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Chestertown Vacation Rentals
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Browse Select Chestertown Vacation Homes

❤️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 $110
CA $381 total
includes taxes & fees
Aug 24 - Aug 25

Amazing Modern house with a full kitchen and parking
Amazing Modern house with a full kitchen and parking
9.8 out of 10, Exceptional, (8)
The price is CA $150
CA $378 total
includes taxes & fees
Aug 31 - Sep 1

Relax on Kent Island in 3 Bedroom Home w/Waterview
Relax on Kent Island in 3 Bedroom Home w/Waterview
9.8 out of 10, Exceptional, (39)
The price is CA $145
CA $424 total
includes taxes & fees
Aug 27 - Aug 28

Abingdon Haven Hideaway
Abingdon Haven Hideaway
7.0 out of 10, Good, (2)
The price is CA $162
CA $534 total
includes taxes & fees
Sep 3 - Sep 4

Cozy Private Suite Gated Entry, Driveway Parking & Quiet Stay
Cozy Private Suite Gated Entry, Driveway Parking & Quiet Stay
8.0 out of 10, Very good, (1)
The price is CA $125
CA $174 total
includes taxes & fees
Sep 3 - Sep 4

family-friendly 2-bedroom home in Baltimore with WiFi, AC, Pool table, Poker
family-friendly 2-bedroom home in Baltimore with WiFi, AC, Pool table, Poker
10.0 out of 10, Exceptional, (2)
The price is CA $191
CA $352 total
includes taxes & fees
Sep 3 - Sep 4

Modern New Suite Close to US Capital and BWI Airport
Modern New Suite Close to US Capital and BWI Airport
10.0 out of 10, Exceptional, (1)
The price is CA $97
CA $205 total
includes taxes & fees
Aug 27 - Aug 28

Charming 2-bedroom apartment in fantastic Overlea with AC
Charming 2-bedroom apartment in fantastic Overlea with AC
The price is CA $173
CA $316 total
includes taxes & fees
Sep 3 - Sep 4
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
Find out more about Chestertown
Find out more about Chestertown
Chestertown Vacation Homes information
Number of reviews | 860 |
---|---|
Accommodation | 518 Vacation Homes |
Lowest Price | CA $237 |
Highest Price | CA $499 |
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