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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, (42)

Newly restored apartment in the heart of Chestertown
Newly restored apartment in the heart of Chestertown
9.8 out of 10, Exceptional, (22)

Historic Downtown Garden Oasis with Private Patio
Historic Downtown Garden Oasis with Private Patio
10.0 out of 10, Exceptional, (28)

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 825 total
includes taxes & fees
20 May - 21 May

18th Cent. Charm in Historic Downtown Annapolis
18th Cent. Charm in Historic Downtown Annapolis
9.8 out of 10, Exceptional, (6)
The price is AED 698
AED 1,353 total
includes taxes & fees
1 May - 2 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 323
AED 781 total
includes taxes & fees
27 May - 28 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

Outrange at Blue Heron Farm. Pet friendly cabin at waterfront farm!
Outrange at Blue Heron Farm. Pet friendly cabin at waterfront farm!

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, (214)

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

La Quinta Inn & Suites by Wyndham Bel Air/I-95 Exit 77A
5/5 Excellent
"Always helpful professional and polite staff. Clean and safe property. Good breakfast. Greta location. Easy on and off I95"
A verified traveler stayed at La Quinta Inn & Suites by Wyndham Bel Air/I-95 Exit 77A
Posted 16 hours ago
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