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Chestertown Vacation Rentals
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Browse Select Chestertown Vacation Homes

Charming Historic Townhouse Steps From USNA
Charming Historic Townhouse Steps From USNA
10.0 out of 10, Exceptional, (27)

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, (227)

Canton’s Finest Luxury Stay: Walk to Park, Bars!
Canton’s Finest Luxury Stay: Walk to Park, Bars!
9.8 out of 10, Exceptional, (17)
The price is CA $120
CA $354 total
includes taxes & fees
Aug 10 - Aug 11

Quiet Relaxing Waterfront Suisse Chalet
Quiet Relaxing Waterfront Suisse Chalet
9.6 out of 10, Exceptional, (76)

421 Irie: Simply Charming 2 Story COTTAGE!! Private Pool!! 1 Off Street Parking!
421 Irie: Simply Charming 2 Story COTTAGE!! Private Pool!! 1 Off Street Parking!
10.0 out of 10, Exceptional, (113)

Entire House by the Fells Point, JHU.
Entire House by the Fells Point, JHU.
9.2 out of 10, Wonderful, (25)
The price is CA $231
CA $479 total
includes taxes & fees
Aug 7 - Aug 8

The Private Pool is OPEN with Bay Views & Steps from The Kentmorr Beach Bar and Grill
The Private Pool is OPEN with Bay Views & Steps from The Kentmorr Beach Bar and Grill
9.2 out of 10, Wonderful, (25)

❤️Charming Coastal/Country Home w/3 Acres & Sauna!❤️
❤️Charming Coastal/Country Home w/3 Acres & Sauna!❤️
9.6 out of 10, Exceptional, (28)
The price is CA $159
CA $436 total
includes taxes & fees
Aug 13 - Aug 14
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

Hampton Inn Baltimore/Glen Burnie
10/10 Excellent
Find out more about Chestertown
Find out more about Chestertown
Chestertown Vacation Homes information
Number of reviews | 1,196 |
---|---|
Accommodation | 538 Vacation Homes |
Lowest Price | CA $85 |
Highest Price | CA $275 |
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