The Overlook On Main

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   This beautifully appointed vacation retreat is located in the heart of Rock Hall, Maryland. This pristine two bedroom, one bath, apartment offers a master bedroom with a private balcony, a fully equipped kitchen, a spacious living room with a Television and High Speed Internet, and a front balcony that overlooks Main St., a perfect spot for long summer evenings. Totally renovated with a European flair, this lovely little get-away is convenient to all the amenities of Rock Hall. The performing arts center, The Main Stay, is just two doors down, an old fashioned ice-cream parlor is across the street at Durdings Store, plenty of shopping opportunities at Shoppes at Oyster Court, along with art, antiques and restaurants galore. It's all here at your doorstep. The Rock Hall Trolley is also available to take you to the harbors, marinas, beach and more restaurants. Enjoy the distinct flavor of 20th century Americana in this one-of-a-kind lodging, available for short term or long term seasonal rental.

Master Bedroom
Living Room

Weekend Rates: $225 per night with 2 Night Minimum/4 People (sleeps up to 6 )

Seasonal Rentals are offered

Weekly, or Monthly Call for Rates & Reservations A Charming Apartment Conveniently Located in the Heart of Rock Hall 5761 Main St. Rock Hall, MD 21661

Located Above The Rock Hall Art Gallery 410-639-2855



Areas of Interest

Eastern Neck Island Wildlife Refuge

Church Hill Live Theatre

Performing Arts Center

Waterman's Museum

Antique Shops

Art Galleries

The Shoppes at Oyster Court

Tolchester Beach Revisisted Museum













Annual Events

Rock Hall Rockfish Tournament

Chestertown Tea Party

Rock Hall Fireworks Display

Music in the Park

Farmers Market

Chestertown Candlelight Walking Tour

















Boating and fishing on the Chesapeake Bay

Sailing / Kayaking

Bicycling / Hiking / Crabbing

Beaches / Swimming

Sunset Sailing Cruises

Nature Walks


Fine Dining

The Shoppes at Oyster Court