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

Search Middletown Cottages

  • Bundle & Save

    Get more, spend less whenever you see Bundle & Save deals

  • OneKeyCash

    Earn OneKeyCash on all your eligible bookings

  • Upfront pricing

    We are not like the others - we include taxes and fees

Check prices for these dates

In two weeks
Nov 13 - Nov 15
In two months
Dec 25 - Dec 27
In three months
Jan 22 - Jan 24
In four months
Feb 19 - Feb 21

Our top choices for Middletown cottages

A wooden staircase leading to a house with a blue exterior, surrounded by gravel and greenery.

1. Quaint Stream Side Garden Flat

Quaint Stream Side Garden Flat
Somerville
9.8 out of 10, Exceptional, (84 reviews)
"Enjoyed my second stay here! "
United States
victoria k.
$122 nightly
The price is $127
Nov 1 - Nov 2
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.

2. 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, (236 reviews)
"Great location and better than many of the hotel options in Oxford"
United States
REbecca B.
$169 nightly
The price is $178
Dec 1 - Dec 2
Total with taxes and fees
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.

3. 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.
$165 nightly
The price is $165
Nov 2 - Nov 3
Total with taxes and fees
Ruby Red Haven – Chic Downtown Retreat Dayton
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)
"Very cute a cozy little place! Very spacious and could easily accommodate 4-5 people without feeling crowded. Everything was clearly labeled and communicated, and the property the cabin is on is charming. Definitely recommend!"
United States
Rebecca P.
$204 nightly
The price is $213
Nov 1 - Nov 2
Total with taxes and fees
Quaint Stream Side Cottage 15m from Oxford&Hamilton OH
A single-story brick house with a garage, a front lawn, and a blue fence.

5. 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
$402 nightly
The price is $402
Nov 8 - Nov 9
Total with taxes and fees
Dayton Family Home w/ Game Room: Walk to City Park
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, (9 reviews)
"Lovely host, and beautiful location. We enjoyed the quiet away from town a lot."
United States
Melissa H.
$147 nightly
The price is $165
Nov 1 - Nov 2
Total with taxes and fees
Hannah's Creek Farm Cottage
A two-story house with a porch, a driveway, and a tree in the front yard.

7. 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.
$168 nightly
The price is $184
Nov 19 - Nov 20
Total with taxes and fees
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.
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

The Hotel@Dayton South

The Hotel@Dayton South

10/10 Excellent
"GREAT overall"
Jeffrey 5-night trip
Posted 1 hour ago
The Hotel@Dayton South

Find out more about Middletown

Middletown Cottages information

Number of reviews
434
Accommodation
86 Cottages
Lowest Price
$127
Highest Price
$402

Frequently asked questions

Why book your cottage in Middletown with Expedia?
Booking a cottage in Middletown is as simple as working out your travel dates and choosing your ideal place for outdoor relaxation and recreation. From ritzy retreats to low-cost properties and cottages that have amenities like a kitchenette, Expedia has something for all traveler tastes. As for awesome deals? We've got you covered!
How can I find cheap cottages in Middletown?
With Expedia's helpful filter tool, comparing cheap cottages in Middletown couldn't be simpler. To find accommodations that'll make your hip pocket happy, refine your search results by budget, star rating and amenities.
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.

Explore a world of travel with Expedia