Centreville/Chestertown Areas

Gorgeous Queen Anne's and Chestertown House Rentals on the Eastern Shore

ESVR is now cultivating a portfolio of fine vacation house rentals in the Centreville and Chestertown area! Chestertown is perfect for our guests coming from the Philadelphia area or for those that just want to try a new place to vacation on the Eastern Shore. These rental properties offer privacy and the chance to explore the charming and quaint town of Chestertown, Maryland. Centreville is an ideal location for those looking to get away from it all, but just a hop and a skip over the Bay Bridge. We are constantly adding new house rentals to our Centreville and Chestertown portfolios, so make sure to check back often for new properties.

Please note prices below per night, based on the summer weekly price for seven nights and are given as a range to assist you with choosing a property. Nightly prices vary per season and per number of nights booked. For an exact quote, please input your dates on the property page.

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Starting at (USD)

$1,000.00

Cinnamon Teal
Centreville, MD
  • 13 Guests
  • 6 Bedrooms
  • 5 Bathrooms
  • Code: Cinnamon Teal
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Starting at (USD)

$815.00

Creek Cottage
Centreville, MD
  • 10 Guests
  • 4 Bedrooms
  • 4 Bathrooms
  • Code: Creek Cottage
  • Pets Allowed
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Starting at (USD)

$1,045.00

Thornton Farm - Grace and Elegance
Chestertown, MD
  • 11 Guests
  • 6 Bedrooms
  • 4.5 Bathrooms
  • Code: Thornton
  • Pets Allowed
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