Quintessential Coastal Cottage on The Chesapeake Bay - Sherwood, Maryland
Quintessential Coastal Cottage on The Chesapeake Bay - Sherwood, Maryland
Quintessential Coastal Cottage on The Chesapeake Bay - Sherwood, Maryland
Quintessential Coastal Cottage on The Chesapeake Bay - Sherwood, Maryland
Quintessential Coastal Cottage on The Chesapeake Bay - Sherwood, Maryland
Quintessential Coastal Cottage on The Chesapeake Bay - Sherwood, Maryland
Quintessential Coastal Cottage on The Chesapeake Bay - Sherwood, Maryland
Quintessential Coastal Cottage on The Chesapeake Bay - Sherwood, Maryland
Quintessential Coastal Cottage on The Chesapeake Bay - Sherwood, Maryland
Quintessential Coastal Cottage on The Chesapeake Bay - Sherwood, Maryland
Quintessential Coastal Cottage on The Chesapeake Bay - Sherwood, Maryland
Quintessential Coastal Cottage on The Chesapeake Bay - Sherwood, Maryland
Quintessential Coastal Cottage on The Chesapeake Bay - Sherwood, Maryland
Quintessential Coastal Cottage on The Chesapeake Bay - Sherwood, Maryland
Quintessential Coastal Cottage on The Chesapeake Bay - Sherwood, Maryland
Quintessential Coastal Cottage on The Chesapeake Bay - Sherwood, Maryland
Quintessential Coastal Cottage on The Chesapeake Bay - Sherwood, Maryland
Quintessential Coastal Cottage on The Chesapeake Bay - Sherwood, Maryland
Quintessential Coastal Cottage on The Chesapeake Bay - Sherwood, Maryland
Quintessential Coastal Cottage on The Chesapeake Bay - Sherwood, Maryland
Quintessential Coastal Cottage on The Chesapeake Bay - Sherwood, Maryland
Quintessential Coastal Cottage on The Chesapeake Bay - Sherwood, Maryland
Quintessential Coastal Cottage on The Chesapeake Bay - Sherwood, Maryland
Quintessential Coastal Cottage on The Chesapeake Bay - Sherwood, Maryland
Quintessential Coastal Cottage on The Chesapeake Bay - Sherwood, Maryland
Quintessential Coastal Cottage on The Chesapeake Bay - Sherwood, Maryland
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Quintessential Coastal Cottage on The Chesapeake Bay

2-8 Keys 3 Bedrooms 6 Guests 2 BathsView Amenities

Description

Quintessential Coastal Cottage on The Chesapeake Bay

Tucked away on the serene shores of the Chesapeake Bay, this quintessential coastal cottage offers a tranquil escape with breathtaking views of Waterhole Cove. Surrounded by natural beauty, this charming three-bedroom, two-bath retreat is designed to accommodate up to six guests, providing an ideal setting for relaxation. The cottage’s charming exterior welcomes you, while inside, a spacious 2,250-square-foot layout offers a cozy yet airy atmosphere. With a king bed in the primary bedroom on the main level, a queen in the upstairs bedroom, and two twin beds in another, this home perfectly balances comfort and coastal charm.

Each room is thoughtfully designed, with large windows that invite in the stunning water views. The primary bedroom offers convenience with an attached bath, while upstairs, guests will find a peaceful retreat with a shared bath between the two additional bedrooms. This setup is ideal for families or groups of friends looking to enjoy the comforts of home while embracing the outdoors. The cottage also features modern amenities, such as wireless internet, air conditioning, and streaming services, making it easy to unwind after a day of exploration.

Outdoors, the space is equally inviting. With a firepit for evening gatherings, an outdoor grill for fresh seafood meals, and a boat dock for water enthusiasts, there’s no shortage of ways to enjoy the beauty of the Chesapeake Bay. Bicycles are also provided for leisurely rides along the quiet lanes, and the outdoor seating is perfect for savoring your morning coffee while watching the sunrise over the water.

The location offers a perfect blend of seclusion and access to local attractions. Nature lovers can explore nearby parks and wildlife refuges, while history buffs will enjoy the rich maritime heritage of the Eastern Shore. Boating, fishing, and kayaking are popular activities in the area, with the Harris Creek and Choptank River providing easy access to the Chesapeake Bay. For a day out, visit nearby towns like St. Michaels or Tilghman Island, where you’ll find charming shops, seafood restaurants, and art galleries that reflect the coastal lifestyle.

Whether you seek peaceful waterfront relaxation or adventurous exploration of the Chesapeake Bay and its charming surroundings, this coastal cottage offers the perfect escape for an unforgettable getaway.


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Property Amenities

No Pets Allowed | Not Handicap Accessible

Entertainment
Streaming Service(s)
Facilities
Office
Location features
Waterfront
Other
Air Conditioning
Coffee Maker
Washer & Dryer
Wireless Internet
Outdoor
Bicycles
Boat Dock
Firepit
Outdoor Grill
Outdoor Lounge



Property Details

Size

Private Residence with 2 levels
3 bedrooms, 2 baths, 2250 square feet, 210 square meters

Bedrooms

King, Queen, and 2x Twin
6 guests maximum

Additional sleeping options:

Main level primary bedroom and bath. Upstairs features a large bedroom with water views and queen bed as well as a smaller bedroom with twin beds. Both are joined by a small but nice full bath.

Nearest airport

The closest airport to Sherwood, Maryland, is Baltimore/Washington International Thurgood Marshall Airport (BWI), located approximately 60 miles away.

Property View

Waterhole Cove in the Harris Creek and Choptank River feeding to the Chesapeake Bay

House Rules

If guests want to bring their own boat please inquire about size of slip, water depth and special needs.

Activities of Interest

  • Arts
  • Fish
  • Golf
  • Hike
  • Shopping
  • Watersports
  • Wildlife Viewing
  • Swimming
  • Kayaking, Paddle-boarding
  • Biking, Cycling
  • Museums
  • Dining

Places of Interest

  • St. Michaels – This nearby town features boutique shops, restaurants, and a harbor, providing a quintessential Eastern Shore experience
  • Oxford, MD – A quaint waterfront village known for its historic charm, marinas, and scenic views of the Tred Avon River
  • Easton, MD – A vibrant small town featuring a rich cultural scene with galleries, theaters, boutique shops, and excellent dining options
  • Tilghman Island – A charming fishing village known for its seafood and boating culture, offering picturesque views and serene waterfront experiences
  • Chesapeake Bay Maritime Museum – Explore the history and culture of the Chesapeake Bay with interactive exhibits and historical displays
  • Blackwater National Wildlife Refuge – A haven for wildlife enthusiasts, offering trails and opportunities for birdwatching and exploring the diverse local ecosystem
  • Harris Creek – Perfect for kayaking or paddleboarding, this scenic creek offers calm waters and stunning views of Maryland's Eastern Shore