A stone tower with a staircase leading up to it.

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Check prices for these dates

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

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 ฿5,399
฿14,312 total
includes taxes & fees
27 Sept - 28 Sept
Rural & Historic Detour Escape w/ Horses On-site!
A stone house with a white picket fence, a front porch, and potted plants.

2. 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 ฿13,480
฿22,491 total
includes taxes & fees
22 Oct - 23 Oct
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

Red Roof Inn Leesburg, VA

Red Roof Inn Leesburg, VA

8/10 Good
"Rooms were clean, the air conditioning was runner correctly. Easy to get around the area."
Sandra 4-night trip
Posted 4 hours ago
Red Roof Inn Leesburg, VA

Find out more about Middletown

Middletown Cottages information

Number of reviews
Accommodation
45 Cottages
Lowest Price
฿14,312
Highest Price
฿22,491

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 traveller 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 travellers alike.