FAIRWINDS COTTAGE
High End Guest Cottage with Water View in Beautiful Chesapeake City, Maryland. Queen Bedroom, Full Kitchen, Living Room, Full Bath, and Private Parking.
Fairwinds Cottage
is a newly renovated coastal themed guest cottage with a water view on the quiet side of the canal in Chesapeake City, Maryland. With a coastal-glam decor and a deep respect for the history of the property, we would love to host couples interested in exploring our small, charming town located on the C&D Canal.
Enjoy watching the ships pass through the canal, take a walk on the beautiful 17-mile Ben Cardin/Mike Castle Recreational Trail just steps from the house. Walk to Schaefer's Canal House for their amazing crab cakes and libations. Stay with us and learn why Chesapeake City was voted the #1 most charming town in Maryland.
Living Room
Cozy Coastal Glam with a 4K TV
Kitchen
With Table and Reading Nook
Kitchen
Dining Table, Glassware, and Coat Rack
Bedroom
A Cozy Queen Sized Bed
Click for a virtual tour of Fairwinds Cottage
The Cottage's front entrance
Living Room
Bedroom
Full kitchen
Kitchen with reading nook
Kitchen with dining table
Coastal-glam decor
Kitchen with glassware and coat rack
Full bathroom
Full bathroom
Schaefer's Canal House
The Ben Cardin recreational trail
Chesapeake City Bridge
C&D Canal
Back Creek
What Previous Guests Are Saying
“This cottage is the perfect escape! The place itself is beautiful, and you couldn't ask more of the location. It is steps away from the water and a wonderfully maintained bike trail that goes all the way to Delaware City. You can also walk to restaurants and take a water taxi in the spring / summer / fall to other parts of the town. We LOVED our stay here and can't wait to return !!!”
— Taunya
“If it’s available - book it! Top of the line finishes and immaculate. The living room is the best room in the house and the rest of the house is a close second. You won’t be disappointed. Host is amazing and nearby although we didn’t need her because everything was perfect. Steps away is the C&D canal trail and seafood dockside dining. We just parked our car and didn’t use it the entire weekend. Thank you Amy!!”
— Frank
History of the Cottage
The Fairwinds Cottage was built in the early 1940's, and was originally called "The Crab House", as the original owners of Schaefer's Canal House restaurant built the guest house behind their main residence where they prepared Schaefer's Crab Cakes. The Schaefer family entrusted only other family members and close friends with the original Schaefer Crab Cake recipe, so they prepared the crab cakes in the cottage to later send them down the street to Schaefer's restaurant to be cooked and served up to eagerly awaiting customers.
The cottage has been rented to long-term renters until 2017 when Amy and her family purchased the property. After four long months of renovations, we are pleased to offer the property for short-term rentals.
Location
The cottage is located on the north side of Chesapeake City, and within walking distance (three houses down and across the street) to Schaefer's Canal House. Explore our small, charming town located on the Chesapeake and Delaware Canal, the 14-mile long Chesapeake and Delaware Canal (C & D Canal) with its western mouth at Chesapeake City, Maryland, on the Chesapeake Bay. The name of the canal reflects the names of the two water bodies that it connects... the Delaware River and the Chesapeake Bay.