A stone tower with a staircase leading up to it.

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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 covered porch with wooden benches, a red mailbox, and a view of a park with trees and a fence.

1. Rural & Historic Detour Escape w/ Horses On-site!

Rural & Historic Detour Escape w/ Horses On-site!
3.0 star property
Keymar
The price is P10,438
P27,672 total
includes taxes & fees
Nov 8 - Nov 9
Rural & Historic Detour Escape w/ Horses On-site!
A two-story house with a front porch, a garage, and a driveway.

2. Large Family Home: 5 Mi to Dtwn Hagerstown!

Large Family Home: 5 Mi to Dtwn Hagerstown!
3.0 star property
Williamsport
10.0 out of 10, Exceptional, (1 review)
"The place was just beautiful "
United States
Derrick
The price is P11,975
P28,765 total
includes taxes & fees
Nov 5 - Nov 6
Large Family Home: 5 Mi to Dtwn Hagerstown!
A stone house with a white picket fence, a front porch, and potted plants.

3. Cottage w/ Furnished Patio & Garden: Dtwn Leesburg

Cottage w/ Furnished Patio & Garden: Dtwn Leesburg
3.0 star property
Leesburg's Old and Historic District
The price is P26,063
P43,485 total
includes taxes & fees
Nov 22 - Nov 23
Cottage w/ Furnished Patio & Garden: Dtwn Leesburg
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

The Inn at Charles Town - Hollywood Casino

The Inn at Charles Town - Hollywood Casino

8/10 Good
"The property was clean and well maintained. Breakfast was good and staff were all very nice. More options for breakfast would have been nice."
Rebecca 2-night trip
Posted 2 hours ago
The Inn at Charles Town - Hollywood Casino

Find out more about Middletown

Middletown Cottages information

Number of reviews
1
Accommodation
46 Cottages
Lowest Price
P27,672
Highest Price
P43,485

Frequently asked questions

Why book your cottage in Middletown with Expedia?
Reserving a cottage in Middletown is as simple as working out your travel dates and picking your ideal place for outdoor recreation and relaxation. From luxurious retreats to inexpensive properties and cottages that offer amenities like a kitchenette, Expedia has something for all traveler tastes. As for terrific deals? We've have them as well!
How can I find cheap cottages in Middletown?
With Expedia's helpful filter tool, booking cheap cottages in Middletown is a cinch. To find stays that are friendly on the wallet, narrow your search by star rating, amenities and budget.
What is there to do in Middletown near my cottage?
If you're ready to fill up your itinerary in Middletown, check out Maryland National Golf Club. It's a winner with locals and travelers alike.

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