Chesapeake City Cottages

Get more for your budget and save up to 50% off select Secret Bargain hotels

Get even more value with CheapTickets Price Guarantee!

Change your flight without a fee on select flights

Check dates for Chesapeake City hotels

Cottages in Chesapeake City

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

Port Deposit MD

$200 nightly

$211 total

Dec 7 - Dec 8

Total with taxes and fees

This cottage is 1 mi (1.6 km) from Susquehanna River and 5 mi (8 km) from Hollywood Casino.

Air conditioning

A cottage on the shore of the Delaware River

Salem NJ

Located in Salem, this cottage is on the waterfront, a 3-minute drive from Salem River Wildlife Management Area and 10 minutes from Memorial Hospital Of Salem County.

Kitchen

Washer

Charming 2-bedroom cottage with BOAT SLIP, WiFi, and AC

Elkton MD

Located in Elkton, this cottage is on the waterfront, a 5-minute drive from Chesland Park and 6 minutes from Brantwood Park.

Kitchen

Washer

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

Port Deposit MD

$203 nightly

$215 total

Dec 7 - Dec 8

Total with taxes and fees

A stay at this cottage places you in the heart of Port Deposit, a 1-minute drive from Susquehanna River and 6 minutes from Hollywood Casino.

Kitchen

Washer

Chesapeake City Pool Retreat – Waterfront Stay in the Woods

Elkton MD

With a stay at this cottage in Elkton, you'll be within a 10-minute drive of Chesland Park and Brantwood Park.

Pool

Kitchen

Waterview Cottage with Amazing Sunsets overlooking The Chesapeake Bay

Earleville MD

Located in Earleville, this cottage is in a rural location, within a 15-minute drive of Earleville Wildlife Management Area and Earleville Wildlife Management Area.

Kitchen

Washer

Eastern shore beachfront cottage with stunning sunset views!

Worton MD

Located in Worton, this cottage is on the waterfront, within a 10-minute drive of Betterton Community Park and Betterton Historic District.

Kitchen

Washer

Be persuaded to experience this vintage cottage by the Sassa

Galena MD

Located in Galena, this cottage is on a river, within a 10-minute drive of Galena Town Hall and Galena Town Park.

Kitchen

Washer

Walk to Town & River: Charming Home in North East!

North East MD

Located in North East, this cottage is a 2-minute drive from Upper Bay Museum and 5 minutes from Milburn Stone Theater.

Kitchen

Parking included

Waterfront Cottage on the C&D Canal!

Chesapeake City MD

When you a stay at this cottage in Chesapeake City, you'll be on the waterfront, just steps from The Pell Gardens and Chesapeake Inn Marina.

Kitchen

Free WiFi

Cozy Cottage on the North East River in Town!

North East MD

Located in North East, this cottage is on the waterfront, a 2-minute drive from Upper Bay Museum and 5 minutes from Milburn Stone Theater.

Kitchen

Washer

Charming 2-bedroom water oriented cottage with water access

North East MD

Located in North East, this cottage is on a river, a 4-minute drive from Upper Bay Museum and 9 minutes from Roachs Shore.

Kitchen

Washer

Don't see what you're looking for?

See all available properties in Chesapeake City

View all properties

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.