Entire home
Beautiful, spacious waterfront home, an easy walk to historic Chestertown
Vacation home perfectly located for exploring Chestertown
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Reviews
9.8 out of 10
Exceptional
Entire home
6 bedrooms6 bathroomsSleeps 14
Popular amenities
Explore the area

Chestertown, MD
- Place, Historical Society of Kent County Maryland6 min walk
- Place, Washington College8 min walk
- Place, River Arts Chestertown8 min walk
- Airport, Baltimore, MD (MTN-Martin State)106 min drive
Room options
About the neighborhood
About this property
Similar properties

Stunning Historic Downtown Home!! Within 2 Blocks of Fountain Park!!
Stunning Historic Downtown Home!! Within 2 Blocks of Fountain Park!!
- Washer
- Dryer
- Air conditioning
5.0 out of 5, Exceptional, 3 reviews
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
Note from host: Larger events are welcome, at an additional charge
Host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector with you on the trip
Host has not indicated whether 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 professional host. The provision of housing is linked to their trade, business, or profession. Onsite parties or group events are strictly prohibited. Note from host: Larger events are welcome, at an additional charge
Frequently asked questions
Beautiful, spacious waterfront home, an easy walk to historic Chestertown Reviews
Reviews
9.8
Exceptional
9.6/10
Cleanliness
Reviews
Oct 6, 2025
Liked: Cleanliness
Stayed 5 nights in Oct 2025
10/10 Excellent
David K.
Sep 23, 2024
Liked: Cleanliness
Awesome stay on the Chester River
David K.
Stayed 5 nights in Sep 2024
8/10 Good
Harold L.
Aug 6, 2024
Liked: Cleanliness
Family Vacation
Harold L.
Stayed 5 nights in Aug 2024
10/10 Excellent
Thomas H.
Jul 20, 2024
Liked: Cleanliness
Looking for the perfect getaway? This is it!
Thomas H.
Stayed 7 nights in Jul 2024
8/10 Good
Janise F., Columbia, Maryland
Aug 24, 2023
Bridgeway Community Church
Janise F.
Stayed 6 nights in Aug 2023
10/10 Excellent
Helen C.
Jul 27, 2023
Liked: Cleanliness
Family reunion
Helen C.
Stayed 21 nights in Jul 2023
10/10 Excellent
sandra l.
Jul 27, 2023
Liked: Cleanliness
Great House
sandra l.
Stayed 4 nights in Jul 2023
10/10 Excellent
Maggie E.
May 17, 2023
Liked: Cleanliness
Great stay on the water for family and friends!
Maggie E.
Stayed 4 nights in May 2023
10/10 Excellent
Tony P.
Aug 31, 2022
Liked: Cleanliness
Excellent House!
Tony P.
Stayed 6 nights in Aug 2022
10/10 Excellent
Michael K.
Aug 6, 2022
Liked: Cleanliness
Great house for a relaxing family and friends get-together
Michael K.
Stayed 4 nights in Jul 2022
10/10 Excellent
Marilyn O.
Jul 18, 2022
Liked: Cleanliness
Relax at River in Chestertown
Marilyn O.
Stayed 7 nights in Jul 2022
10/10 Excellent
Kate s.
Jun 14, 2022
Liked: Cleanliness
Great place for a family gathering!
Kate s.
Stayed 4 nights in Jun 2022
8/10 Good
Ivonne R., Jacksonville, Florida
Oct 17, 2021
Liked: Cleanliness
Family Wedding Weekend
Ivonne R.
Stayed 3 nights in Oct 2021
10/10 Excellent
Wayne C.
Sep 27, 2021
Liked: Cleanliness
Great Weekend
Wayne C.
Stayed 3 nights in Sep 2021
10/10 Excellent
Tara R.
Sep 7, 2021
Liked: Cleanliness
Wonderful Stay in Chestertown
Tara R.
Stayed 2 nights in Sep 2021
10/10 Excellent
Diane R.
Aug 21, 2021
Liked: Cleanliness
Beautiful house and property
Diane R.
Stayed 7 nights in Aug 2021
10/10 Excellent
Loren G.
Jul 24, 2021
Liked: Cleanliness
Family Fun
Loren G.
Stayed 7 nights in Jul 2021
10/10 Excellent
john s.
Jul 20, 2021
Liked: Cleanliness
Chestertown
john s.
Stayed 6 nights in Jul 2021
10/10 Excellent
Lori J.
Jul 12, 2021
Liked: Cleanliness
Chestertown's Best
Lori J.
Stayed 7 nights in Jul 2021
10/10 Excellent
Sara S.
Jun 25, 2021
Liked: Cleanliness
It was great, we had family members from age 3 to 83 and everyone enjoyed themselves.
Sara S.
Stayed 5 nights in Jun 2021
10/10 Excellent
Alyson O., Shelton, CT USA
Jun 15, 2021
Liked: Cleanliness
Amazing Home
Alyson O.
Stayed 4 nights in Jun 2021
10/10 Excellent
Keith P.
Jun 7, 2021
Liked: Cleanliness
Great long weekend stay!
Keith P.
Stayed 3 nights in Jun 2021
10/10 Excellent
Bethany C.
Feb 8, 2021
Liked: Cleanliness








