A river with a bridge, marina, and residential area.

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Check prices for these dates

In two weeks
18 Sept - 20 Sept
In two months
30 Oct - 1 Nov
In three months
27 Nov - 29 Nov
In four months
25 Dec - 27 Dec

Our top choices for Chesapeake City cottages

A wooden deck with a hot tub, lounge chairs, and a view of the water.

1. Long Beach Cottage, (romantic couple’s getaway)

Long Beach Cottage, (romantic couple’s getaway)
Charlestown
10.0 out of 10, Exceptional, (6 reviews)
"Nice, quaint house, right on the water. Perfect for couples looking to relax. "
United States
Mike F.
The price is €534
includes taxes & fees
22 Sept - 23 Sept
Long Beach Cottage, (romantic couple’s getaway)
A two-story house with a deck, a barbecue grill, and a covered patio area.

2. Thunder Hill Retreat - Spacious/Deck/Hot tub

Thunder Hill Retreat - Spacious/Deck/Hot tub
Lincoln University
10.0 out of 10, Exceptional, (24 reviews)
"Great place to get away! Peaceful, serene with amenities to boast!"
United States
Arthur B.
The price is €425
includes taxes & fees
9 Sept - 10 Sept
Thunder Hill Retreat - Spacious/Deck/Hot tub
A stone building with a sloped roof, a picnic table, and a lighthouse with black and white stripes.

3. 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
9.8 out of 10, Exceptional, (52 reviews)
"Very unique property, with lots of history. We enjoyed our short stay."
United States
Terry R S.
The price is €187
includes taxes & fees
7 Sept - 8 Sept
Unique cottage built in the 1800s, Granite Cliffs of Port Deposit Maryland.
A residential area with houses, a parking lot, and a body of water in the background.

4. 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, (15 reviews)
"Was a great stay would definitely stay again "
United States
jerel p.
The price is €242
includes taxes & fees
9 Sept - 10 Sept
Quarry Landing - Center of Town & River View - 3 Bedroom
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

Embassy Suites by Hilton Newark Wilmington South

Embassy Suites by Hilton Newark Wilmington South

10/10 Excellent
"Omg this place!!!! Everything I needed and wanted, I visit plenty of hotels and this one I didn’t want to leave. I am definitely coming back just because…💕💕🚨"
TamaraNicole 3-night trip
Posted 4 hours ago
Embassy Suites by Hilton Newark Wilmington South

Find out more about Chesapeake City

Chesapeake City Cottages information

Number of reviews
82
Accommodation
27 Cottages
Lowest Price
€187
Highest Price
€534

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.