Madison Cottages

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Cottages in Madison

John Bruff Waterview Cottage - on Harbor and on Park - In Town St. Michaels!

Saint Michaels MD

With a stay at this cottage in St. Michaels (Downtown St. Michaels), you'll be steps from Muskrat Park and St. Michaels Marina.

Pool

Kitchen

Location, Location, Location! - W Melson House - Beautiful - In Town St Michaels

St Michaels MD

With a stay at this cottage in St. Michaels (Downtown St. Michaels), you'll be steps from Muskrat Park and St. Michaels Marina.

Pool

Kitchen

Artists, writers & creative minds IMAGINE YOUR GETAWAY AT SIMPLICITY COTTAGE

Tilghman Island MD

With a stay at this cottage in Tilghman, you'll be on the waterfront, within a 5-minute drive of Chesapeake Bay and Northern Chesapeake Bay.

Kitchen

Washer

Carpenter St. Cottage In the Heart of St Michaels Village - Large Screened Porch

Saint Michaels MD

With a stay at this cottage in St. Michaels (Downtown St. Michaels), you'll be steps from Higgins Yacht Yard and Marina and St. Michaels Marina.

Pool

Kitchen

Family and Pet-Friendly, Waterfront with Pier

Cambridge MD

With a stay at this cottage in Cambridge, you'll be on the waterfront, and 5.6 mi (9 km) from Chesapeake Bay and 5.6 mi (9 km) from Northern Chesapeake Bay.

Pool

Kitchen

Soul Oasis - home on the Chesapeake Bay

Lusby MD

With a stay at this cottage in Lusby, you'll be a 1-minute drive from Chesapeake Bay and 7 minutes from Cove Point Park.

Kitchen

Washer

"Point of View" Waterfront cottage with panoramic views on Tilghman Island

Tilghman Island MD

With a stay at this cottage in Tilghman, you'll be within a 10-minute walk of Chesapeake Bay and Kronsberg Park.

Kitchen

Washer

Premier St. Michaels Cottage - T. Blades House - Walk to Everything in Town

St Michaels MD

With a stay at this cottage in St. Michaels (Downtown St. Michaels), you'll be steps from Muskrat Park and St. Michaels Marina.

Pool

Kitchen

Cozy Cottage with Private Dock- Chesapeake Bay/ Cambridge (Pet-Friendly)

Cambridge MD

With a stay at this cottage in Cambridge, you'll be on the waterfront, within a 15-minute drive of Chesapeake Bay and Spocott Windmill.

Kitchen

Washer

Marinafront Cottage Sunrise, Fire Pit, Fireworks

Cambridge MD

With a stay at this cottage in Cambridge, you'll be within a 5-minute walk of Long Wharf Park and Choptank River Lighthouse.

Kitchen

Washer

Pet Friendly Delightful Waterfront Cottage on Hoopers Island, MD.

Fishing Creek MD

With a stay at this cottage in Fishing Creek, you'll be on the waterfront, within a 10-minute drive of Chesapeake Bay and P. L. Jones Marina.

Kitchen

Pet friendly

Lovely 2-bedroom waterfront cottage in charming Wittman

Wittman MD

With a stay at this cottage in Wittman, you'll be within a 15-minute drive of Wittman Park and CL Open Field.

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.