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$7,050
$7,050
Available: Right Now
Our darling, historic cottage, recently featured on Chestertown's Historic House Tour, is comfortable, pet-friendly and contemporary (on the inside!). It's a superb central-to-everything location, and one of the few perfectly pet-friendly rentals...
$6,900
$6,900
Available: Right Now
Escape to tranquility at Mill Creek House, a contemporary waterfront sanctuary just 15 mins from Chestertown. Enjoy sunset views from the private dock, watch wildlife, and explore the creek with kayaks. Modern amenities like central AC, WiFi, and a g...
$7,350
$7,350
Available: Right Now
Spend more time enjoying your vacation! A beautiful, well appointed short or long term getaway without the long drive! Enjoy vast Chesapeake Bay waterfront views and front seat sunsets. Watch the eagles, osprey and hawks fish and soar from the Adiron...
$6,390
$6,390
Available: Right Now
Escape to this stylish, private, waterfront home. Fish or kayak off a private dock on the Chester River and enjoy the views and dine alfresco on the oversized deck. Centrally located just 20 minutes from all of the events, eateries, shops and galleri...
$7,800
$7,800
Available: Right Now
Rock Hall - Voted as one of the 10 best towns in Maryland for many years.VRBO is now collecting sales tax called Lodging Tax on all rentals as part of your reservation payable to the State of Maryland. There is a Holiday and special event sup...
$6,750
$6,750
Available: Right Now
Bayside Beach House was named House of the Week! Check it out: Professionally built vacation rental with charm and comfort! This 2 bedroom, 1 1/2bath cottage is steps from the sandy beach featuring shallow, calm waters and fantastic sunsets.T...