Updated on Oct 19, 2026
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Type
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Private vacation home
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Bedrooms
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2
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Bathrooms
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1
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House Rules
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Pets allowed;With prior approval pet fee and pet deposit
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Children allowed: ages 0-17
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Smoking is not permitted
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No events allowed
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Max Occupancy
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6
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Host Language
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English
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Property Id
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53282
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Rock Hall - Voted as one of the 10 best towns in Maryland for many years.
There is a Holiday and special event supplemental cost for some designated events.
In "Oysterman Cottage" you can stay the week or two days in a quaint cottage with Chesapeake Bay View of the harbor from 20982 Bayside Avenue in Rock Hall, MD. Rock Hall is known as the Pearl of the Chesapeake an unspoiled waterfront town on the Eastern Shore of the Chesapeake Bay. It has been voted consistently by Maryland Life as the best sunrise and sunset on the bay. It offers magnificent harbors, many fine marinas, over 2,000 boat slips, a broad spectrum of lodging facilities and restaurants, as well as, a host of recreational opportunities. You can walk to Waterman's Crab House, or Harbor Shack restaurant or drive to enjoy Flying Decoy Bar and Grill, Blue Heron Oyster House, JavaRock, Pearl on Main and Osprey Point Inn and Restaurants. Perhaps take an easy drive to Chestertown for the Kitchen at the Imperial Inn. Chestertown has additional downtown shopping.
Kent County and Rock Hall guide use this link: https://www.kentcounty.com/media/tourism/visitors_guide/
Rock Hall 2025 Events (not a complete listing), check local info for specific dates
May 10 Garden Club plant sale
May 23-25 Chestertown Tea Party
May 31-June1 Rock Hall Triathlon
June 6-8 Rock Hall Volunteer Fire Company Fishing Tournament
July 3-4 July 4th celebration with fireworks on July 3
July 6 Kent County Watermans Day
Aug 8-10 Pirates & Wenches Event
September 27-29 Waterman's Triathlon Festival
Rock Hall Fireworks are scheduled each July 3rd.
This is a 35-minute show choreographed to patriotic music. It can be viewed from the bay and from anywhere in Rock Hall Harbor.
Rock Hall is a quaint seashore town with a thriving fishing and boating community. The harbor is filled with crab and oyster boats which leave early every morning, returning with heaving baskets of shellfish for the town's fresh seafood restaurants. The main town too is lovely, with two large 18th century mansions on the National Register of Historic Places, three museums which discuss the town's local heritage and the maritime industry, and many picturesque board houses. The town is particularly stunning at sunset, when the warm light envelops the town and harbor in an intense glow.
The Cottage: Our smoke-free cottage has been completely redone, with new furniture, double shower/double sink bath and laundry room. A new back deck was recently. Enjoy our new granite counters and kitchen flooring. It is enjoyed by family and friends and since our move to North Carolina, and has welcomed selected guests.
Two bedrooms (one queen, two twins) and a sleeping porch with pull out queen sofa-bed offers various sleeping arrangements.
New 42" Flat Panel Samsung Smart TV all streaming service with 100+ channels + YouTube with local Baltimore & Washington channels, Netflix + all other streaming services included.
Owner supplies all linens, coffee and laundry items.
We supply Internet and there is also free internet service at the Java Rock Coffee house in the center of town, a great breakfast and lunch stop.
Pet fee is per pet of $150.00 We have pet rules for your review and acceptance.
We will send you our pet policies before billing. Thanks for your understanding.
Keywords: House
Located in Rock Hall, this vacation home is in the city center and on the waterfront. Rock Hall Harbor and Rolphs Wharf Marina are worth checking out if an activity is on the agenda, while those looking for area attractions can visit The Mainstay and Larrabee Arts Center. Garfield Center for the Arts at the Prince Theater and Schooner Sultana are also worth visiting. Kayaking and motor boating offer great chances to get out on the surrounding water, or you can seek out an adventure with hiking/biking trails and hunting nearby.
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