Vacation Rentals in Chestertown

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River Lodge

• 4 Bedrooms, 2 Bathrooms, Sleeps 12
• With its rustic, peaceful waterfront setting, the River Lodge is an excellent venue for a business retreat, private getaway, family…

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Stepne Manor

• 5 Bedrooms, 3.5 Bathrooms, Sleeps 15
• This historic circa 1690 manor house with wide covered porch is within walking distance to downtown Chestertown art galleries, shops,…

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Running Fox

• 4 Bedrooms, 2.5 Bathrooms, Sleeps 9
• This countryside property with wildlife pond and woodside fields, includes a two-story historic house and barn. Kitchen is fully equipped…

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Brittland Manor

• 11 Bedrooms, 8.5 Bathrooms, Sleeps 26
• This secluded mansion with gardens, pool and 530 riverside acres, is old world luxury personified. The hilltop setting commands magnificent…

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