Madison Vacation Rentals

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Vacation Rentals in Madison

Dollhouse in Central Historic St Michaels

St Michaels MD

With a stay at this vacation home in St. Michaels (Downtown St. Michaels), you'll be within a 5-minute walk of Muskrat Park and Higgins Yacht Yard and Marina.

Kitchen

Washer

Waterfront Wildlife Retreat on the Patuxent River

Lusby MD

With a stay at this vacation home in Lusby, you'll be on the waterfront, within a 10-minute drive of Chesapeake Bay and Drum Point Lake.

Kitchen

Washer

Secluded Woodland Waterfront Retreat

Solomons MD

This vacation home is 6.3 mi (10.1 km) from Chesapeake Bay and 1.3 mi (2.2 km) from Annmarie Sculpture Garden and Arts Center.

Hot Tub

Kitchen

Beautiful 3 Bedroom Retreat walking distance to Downtown St. Michaels

Saint Michaels MD

A stay at this vacation home places you in the heart of St. Michaels, within a 10-minute walk of Classic Motor Museum and Windon Distilling.

Kitchen

Washer

Waterfront Tilghman Retreat with Dock, Fire Pit & Sunsets

Tilghman Island MD

When you stay at this vacation home in Tilghman, you'll be on the waterfront, within a 15-minute walk of Chesapeake Bay and Northern Chesapeake Bay.

Kitchen

Washer

Historic Waterfront Estate with Pool & Pet-Friendly – Perfect for Fall Getaways

Oxford MD

Located in Oxford, this vacation home is on the waterfront, within a 10-minute drive of Play Ball Dog Park and Oxford Museum.

Pool

Kitchen

Grace Cottage, St Michaels Walk to everything!

Saint Michaels MD

A stay at this vacation home places you in the heart of St. Michaels, steps from Muskrat Park and Saint Marys Square.

Washer

Dryer

A breathtaking secluded luxury waterfront cottage, complete with a private pier.

Lusby MD

With a stay at this vacation home in Lusby, you'll be on the waterfront, within a 10-minute drive of Chesapeake Bay and Calvert Cliffs State Park.

Kitchen

Washer

Walk to Everything House

Saint Michaels MD

With a stay at this vacation home in St. Michaels (Downtown St. Michaels), you'll be within a 5-minute walk of Muskrat Park and Higgins Yacht Yard and Marina.

Kitchen

Washer

Back Creek Villa Covered Deck

Solomons MD

With a stay at this vacation home in Solomons Island, you'll be within a 15-minute drive of Chesapeake Bay and J.C. Lore Oyster House.

Washer

Dryer

4BDRM River front house with Private Beach in Hollywood

Hollywood MD

When you stay at this vacation home in Hollywood, you'll be on the beach and 6 minutes by car from Greenwell State Park.

Kitchen

Washer

Downtown Flat • Walk to Dining & Shops • Sleeps 4

Saint Michaels MD

A stay at this vacation home places you in the heart of St. Michaels, steps from Muskrat Park and Higgins Yacht Yard and Marina.

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.