Orchard Beach Cottages

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Cottages in Orchard Beach

Your Annapolis Waterfront retreat - ready for a winter getaway!

Annapolis MD

With a stay at this cottage in Annapolis (West Annapolis), you'll be within a 5-minute drive of U.S. Naval Academy and Navy-Marine Corps Memorial Stadium.

Kitchen

Free WiFi

Peaceful getaway convenient to local amenities including beach, boating & food

Rock Hall MD

With a stay at this cottage in Rock Hall, you'll be a 2-minute walk from Waterman’s Museum and 13 minutes by foot from Ferry Park.

Kitchen

Washer

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

Secluded Cozy Cottage in Historic Downtown

Annapolis MD

$495 nightly

$564 total

Mar 9 - Mar 10

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 Heron's Nest at Atlantic Marina

Pasadena MD

When you stay at this cottage in Pasadena, you'll be on the waterfront, just steps from Chesapeake Bay and Northern Chesapeake Bay.

Pool

Kitchen

Rock Creek Cottage, Waterfront, Serene Views

Pasadena MD

With a stay at this cottage in Pasadena (Riviera Beach), you'll be within a 10-minute drive of Compass Pointe Golf Courses and Fort Smallwood Park.

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 cottage with Pool Access and WiFi in lovely Rock Hall

Rock Hall MD

With a stay at this cottage in Rock Hall, you'll be within a 5-minute walk of Chesapeake Bay and Northern Chesapeake Bay.

Pool

Free WiFi

Outdoor Pool: Family Retreat - 6 Mi to Dtwn!

Baltimore MD

Located in Baltimore (Cylburn), this cottage is within a 10-minute drive of Maryland Zoo and Johns Hopkins University.

Pool

Kitchen

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

Chesapeake Cottages- 2 Quaint Waterfront Retreats

Pasadena MD

$583 nightly

$665 total

Mar 9 - Mar 10

Total with taxes and fees

With a stay at this cottage in Pasadena, you'll be within a 5-minute drive of Compass Pointe Golf Courses and Fort Smallwood Park.

Kitchen

Washer

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.

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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.