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Cottage with Harbor and Chesapeake Bay View in Rock Hall, MD
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Reviews
9.8 out of 10
Exceptional
2 bedrooms 1 bathroom Sleeps 6 92.9 sq m
Popular amenities
Explore the area

Rock Hall, MD
- Rock Hall Harbor6 min walk
- Ferry Park10 min walk
- The Mainstay17 min walk
- Baltimore, MD (BWI-Baltimore Washington Intl. Thurgood Marshall)130 min drive
Rooms & beds
2 bedrooms (sleeps 6)
Bedroom 1
1 Queen Bed
Bedroom 2
2 Single Beds
Sunroom
1 Double Futon
1 bathroom
Bathroom 1
Toilet · Shower only
Spaces
Deck or patio
Porch or lanai
Kitchen
Garden
Dining area
About this property
Cottage with Harbor and Chesapeake Bay View in Rock Hall, MD
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
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
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Amenities
Pool
Kitchen
Washing machine
Dryer
Pet-friendly
Free WiFi
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House Rules
Check in after 3:00 PM
Minimum age to rent: 21
Check out before 11:00 AM
Children
Children allowed: ages 0–17
Events
No events allowed
Pets
Pets allowed
With prior approval pet fee and pet deposit
Smoking
Smoking is not permitted
Important information
You need to know
Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
On-site parties or group events are strictly prohibited
Host has indicated that there is a carbon monoxide detector on the property
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher, a first aid kit and a deadlock
Property Registration Number 20982 Bayside Ave, Rock Hall
We should mention
A car is required for transport to and from this property
About the area
Rock Hall
Located in Rock Hall, this holiday home is in the city centre 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 Paul Reed Smith Guitars and Hazel Miner Monument. Kayaking and power boating offer great chances to get out on the surrounding water, or you can seek out an adventure with hunting and cycling nearby.

Rock Hall, MD
What's nearby
- Rock Hall Harbor - 6 min walk - 0.6 km
- Ferry Park - 10 min walk - 0.9 km
- Waterman’s Museum - 13 min walk - 1.1 km
- The Mainstay - 17 min walk - 1.5 km
- Eastern Neck National Wildlife Refuge - 13 min drive - 12.7 km
Getting around
Restaurants
- Ford's Seafood - 3 min drive
- Harbor Shack - 4 min walk
- Waterman's Crab House - 7 min walk
- Tolchester Marina Beach Bar - 13 min drive
- Flyling Decoy Bar & Grill - 16 min walk
Frequently asked questions
About the host
Hosted by James E. Connell

Long time fund raiser with a national consulting practice. We often use the Rock Hall house for an office for our Pennsylvania, Maryland and Delaware clients. All the comforts of home and lots of personal touches.
Why they chose this property
Rock Hall has been a family destination for over 40 years. We have seen it grow but retain the old world charm. More sailboats than people. Consistently voted one of the best areas on the bay.
What makes this property unique
You will enjoy the quite atmosphere and the great views and walks into the sunsets. Full book the local area attractions available. On-site manager should you have any concerns or problems.
Languages:
English
Premier Host
They consistently provide great experiences for their guests
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