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

Middletown Holiday Rentals

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Check prices for these dates

In two weeks
6 Nov - 8 Nov
In two months
18 Dec - 20 Dec
In three months
15 Jan - 17 Jan
In four months
12 Feb - 14 Feb

Our top choices for Middletown holiday rentals

A living room with a fireplace, two Christmas trees, and a flat-screen TV mounted above the mantel.

1. 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 HK$894
HK$3,547 total
includes taxes & fees
2 Nov - 3 Nov
Middletown Centenarian 4 Bed 2 Bath Sleeps 12
A landscaped garden with a variety of plants and a stone pathway.

2. 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, (127 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 HK$777
HK$1,546 total
includes taxes & fees
21 Oct - 22 Oct
Private Large Suite, cozy, quiet & close to I-75
A modern kitchen with white cabinets, a black refrigerator, a microwave, and a dining area with a table and chairs.

3. Star City Speakeasy- 2bdrm apt located above a brewery in downtown Miamisburg

Star City Speakeasy- 2bdrm apt located above a brewery in downtown Miamisburg
Miamisburg
10.0 out of 10, Exceptional, (1 review)
"A creative tribute to the prohibition era, the Speak Easy lures you in to history through a sliding bookcase that hides the entrance. The local venues offer live music to add to the atmosphere. Great location, creative design, and a great amazing host, You can't go wlrg!"
United States
Patricia F.
The price is HK$1,589
HK$1,746 total
includes taxes & fees
21 Oct - 22 Oct
Star City Speakeasy- 2bdrm apt located above a brewery in downtown Miamisburg
A staircase with a marble wall design, leading to a second floor. A wooden table with a plant is visible in the foreground.

4. 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 HK$1,606
HK$4,031 total
includes taxes & fees
26 Oct - 27 Oct
Sauna~IndoorPlayArea~GameRoom~FirePit~23miZoo~SpookyNook~KingsIsland~VOA~BigYard
A modern living room with a sofa and a dining area in the background.

5. 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
The price is HK$1,016
HK$3,708 total
includes taxes & fees
26 Oct - 27 Oct
4 Bed 2.5 Bath Sleeps 10- King of Karincrest
A modern kitchen with a central island, bar area, and seating.

6. Spacious Family Suite | Free Breakfast Daily!

Spacious Family Suite | Free Breakfast Daily!
Miamisburg
The price is HK$1,923
HK$2,525 total
includes taxes & fees
19 Nov - 20 Nov
Spacious Family Suite | Free Breakfast Daily!
A living room with two sofas, a coffee table, and a chandelier.

7. 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 HK$824
HK$2,299 total
includes taxes & fees
2 Nov - 3 Nov
Walk to Restaurants & Shops of Downtown Miamisburg
A hotel reception area with a counter, a digital tablet, and a poster on the wall.

8. 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 HK$437
HK$511 total
includes taxes & fees
2 Nov - 3 Nov
1 King Bed | Non-Smoking
A hotel room with a bed, a nightstand, a wall-mounted lamp, and a window with curtains.

9. 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 HK$429
HK$502 total
includes taxes & fees
2 Nov - 3 Nov
1 Queen Bed | Non-Smoking
A restaurant with wooden beams, stone pillars, and a large decorative wall. Tables and chairs are arranged for dining.

10. Cincinnati Camp Cedar

Cincinnati Camp Cedar
3.0 star property
Mason
9.0 out of 10, Wonderful, (216 reviews)
"Great, especially if you have pets."
United States
KATHERINE
The price is HK$1,370
HK$1,565 total
includes taxes & fees
3 Nov - 4 Nov
Cincinnati Camp Cedar
A dining area with a table, chairs, and a window with a view of greenery.

11. '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 HK$2,135
HK$3,575 total
includes taxes & fees
22 Oct - 23 Oct
'the Windmill House' w/ Pond: 9 Mi to Dayton!
An outdoor patio area with wicker furniture, a ceiling fan, and a grill.

12. King Studio | Indoor Pool & Gym Access

King Studio | Indoor Pool & Gym Access
Miamisburg
The price is HK$1,125
HK$1,481 total
includes taxes & fees
25 Oct - 26 Oct
King Studio | Indoor Pool & Gym Access
A breakfast buffet area with glass display cases, a coffee station, and a TV mounted on the wall.

13. Suite | Free Breakfast & Indoor Pool + Gym

Suite | Free Breakfast & Indoor Pool + Gym
West Chester
9.0 out of 10, Wonderful, (2 reviews)
"Surprised how big rooms were staff was friendly. Good breakfast"
United States
Stan D.
The price is HK$2,969
HK$3,763 total
includes taxes & fees
25 Oct - 26 Oct
Suite | Free Breakfast & Indoor Pool + Gym
A dining area with a table, chairs, and a window with a view of greenery.

14. '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, (29 reviews)
"Beautiful home in a lovely area would highly recommend. "
United States
Jarrod H.
The price is HK$1,695
HK$3,626 total
includes taxes & fees
22 Oct - 23 Oct
'The Windmill House' w/ Pond: 9 Mi to Dayton!
A living room with a round wooden coffee table, a teal armchair, and a grey shaggy rug.

15. 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 HK$1,016
HK$3,394 total
includes taxes & fees
21 Oct - 22 Oct
Spacious 3BR Ranch w/ Hot Tub & Yard • Near Kings Island
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.
The price is HK$1,413
HK$3,273 total
includes taxes & fees
2 Nov - 3 Nov
Spacious Home for 16 by Kings Island, Tennis, Spooky Nook
A living room with a sofa, coffee table, TV, lamp, and a window with a view of the outside.

17. 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.
The price is HK$785
HK$1,018 total
includes taxes & fees
21 Oct - 22 Oct
Spacious Family-Friendly Estate
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.
The price is HK$1,016
HK$3,708 total
includes taxes & fees
21 Oct - 22 Oct
Lovely Retreat Backyard With Deck & entertain room
A patio with two white chairs, a table, and a large white umbrella.

19. 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 HK$981
HK$2,017 total
includes taxes & fees
12 Nov - 13 Nov
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.

20. 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 HK$1,224
HK$1,558 total
includes taxes & fees
20 Nov - 21 Nov
Renovated Studio | Fitness Center, Indoor Pool
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

Best Western Mason Inn

Best Western Mason Inn

10/10 Excellent
"Loved my stay here! Clean property and as pictured !!!"
Mariaha 1-night trip
Posted 1 hour ago
Best Western Mason Inn

Find out more about Middletown

Search for holiday rentals in Middletown on Expedia! You can easily find your home rentals, villas, holiday apartments in Middletown using one of the methods below:

  • View our selection of featured holiday rentals in Middletown
  • Use the map to find apartments and other holiday homes in the Middletown neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Middletown while they last

Look no further and take a look at our great range of rental properties in Middletown!

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.