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Compare 90 Apartments in Chestertown with updated reviews, rates, and availability.

Bay View Studio Apartment
Bay View Studio Apartment
10.0 out of 10, Exceptional, (43)

Newly restored apartment in the heart of Chestertown
Newly restored apartment in the heart of Chestertown
9.8 out of 10, Exceptional, (23)

Historic Downtown Garden Oasis with Private Patio
Historic Downtown Garden Oasis with Private Patio
10.0 out of 10, Exceptional, (31)

Cozy 2-bedroom apartment with WiFi, AC in charming Havre de Grace
Cozy 2-bedroom apartment with WiFi, AC in charming Havre de Grace
The price is AED 610
AED 822 total
includes taxes & fees
20 May - 21 May

18th Cent. Charm in Historic Downtown Annapolis
18th Cent. Charm in Historic Downtown Annapolis
9.6 out of 10, Exceptional, (7)
The price is AED 698
AED 1,353 total
includes taxes & fees
15 May - 16 May

COZY DOWNTOWN APARTMENT-Naval Academy Vicinity
COZY DOWNTOWN APARTMENT-Naval Academy Vicinity
9.8 out of 10, Exceptional, (38)

Quiet SPA Loft Studio Apt. Relaxing Getaway with private garage Annapolis
Quiet SPA Loft Studio Apt. Relaxing Getaway with private garage Annapolis
9.6 out of 10, Exceptional, (30)

Cityside Fells Point Apartment
Cityside Fells Point Apartment
9.8 out of 10, Exceptional, (187)
The price is AED 301
AED 751 total
includes taxes & fees
26 May - 27 May
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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Other property types in Chestertown

Directly Across from USNA Gate One & Steps from the Waterfront and Main Street!
Directly Across from USNA Gate One & Steps from the Waterfront and Main Street!
10.0 out of 10, Exceptional, (216)

BAYSIDE BUNGALOW
BAYSIDE BUNGALOW
10.0 out of 10, Exceptional, (35)
The price is AED 735
AED 1,098 total
includes taxes & fees
14 May - 15 May

Fully Equipped Docked Houseboat at Log Pond Marina in Havre de Grace, MD.
Fully Equipped Docked Houseboat at Log Pond Marina in Havre de Grace, MD.
9.6 out of 10, Exceptional, (24)
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.
Recent reviews of Chestertown hotels
Recent reviews of Chestertown hotels

Hampton Inn Baltimore Bayview Campus
5/5 Excellent
"Great motel. Near Winchester hospital.Stayed there while my husband was in hospital. Wonderful place to stay. Great front desk service. "
A verified traveler stayed at Hampton Inn Baltimore Bayview Campus
Posted 6 hours ago
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