Chestertown, Maryland Vacation Rentals

Explore 118 rental homes and villas in Chestertown, Maryland for your next vacation or business travel. With private vacation home rentals, enjoy a more personalized stay and a wide range of amenities such as Air Condition Homes, Pet-Friendly Homes and Best Affordable Homes. With a wide range of homes to offer, pricing can start as low as $98 per night with homes containing as many as 7 bedrooms and 6 bathrooms. However you're looking to experience your stay, Homes and Villas by Marriott has your next vacation home waiting.

Types of vacation rentals in Chestertown

Where to stay in Chestertown

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