Charlestown Cottages

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Cottages in Charlestown

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

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

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

Port Deposit MD

$210 total

per night

May 10 - May 11

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

Air conditioning

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

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

Waterfront cottage in historic Charlestown, Maryland

Charlestown MD

With a stay at this cottage in Charlestown, you'll be just steps from Fair Green Park and Charlestown Town Hall.

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

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

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

Port Deposit MD

$313 total

per night

May 27 - May 28

A stay at this cottage places you in the heart of Port Deposit, within a 10-minute walk of Community Connecting - Labyrinth and Susquehanna River.

Kitchen

Washer

Thunder Hill Retreat - Spacious/Deck/Hot tub

Lincoln University PA

This cottage is 11.1 mi (17.9 km) from University of Delaware and 3.9 mi (6.3 km) from Lower Chrome Serpentine Barrens.

Hot Tub

Kitchen

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 Chesapeake City Bridge.

Pool

Kitchen

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 The Pell Gardens and Chesapeake Inn Marina.

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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.