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Cottage with Harbor and Chesapeake Bay View in Rock Hall, MD

Bedrooms 2
Space 1,000 sq ft
Property type house
Minimum Stay 2 - 5 nights


About the property

House, 2 Bedrooms + Sunroom, 1 Bath, (Sleeps 4-or 6 using the sleeping porch)

Note: I have a larger Brick House on Bayside Avenue which may be available for your needs. It has 3 bedroom and 2 baths (see pictures 18 to 24). Contact me if you are interested in renting this House. There is a 2 night minimum, cost is $250 per night + tax and cleaning.

There is a Holiday and special event supplemental cost for the designated events.

In "Oysterman Cottage" you can stay the week or two days in a quaint cottage with Chesapeake Bay View 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 was voted the 2011, 2012, 2014, 2015 & 2016 Maryland Life best sunrise and sunset. 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 the Harbor Shack restaurant or drive to enjoy BayWolf, JavaRock, Four Sirens and Osprey Point restaurants in town center or over to Chestertown for the Kitchen at the Imperial Inn.

Rock Hall - Voted on of the 10 best towns in Maryland in 2016 (Pictures 9-17)

Brick House rental (Pictures 18-24)

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: (Pictures 1-8) Our smoke-free cottage has been completely redone and recently decorated and painted for the 2015 season. 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 sofa offer various sleeping arrangements.

Internet ready. New 30' Flat Panel TV and DVD player add to your enjoyment. Lots of channels.

Owner supplies all linens, coffee and laundry items.

Brick House: (Pictures 18-24) - Down the street we have another house with 3 bedrooms, 2 queen bedrooms and one bedroom with two single beds. Two complete baths to accommodate your overflow guest House rental fee is at a cost of $250 + 10% tax per night, cleaning and security deposit. Cellphone service only at this house, Internet and Direct TV provided. TV in living room and two bedrooms.

Free internet service is available at the JavaRock Coffee house in the center of town, a great breakfast and lunch stop.

Keywords: House

More Details

James E. Connell
Member since: 2004
Speaks english
Response time:
Within 12 hours
Response rate:
Calendar last updated:
April 15, 2018

About 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.

James E. Connell purchased this house in 1989

Why James E. Connell chose Rock Hall

Rock Hall has been a family destination for over 30 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 house 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.


Accommodation and Amenities for this vacation house rental in Rock Hall, Maryland

Property Type:
  • house
  • Guests provide their own meals
Floor Area:
  • 1000 sq ft
House Rules:
  • Max. occupancy: 6
  • pets considered
  • children welcome
  • non smoking only
Location Type:
  • Village ...
  • Water View ...
  • Air Conditioning
  • Clothes Dryer
  • Hair Dryer
  • Heating
  • Internet
  • Iron & Board
  • Linens Provided
  • Parking ...
  • Parking Off Street ...
  • Telephone
  • Towels Provided
  • Washing Machine
  • Wireless Internet ...
  • Coffee Maker ...
  • Cooking Utensils
  • Dishes & Utensils
  • Dishwasher
  • Kitchen
  • Microwave
  • Refrigerator
  • Stove
  • Dining Area
  • 1 Bathroom
  • Bathroom 1 -
  • 1
  • 2 Bedrooms, Sleeps 6
  • Queen size Beds (1), Twin or Single Beds (2)
  • Books
  • CD Player
  • DVD Player ...
  • Music Library
  • Satellite / Cable
  • Stereo
  • Television ...
  • VCR
  • Video Game Console
  • Video Library
  • Outdoor Grill
Pool / Spa:
  • Communal Pool ...
  • churches
  • museums
  • playground
  • restaurants
Leisure Activities:
  • antiquing
  • beachcombing
  • boating
  • scenic drives
  • sight seeing
  • walking
  • wildlife viewing
Local Services & Businesses:
  • groceries
Sports & Adventure Activities:
  • cycling
  • fishing
  • golf
  • hiking
  • hunting
  • kayaking
  • sailing
  • swimming
Play Station, Non Smoking Unit


Wonderful! 4.9/5 -
(20 traveler reviews)

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Cottage with Harbor and Chesapeake Bay View in Rock Hall, MD
average rating of 4.9 based on 20 reviews

We loved our time at the cottage! The backyard was the biggest hidden secret with large shade trees

  • 5 of 5

The cottage was a great place for a weekend getaway. It was well furnished, well kept, very pleasant and turned out to be a lot of fun. I would recommend this place highly. Thanks for a great experience.

  • Submitted: 29-Jun-2017
  • Stayed: June 2017
  • Source: HomeAway
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Peaceful and quiet harbor view cottage

  • 4 of 5

Front and rear stoops and chairs were quite dirty. Owner quickly responded and both areas were promptly cleaned.

  • Submitted: 5-Jun-2017
  • Stayed: May 2017
  • Source: VRBO, from HomeAway
Owner's Response: Sorry for your issues, I was traveling in South Africa and these tasks were supposed to be completed before your rental. Glad we could respond quickly and make your stay enjoyable.
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0 0

Charming cottage in a great location!

  • 4 of 5

My husband and I had a wonderful stay over Labor day weekend with another couple and checked out the town of Rock Hall from this rental. Since it was right by the harbor, we were able to walk all over town and take a ride around the bay in a sailboat. Back at the house, we enjoyed relaxing in the hammock in the shade of the large trees. The only con was the bathroom situation. We didn't realize we'd have to walk through one of the bedrooms to get to the bathroom and the water pressure was very low in the house. Overall, we had a great stay and would recommend this rental for a relaxing stay in a charming town on the water.

  • Submitted: 6-Sep-2016
  • Stayed: September 2016
  • Source: VRBO, from HomeAway
Owner's Response: Thanks for the heads up on the water pressure, the Town of Rock Hall is checking the water lines in the neighborhood this week to see if the issue is the main lines or the service to the house. It was determined it was the service to the house and I have replaced both the water and sewer lines and installed a Rinnai instant hot water system to replace the old 50 gallon tank. No one should have the problem you experienced. If VRBO had let me have access to this review sooner this issue would have been discovered sooner. They asked me to review your stay but since I am several hundred miles away for the Cottage and use an on-site manager to service the unit it was impossible to respond to your review before you received your deposit refund after 14 days had passed. Not a very user friendly system on their part.
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1 0

Clean, great size family vacation and great town

  • 5 of 5

Very nice and clean cottage. Our kids loved the board games and puzzles. Close to a small beach and parks. This house provided all the amenities. Will come back again in the fall. Thanks so much James! Great place.

  • Submitted: 25-Jul-2016
  • Stayed: July 2016
  • Source: VRBO, from HomeAway
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Second Time As Good As the First!

  • 5 of 5

We returned for a second most enjoyable time away and were treated to an added attraction. At least once a day there were deer in the backyard...sometimes 3 young deer and other times two mothers and two fawns...what a treat. We'll be back!

  • Submitted: 3-Oct-2015
  • Stayed: September 2015
  • Source: VRBO, from HomeAway
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0 0

Gem in Rock Hall

  • 5 of 5

The cottage was perfect for our family getaway. It had everything we needed and more. It is very clean, beautifully maintained and attractively furnished with nautical decor. There was a nice assortment of games/puzzles and even a telescope to entertain our children. The property is very centrally located near the harbor and two of the best restaurants in Rock Hall - Harbor Shack and Waterman's. We had a wonderful stay and look forward to staying in this lovely cottage again soon.

  • Submitted: 19-Aug-2015
  • Stayed: August 2015
  • Source: HomeAway
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Nearest Airport
80 Miles
Nearest Barpub
0.1 Miles
Waterman's Crab House, Harbor Shack
Nearest Restaurant
0.1 Miles
Harbor Shack, Waterman's Crab House
Nearest Beach
1 Miles
Rock Hall beach (1 mile) or town pool (500 feet)
Car: necessary

Local shopping in Rock Hall and nearby Chestertown, bike rentals across the street at River Rock Outdoor Store


Rates & Availability

Rental Rates for this vacation house rental in Rock Hall, Maryland

Rental Basis:
per property
Owner accepts payment in:
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Rate Period Nightly Weekend Night Weekly Monthly Event
July 4 -4 nights
Jul 2 2018 - Jul 6 2018
5 night minimum stay
Flat fee
My Standard Rate
2 night minimum stay

Additional information about rental rates

Cleaning C$62.78
Refundable Damage Deposit C$125.55
Tax Rate 10.0%

This is a special rate for both rental houses

Owner's Cancellation Policy

Please ask the owner or check their rental agreement when booking the property.
Contact Owner

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