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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 €182
includes taxes & fees
26 Feb - 27 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 €371
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 €184
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 €374
includes taxes & fees
2 Mar - 3 Mar
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 €361
includes taxes & fees
26 Feb - 27 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

Hyatt Place Newark - Main Street

Hyatt Place Newark - Main Street

10/10 Excellent
"The room was lovely, very clean. The Staff was super helpful, and the included breakfast was extremely convenient. Will be staying here again!"
Danielle 2-night trip
Posted 1 day ago
Hyatt Place Newark - Main Street

Find out more about Chesapeake City

Chesapeake City Cottages information

Number of reviews
73
Accommodation
30 Cottages
Lowest Price
€182
Highest Price
€374

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 holiday in nature. From upmarket retreats to budget-friendly stays and cottages that include amenities like a kitchenette, Expedia has something for all traveller tastes. As for epic deals? We've got them too!
How can I find cheap cottages in Chesapeake City?
With Expedia's filter tool, comparing cheap cottages in Chesapeake City is easy. To find properties that are friendly on the wallet, fine-tune your search results by budget, star rating and amenities.
What is there to do in Chesapeake City near my cottage?
The perfect travel accessory is a well-planned schedule. Bohemia Vista Marina is an excellent place to kick-start your adventures in Chesapeake City.