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Guest Houses in Chestertown
Island Life! Kent Island Waterfront with Pool-Bring your boat!
Island Life! Kent Island Waterfront with Pool-Bring your boat!
10.0 out of 10, Exceptional, (193)
Top Floor Family Deluxe Bay View
Top Floor Family Deluxe Bay View
Calico Cottage Guest House
Calico Cottage Guest House
10.0 out of 10, Exceptional, (8)
Second Floor East Standard Deluxe
Second Floor East Standard Deluxe
Second Floor Standard Suite Bay View
Second Floor Standard Suite Bay View
Top Floor Standard Suite
Top Floor Standard Suite
Second Floor Family Deluxe
Second Floor Family Deluxe
Top Floor Handicap Accessible Bay View
Top Floor Handicap Accessible Bay View
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Chestertown Hotel Reviews
Historic Inns of Annapolis
10/10 Excellent
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