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

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Check prices for these dates

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

Our top choices for Middletown vacation 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)
"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 ￥15,644
￥31,288 total
includes taxes & fees
Oct 19 - Oct 20
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 ￥18,008
￥71,893 total
includes taxes & fees
Oct 19 - Oct 20
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 ￥15,652
￥45,147 total
includes taxes & fees
Nov 2 - Nov 3
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 ￥20,464
￥74,665 total
includes taxes & fees
Nov 16 - Nov 17
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 ￥34,591
￥83,735 total
includes taxes & fees
Oct 20 - Oct 21
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 ￥15,802
￥20,503 total
includes taxes & fees
Oct 19 - Oct 20
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 ￥19,753
￥40,612 total
includes taxes & fees
Oct 18 - Oct 19
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.

8. 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 ￥20,464
￥68,344 total
includes taxes & fees
Oct 19 - Oct 20
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.

9. 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 ￥22,913
￥59,574 total
includes taxes & fees
Nov 8 - Nov 9
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.

10. '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 ￥34,150
￥73,043 total
includes taxes & fees
Oct 22 - Oct 23
'The Windmill House' w/ Pond: 9 Mi to Dayton!
A living room with a fireplace, a television, two Christmas trees, and a coffee table.

11. 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 ￥20,464
￥74,665 total
includes taxes & fees
Oct 19 - Oct 20
Lovely Retreat Backyard With Deck & entertain room
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, (48 reviews)
"We had a great time and loved staying at this location! "
United States
Lindsey Z.
The price is ￥46,616
￥80,432 total
includes taxes & fees
Nov 8 - Nov 9
The Kingsley Schoolhouse
A kitchen with a stained glass window, a hanging light fixture, and a sink.

13. 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 ￥14,222
￥25,994 total
includes taxes & fees
Nov 9 - Nov 10
Charming 2-bedroom house with AC and WiFi in lovely Hamilton
A dining area with a wooden table and chairs, a black metal ceiling light, and a wall with abstract paintings.

14. 1895 meets 2023 Townhouse.

1895 meets 2023 Townhouse.
Hamilton
9.8 out of 10, Exceptional, (8 reviews)
"Great for access to restaurants and shops in Hamilton. We were in town for a tournament at Spooky Nook and it is a 10-12 minute easy walk or a few minutes drives when raining. Would stay here again for sure."
United States
Chris J.
The price is ￥11,241
￥49,027 total
includes taxes & fees
Oct 29 - Oct 30
1895 meets 2023 Townhouse.
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 ￥17,208
￥55,607 total
includes taxes & fees
Oct 28 - Oct 29
Walk2SpookyNook~GameRoom~Theater~Modern~MiamiOH~
A living room with a sofa, a coffee table, and a window with curtains.

16. 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 ￥13,653
￥33,722 total
includes taxes & fees
Oct 27 - Oct 28
Pleasant Dreams - Hamilton, spooky Nook, Miami Unv
A park with sculptures, a pond, and a distant city skyline.

17. Spooky Nook Stay Hot Tub + Games Sleeps 12

Spooky Nook Stay Hot Tub + Games Sleeps 12
3.5 star property
Hamilton
The price is ￥28,420
￥74,088 total
includes taxes & fees
Oct 19 - Oct 20
Spooky Nook Stay Hot Tub + Games Sleeps 12
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 ￥20,020
￥58,893 total
includes taxes & fees
Oct 20 - Oct 21
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 ￥19,911
￥40,326 total
includes taxes & fees
Oct 18 - Oct 19
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 ￥27,812
￥72,374 total
includes taxes & fees
Nov 9 - Nov 10
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.
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Top Middletown Hotel Reviews

The Hotel@Dayton South

The Hotel@Dayton South

10/10 Excellent
"Staff at hotel were very friendly, and the hotel was very clean. Very nice breakfast bar. We had an issue with the toilet, let the staff know, and it was fixed quickly. I would definitely go back again!"
Alexander 2-night trip
Posted 1 hour ago
The Hotel@Dayton South

Find out more about Middletown

Middletown Vacation Homes information

Number of reviews
313
Accommodation
1009 Vacation Homes
Lowest Price
￥20,503
Highest Price
￥83,735