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

Middletown Vacation Rentals

Where to?

Dates

November 2026

December 2026

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Our top choices for Middletown vacation rentals

A building with a covered outdoor seating area, a landscaped garden with various plants and flowers, and a clear sky.

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

Lebanon

Jarrad R.

$189 nightly

Nov 9 - Nov 10

Total with taxes and fees

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

Matt S.

$432 nightly

Nov 12 - Nov 13

Total with taxes and fees

Three individuals in blue aprons standing in front of a building with a blue door and a number '151' sign.

3. 1 King Bed | Non-Smoking

South Dayton

Anonymous traveler

$56 nightly

Dec 1 - Dec 2

Total with taxes and fees

A hotel room with a bed, a nightstand, a wall-mounted lamp, and a window with curtains.

4. 1 Queen Bed | Non-Smoking

South Dayton

Anonymous traveler

$55 nightly

Dec 1 - Dec 2

Total with taxes and fees

A living room with two sofas, a coffee table, and a chandelier.

5. Cottage d’Amore, walk to dining, close to bike path

Miamisburg

Robert B.

$285 nightly

Nov 9 - Nov 10

Total with taxes and fees

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

Liberty Township

Stephen

$450 nightly

Nov 16 - Nov 17

Total with taxes and fees

An outdoor patio with a grill, seating area, and a TV mounted on a wall.

7. Accessible King Studio w/ Tub | Free Breakfast!

Miamisburg

$179 nightly

Nov 22 - Nov 23

Total with taxes and fees

A staircase with a marble wall design, leading to a second floor. A wooden table with a plant is visible in the foreground.

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

Liberty Township

Jordan K.

$509 nightly

Nov 9 - Nov 10

Total with taxes and fees

A 6 Suites hotel with a brick facade, a covered entrance, and multiple windows.

9. 2 Full Beds | Non-Smoking, Kitchen

Cincinnati OH

Anonymous traveler

$51 nightly

Nov 15 - Nov 16

Total with taxes and fees

10. King Studio | Indoor Pool & Gym Access

Miamisburg

$179 nightly

Nov 22 - Nov 23

Total with taxes and fees

A modern kitchen with a central island, bar stools, stainless steel appliances, and a breakfast bar.

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

Kings Mills

CJ S.

$343 nightly

Nov 8 - Nov 9

Total with taxes and fees

12. Mason Ranch - Game Room w/ Hot tub

Mason

$545 nightly

Nov 22 - Nov 23

Total with taxes and fees

A kitchen with wooden cabinets, a stainless steel sink, a microwave, a stove, and a granite countertop.

13. Spacious Family-Friendly Estate

Mason

Daniel S.

$114 nightly

Nov 15 - Nov 16

Total with taxes and fees

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.

14. Yogi Bear’s Jellystone Park Cincinnati

Mason

KATHERINE

$183 nightly

Nov 8 - Nov 9

Total with taxes and fees

A patio with two white chairs, a table, and a large white umbrella.

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

Kettering

Kathleen R.

$233 nightly

Nov 7 - Nov 8

Total with taxes and fees

A living room with a round wooden coffee table, a teal armchair, and a grey shaggy rug.

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

Mason

Christine B.

$412 nightly

Nov 16 - Nov 17

Total with taxes and fees

A brick building with the sign "Spooky Nook Sports Champion Mill" at sunset.

17. Kings Island 5BR Retreat Sleeps 10

Mason

$575 nightly

Nov 22 - Nov 23

Total with taxes and fees

A living room with a fireplace, a television, two Christmas trees, and a coffee table.

18. Lovely Retreat Backyard With Deck & entertain room

Mason

Roger B.

$450 nightly

Nov 9 - Nov 10

Total with taxes and fees

A breakfast buffet area with glass display cases, a coffee station, and a TV mounted on the wall.

19. Renovated Studio | Fitness Center, Indoor Pool

West Chester

Regina P.

$166 nightly

Nov 26 - Nov 27

Total with taxes and fees

A bedroom with a bed, a window with blinds, a radiator, a chair, and a painting on the wall.

20. 1 Full Bed | Non-Smoking, Kitchen

Cincinnati OH

Anonymous traveler

$78 nightly

Dec 5 - Dec 6

Total with taxes and fees

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Find vacation rentals that suit your style

Top Middletown Hotel Reviews

An indoor pool area with a hot tub, seating area, and a warning sign on the wall.

Drury Inn & Suites Middletown Franklin

Franklin

10/10 Excellent

Ralph

A modern living room with a sofa, chairs, a TV, and large windows with curtains.

Cincinnati's Fidelity Hotel

Downtown Cincinnati

10/10 Excellent

Wow! What a lovely new gem in our city! The interior decor has a great vibe! Please decorate my great room! Bar was cozy and had an amazing appetizer...deviled egg with chives and caviar! Wine list had very nice wines at a reasonable price! Our corner room was lovely! Bathroom huge and bed very comfortable! The only thing I missed was conditioner in the shower. I saw that they sold it downstairs, so I know they had it. Truly, a beautiful boutique hotel that my husband and I would return to...

julie

A spacious lobby with a large sectional sofa, a reception desk, and a modern chandelier.

Drury Inn & Suites Cincinnati Northeast Mason

Mason

10/10 Excellent

Douglas

An outdoor covered patio with wicker furniture, a ceiling fan, and a view of the building's exterior.

Staybridge Suites Miamisburg by IHG

Miamisburg

10/10 Excellent

kelly

An outdoor patio with a stone fire table, wicker furniture, and a pool view.

Residence Inn by Marriott Cincinnati Northeast/Mason

Mason

10/10 Excellent

Immaculate facility, comfortable, spacious, friendly absolutely loved this hotel! Also you will NEVER find a better breakfast included at a hotel anywhere in the US. We are traveling a lot over the next few months and I am trying to find another Residence to say in because this one was so great! Also a warm pool and a nice gym didn't hurt either! Location was wonderful for our family as well, we arrived tired and ended up walking across the parking lot for dinner. So easy!

Timothy

An indoor swimming pool with clear water, a hot tub, and a view of the outside.

Drury Inn & Suites Dayton North

Dayton

10/10 Excellent

Lori

An outdoor patio with a grill, tables, and chairs.

Home2 Suites by Hilton Dayton South

Miamisburg

10/10 Excellent

We spent Christmas at the Dayton South Home2 Suites by Hilton. This is a new property and is meticulously maintained. While there a few nights, we used the gym and pool, both of which were relaxing. They offer an extensive breakfast buffet and have premade sandwiches and healthy options readily available, not just waffle and eggs here. The staff was amazing. Of course, you feel bad when you are the reason they are working... They made us feel welcome and were not upset they were working...

Anonymous traveler

A rooftop terrace with outdoor seating, overlooking a cityscape with historic buildings and a modern structure.

Hotel Covington Cincinnati Riverfront

Central Business District

10/10 Excellent

Blane

An outdoor patio area with round tables, chairs, and a central fire pit.

SpringHill Suites by Marriott Cincinnati Mason

Mason

10/10 Excellent

jonathan

A modern hotel lobby with a large flat-screen TV, dark wood paneling, a seating area with a sofa and chairs, and a large window offering a city view.

AC Hotel by Marriott Cincinnati at Liberty Center

West Chester

10/10 Excellent

Anonymous traveler

An outdoor seating area with yellow chairs and a fire pit, surrounded by a modern building with large windows and a covered patio.

Home2 Suites By Hilton West Chester Cincinnati

West Chester

10/10 Excellent

Anonymous traveler

A spacious hotel lobby with a central seating area, a fireplace, and a kitchen in the background.

Homewood Suites by Hilton Cincinnati/West Chester

West Chester

10/10 Excellent

Expedia did a horrible job on this but the staff at the hotel Were excellent. I would stay there again but I will not use Expedia ever again. I waited over an hour to get my room because of Expedia’s in ability to do their job correctly. The stafff at the hotel did everything they could to make our stay great. Expedia still owes me a refund that they have refused to return and charged my card 3 times for one night. Expedia sucks, hotel and staff are great!

Kit

A reception area with a modern design, featuring a dark wood reception desk, a chandelier, and two potted plants.

Marriott Cincinnati Northeast

Mason

10/10 Excellent

Gary

A modern interior with large windows, a seating area, and a flat-screen TV.

Homewood Suites By Hilton Cincinnati Mason

Mason

10/10 Excellent

It was a brief stay -- just one overnight -- but it was all things I wanted. Great location (easy access to everything without being in the traffic nightmare that is a half-mile to the east), convenient parking, quick check-in. This hotel appears to be fairly new. Room was super clean and fully equipped. Bed was very comfortable. Breakfast was adequate. Will definitely use this hotel again for future stays.

Midwest Gal

A modern hotel with a prominent 'tru by Hilton' sign, a covered entrance, and a well-lit facade.

Tru by Hilton Huber Heights

Dayton

10/10 Excellent

Jonathan

A Courtyard by Marriott hotel with a modern design, featuring a brick facade, multiple windows, and a well-lit entrance area.

Courtyard by Marriott Cincinnati Mason

Mason

10/10 Excellent

Terry

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 $60 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.

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.

Middletown Vacation Rentals

Bundle & Save

OneKeyCash

Upfront pricing

Check prices for these dates

Our top choices for Middletown vacation rentals

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

2. Middletown Centenarian 4 Bed 2 Bath Sleeps 12

3. 1 King Bed | Non-Smoking

4. 1 Queen Bed | Non-Smoking

5. Cottage d’Amore, walk to dining, close to bike path

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

7. Accessible King Studio w/ Tub | Free Breakfast!

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

9. 2 Full Beds | Non-Smoking, Kitchen

10. King Studio | Indoor Pool & Gym Access

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

12. Mason Ranch - Game Room w/ Hot tub

13. Spacious Family-Friendly Estate

14. Yogi Bear’s Jellystone Park Cincinnati

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

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

17. Kings Island 5BR Retreat Sleeps 10

18. Lovely Retreat Backyard With Deck & entertain room

19. Renovated Studio | Fitness Center, Indoor Pool

20. 1 Full Bed | Non-Smoking, Kitchen

Find vacation rentals that suit your style

Top Middletown Hotel Reviews

Drury Inn & Suites Middletown Franklin

10/10 Excellent

Find out more about Middletown

Everything you need to know about Middletown vacation rentals

Middletown vacation rentals: An excellent choice for every season

How to find incredible deals on Middletown rentals

Frequently Asked Questions

Are there vacation rentals in Middletown?

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

How many vacation rentals are there in Middletown?

What’s there to see and do in Middletown?

What’s a vacation rental in Middletown like?

Explore a world of travel with Expedia