Gibson Island Cottages

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Cottages in Gibson Island

Accessible, Screened-in porch, Sauna, Fire Pit, Dog Friendly

Stevensville MD

With a stay at this cottage in Stevensville, you'll be within a 5-minute drive of Romancoke Wharf County Park and Chesapeake Bay.

Kitchen

Washer

Chesapeake Cottages- 2 Quaint Waterfront Retreats

Pasadena MD

$583 nightly

$665 total

Dec 22 - Dec 23

Total with taxes and fees

Located in Pasadena, this cottage is a 4-minute drive from Fort Smallwood Park and 8 minutes from Chesapeake Bay.

Kitchen

Washer

5 Mi to Downtown Baltimore: Quiet Home w/ Porch

Rosedale MD

$431 nightly

$498 total

Dec 21 - Dec 22

Total with taxes and fees

With a stay at this cottage in Rosedale, you'll be within a 15-minute drive of Baltimore Inner Harbor Marina and Johns Hopkins Hospital.

Kitchen

Washer

Secluded Cozy Cottage in Historic Downtown

Annapolis MD

$506 nightly

$577 total

Jan 5 - Jan 6, 2026

Total with taxes and fees

With a stay at this cottage in Annapolis (Historic District), you'll be within a 15-minute walk of U.S. Naval Academy and 14 Fleet Street.

Kitchen

Washer

The Yellow Cottage on Harness Creek

Annapolis MD

With a stay at this cottage in Annapolis (Hillsmere), you'll be within a 15-minute drive of U.S. Naval Academy and Maryland Quiet Waters Park.

Kitchen

Washer

Charming 2-bedroom waterfront cottage in peaceful Stevensville with AC, WiFi

Stevensville MD

$802 nightly

$885 total

Dec 20 - Dec 21

Total with taxes and fees

With a stay at this cottage in Stevensville, you'll be within a 5-minute drive of Romancoke Wharf County Park and Chesapeake Bay.

Kitchen

Washer

Firefly Cottage at the Cape, Community beach, Hot tub, USNA, Pets, Fall fun!

Annapolis MD

With a stay at this cottage in Annapolis (Cape Saint Claire), you'll be within a 15-minute drive of U.S. Naval Academy and Chesapeake Bay.

Hot Tub

Breakfast included

NEW LISTING! Waterfront cottage, hot tub, fire pit, gated community, pier, kayak

annapolis MD

With a stay at this cottage, you'll be centrally located in Annapolis, within a 15-minute drive of U.S. Naval Academy and Annapolis Bowl.

Hot Tub

Kitchen

Rare find! Chic cottage, salt water heated pool May 15-Oct15.

Arnold MD

With a stay at this cottage in Arnold, you'll be within a 15-minute drive of U.S. Naval Academy and Bay Hills Golf Club.

Pool

Kitchen

Charming Waterfront Cottage with Private Dock. Close to Annapolis & USNA

Edgewater MD

With a stay at this cottage, you'll be centrally located in Edgewater, within a 10-minute drive of Chesapeake Bay and Northern Chesapeake Bay.

Kitchen

Washer

Eastern Shore beach cottage get-away

Rock Hall MD

With a stay at this cottage in Rock Hall, you'll be just steps from Ferry Park and Chesapeake Bay.

Pool

Kitchen

Secluded Waterfront Cottage on 200 acre farm near Queenstown

Centreville MD

With a stay at this cottage in Centreville, you'll be on the waterfront, and 6.5 mi (10.5 km) from Queenstown Premium Outlets and 6.6 mi (10.6 km) from Hazel Miner Monument.

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.