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 cottages

A large, well-maintained lawn with a prominent house in the background.

1. 'the Windmill House' w/ Pond: 9 Mi to Dayton!

'the Windmill House' w/ Pond: 9 Mi to Dayton!
3.0 star property
Dayton
The price is CA $387
CA $648 total
includes taxes & fees
Oct 22 - Oct 23
'the Windmill House' w/ Pond: 9 Mi to Dayton!
A wooden staircase leading to a house with a blue exterior, surrounded by gravel and greenery.

2. Quaint Stream Side Garden Flat

Quaint Stream Side Garden Flat
Somerville
9.8 out of 10, Exceptional, (83 reviews)
"It was exactly what I expected and needed. Thanks!"
United States
Michael
The price is CA $128
CA $192 total
includes taxes & fees
Oct 18 - Oct 19
Quaint Stream Side Garden Flat
A two-story white house with black shutters, a green door, and a front porch with potted plants.

3. Close to Oxford and Miami U. Pet friendly-limit 2. Country setting.

Close to Oxford and Miami U. Pet friendly-limit 2. Country setting.
Oxford
10.0 out of 10, Exceptional, (235 reviews)
"Great location and better than many of the hotel options in Oxford"
United States
REbecca B.
The price is CA $171
CA $266 total
includes taxes & fees
Oct 25 - Oct 26
Close to Oxford and Miami U. Pet friendly-limit 2. Country setting.
A single-story house with a front porch and a covered patio area.

4. Ruby Red Haven – Chic Downtown Retreat Dayton

Ruby Red Haven – Chic Downtown Retreat Dayton
South Park
10.0 out of 10, Exceptional, (1 review)
"It was amazing "
United States
Joslyn M.
The price is CA $124
CA $248 total
includes taxes & fees
Oct 27 - Oct 28
Ruby Red Haven – Chic Downtown Retreat Dayton
A blue house with a covered porch and a stone pathway leading to it.

5. Quaint Stream Side Cottage 15m from Oxford&Hamilton OH

Quaint Stream Side Cottage 15m from Oxford&Hamilton OH
Somerville
10.0 out of 10, Exceptional, (55 reviews)
"Nice quiet location not far from Miami U. Perfect for a quick trip to see my daughter. "
United States
Kimberly C.
The price is CA $224
CA $316 total
includes taxes & fees
Oct 20 - Oct 21
Quaint Stream Side Cottage 15m from Oxford&Hamilton OH
A single-story brick house with a garage, a front lawn, and a blue fence.

6. Dayton Family Home w/ Game Room: Walk to City Park

Dayton Family Home w/ Game Room: Walk to City Park
3.0 star property
Dayton
10.0 out of 10, Exceptional, (1 review)
"The house was amazing. The game room was a big hit with my boys. We loved that it was off a main road but still quiet enough. If we ever vacation in this area again, we will be renting this property again. Pool was nice, but a little to cold to swim in. Only down side was the master bed was a little to hard for us. Everything else was amazing!!! Highly recommend!!!"
United States
Sarah
The price is CA $249
CA $597 total
includes taxes & fees
Oct 18 - Oct 19
Dayton Family Home w/ Game Room: Walk to City Park
A single-story house with a covered porch, a garage, and a well-maintained front yard with various plants and a small tree.

7. Tandem Trails Retreat in Xenia

Tandem Trails Retreat in Xenia
Xenia
10.0 out of 10, Exceptional, (38 reviews)
"The house was clean and very comfy,Plenty of room the host was very helpful/available when neededExcellent place to stay"
United States
Kim Z.
The price is CA $179
CA $450 total
includes taxes & fees
Oct 18 - Oct 19
Tandem Trails Retreat in Xenia
A rustic kitchen with wooden beams, a sink, a refrigerator, and a window with curtains.

8. Hannah's Creek Farm Cottage

Hannah's Creek Farm Cottage
Liberty
9.8 out of 10, Exceptional, (8 reviews)
"Lovely host, and beautiful location. We enjoyed the quiet away from town a lot."
United States
Melissa H.
The price is CA $178
CA $247 total
includes taxes & fees
Oct 18 - Oct 19
Hannah's Creek Farm Cottage
A two-story house with a porch, a driveway, and a tree in the front yard.

9. Charming cottage, 3Qn w/ WiFi, Parking, AC walkable to Clftn Nrthsd near dwntwn

Charming cottage, 3Qn w/ WiFi, Parking, AC walkable to Clftn Nrthsd near dwntwn
Clifton
10.0 out of 10, Exceptional, (47 reviews)
"This was a great place to stay, from the nicely done decorations to the enjoyable living space."
United States
Victor S.
The price is CA $196
CA $305 total
includes taxes & fees
Oct 25 - Oct 26
Charming cottage, 3Qn w/ WiFi, Parking, AC walkable to Clftn Nrthsd near dwntwn
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

Hotel Covington Cincinnati Riverfront

Hotel Covington Cincinnati Riverfront

10/10 Excellent
"."
Melissa 1-night trip
Posted less than an hour ago
Hotel Covington Cincinnati Riverfront

Find out more about Middletown

Middletown Cottages information

Number of reviews
468
Accommodation
86 Cottages
Lowest Price
CA $192
Highest Price
CA $648

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What is there to do in Middletown near my cottage?
You'll find loads of terrific things to do in Middletown. Discover attractions like Sorg Opera House, Middletown Lyric Theatre and Land of Illusion. Start Skydiving, Smith Park and Weatherwax Golf Course are other highlights.

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