Madison Cottages

Get more for your budget and save up to 50% off select Secret Bargain hotels

Get even more value with CheapTickets Price Guarantee!

Change your flight without a fee on select flights

Cottages in Madison

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

"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

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

Soul Oasis - home on the Chesapeake Bay

Lusby MD

$304 nightly

$322 total

Sep 8 - Sep 9

Total with taxes and fees

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

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

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

Sunrise Waterfront Cottage in Beautiful Hoopers Island

Fishing Creek MD

When you stay at this cottage in Fishing Creek, you'll be on the waterfront, just steps from Chesapeake Bay and a 5-minute drive from P. L. Jones Marina.

Kitchen

Pet friendly

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.

Grace Creek Cottage, Minutes to St. Michaels, Pool, Dock

Bozman MD

With a stay at this cottage in Bozman, you'll be within a 15-minute drive of Neavitt Park and Perry Cabin Park.

Block to Beach! Fossil Hunting, Hot Tub, Coffee Bar, Screened Deck, 1hr to DC

Saint Leonard MD

When you stay at this cottage in St. Leonard, you'll be by the sea, within a 5-minute walk of Chesapeake Bay and Flag Ponds Nature Park.

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

Relaxing Waterfront Cottage Near St Michaels, Maryland

Wittman MD

Located in Wittman, this cottage is on the waterfront, within a 15-minute drive of Wittman Park and CL Open Field.

Don't see what you're looking for?

See all available properties in Madison

View all properties

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.