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

Middletown Vacation Rentals

  • 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
Oct 9 - Oct 11
In two months
Nov 20 - Nov 22
In three months
Dec 18 - Dec 20
In four months
Jan 15 - Jan 17

Our top choices for Middletown vacation 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 CA $161
CA $641 total
includes taxes & fees
Sep 28 - Sep 29
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 CA $140
CA $277 total
includes taxes & fees
Oct 18 - Oct 19
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, (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 CA $167
CA $436 total
includes taxes & fees
Sep 28 - Sep 29
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, (24 reviews)
"Perfect for our family - plenty of space for everyone. Nice quiet neighborhood."
United States
Jonell C.
The price is CA $183
CA $668 total
includes taxes & fees
Sep 28 - Sep 29
4 Bed 2.5 Bath Sleeps 10- King of Karincrest
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.
The price is CA $156
CA $199 total
includes taxes & fees
Sep 28 - Sep 29
Spacious Family-Friendly Estate
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 $227
CA $559 total
includes taxes & fees
Sep 29 - Sep 30
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.

7. 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 CA $320
CA $762 total
includes taxes & fees
Sep 29 - Sep 30
Sauna~IndoorPlayArea~GameRoom~FirePit~23miZoo~SpookyNook~KingsIsland~VOA~BigYard
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 CA $183
CA $668 total
includes taxes & fees
Sep 28 - Sep 29
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 CA $183
CA $612 total
includes taxes & fees
Sep 28 - Sep 29
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 CA $177
CA $363 total
includes taxes & fees
Sep 28 - Sep 29
Charming 3-bedroom house in a quiet, peaceful and safe neighborhood in Kettering
A modern kitchen with wooden cabinets, stainless steel appliances, and a granite countertop.

11. 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 CA $252
CA $692 total
includes taxes & fees
Oct 1 - Oct 2
Wonderful, Cozy Home in Mason
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 $419
CA $721 total
includes taxes & fees
Sep 29 - Sep 30
The Kingsley Schoolhouse
A spacious kitchen with modern appliances, a dining area with a wooden table, and a brick column in the center.

13. 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 CA $127
CA $305 total
includes taxes & fees
Sep 28 - Sep 29
Lovely house off Main Street
An outdoor swimming pool with a wooden deck, a covered barbecue area, and a white building in the background.

14. 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 CA $193
CA $387 total
includes taxes & fees
Sep 28 - Sep 29
3 BR house near Hamilton OH, Spooky Nook, Hanover Reserve, and Miami University
A hotel room with a bed, wooden wardrobe, and a television mounted on the wall.

15. Hot Tub + Game Room Near Spooky Nook 8

Hot Tub + Game Room Near Spooky Nook 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 CA $205
CA $536 total
includes taxes & fees
Oct 1 - Oct 2
Hot Tub + Game Room Near Spooky Nook 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.

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 CA $154
CA $498 total
includes taxes & fees
Sep 28 - Sep 29
Walk2SpookyNook~GameRoom~Theater~Modern~MiamiOH~
A dining area with a wooden table and chairs, a black metal ceiling light, and a wall with abstract paintings.

17. 1895 meets 2023 Townhouse.

1895 meets 2023 Townhouse.
Hamilton
9.8 out of 10, Exceptional, (8 reviews)
"Super convenient! Well appointed and close to everything. "
United States
Krista J.
The price is CA $131
CA $465 total
includes taxes & fees
Oct 7 - Oct 8
1895 meets 2023 Townhouse.
A living room with a sofa, a coffee table, and a window with curtains.

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

Pleasant Dreams - Hamilton, spooky Nook, Miami Unv
Hamilton
10.0 out of 10, Exceptional, (36 reviews)
"Everything was excellent"
United States
Joseph S.
The price is CA $121
CA $298 total
includes taxes & fees
Sep 28 - Sep 29
Pleasant Dreams - Hamilton, spooky Nook, Miami Unv
A modern kitchen with a central island, bar stools, stainless steel appliances, and pendant lighting.

19. 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 $527 total
includes taxes & fees
Sep 30 - Oct 1
Webster Ave · Close to entertainment, shopping and restaurants
A bedroom with a bed, nightstands, a lamp, and artwork on the walls.

20. Wilson, Two Bedroom House in Historic Loveland

Wilson, Two Bedroom House in Historic Loveland
Loveland
9.8 out of 10, Exceptional, (46 reviews)
"The little house was very clean, convenient and comfortable. The neighborhood is quiet and close to the center of Loveland with interesting restaurants, shops and the Little Miami Bike Trail. The host was very responsive to inquiries and we enjoyed a perfect stay."
United States
Sue S.
The price is CA $88
CA $235 total
includes taxes & fees
Sep 28 - Sep 29
Wilson, Two Bedroom House in Historic 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.
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

Cincinnati's Fidelity Hotel

Cincinnati's Fidelity Hotel

10/10 Excellent
"Brand new, beautiful hotel with huge room and lovely decor! Centrally located and wonderful staff!"
Julie 1-night trip
Posted 2 hours ago
Cincinnati's Fidelity Hotel

Find out more about Middletown

Middletown Vacation Homes information

Number of reviews
418
Accommodation
1003 Vacation Homes
Lowest Price
CA $199
Highest Price
CA $762

Explore a world of travel with Expedia