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

Middletown Holiday Rentals

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Our top choices for Middletown holiday rentals

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

Private Large Suite, cozy, quiet & close to I-75
Lebanon
10.0 out of 10, Exceptional, (126 reviews)
"Room was exceptional and clean and the hosts were very friendly and quick to respond. We will be back and will stay here again!"
United States
Jarrad R.
The price is NZ$346
includes taxes & fees
18 Oct - 19 Oct
Private Large Suite, cozy, quiet & close to I-75

2. Middletown Centenarian 4 Bed 2 Bath Sleeps 12

Middletown Centenarian 4 Bed 2 Bath Sleeps 12
Middletown
8.8 out of 10, Excellent, (33 reviews)
"Great stay"
United States
Matt S.
The price is NZ$778
includes taxes & fees
14 Oct - 15 Oct
Middletown Centenarian 4 Bed 2 Bath Sleeps 12

3. 1 Queen Bed | Non-Smoking

1 Queen Bed | Non-Smoking
South Dayton
10.0 out of 10, Exceptional, (89 reviews)
"Plenty of space suited our needs while visiting family close by, we also valued their pet friendly policy!"
United States
Anonymous traveller
The price is NZ$114
includes taxes & fees
1 Nov - 2 Nov
1 Queen Bed | Non-Smoking

4. 1 King Bed | Non-Smoking

1 King Bed | Non-Smoking
South Dayton
10.0 out of 10, Exceptional, (82 reviews)
"Perfect for our needs, having easy access to local spots added fun to our stay!"
United States
Anonymous traveller
The price is NZ$116
includes taxes & fees
1 Nov - 2 Nov
1 King Bed | Non-Smoking

5. Walk to Restaurants & Shops of Downtown Miamisburg

Walk to Restaurants & Shops of Downtown Miamisburg
Miamisburg
9.8 out of 10, Exceptional, (38 reviews)
"I’ve stayed in this house multiple times and every time I’m very happy with it. Everything is clean and comfortable just as I expected it to be. The host is very helpful for anything I might need. I will stay there again for sure! Thanks again!"
United States
Robert B.
The price is NZ$510
includes taxes & fees
26 Oct - 27 Oct
Walk to Restaurants & Shops of Downtown Miamisburg

6. 4 Bed 2.5 Bath Sleeps 10- King of Karincrest

4 Bed 2.5 Bath Sleeps 10- King of Karincrest
Liberty Township
9.0 out of 10, Wonderful, (25 reviews)
"Perfect for our family - plenty of space for everyone. Nice quiet neighborhood."
United States
Jonell C.
The price is NZ$835
includes taxes & fees
13 Oct - 14 Oct
4 Bed 2.5 Bath Sleeps 10- King of Karincrest

7. Hearing-Accessible King Studio | Free Breakfast!

Hearing-Accessible King Studio | Free Breakfast!
Miamisburg
The price is NZ$368
includes taxes & fees
25 Oct - 26 Oct
Hearing-Accessible King Studio | Free Breakfast!

8. 2 Full Beds | Non-Smoking, Kitchen

2 Full Beds | Non-Smoking, Kitchen
Cincinnati OH
9.2 out of 10, Wonderful, (57 reviews)
"Love the experience here"
United States
Anonymous traveller
The price is NZ$108
includes taxes & fees
1 Nov - 2 Nov
2 Full Beds | Non-Smoking, Kitchen

9. Spacious Family-Friendly Estate

Spacious Family-Friendly Estate
Mason
8.0 out of 10, Very good, (5 reviews)
The price is NZ$231
includes taxes & fees
19 Oct - 20 Oct
Spacious Family-Friendly Estate

10. 1 Full Bed | Non-Smoking, Kitchen

1 Full Bed | Non-Smoking, Kitchen
Cincinnati OH
10.0 out of 10, Exceptional, (3 reviews)
The price is NZ$130
includes taxes & fees
19 Oct - 20 Oct
1 Full Bed | Non-Smoking, Kitchen

11. King Studio | Indoor Pool & Gym Access

King Studio | Indoor Pool & Gym Access
Miamisburg
The price is NZ$368
includes taxes & fees
1 Nov - 2 Nov
King Studio | Indoor Pool & Gym Access

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

Sauna~IndoorPlayArea~GameRoom~FirePit~23miZoo~SpookyNook~KingsIsland~VOA~BigYard
Liberty Township
9.8 out of 10, Exceptional, (23 reviews)
"Great place to stay. Very clean and safe area. Very kid and family friendly."
United States
Jordan K.
The price is NZ$988
includes taxes & fees
26 Oct - 27 Oct
Sauna~IndoorPlayArea~GameRoom~FirePit~23miZoo~SpookyNook~KingsIsland~VOA~BigYard

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

Charming 3-bedroom house in a quiet, peaceful and safe neighborhood in Kettering
Kettering
9.0 out of 10, Wonderful, (25 reviews)
"The house was clean and spacious. Just what we needed for a quick weekend away close to the university."
United States
Kathleen R.
The price is NZ$451
includes taxes & fees
18 Oct - 19 Oct
Charming 3-bedroom house in a quiet, peaceful and safe neighborhood in Kettering

14. Renovated Studio | Fitness Center, Indoor Pool

Renovated Studio | Fitness Center, Indoor Pool
West Chester
6.0 out of 10, (2 reviews)
"Place was nice! "
United States
Regina P.
The price is NZ$342
includes taxes & fees
30 Oct - 31 Oct
Renovated Studio | Fitness Center, Indoor Pool

15. Cincinnati Camp Cedar

Cincinnati Camp Cedar
3.0 star property
Mason
9.0 out of 10, Wonderful, (213 reviews)
"We stayed here while attending the Cincy Open and were very pleasantly surprised."
United States
Drew
The price is NZ$355
includes taxes & fees
3 Nov - 4 Nov
Cincinnati Camp Cedar

16. Spacious Home for 16 by Kings Island, Tennis, Spooky Nook

Spacious Home for 16 by Kings Island, Tennis, Spooky Nook
Kings Mills
10.0 out of 10, Exceptional, (46 reviews)
"Get home and yard, perfect location for visiting Kings Island."
United States
CJ S.
The price is NZ$645
includes taxes & fees
13 Oct - 14 Oct
Spacious Home for 16 by Kings Island, Tennis, Spooky Nook

17. Spacious 3BR Ranch w/ Hot Tub & Yard • Near Kings Island

Spacious 3BR Ranch w/ Hot Tub & Yard • Near Kings Island
Mason
9.0 out of 10, Wonderful, (11 reviews)
"Very nice property. Enjoyed our stay"
United States
Christine B.
The price is NZ$747
includes taxes & fees
13 Oct - 14 Oct
Spacious 3BR Ranch w/ Hot Tub & Yard • Near Kings Island

18. Lovely Retreat Backyard With Deck & entertain room

Lovely Retreat Backyard With Deck & entertain room
Mason
8.2 out of 10, Very good, (26 reviews)
"Very clean and comfortable, great location, would recommend!"
United States
Roger B.
The price is NZ$835
includes taxes & fees
13 Oct - 14 Oct
Lovely Retreat Backyard With Deck & entertain room

19. 'the Windmill House' w/ Pond: 9 Mi to Dayton!

'the Windmill House' w/ Pond: 9 Mi to Dayton!
3.0 star property
Dayton
The price is NZ$811
includes taxes & fees
22 Oct - 23 Oct
'the Windmill House' w/ Pond: 9 Mi to Dayton!

20. 'The Windmill House' w/ Pond: 9 Mi to Dayton!

'The Windmill House' w/ Pond: 9 Mi to Dayton!
Woodbourne-Hyde Park
10.0 out of 10, Exceptional, (28 reviews)
"Beautiful home in a lovely area would highly recommend. "
United States
Jarrod H.
The price is NZ$812
includes taxes & fees
22 Oct - 23 Oct
'The Windmill House' w/ Pond: 9 Mi to Dayton!
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.
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Top Middletown Hotel Reviews

Find out more about Middletown

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Middletown holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Middletown. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Middletown. Seeing all the best attractions is bound to make you fall in love with Middletown. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Middletown short-term rentals, that won’t be hard to do.

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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?

3 BR house near Hamilton OH, Spooky Nook, Hanover Reserve, and Miami University: This holiday home rental outside of Middletown offers an outdoor pool, a patio and air conditioning to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family.

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.