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

Holiday Homes in Middletown

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Check prices for these dates

In two weeks
18 Sept - 20 Sept
In two months
30 Oct - 1 Nov
In three months
27 Nov - 29 Nov
In four months
25 Dec - 27 Dec

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 €384
includes taxes & fees
7 Sept - 8 Sept
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, (123 reviews)
"Excellent place to stay. Will stay again. "
United States
Lindsay W.
The price is €175
includes taxes & fees
8 Sept - 9 Sept
Private Large Suite, cozy, quiet & close to I-75
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, (35 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 €271
includes taxes & fees
13 Sept - 14 Sept
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, (22 reviews)
"Perfect for our family - plenty of space for everyone. Nice quiet neighborhood."
United States
Jonell C.
The price is €407
includes taxes & fees
9 Sept - 10 Sept
4 Bed 2.5 Bath Sleeps 10- King of Karincrest
A modern kitchen with a central island, a dining area with a table and chairs, and a living area with a sofa and TV.

5. 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.
Franklin 4BR Retreat | Spacious Home & Fenced Yard
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
8.0 out of 10, Very good, (2 reviews)
"Nice place to stay! Great communication."
United States
Mark N.
The price is €143
includes taxes & fees
7 Sept - 8 Sept
Spacious Family-Friendly Estate
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, (45 reviews)
"Get home and yard, perfect location for visiting Kings Island."
United States
CJ S.
The price is €295
includes taxes & fees
9 Sept - 10 Sept
Spacious Home for 16 by Kings Island, Tennis, Spooky Nook
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
9.8 out of 10, Exceptional, (20 reviews)
"Great place to stay. Very clean and safe area. Very kid and family friendly."
United States
Jordan K.
The price is €466
includes taxes & fees
8 Sept - 9 Sept
Sauna~IndoorPlayArea~GameRoom~FirePit~23miZoo~SpookyNook~KingsIsland~VOA~BigYard
A living room with a fireplace, a television, two Christmas trees, and a coffee table.

9. 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 €398
includes taxes & fees
14 Sept - 15 Sept
Lovely Retreat Backyard With Deck & entertain room
A living room with a round wooden coffee table, a teal armchair, and a grey shaggy rug.

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

Spacious 3BR Ranch w/ Hot Tub & Yard • Near Kings Island
Mason
8.8 out of 10, Excellent, (10 reviews)
"Very nice property. Enjoyed our stay"
United States
Christine B.
The price is €374
includes taxes & fees
14 Sept - 15 Sept
Spacious 3BR Ranch w/ Hot Tub & Yard • Near Kings Island
A patio with two white chairs, a table, and a large white umbrella.

11. 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)
"Great place to crash before going to the ren faire! Would stay again! "
United States
Anna B.
The price is €227
includes taxes & fees
7 Sept - 8 Sept
Charming 3-bedroom house in a quiet, peaceful and safe neighborhood in Kettering
A living room with a brick wall, a staircase, a flat-screen TV, and a cozy seating area.

12. The Kingsley Schoolhouse

The Kingsley Schoolhouse
Landen
9.8 out of 10, Exceptional, (46 reviews)
"We had a great time and loved staying at this location! "
United States
Lindsey Z.
The price is €422
includes taxes & fees
13 Sept - 14 Sept
The Kingsley Schoolhouse
A wooden deck with a table and chairs, surrounded by trees and greenery.

13. The Family Nook - Home for 8

The Family Nook - Home for 8
4.5 star property
Hamilton
10.0 out of 10, Exceptional, (1 review)
"The house is immaculate. Plenty of sleeping room, tucked away in a quiet neighborhood. The garage is a game room with ping pong and so much more. Foosball in the basement that our family played daily. Overall a great place to stay!"
United States
Jessica
The price is €326
includes taxes & fees
7 Sept - 8 Sept
The Family Nook - Home for 8
A park with sculptures, a pond, and a distant city skyline.

14. The Terrace Timber House  For 8

The Terrace Timber House  For 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 €333
includes taxes & fees
7 Sept - 8 Sept
The Terrace Timber House  For 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.

15. 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 €299
includes taxes & fees
8 Sept - 9 Sept
Walk2SpookyNook~GameRoom~Theater~Modern~MiamiOH~
A modern kitchen with a central island, bar stools, stainless steel appliances, and pendant lighting.

16. 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 €316
includes taxes & fees
14 Sept - 15 Sept
Webster Ave · Close to entertainment, shopping and restaurants
A kitchen with a stained glass window, a hanging light fixture, and a sink.

17. 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, (27 reviews)
"We absolutely loved this stay, and the host was amazing!"
United States
Myranda S.
The price is €146
includes taxes & fees
22 Sept - 23 Sept
Charming 2-bedroom house with AC and WiFi in lovely Hamilton
A kitchen with a marble countertop, two stools, wooden flooring, and pendant lighting.

18. Charming Blue Haven 2Bed,1 Bath Home Sleeps 8

Charming Blue Haven 2Bed,1 Bath Home Sleeps 8
Hamilton
7.6 out of 10, Good, (14 reviews)
"Overall good stay, clean house and close to downtown. Property manager was great. Location of neighborhood isn’t great and street parking was a little tough but overall a great clean stay. We recommend!"
United States
Cari C.
Charming Blue Haven 2Bed,1 Bath Home Sleeps 8
A spacious kitchen with modern appliances, a dining area with a wooden table, and a brick column in the center.

19. Lovely house off Main Street

Lovely house off Main Street
Hamilton
9.8 out of 10, Exceptional, (50 reviews)
"Place was just as described. Nice, clean, and easy process. Would stay there again"
United States
Michael
The price is €213
includes taxes & fees
8 Sept - 9 Sept
Lovely house off Main Street
A park with sculptures, a pond, and a distant city skyline.

20. Nookside Grand Estate For 8

Nookside Grand Estate For 8
3.5 star property
Hamilton
The price is €419
includes taxes & fees
7 Sept - 8 Sept
Nookside Grand Estate For 8
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

The Warehouse Hotel at Champion Mill

The Warehouse Hotel at Champion Mill

8/10 Good
"The room was clean. Night staff was not very friendly. Very busy talking to someone in their earpiece. Felt that I was bothering them.Morning and check in staff were great."
MARY LYNN 2-night trip
Posted 2 hours ago
The Warehouse Hotel at Champion Mill

Find out more about Middletown

Middletown Holiday Homes information

Number of reviews
381
Accommodation
1034 Holiday Homes
Lowest Price
€143
Highest Price
€466