The price is £366
includes taxes & fees
30 Jul - 31 Jul
Middletown Centenarian 4 Bed 2 Bath Sleeps 12

Walk to Restaurants & Shops of Downtown Miamisburg

9.8 out of 10, Exceptional, (26)
"Beautiful home. Clean, great location. The stairs are a bit steep, but also part of the charm. There is a train rhat runs at night, but we slept through it. Wish we could have stayed longer to enjoy the restaurants. "
The price is £258
includes taxes & fees
21 Jul - 22 Jul
Walk to Restaurants & Shops of Downtown Miamisburg

Welcome to Stella's Place - Gorgeous 2 BR Home, In The Heart Of Mason

10.0 out of 10, Exceptional, (2)
"Great set up for the family. The host even set up a second bed in the bedroom for us. The location is great and gives easy access to everything in Mason."
Welcome to Stella's Place - Gorgeous 2 BR Home, In The Heart Of Mason

3 Bedroom Home in South Lebanon, near Kings Island & Little Miami Bike Trail

9.4 out of 10, Exceptional, (9)
"Nice quiet neighborhood where we felt safe. Comfortable beds and nice fluffy towels. We were very happy with our stay."
The price is £173
includes taxes & fees
28 Jul - 29 Jul
3 Bedroom Home in South Lebanon, near Kings Island & Little Miami Bike Trail

Nice Getaway Home with Hot Tub / Near all

9.8 out of 10, Exceptional, (7)
"We came down for the Cincinnati Open and would stay here again in a heartbeat! The house was clean and cozy and just perfect for our stay."
The price is £406
includes taxes & fees
30 Jul - 31 Jul
Nice Getaway Home with Hot Tub / Near all

4 Bed 2.5 Bath Sleeps 10- King of Karincrest

8.8 out of 10, Excellent, (15)
"This home is exactly as depicted. It is roomy and comfortable and close to everything. The neighborhood was so quiet and nice! We hope to be back soon as we did not see enough of what the area had to offer! "
The price is £441
includes taxes & fees
30 Jul - 31 Jul
4 Bed 2.5 Bath Sleeps 10- King of Karincrest

Ashwood Arbor 6 bedrooms 3 bath sleeps 13

9.0 out of 10, Wonderful, (11)
"We stayed in this lovely spot for a family members graduation- it was great- plenty of room- There was 9 of us and plenty of room; bedrooms and bathrooms- very comfortable and welcoming."
The price is £489
includes taxes & fees
30 Jul - 31 Jul
Ashwood Arbor 6 bedrooms 3 bath sleeps 13

Downtown Mason KI, VOA, ATP

The price is £257
includes taxes & fees
30 Jul - 31 Jul
Downtown Mason KI, VOA, ATP

The Cartridge House - Sleeps 16 - Kings Island, Great Wolf, Spooky Nook & More

10.0 out of 10, Exceptional, (17)
"Very clean, host was very nice and helpful. Would book again."
The price is £343
includes taxes & fees
22 Jul - 23 Jul
The Cartridge House - Sleeps 16 - Kings Island, Great Wolf, Spooky Nook & More

The Kingsley Schoolhouse

9.8 out of 10, Exceptional, (29)
"Beautiful place to stay such a cool experience..."
The price is £357
includes taxes & fees
21 Jul - 22 Jul
The Kingsley Schoolhouse

Charming 3-bedroom house with AC and WiFi in lovely Lebanon

2.0 star property
The price is £764
includes taxes & fees
30 Jul - 31 Jul
Charming 3-bedroom house with AC and WiFi in lovely Lebanon

Wonderful, Cozy Home in Mason

Wonderful, Cozy Home in Mason

Sauna~IndoorPlayArea~GameRoom~FirePit~23miZoo~SpookyNook~KingsIsland~VOA~BigYard

10.0 out of 10, Exceptional, (11)
"We had a group of 9 people who were all able to stay comfortably here and we all had plenty of room. Great place to stay for large groups"
The price is £385
includes taxes & fees
13 Aug - 14 Aug
Sauna~IndoorPlayArea~GameRoom~FirePit~23miZoo~SpookyNook~KingsIsland~VOA~BigYard
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

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?

Suite Springs: This holiday home rental outside of Middletown is located in the city centre, and has a patio, a garden and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a fridge, a microwave and a coffee maker.

How many holiday rentals are there in Middletown?

Expedia has 35 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.