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

Holiday Homes in Middletown

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

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

Our top choices for Middletown holiday homes

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)
The price is AU$288
includes taxes & fees
18 Oct - 19 Oct
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.
The price is AU$631
includes taxes & fees
19 Oct - 20 Oct
Middletown Centenarian 4 Bed 2 Bath Sleeps 12
A living room with two sofas, a coffee table, and a chandelier.

3. 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 AU$483
includes taxes & fees
28 Oct - 29 Oct
Walk to Restaurants & Shops of Downtown Miamisburg
A modern living room with a sofa and a dining area in the background.

4. 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 AU$663
includes taxes & fees
19 Oct - 20 Oct
4 Bed 2.5 Bath Sleeps 10- King of Karincrest
A staircase with a marble wall design, leading to a second floor. A wooden table with a plant is visible in the foreground.

5. 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 AU$739
includes taxes & fees
19 Oct - 20 Oct
Sauna~IndoorPlayArea~GameRoom~FirePit~23miZoo~SpookyNook~KingsIsland~VOA~BigYard
A living room with a sofa, coffee table, TV, lamp, and a window with a view of the outside.

6. Spacious Family-Friendly Estate

Spacious Family-Friendly Estate
Mason
8.4 out of 10, Very good, (6 reviews)
The price is AU$190
includes taxes & fees
19 Oct - 20 Oct
Spacious Family-Friendly Estate
A patio with two white chairs, a table, and a large white umbrella.

7. 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 AU$361
includes taxes & fees
18 Oct - 19 Oct
Charming 3-bedroom house in a quiet, peaceful and safe neighborhood in Kettering
A living room with a fireplace, a television, two Christmas trees, and a coffee table.

8. 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 AU$663
includes taxes & fees
19 Oct - 20 Oct
Lovely Retreat Backyard With Deck & entertain room
A living room with a round wooden coffee table, a teal armchair, and a grey shaggy rug.

9. 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 AU$604
includes taxes & fees
19 Oct - 20 Oct
Spacious 3BR Ranch w/ Hot Tub & Yard • Near Kings Island
A brick building with the sign "Spooky Nook Sports Champion Mill" at sunset.

10. Kings Island 5BR Retreat Sleeps 10

Kings Island 5BR Retreat Sleeps 10
4.0 star property
Mason
Kings Island 5BR Retreat Sleeps 10
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, (46 reviews)
"Get home and yard, perfect location for visiting Kings Island."
United States
CJ S.
The price is AU$587
includes taxes & fees
3 Nov - 4 Nov
Spacious Home for 16 by Kings Island, Tennis, Spooky Nook
A dining area with a table, chairs, and a window with a view of greenery.

12. '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 AU$654
includes taxes & fees
22 Oct - 23 Oct
'The Windmill House' w/ Pond: 9 Mi to Dayton!
A living room with a brick wall, a staircase, a flat-screen TV, and a cozy seating area.

13. The Kingsley Schoolhouse

The Kingsley Schoolhouse
Landen
9.8 out of 10, Exceptional, (48 reviews)
The price is AU$711
includes taxes & fees
8 Nov - 9 Nov
The Kingsley Schoolhouse
A kitchen with a stained glass window, a hanging light fixture, and a sink.

14. Charming 2-bedroom house with AC and WiFi in lovely Hamilton

Charming 2-bedroom house with AC and WiFi in lovely Hamilton
Hamilton
9.8 out of 10, Exceptional, (30 reviews)
"We absolutely loved this stay, and the host was amazing!"
United States
Myranda S.
The price is AU$239
includes taxes & fees
9 Nov - 10 Nov
Charming 2-bedroom house with AC and WiFi in lovely Hamilton
A park with sculptures, a pond, and a distant city skyline.

15. Spooky Nook Stay Hot Tub + Games Sleeps 12

Spooky Nook Stay Hot Tub + Games Sleeps 12
3.5 star property
Hamilton
The price is AU$672
includes taxes & fees
28 Oct - 29 Oct
Spooky Nook Stay Hot Tub + Games Sleeps 12
A modern living room with a brown leather sofa, a white coffee table with a Buddha statue, and a dining area with a wooden table and chairs.

16. Walk2SpookyNook~GameRoom~Theater~Modern~MiamiOH~

Walk2SpookyNook~GameRoom~Theater~Modern~MiamiOH~
Hamilton
9.4 out of 10, Exceptional, (13 reviews)
"Perfect for our needs. Would definitely book again "
United States
daniel
The price is AU$489
includes taxes & fees
26 Oct - 27 Oct
Walk2SpookyNook~GameRoom~Theater~Modern~MiamiOH~
A living room with a sofa, a coffee table, and a window with curtains.

17. Pleasant Dreams - Hamilton, spooky Nook, Miami Unv

Pleasant Dreams - Hamilton, spooky Nook, Miami Unv
Hamilton
10.0 out of 10, Exceptional, (38 reviews)
"Everything was excellent"
United States
Joseph S.
The price is AU$304
includes taxes & fees
26 Oct - 27 Oct
Pleasant Dreams - Hamilton, spooky Nook, Miami Unv
A modern kitchen with a central island, bar stools, stainless steel appliances, and pendant lighting.

18. Webster Ave · Close to entertainment, shopping and restaurants

Webster Ave · Close to entertainment, shopping and restaurants
Hamilton
10.0 out of 10, Exceptional, (13 reviews)
"Great house with nice amenities & stocked with more than we expected. Convenient location with ample parking. "
United States
Chris G.
The price is AU$516
includes taxes & fees
3 Nov - 4 Nov
Webster Ave · Close to entertainment, shopping and restaurants
An outdoor swimming pool with a wooden deck, a covered barbecue area, and a white building in the background.

19. 3 BR house near Hamilton OH, Spooky Nook, Hanover Reserve, and Miami University

3 BR house near Hamilton OH, Spooky Nook, Hanover Reserve, and Miami University
Hamilton
10.0 out of 10, Exceptional, (8 reviews)
"This property is a home away from home but better The hosts are wonderful people the property is Perfect the house the pool the horses the geese the pond I could go on and on and it’s conveniently near everything you could possibly need kings island was even closer than I thought we had a wonderful trip and stay."
United States
Heather
The price is AU$366
includes taxes & fees
18 Oct - 19 Oct
3 BR house near Hamilton OH, Spooky Nook, Hanover Reserve, and Miami University
A modern kitchen with white cabinets, a stainless steel refrigerator, and a wooden dining table with chairs.

20. 5bd 2.5ba Game Lounge Egg Chair Getting Ready Station FirePit VOA Kings Island

5bd 2.5ba Game Lounge Egg Chair Getting Ready Station FirePit VOA Kings Island
Hamilton
10.0 out of 10, Exceptional, (14 reviews)
"Don’t judge by the outside! The inside is amazing and had everything we needed! Definitely a comfortable stay! Loved it!"
United States
faun s.
The price is AU$641
includes taxes & fees
9 Nov - 10 Nov
5bd 2.5ba Game Lounge Egg Chair Getting Ready Station FirePit VOA Kings Island
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
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Middletown Hotel Reviews

Holiday Inn Cincinnati Airport by IHG

Holiday Inn Cincinnati Airport by IHG

10/10 Excellent
"I could keep my car on property during by trip for a reasonable price"
Susan 1-night trip
Posted 1 hour ago
Holiday Inn Cincinnati Airport by IHG

Find out more about Middletown

Middletown Holiday Homes information

Number of reviews
305
Accommodation
1010 Holiday Homes
Lowest Price
AU$190
Highest Price
AU$739