Search Chesapeake City Cottage Rentals from CA $287

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Check prices for these dates

In two weeks
Mar 6 - Mar 8
In two months
Apr 17 - Apr 19
In three months
May 15 - May 17
In four months
Jun 12 - Jun 14

Our top choices for Chesapeake City cottages

Exterior

Unique cottage built in the 1800s, Granite Cliffs of Port Deposit Maryland.

Unique cottage built in the 1800s, Granite Cliffs of Port Deposit Maryland.
Port Deposit
10.0 out of 10, Exceptional, (36 reviews)
"Very cool place. "
United States
Eric L.
The price is CA $239
CA $287 total
includes taxes & fees
Feb 22 - Feb 23
Unique cottage built in the 1800s, Granite Cliffs of Port Deposit Maryland.
Terrace/patio

Long Beach Cottage, (romantic couple’s getaway)

Long Beach Cottage, (romantic couple’s getaway)
Charlestown
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 CA $312
CA $532 total
includes taxes & fees
Feb 19 - Feb 20
Long Beach Cottage, (romantic couple’s getaway)
Property grounds

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

Quarry Landing - Center of Town & River View - 3 Bedroom
Port Deposit
10.0 out of 10, Exceptional, (11 reviews)
"Was a great stay would definitely stay again "
United States
jerel p.
The price is CA $184
CA $295 total
includes taxes & fees
Feb 23 - Feb 24
Quarry Landing - Center of Town & River View - 3 Bedroom
Exterior

Thunder Hill Retreat - Spacious/Deck/Hot tub

Thunder Hill Retreat - Spacious/Deck/Hot tub
Lincoln University
10.0 out of 10, Exceptional, (19 reviews)
"Had a nice stay."
United States
Todd H.
The price is CA $236
CA $613 total
includes taxes & fees
Feb 23 - Feb 24
Thunder Hill Retreat - Spacious/Deck/Hot tub
Exterior

Grandma’s Cottage will wrap around you like a warm hug

Grandma’s Cottage will wrap around you like a warm hug
Betterton
The price is CA $306
CA $574 total
includes taxes & fees
Feb 18 - Feb 19
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

Woodspring Suites Wilmington Riverfront

Woodspring Suites Wilmington Riverfront

10/10 Excellent
"Just need more towels in rooms and better water pressure "
Jaclyn 1-night trip
Posted 3 days ago
Woodspring Suites Wilmington Riverfront

Find out more about Chesapeake City

Chesapeake City Cottages information

Number of reviews
68
Accommodation
30 Cottages
Lowest Price
CA $287
Highest Price
CA $613

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!
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.

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