Entire home
Chester River Waterfront, Magnificent Views, Dock, Beach, close 2 town
Family-friendly stay with free breakfast in Chestertown
Choose dates to view prices
Photo gallery for Chester River Waterfront, Magnificent Views, Dock, Beach, close 2 town





Reviews
9.8 out of 10
Exceptional
Entire home
3 bedrooms3 bathroomsSleeps 62100 sq ft
Popular amenities
Explore the area

Chestertown, MD
- Place, Washington College‪5 min drive‬
- Place, Chestertown Historic District‪7 min drive‬
- Place, Garfield Center for the Arts at the Prince Theater‪7 min drive‬
- 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, 939 reviews
$103 nightly
The price is $115
Aug 23 - Aug 24
Total with taxes and fees
Property amenities
Policies
Important information
Frequently asked questions
Chester River Waterfront, Magnificent Views, Dock, Beach, close 2 town Reviews
Reviews
9.8
Exceptional
10/10
Cleanliness
10/10
Amenities
10/10
Property conditions & facilities
Reviews
Verified
Oct 27, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Stayed 2 nights in Oct 2025
Verified
10/10 Excellent
Mark
Sep 19, 2022
Liked: Cleanliness, amenities, property conditions & facilities, communication
Mark
Stayed 2 nights in Sep 2022
Verified
10/10 Excellent
steven s.
Jul 25, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
steven s.
Stayed 3 nights in Jul 2025
Verified
10/10 Excellent
Karman S.
Jun 8, 2022
Liked: Cleanliness, check-in, communication, location, listing accuracy
Great house!
Karman S.
Stayed 7 nights in May 2022
Verified
10/10 Excellent
Bob R.
Jun 19, 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Great location
Bob R.
Stayed 2 nights in Jun 2024
Verified
10/10 Excellent
Stephen H.
Jun 7, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Stephen H.
Stayed 3 nights in May 2025
Verified
10/10 Excellent
Lisa V.
Aug 17, 2022
Liked: Cleanliness, check-in, communication, location, listing accuracy
Weekend away
Lisa V.
Stayed 2 nights in Aug 2022
Verified
10/10 Excellent
Kelly G.
Sep 1, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Kelly G.
Stayed 3 nights in Aug 2025
Verified
10/10 Excellent
John U.
Nov 6, 2022
Liked: Cleanliness, check-in, communication, location, listing accuracy
Riparian Tranquility
John U.
Stayed 7 nights in Oct 2022
Verified
10/10 Excellent
Sun P.
Nov 8, 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Great location!
Sun P.
Stayed 3 nights in Nov 2024
Verified
10/10 Excellent
Robert W.
Apr 23, 2026
Liked: Cleanliness, check-in, communication, location, listing accuracy
Robert W.
Stayed 6 nights in Apr 2026
Archival
10/10 Excellent
Laura D.
Oct 13, 2014
Girls weekend
Laura D.
Verified
10/10 Excellent
Sarah R.
Jun 23, 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Perfect River Stay
Sarah R.
Stayed 2 nights in Jun 2024
Verified
10/10 Excellent
Verified traveler
Jul 25, 2021
Liked: Cleanliness, check-in, communication, location, listing accuracy
Wonderful location!
Verified traveler
Stayed 2 nights in Jul 2021
Verified
10/10 Excellent
Allie P.
Sep 17, 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
Great home
Allie P.
Stayed 2 nights in Sep 2023
Verified
10/10 Excellent
Michael B.
Jun 1, 2021
Liked: Cleanliness, check-in, communication, location, listing accuracy
Great home on the water!
Michael B.
Stayed 3 nights in May 2021
Verified
10/10 Excellent
Lauriann S.
Jul 17, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Great Location for a Getaway
Lauriann S.
Stayed 2 nights in Jul 2025
Verified
10/10 Excellent
Amber U.
Oct 9, 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
Family weekend at Washington College
Amber U.
Stayed 2 nights in Oct 2023
Verified
10/10 Excellent
Catherine M.
Sep 2, 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
Great stay!
Catherine M.
Stayed 7 nights in Jul 2023
Verified
10/10 Excellent
Elsie D.
Jun 24, 2022
Liked: Cleanliness, check-in, communication, location, listing accuracy
Wedding weekend
Elsie D.
Stayed 2 nights in Jun 2022
Verified
10/10 Excellent
Elamurugan S.
Aug 20, 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
Chestertown Vacation
Elamurugan S.
Stayed 3 nights in Aug 2023
Archival
10/10 Excellent
Morgan G.
Jul 18, 2014
Beautiful Views!!!
Morgan G.
Archival
8/10 Good
Tim N.
Sep 14, 2016
Great Cottage
Tim N.
Stayed 3 nights in Sep 2016
Verified
10/10 Excellent
Patricia C.
Aug 8, 2019
Liked: Cleanliness, check-in, communication, location, listing accuracy
Waterfront fun
Patricia C.
Stayed 2 nights in Aug 2019
Archival
10/10 Excellent
morgan s.
Aug 30, 2014
Family getaway
morgan s.
Explore More Ways to Travel with Travelocity
- A Waterfront Retreat with pier and pool Spacious 4 bedrooms near Chestertown
- Red Roof Inn & Suites Chestertown
- Newly renovated single family home with attached guest suite
- Inn At Haven Harbour
- BAYSIDE BUNGALOW
- Eastern shore beachfront cottage with stunning sunset views
- Inn At Huntingfield Creek
- Waterfront Private Dock Boat Tie-Up & Near Town
- Welcome to Bayside Breeze One Block From Town Beach Walk to Waterfront Dining
- Waterfront w private pier pool Hot Tub kayaks and in town
- Charming 1920's Bungalow Near Water & Amenities
- The Lodge At Great Oak Landing
- Comfort Inn & Suites Chestertown
- Driftwood Inn
- Centreville Waterfront Farm 170 Acres Pool Private Dock Private Beach
- Secluded Waterfront Cottage on 200 acre farm near Queenstown
- Heron Cove a Waterfront vacation spot near Rock Hall with private pier
- Stunning 9-Bedroom Villa on the Chesapeake Bay Pool Hot Tub Boat Dock & Sauna
- Grays Inn Creek Waterfront Pvt Dock Kayaks & View
- Stunning Waterfront Home long pier pool featured in Conde Nast Traveler








