Middletown Vacation Rentals

  • Bundle & Save

    Get more, spend less whenever you see Bundle & Save deals

  • OneKeyCash

    Earn OneKeyCash on all your eligible bookings

  • Upfront pricing

    We are not like the others - we include taxes and fees

Check prices for these dates

In two weeks
Nov 20 - Nov 22
In two months
Jan 1 - Jan 3
In three months
Jan 29 - Jan 31
In four months
Feb 26 - Feb 28

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, (128 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.
$189 nightly
The price is $189
Nov 9 - Nov 10
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.
$432 nightly
The price is $432
Nov 12 - Nov 13
Total with taxes and fees
Middletown Centenarian 4 Bed 2 Bath Sleeps 12
A hotel reception area with a counter, a digital tablet, and a poster on the wall.

3. 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
$56 nightly
The price is $65
Dec 4 - Dec 5
Total with taxes and fees
1 King Bed | Non-Smoking
A hotel room with a bed, a nightstand, a wall-mounted lamp, and a window with curtains.

4. 1 Queen Bed | Non-Smoking

1 Queen Bed | Non-Smoking
South Dayton
10.0 out of 10, Exceptional, (90 reviews)
"A lovely space that feels inviting yet still provides hotel services, enjoyed my overnight relaxation!"
United States
Anonymous traveler
$55 nightly
The price is $64
Dec 4 - Dec 5
Total with taxes and fees
1 Queen Bed | Non-Smoking
A living room with two sofas, a coffee table, and a chandelier.

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

Cottage d’Amore, walk to dining, close to bike path
Miamisburg
9.8 out of 10, Exceptional, (39 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.
$286 nightly
The price is $306
Nov 16 - Nov 17
Total with taxes and fees
Cottage d’Amore, walk to dining, close to bike path
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, (26 reviews)
"Everything was great aside from some minor things but everything was peaceful and we slept well."
United States
Stephen
$450 nightly
The price is $450
Nov 16 - Nov 17
Total with taxes and fees
4 Bed 2.5 Bath Sleeps 10- King of Karincrest
An outdoor patio with a grill, seating area, and a TV mounted on a wall.

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

Accessible King Studio w/ Tub | Free Breakfast!
Miamisburg
$175 nightly
The price is $204
Nov 7 - Nov 8
Total with taxes and fees
Accessible King Studio w/ Tub | Free Breakfast!
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

Sauna~IndoorPlayArea~GameRoom~FirePit~23miZoo~SpookyNook~KingsIsland~VOA~BigYard
Liberty Township
9.6 out of 10, Exceptional, (24 reviews)
"Great place to stay. Very clean and safe area. Very kid and family friendly."
United States
Jordan K.
$516 nightly
The price is $516
Dec 7 - Dec 8
Total with taxes and fees
Sauna~IndoorPlayArea~GameRoom~FirePit~23miZoo~SpookyNook~KingsIsland~VOA~BigYard
A multi-story hotel with a prominent '6' sign, a parking lot, and a small landscaped area with rocks.

9. 2 Full Beds | Non-Smoking, Kitchen

2 Full Beds | Non-Smoking, Kitchen
Cincinnati OH
9.2 out of 10, Wonderful, (58 reviews)
"Love the experience here"
United States
Anonymous traveler
$51 nightly
The price is $61
Nov 15 - Nov 16
Total with taxes and fees
2 Full Beds | Non-Smoking, Kitchen
An outdoor patio with a grill, seating area, and a TV mounted on a wall.

10. King Studio | Indoor Pool & Gym Access

King Studio | Indoor Pool & Gym Access
Miamisburg
$179 nightly
The price is $208
Nov 22 - Nov 23
Total with taxes and fees
King Studio | Indoor Pool & Gym Access
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

Spacious Home for 16 by Kings Island, Tennis, Spooky Nook
Kings Mills
10.0 out of 10, Exceptional, (47 reviews)
"Get home and yard, perfect location for visiting Kings Island."
United States
CJ S.
$343 nightly
The price is $343
Nov 8 - Nov 9
Total with taxes and fees
Spacious Home for 16 by Kings Island, Tennis, Spooky Nook
A brick building with the sign "Spooky Nook Sports Champion Mill" at sunset.

12. Mason Ranch - Game Room w/ Hot tub

Mason Ranch - Game Room w/ Hot tub
3.5 star property
Mason
$526 nightly
The price is $547
Nov 8 - Nov 9
Total with taxes and fees
Mason Ranch - Game Room w/ Hot tub
A kitchen with wooden cabinets, a stainless steel sink, a microwave, a stove, and a granite countertop.

13. Spacious Family-Friendly Estate

Spacious Family-Friendly Estate
Mason
8.4 out of 10, Very good, (6 reviews)
"Overall great stay while visiting for the weekend. Could use more kitchen utensils among other things but overall a good value."
United States
Daniel S.
$114 nightly
The price is $125
Nov 15 - Nov 16
Total with taxes and fees
Spacious Family-Friendly Estate
A restaurant with wooden beams, stone pillars, and a large decorative wall. Tables and chairs are arranged for dining.

14. Yogi Bear’s Jellystone Park Cincinnati

Yogi Bear’s Jellystone Park Cincinnati
3.0 star property
Mason
9.0 out of 10, Wonderful, (217 reviews)
"Great, especially if you have pets."
United States
KATHERINE
$183 nightly
The price is $209
Nov 8 - Nov 9
Total with taxes and fees
Yogi Bear’s Jellystone Park Cincinnati
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

Charming 3-bedroom house in a quiet, peaceful and safe neighborhood in Kettering
Kettering
9.0 out of 10, Wonderful, (26 reviews)
"The house was clean and spacious. Just what we needed for a quick weekend away close to the university."
United States
Kathleen R.
$233 nightly
The price is $233
Nov 7 - Nov 8
Total with taxes and fees
Charming 3-bedroom house in a quiet, peaceful and safe neighborhood in Kettering
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

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.
$412 nightly
The price is $412
Nov 16 - Nov 17
Total with taxes and fees
Spacious 3BR Ranch w/ Hot Tub & Yard • Near Kings Island
A brick building with the sign "Spooky Nook Sports Champion Mill" at sunset.

17. Kings Island 5BR Retreat Sleeps 10

Kings Island 5BR Retreat Sleeps 10
4.0 star property
Mason
$575 nightly
The price is $598
Nov 22 - Nov 23
Total with taxes and fees
Kings Island 5BR Retreat Sleeps 10
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
8.4 out of 10, Very good, (27 reviews)
"Very clean and comfortable, great location, would recommend!"
United States
Roger B.
$450 nightly
The price is $450
Nov 9 - Nov 10
Total with taxes and fees
Lovely Retreat Backyard With Deck & entertain room
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

Renovated Studio | Fitness Center, Indoor Pool
West Chester
6.0 out of 10, (2 reviews)
"Place was nice! "
United States
Regina P.
$166 nightly
The price is $186
Nov 26 - Nov 27
Total with taxes and fees
Renovated Studio | Fitness Center, Indoor Pool
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

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
$78 nightly
The price is $93
Dec 5 - Dec 6
Total with taxes and fees
1 Full Bed | Non-Smoking, Kitchen
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.
View all properties

Find vacation rentals that suit your style

cabin image
Cabins
Cabins
apart-hotel image
Aparthotels
Aparthotels

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

Drury Inn & Suites Middletown Franklin

Drury Inn & Suites Middletown Franklin
Franklin

10/10 Excellent

The ladies at the front desk was absolutely awesome so friendly I’m used to only stay at a Hampton but I am completely hooked on Drury now your staff was wonderful awesome stay will definitely be back
United States
Ralph
Reviewed August 10, 2022
Drury Inn & Suites Middletown Franklin

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.

Explore a world of travel with Expedia