Charlestown Cottages

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Cottages in Charlestown

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

Port Deposit MD

This cottage is 10.2 mi (16.5 km) from Chesapeake Bay and 1 mi (1.6 km) from Susquehanna River.

Air conditioning

Waterview Cottage with Amazing Sunsets overlooking The Chesapeake Bay

Earleville MD

With a stay at this cottage in Earleville, you'll be near the beach, within a 15-minute drive of Chesapeake Bay and Earleville Wildlife Management Area.

Kitchen

Washer

Charming Cottage - Northeast River / Chesapeake Bay

Perryville MD

With a stay at this cottage in Perryville, you'll be within a 5-minute drive of Chesapeake Bay and Chestnut Point Estates and Marina.

Kitchen

Washer

Waterfront Cottage on the C&D Canal!

Chesapeake City MD

When you stay at this cottage in Chesapeake City, you'll be on the waterfront, just steps from Chesapeake Inn Marina and Chesapeake City Town Hall.

Kitchen

Free WiFi

Life is better at the RIVER!--Cozy waterfront cottage

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

Free WiFi

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

Thunder Hill Retreat - Spacious/Deck/Hot tub

Lincoln University PA

$481 nightly

$531 total

Jun 22 - Jun 23

Total with taxes and fees

This cottage is 11.1 mi (17.9 km) from University of Delaware and 17.6 mi (28.3 km) from Delaware Park Racetrack and Slots.

Hot Tub

Kitchen

Charming 2-bedroom cottage at Murphy's Beach in lovely Charlestown Maryland

Charlestown MD

With a stay at this cottage in Perryville, you'll be within a 15-minute walk of Charlestown Town Hall and Fair Green Park.

Washer

Dryer

Eastern shore beachfront cottage with stunning sunset views!

Worton MD

With a stay at this cottage in Worton, you'll be on the beach, within a 15-minute drive of Chesapeake Bay and Betterton Community Park.

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

Hill Top Cottage with Chickens!

Conowingo MD

This cottage is 17.2 mi (27.6 km) from Chesapeake Bay and 3.1 mi (4.9 km) from Susquehanna River.

Kitchen

Washer

Charming Waterfront Cottage with Private Boat Dock

North East MD

With a stay at this cottage in North East, you'll be on the waterfront, within a 15-minute drive of Chesapeake Bay and Upper Bay Museum.

Kitchen

Washer

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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.