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

Middletown Vacation Rentals

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Check prices for these dates

In two weeks
Oct 30 - Nov 1
In two months
Dec 11 - Dec 13
In three months
Jan 8 - Jan 10
In four months
Feb 5 - Feb 7

Our top choices for Middletown vacation rentals

A landscaped garden with a variety of plants and a stone pathway.

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.
$198 nightly
The price is $198
Oct 18 - Oct 19
Total with taxes and fees
Private Large Suite, cozy, quiet & close to I-75
A living room with a fireplace, two Christmas trees, and a flat-screen TV mounted above the mantel.

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.
$455 nightly
The price is $455
Oct 14 - Oct 15
Total with taxes and fees
Middletown Centenarian 4 Bed 2 Bath Sleeps 12
A hotel room with a bed, a nightstand, a wall-mounted lamp, and a window with curtains.

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 traveler
$54 nightly
The price is $64
Nov 1 - Nov 2
Total with taxes and fees
1 Queen Bed | Non-Smoking
A hotel reception area with a counter, a digital tablet, and a poster on the wall.

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 traveler
$55 nightly
The price is $65
Nov 1 - Nov 2
Total with taxes and fees
1 King Bed | Non-Smoking
A living room with two sofas, a coffee table, and a chandelier.

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.
$278 nightly
The price is $296
Oct 19 - Oct 20
Total with taxes and fees
Walk to Restaurants & Shops of Downtown Miamisburg
A modern living room with a sofa and a dining area in the background.

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.
$473 nightly
The price is $473
Oct 14 - Oct 15
Total with taxes and fees
4 Bed 2.5 Bath Sleeps 10- King of Karincrest
A breakfast station with a sign indicating free daily breakfast.

7. Hearing-Accessible King Studio | Free Breakfast!

Hearing-Accessible King Studio | Free Breakfast!
Miamisburg
$176 nightly
The price is $202
Oct 18 - Oct 19
Total with taxes and fees
Hearing-Accessible King Studio | Free Breakfast!
A 6 Suites hotel with a brick facade, a covered entrance, and multiple windows.

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 traveler
$51 nightly
The price is $61
Oct 29 - Oct 30
Total with taxes and fees
2 Full Beds | Non-Smoking, Kitchen
A living room with a sofa, coffee table, TV, lamp, and a window with a view of the outside.

9. Spacious Family-Friendly Estate

Spacious Family-Friendly Estate
Mason
8.0 out of 10, Very good, (5 reviews)
$120 nightly
The price is $130
Oct 19 - Oct 20
Total with taxes and fees
Spacious Family-Friendly Estate
A reception desk with a digital display, a sign indicating room number 6, and a wall-mounted device.

10. 1 Full Bed | Non-Smoking, Kitchen

1 Full Bed | Non-Smoking, Kitchen
Cincinnati OH
10.0 out of 10, Exceptional, (3 reviews)
"Location was easy to find just off major roads with safe parking everywhere around property grounds, kitchenette allowed cooking meals instead of constantly relying on takeout which saved quite some time during solo travel."
United States
Anonymous traveler
$62 nightly
The price is $73
Oct 18 - Oct 19
Total with taxes and fees
1 Full Bed | Non-Smoking, Kitchen
An outdoor patio area with wicker furniture, a ceiling fan, and a grill.

11. King Studio | Indoor Pool & Gym Access

King Studio | Indoor Pool & Gym Access
Miamisburg
$181 nightly
The price is $209
Oct 15 - Oct 16
Total with taxes and fees
King Studio | Indoor Pool & Gym Access
A staircase with a marble wall design, leading to a second floor. A wooden table with a plant is visible in the foreground.

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.
$560 nightly
The price is $560
Oct 19 - Oct 20
Total with taxes and fees
Sauna~IndoorPlayArea~GameRoom~FirePit~23miZoo~SpookyNook~KingsIsland~VOA~BigYard
A patio with two white chairs, a table, and a large white umbrella.

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.
$257 nightly
The price is $257
Oct 18 - Oct 19
Total with taxes and fees
Charming 3-bedroom house in a quiet, peaceful and safe neighborhood in Kettering
A breakfast buffet area with glass display cases, a coffee station, and a TV mounted on the wall.

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.
$188 nightly
The price is $208
Oct 25 - Oct 26
Total with taxes and fees
Renovated Studio | Fitness Center, Indoor Pool
A restaurant with wooden beams, stone pillars, and a large decorative wall. Tables and chairs are arranged for dining.

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
$194 nightly
The price is $222
Nov 3 - Nov 4
Total with taxes and fees
Cincinnati Camp Cedar
A modern kitchen with a central island, bar stools, stainless steel appliances, and a breakfast bar.

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.
$410 nightly
The price is $410
Nov 3 - Nov 4
Total with taxes and fees
Spacious Home for 16 by Kings Island, Tennis, Spooky Nook
A living room with a round wooden coffee table, a teal armchair, and a grey shaggy rug.

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.
$433 nightly
The price is $433
Oct 14 - Oct 15
Total with taxes and fees
Spacious 3BR Ranch w/ Hot Tub & Yard • Near Kings Island
A living room with a fireplace, a television, two Christmas trees, and a coffee table.

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.
$473 nightly
The price is $473
Oct 14 - Oct 15
Total with taxes and fees
Lovely Retreat Backyard With Deck & entertain room
A dining area with a table, chairs, and a window with a view of greenery.

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

'the Windmill House' w/ Pond: 9 Mi to Dayton!
3.0 star property
Dayton
$456 nightly
The price is $456
Oct 22 - Oct 23
Total with taxes and fees
'the Windmill House' w/ Pond: 9 Mi to Dayton!
A dining area with a table, chairs, and a window with a view of greenery.

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.
$462 nightly
The price is $462
Oct 22 - Oct 23
Total with taxes and fees
'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

Quality Inn Mason Near Kings Island

Quality Inn Mason Near Kings Island

8/10 Good
"Great"
David 2-night trip
Posted 6 hours ago
Quality Inn Mason Near Kings Island

Find out more about Middletown

Everything you need to know about Middletown vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Middletown vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Middletown vacation 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 low season months. For more hustle and bustle, you may prefer to visit Middletown in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $61 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Middletown rentals

At Expedia, we put the best Middletown vacation 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 vacation.

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.

Explore a world of travel with Expedia

Frequently asked questions

Are there vacation rentals in Middletown?

Yes, we give you a choice of vacation rentals in Middletown close to Land of Illusion, or you can select a more remote option if you want a relaxing stay. The shops and restaurants are several reasons why visitors like Middletown. Make sure you have time to check out the soccer matches and coffeehouses during your trip.

What's the top vacation rental that Middletown has to offer?

3 BR house near Hamilton OH, Spooky Nook, Hanover Reserve, and Miami University: Visitors like this Middletown vacation home rental. It 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 you can cook with friends or family.

How many vacation rentals are there in Middletown?

Expedia has 34 vacation 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 vacation rental in Middletown like?

Vacation rentals are privately owned properties you can book for short or long periods in Middletown. Vacation rentals offer extras such as laundry facilities and kitchens so you'll have a home away from home. If you're concerned about a clean environment, a vacation rental can offer a sense of seclusion away from public hotel elevators and busy concierge desks while still allowing you the experience of travel. You'll also find more space in a vacation rental than in a hotel, which is another reason why a vacation rental is an attractive choice for a family trip or a small group gathering.