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Check prices for these dates

In two weeks
13 Mar - 15 Mar
In two months
24 Apr - 26 Apr
In three months
22 May - 24 May
In four months
19 Jun - 21 Jun

Our top choices for Chesapeake City cottages

Exterior

Cottage in Port Deposit

Unique cottage built in the 1800s, Granite Cliffs of Port Deposit Maryland.
10.0 out of 10, Exceptional, (38 reviews)
"Very cool place. "
United States
Eric L.
The price is AED 645
AED 765 total
includes taxes & fees
25 Feb - 26 Feb
Unique cottage built in the 1800s, Granite Cliffs of Port Deposit Maryland.
Terrace/patio

Cottage in Charlestown

Long Beach Cottage, (romantic couple’s getaway)
10.0 out of 10, Exceptional, (5 reviews)
"Loved the property and the decor. Very well done and luxurious!"
United States
Elisheva K.
The price is AED 997
AED 1,611 total
includes taxes & fees
26 Feb - 27 Feb
Long Beach Cottage, (romantic couple’s getaway)
Property grounds

Cottage in Port Deposit

Quarry Landing - Center of Town & River View - 3 Bedroom
10.0 out of 10, Exceptional, (11 reviews)
"Was a great stay would definitely stay again "
United States
jerel p.
The price is AED 496
AED 779 total
includes taxes & fees
2 Mar - 3 Mar
Quarry Landing - Center of Town & River View - 3 Bedroom
Exterior

Cottage in Lincoln University

Thunder Hill Retreat - Spacious/Deck/Hot tub
10.0 out of 10, Exceptional, (19 reviews)
"Had a nice stay."
United States
Todd H.
The price is AED 636
AED 1,640 total
includes taxes & fees
25 Feb - 26 Feb
Thunder Hill Retreat - Spacious/Deck/Hot tub
Exterior

Cottage in Betterton

Grandma’s Cottage will wrap around you like a warm hug
The price is AED 826
AED 1,550 total
includes taxes & fees
25 Feb - 26 Feb
Grandma’s Cottage will wrap around you like a warm hug
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 Chesapeake City Hotel Reviews

Four Points by Sheraton Newark Christiana Wilmington

Four Points by Sheraton Newark Christiana Wilmington

10/10 Excellent
"Excelente todo el servicio "
Alejandro 1-night trip
Posted 2 days ago
Four Points by Sheraton Newark Christiana Wilmington

Frequently asked questions

Why book your cottage in Chesapeake City with Expedia?
Booking a cottage in Chesapeake City is as easy as working out your travel dates and selecting your ideal place for a vacation in nature. From upmarket retreats to budget-friendly stays and cottages that include amenities like a kitchenette, Expedia has something for all traveler tastes. As for epic deals? We've got them too!
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