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

Search Middletown Cottages

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 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
$456 nightly
The price is $456
Oct 22 - Oct 23
Total with taxes and fees
'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, (84 reviews)
"It was exactly what I expected and needed. Thanks!"
United States
Michael
$130 nightly
The price is $135
Oct 21 - Oct 22
Total with taxes and fees
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.
$189 nightly
The price is $199
Oct 21 - Oct 22
Total with taxes and fees
Close to Oxford and Miami U. Pet friendly-limit 2. Country setting.
A blue house with a covered porch and a stone pathway leading to it.

4. 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, (56 reviews)
"Nice quiet location not far from Miami U. Perfect for a quick trip to see my daughter. "
United States
Kimberly C.
$215 nightly
The price is $224
Oct 21 - Oct 22
Total with taxes and fees
Quaint Stream Side Cottage 15m from Oxford&Hamilton OH
A single-story house with a front porch and a covered patio area.

5. 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.
$174 nightly
The price is $174
Nov 3 - Nov 4
Total with taxes and fees
Ruby Red Haven – Chic Downtown Retreat Dayton
A rustic kitchen with wooden beams, a sink, a refrigerator, and a window with curtains.

6. 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.
$155 nightly
The price is $174
Oct 29 - Oct 30
Total with taxes and fees
Hannah's Creek Farm Cottage
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 9 hours ago
Days Inn by Wyndham Englewood Dayton Airport

Find out more about Middletown

Middletown Cottages information

Number of reviews
384
Accommodation
86 Cottages
Lowest Price
$135
Highest Price
$456

Frequently asked questions

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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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