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

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Check prices for these dates

In two weeks
16 Oct - 18 Oct
In two months
27 Nov - 29 Nov
In three months
25 Dec - 27 Dec
In four months
22 Jan - 24 Jan

Our top choices for Middletown holiday homes

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, (32 reviews)
"Great stay"
United States
Matt S.
The price is £336
includes taxes & fees
1 Oct - 2 Oct
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, (125 reviews)
"Excellent place to stay. Will stay again. "
United States
Lindsay W.
The price is £153
includes taxes & fees
27 Oct - 28 Oct
Private Large Suite, cozy, quiet & close to I-75
A modern kitchen with a central island, a dining area with a table and chairs, and a living area with a sofa and TV.

3. Franklin 4BR Retreat | Spacious Home & Fenced Yard

Franklin 4BR Retreat | Spacious Home & Fenced Yard
Franklin
10.0 out of 10, Exceptional, (1 review)
"Beautiful property and great hosts! Stayed here for a wedding along with a few of my relatives; they greatly accommodated us. Everything was exactly as described, check-in and check-out were easy! Amazing amenities such as the coffee bar they had, along with appliances that made cooking easy, and we didn't have to worry much about bringing our own stuff. Would definitely recommend booking this place to anyone!"
United States
Franzhine G.
The price is £397
includes taxes & fees
1 Oct - 2 Oct
Franklin 4BR Retreat | Spacious Home & Fenced Yard
A living room with two sofas, a coffee table, and a chandelier.

4. Walk to Restaurants & Shops of Downtown Miamisburg

Walk to Restaurants & Shops of Downtown Miamisburg
Miamisburg
9.8 out of 10, Exceptional, (36 reviews)
"Such a cute house and property, it was close to the nice little downtown with restaurants to choose from. Beds were comfortable and shower had plenty of water pressure. It was comfortable and cozy."
United States
Kelly S.
The price is £228
includes taxes & fees
30 Sept - 1 Oct
Walk to Restaurants & Shops of Downtown Miamisburg
A living room with a sofa, coffee table, TV, lamp, and a window with a view of the outside.

5. Spacious Family-Friendly Estate

Spacious Family-Friendly Estate
Mason
8.6 out of 10, Excellent, (4 reviews)
"Nice place to stay! Great communication."
United States
Mark N.
Spacious Family-Friendly Estate
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, (24 reviews)
"Perfect for our family - plenty of space for everyone. Nice quiet neighborhood."
United States
Jonell C.
The price is £355
includes taxes & fees
5 Oct - 6 Oct
4 Bed 2.5 Bath Sleeps 10- King of Karincrest
A modern kitchen with a central island, bar stools, stainless steel appliances, and a breakfast bar.

7. 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 £267
includes taxes & fees
1 Oct - 2 Oct
Spacious Home for 16 by Kings Island, Tennis, Spooky Nook
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 £355
includes taxes & fees
30 Sept - 1 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 £332
includes taxes & fees
30 Sept - 1 Oct
Spacious 3BR Ranch w/ Hot Tub & Yard • Near Kings Island
A patio with two white chairs, a table, and a large white umbrella.

10. 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, (23 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 £192
includes taxes & fees
26 Oct - 27 Oct
Charming 3-bedroom house in a quiet, peaceful and safe neighborhood in Kettering
A staircase with a marble wall design, leading to a second floor. A wooden table with a plant is visible in the foreground.

11. 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, (22 reviews)
"Great place to stay. Very clean and safe area. Very kid and family friendly."
United States
Jordan K.
The price is £410
includes taxes & fees
6 Oct - 7 Oct
Sauna~IndoorPlayArea~GameRoom~FirePit~23miZoo~SpookyNook~KingsIsland~VOA~BigYard
A modern kitchen with wooden cabinets, stainless steel appliances, and a granite countertop.

12. Wonderful, Cozy Home in Mason

Wonderful, Cozy Home in Mason
Mason
9.4 out of 10, Exceptional, (3 reviews)
"Lovely fenced back yard. Private and peaceful. 3 nice bedrooms and 2 fine baths."
United States
Judy M.
The price is £363
includes taxes & fees
1 Oct - 2 Oct
Wonderful, Cozy Home in Mason
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)
"We had a great time and loved staying at this location! "
United States
Lindsey Z.
The price is £375
includes taxes & fees
13 Oct - 14 Oct
The Kingsley Schoolhouse
A brick building with the sign "Spooky Nook Sports Champion Mill" at sunset.

14. Near Kings Island, 5BR Family Retreat, Sleeps 10

Near Kings Island, 5BR Family Retreat, Sleeps 10
4.0 star property
Mason
Near Kings Island, 5BR Family Retreat, Sleeps 10
A living room with a green sofa, a wooden coffee table, a floor lamp, and a window with blinds.

15. The Retro Nook - cozy studio near Spooky Nook.

The Retro Nook - cozy studio near Spooky Nook.
Hamilton
9.2 out of 10, Wonderful, (5 reviews)
The price is £171
includes taxes & fees
30 Sept - 1 Oct
The Retro Nook - cozy studio near Spooky Nook.
An outdoor swimming pool with a wooden deck, a covered barbecue area, and a white building in the background.

16. 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, (7 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 £210
includes taxes & fees
30 Sept - 1 Oct
3 BR house near Hamilton OH, Spooky Nook, Hanover Reserve, and Miami University
A modern kitchen with a central island, bar stools, stainless steel appliances, and pendant lighting.

17. 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 £286
includes taxes & fees
19 Oct - 20 Oct
Webster Ave · Close to entertainment, shopping and restaurants
A park with sculptures, a pond, and a distant city skyline.

18. Spooky Nook 4BR Game Room Sleeps 8

Spooky Nook 4BR Game Room Sleeps 8
3.5 star property
Hamilton
10.0 out of 10, Exceptional, (1 review)
"Clean & updated, lots of room "
United States
Amanda
The price is £292
includes taxes & fees
6 Oct - 7 Oct
Spooky Nook 4BR Game Room Sleeps 8
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.

19. 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 £261
includes taxes & fees
4 Oct - 5 Oct
Walk2SpookyNook~GameRoom~Theater~Modern~MiamiOH~
A living room with a sofa, a coffee table, and a window with curtains.

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

Pleasant Dreams - Hamilton, spooky Nook, Miami Unv
Hamilton
10.0 out of 10, Exceptional, (37 reviews)
"Everything was excellent"
United States
Joseph S.
The price is £161
includes taxes & fees
30 Sept - 1 Oct
Pleasant Dreams - Hamilton, spooky Nook, Miami Unv
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

Days Inn by Wyndham Englewood Dayton Airport

Days Inn by Wyndham Englewood Dayton Airport

10/10 Excellent
"Enjoyed our stay was very comfortable!"
Dave 1-night trip
Posted 2 hours ago
Days Inn by Wyndham Englewood Dayton Airport

Find out more about Middletown

Middletown Holiday Homes information

Number of reviews
320
Accommodation
1010 Holiday Homes
Lowest Price
£153
Highest Price
£410