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Dec 12 - Dec 14
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Cottages in Middletown

Property grounds
Quarry Landing - Center of Town & River View - 3 Bedroom

Cottage in Port Deposit

10.0 out of 10, Exceptional, (11)
"Was a great stay would definitely stay again "
United States
jerel p.
$203 nightly
The price is $215
Dec 7 - Dec 8
Total with taxes and fees
Quarry Landing - Center of Town & River View - 3 Bedroom
Outdoor spa tub
Thunder Hill Retreat - Spacious/Deck/Hot tub

Cottage in Lincoln University

10.0 out of 10, Exceptional, (16)
"Our stay was perfect! We had a wonderful time with family celebrating our daughter's UD graduation."
United States
Heidi Z.
$404 nightly
The price is $446
Dec 8 - Dec 9
Total with taxes and fees
Thunder Hill Retreat - Spacious/Deck/Hot tub
Exterior
Grandma’s Cottage will wrap around you like a warm hug

Cottage in Betterton

$393 nightly
The price is $417
Jan 1 - Jan 2, 2026
Total with taxes and fees
Grandma’s Cottage will wrap around you like a warm hug
Outdoor spa tub
Long Beach Cottage, (romantic couple’s getaway)

Cottage in Charlestown

10.0 out of 10, Exceptional, (4)
"Loved the property and the decor. Very well done and luxurious!"
United States
Elisheva K.
$372 nightly
The price is $388
Dec 7 - Dec 8
Total with taxes and fees
Long Beach Cottage, (romantic couple’s getaway)
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

Hilton Wilmington/Christiana

Hilton Wilmington/Christiana

10/10 Excellent
"The room was very clean and comfortable. The staff was very nice and professional!!"
Geneen 1-night trip
Posted 11 hours ago
Hilton Wilmington/Christiana

Find out more about Middletown

Middletown Cottages information

Number of reviews
31
Accommodation
27 Cottages
Lowest Price
$215
Highest Price
$446

Frequently asked questions

Why book your cottage in Middletown with Expedia?
Expedia has some terrific cottages in Middletown, so start planning for a memorable vacay close to nature. If you have a set budget, select how much you'd like to spend and the preferred star rating of your property. Or, make use of our filters to search for cottages with a kitchen or a pool. We'll help you find the perfect fit whatever your plans or style of travel.
How can I find cheap cottages in Middletown?
Expedia can help you locate cheap cottages in Middletown. To lock in a fantastic stay in a few quick clicks, try out our convenient filter tool to tailor your search results by budget, star rating and amenities.
What is there to do in Middletown near my cottage?
Once you've unpacked your bags, venture out and discover the wonderful things Middletown has on offer. Frog Hollow Golf Club is a top attraction to add to your must-do list.

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