Entire home
Stunning Historic Downtown Home!! Within 2 Blocks of Fountain Park!!
Enjoy a stay at this Chestertown vacation home
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Reviews
10 out of 10
Exceptional
Entire home
3 bedrooms3 bathrooms
Popular amenities
Explore the area
Chestertown, MD
- Place, River Arts Chestertown5 min walk
- Place, Washington College6 min walk
- Place, Chestertown Historic District8 min walk
- Airport, Baltimore, MD (MTN-Martin State)126 min drive
Room options
About the neighborhood
About this property
Similar properties

Comfort Inn & Suites Chestertown
Chestertown
Comfort Inn & Suites Chestertown
- Pool
- Breakfast included
- Pet friendly
- Parking included
4.3 out of 5, Excellent, 929 reviews
$104 nightly
The price is $116
Jul 26 - Jul 27
Total with taxes and fees
Property amenities
Policies
Important information
You need to know
Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card, or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
Onsite parties or group events are strictly prohibited
Host has indicated there is a carbon monoxide detector on the property
Host has indicated there is a smoke detector on the property
This property is managed through our partner, Vrbo. You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation
Charges for extra guests may apply and vary according to property policy.
A cash deposit, credit card, or debit card for incidental charges and government-issued photo identification may be required upon check-in.
Special requests are subject to availability at the time of check-in. Special requests can't be guaranteed and may incur additional charges.
A cash deposit, credit card, or debit card for incidental charges and government-issued photo identification may be required upon check-in.
Special requests are subject to availability at the time of check-in. Special requests can't be guaranteed and may incur additional charges.
- This property is managed by a private host, not a professional engaged in trade or business. Onsite parties or group events are strictly prohibited. For guests' safety, the property includes a carbon monoxide detector and a smoke detector in each accommodation.
Frequently asked questions
Stunning Historic Downtown Home!! Within 2 Blocks of Fountain Park!! Reviews
Reviews
10
Exceptional
10/10
Cleanliness
Reviews
Verified
Nov 28, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Stayed 2 nights in Nov 2025
Verified
10/10 Excellent
Dawn B.
Oct 26, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Dawn B.
Stayed 3 nights in Oct 2025
Verified
10/10 Excellent
Julie W.
Jan 25, 2026
Liked: Cleanliness, check-in, communication, location, listing accuracy
Julie W.
Stayed 5 nights in Jan 2026
Verified
10/10 Excellent
Peter C.
Oct 20, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Peter C.
Stayed 2 nights in Oct 2025
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