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

Middletown Vacation Rentals

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Check prices for these dates

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

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, (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 CA $140
CA $277 total
includes taxes & fees
Oct 21 - Oct 22
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 CA $161
CA $635 total
includes taxes & fees
Oct 21 - Oct 22
Middletown Centenarian 4 Bed 2 Bath Sleeps 12
A modern living room with a sofa and a dining area in the background.

3. 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 CA $183
CA $667 total
includes taxes & fees
Oct 26 - Oct 27
4 Bed 2.5 Bath Sleeps 10- King of Karincrest
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, (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 CA $140
CA $404 total
includes taxes & fees
Nov 3 - Nov 4
Walk to Restaurants & Shops of 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.

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 CA $289
CA $725 total
includes taxes & fees
Oct 26 - Oct 27
Sauna~IndoorPlayArea~GameRoom~FirePit~23miZoo~SpookyNook~KingsIsland~VOA~BigYard
A modern kitchen with a central island, bar stools, stainless steel appliances, and a breakfast bar.

6. 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 CA $205
CA $532 total
includes taxes & fees
Nov 8 - Nov 9
Spacious Home for 16 by Kings Island, Tennis, Spooky Nook
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 CA $176
CA $363 total
includes taxes & fees
Oct 21 - Oct 22
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 CA $183
CA $610 total
includes taxes & fees
Oct 21 - Oct 22
Spacious 3BR Ranch w/ Hot Tub & Yard • Near Kings Island
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 CA $183
CA $667 total
includes taxes & fees
Oct 21 - Oct 22
Lovely Retreat Backyard With Deck & entertain room
A living room with a sofa, a coffee table, a flat-screen TV mounted on the wall, a lamp, and a curtain.

10. 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 CA $196
CA $243 total
includes taxes & fees
Nov 2 - Nov 3
Spacious Family-Friendly Estate
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!
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 CA $305
CA $652 total
includes taxes & fees
Oct 22 - Oct 23
'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.

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 CA $416
CA $717 total
includes taxes & fees
Nov 19 - Nov 20
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 CA $127
CA $232 total
includes taxes & fees
Nov 9 - Nov 10
Charming 2-bedroom house with AC and WiFi in lovely Hamilton
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.

14. 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 CA $154
CA $496 total
includes taxes & fees
Oct 26 - Oct 27
Walk2SpookyNook~GameRoom~Theater~Modern~MiamiOH~
A small house with a deck, a table and chairs, and a door with a window.

15. Spooky Nook Retreat Hot Tub + Games

Spooky Nook Retreat Hot Tub + Games
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 CA $177
CA $507 total
includes taxes & fees
Oct 25 - Oct 26
Spooky Nook Retreat Hot Tub + Games
A dining area with a wooden table and chairs, a black metal ceiling light, and a wall with abstract paintings.

16. 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 CA $98
CA $435 total
includes taxes & fees
Oct 21 - Oct 22
1895 meets 2023 Townhouse.
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 CA $121
CA $297 total
includes taxes & fees
Oct 26 - Oct 27
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 CA $179
CA $526 total
includes taxes & fees
Oct 21 - Oct 22
Webster Ave · Close to entertainment, shopping and restaurants
A modern kitchen with white cabinets, a stainless steel refrigerator, and a wooden dining table with chairs.

19. 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 CA $236
CA $634 total
includes taxes & fees
Oct 26 - Oct 27
5bd 2.5ba Game Lounge Egg Chair Getting Ready Station FirePit VOA Kings Island
A bedroom with a bed, a window with blinds, a bedside lamp, and a framed picture on the wall.

20. Ohio Ave, 3 bed house, Historic Downtown Loveland

Ohio Ave, 3 bed house, Historic Downtown Loveland
Loveland
8.6 out of 10, Excellent, (38 reviews)
"Great for what we needed for a quick stay and a place for our dogs to run around outside and have fun too"
United States
Nicholas S.
The price is CA $73
CA $233 total
includes taxes & fees
Oct 21 - Oct 22
Ohio Ave, 3 bed house, Historic Downtown Loveland
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

8/10 Good
"Pretty good."
Lisa 1-night trip
Posted 11 hours ago
Days Inn by Wyndham Englewood Dayton Airport

Find out more about Middletown

Middletown Vacation Homes information

Number of reviews
473
Accommodation
1074 Vacation Homes
Lowest Price
CA $232
Highest Price
CA $725

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