Entire home
Beautiful, spacious waterfront home, an easy walk to historic Chestertown
Photo gallery for Beautiful, spacious waterfront home, an easy walk to historic Chestertown





Reviews
9.8 out of 10
Exceptional
Entire home
6 bedrooms6 bathroomsSleeps 14
Popular amenities
Explore the area

Chestertown, MD
- Place, Washington College8 min walk
- Place, Historical Society of Kent County Maryland8 min walk
- Place, River Arts Chestertown8 min walk
- Airport, Baltimore, MD (MTN-Martin State)126 min drive
Room options
About the area
About this property
Similar properties

Private Waterfront Paradise w/ Pier - Kayak to Historic Chestertown!
Chestertown
Private Waterfront Paradise w/ Pier - Kayak to Historic Chestertown!
- Kitchen
- Washing machine
- Dryer
- Pet-friendly
5.0 out of 5, Exceptional, 89 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
On-site 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. On-site 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
6 Oct 2025
Liked: Cleanliness
Stayed 5 nights in Oct 2025
10/10 Excellent
David K.
23 Sept 2024
Liked: Cleanliness
Awesome stay on the Chester River
David K.
Stayed 5 nights in Sep 2024
8/10 Good
Harold L.
6 Aug 2024
Liked: Cleanliness
Family Vacation
Harold L.
Stayed 5 nights in Aug 2024
10/10 Excellent
Thomas H.
20 July 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
24 Aug 2023
Bridgeway Community Church
Janise F.
Stayed 6 nights in Aug 2023
10/10 Excellent
Helen C.
27 July 2023
Liked: Cleanliness
Family reunion
Helen C.
Stayed 21 nights in Jul 2023
10/10 Excellent
sandra l.
27 July 2023
Liked: Cleanliness
Great House
sandra l.
Stayed 4 nights in Jul 2023
10/10 Excellent
Maggie E.
17 May 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.
31 Aug 2022
Liked: Cleanliness
Excellent House!
Tony P.
Stayed 6 nights in Aug 2022
10/10 Excellent
Michael K.
6 Aug 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.
18 July 2022
Liked: Cleanliness
Relax at River in Chestertown
Marilyn O.
Stayed 7 nights in Jul 2022
10/10 Excellent
Kate s.
14 June 2022
Liked: Cleanliness
Great place for a family gathering!
Kate s.
Stayed 4 nights in Jun 2022
8/10 Good
Ivonne R., Jacksonville, Florida
17 Oct 2021
Liked: Cleanliness
Family Wedding Weekend
Ivonne R.
Stayed 3 nights in Oct 2021
10/10 Excellent
Wayne C.
27 Sept 2021
Liked: Cleanliness
Great Weekend
Wayne C.
Stayed 3 nights in Sep 2021
10/10 Excellent
Tara R.
7 Sept 2021
Liked: Cleanliness
Wonderful Stay in Chestertown
Tara R.
Stayed 2 nights in Sep 2021
10/10 Excellent
Diane R.
21 Aug 2021
Liked: Cleanliness
Beautiful house and property
Diane R.
Stayed 7 nights in Aug 2021
10/10 Excellent
Loren G.
24 July 2021
Liked: Cleanliness
Family Fun
Loren G.
Stayed 7 nights in Jul 2021
10/10 Excellent
john s.
20 July 2021
Liked: Cleanliness
Chestertown
john s.
Stayed 6 nights in Jul 2021
10/10 Excellent
Lori J.
12 July 2021
Liked: Cleanliness
Chestertown's Best
Lori J.
Stayed 7 nights in Jul 2021
10/10 Excellent
Sara S.
25 June 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
15 June 2021
Liked: Cleanliness
Amazing Home
Alyson O.
Stayed 4 nights in Jun 2021
10/10 Excellent
Keith P.
7 June 2021
Liked: Cleanliness
Great long weekend stay!
Keith P.
Stayed 3 nights in Jun 2021
10/10 Excellent
Bethany C.
8 Feb 2021
Liked: Cleanliness








