Entire home
Private Waterfront Paradise w/ Pier - Kayak to Historic Chestertown!
Family-friendly beachfront vacation home with free WiFi
Choose dates to view prices
Photo gallery for Private Waterfront Paradise w/ Pier - Kayak to Historic Chestertown!





Reviews
10 out of 10
Exceptional
Entire home
3 bedrooms2 bathroomsSleeps 10
Popular amenities
Explore the area

Chestertown, MD
- Place, Kings Town Park3 min drive
- Place, Washington College4 min drive
- Place, Dover Downs Casino56 min drive
- Airport, Baltimore, MD (MTN-Martin State)130 min drive
Room options
About the neighborhood
About this property
Similar properties

Haven Point Inn and Gallery
Rock Hall
Haven Point Inn and Gallery
- Breakfast included
- Parking included
- Free WiFi
- Business services
5.0 out of 5, Exceptional, 3 reviews
$155 nightly
The price is $172
Jun 10 - Jun 11
Total with taxes and fees
Property amenities
Policies
Important information
Frequently asked questions
Private Waterfront Paradise w/ Pier - Kayak to Historic Chestertown! Reviews
Reviews
10
Exceptional
9.8/10
Cleanliness
Reviews
Verified
Mar 8, 2026
Liked: Cleanliness, check-in, communication, location, listing accuracy
Stayed 2 nights in Feb 2026
Verified
10/10 Excellent
Nick O.
Dec 11, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Nick O.
Stayed 3 nights in Dec 2025
Verified
10/10 Excellent
Betsy W.
Sep 25, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Betsy W.
Stayed 2 nights in Sep 2025
Verified
10/10 Excellent
Cory F.
Jan 11, 2026
Liked: Cleanliness, check-in, communication, location, listing accuracy
Cory F.
Stayed 3 nights in Jan 2026
Verified
10/10 Excellent
Michael F.
Oct 27, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy

Michael F.
Stayed 3 nights in Oct 2025
Verified
10/10 Excellent
Shaun S.
Oct 26, 2021
Liked: Cleanliness, check-in, communication, location, listing accuracy
Location was perfect
Shaun S.
Stayed 3 nights in Oct 2021
Verified
10/10 Excellent
Hardeep S.
Jan 30, 2022
Liked: Cleanliness, check-in, communication, location, listing accuracy
Great place and hours
Hardeep S.
Stayed 2 nights in Jan 2022
Verified
10/10 Excellent
victoria g.
Jul 10, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Weekend getaway
victoria g.
Stayed 2 nights in Jun 2025
Verified
10/10 Excellent
Andrew M.
May 25, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Beautiful Location
Andrew M.
Stayed 2 nights in May 2025
Verified
10/10 Excellent
Michael F.
Jan 2, 2026
Liked: Cleanliness, check-in, communication, location, listing accuracy



Michael F.
Stayed 4 nights in Dec 2025
Verified
10/10 Excellent
David D.
Apr 3, 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
Great family spot
David D.
Stayed 2 nights in Mar 2023
Verified
10/10 Excellent
Suzan B.
Sep 30, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Suzan B.
Stayed 3 nights in Sep 2025
Verified
10/10 Excellent
Carter F.
Jan 12, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Weekend with friends
Carter F.
Stayed 2 nights in Jan 2025
Verified
10/10 Excellent
Sean & Jasmine R.
Aug 17, 2021
Liked: Cleanliness, check-in, communication, location, listing accuracy
Excellent peaceful scenic stay
Sean & Jasmine R.
Stayed 3 nights in Aug 2021
Verified
10/10 Excellent
Doug B.
Aug 5, 2021
Liked: Cleanliness, check-in, communication, location, listing accuracy
Great to work with owners
Doug B.
Stayed 2 nights in Jul 2021
Verified
10/10 Excellent
Jason S.
Sep 30, 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Great
Jason S.
Stayed 2 nights in Sep 2024
Verified
10/10 Excellent
Andrew E.
Jan 31, 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
Great location and nice house
Andrew E.
Stayed 4 nights in Jan 2023
Verified
10/10 Excellent
Emily L.
Apr 19, 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
Great place
Emily L.
Stayed 2 nights in Apr 2023
Verified
10/10 Excellent
Bryn M.
Apr 22, 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Weekend getaway
Bryn M.
Stayed 2 nights in Apr 2024
Verified
10/10 Excellent
Debbie R.
Nov 10, 2022
Liked: Cleanliness, check-in, communication, location, listing accuracy
Beautiful property on the water . House was well equipped -welcoming to guests , great place !!
Debbie R.
Stayed 2 nights in Oct 2022
Verified
10/10 Excellent
Michael F.
Oct 27, 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Idyllic River Getaway
Michael F.
Stayed 3 nights in Oct 2024
Verified
10/10 Excellent
Michael F.
Apr 22, 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
Another relaxing stay at this bucolic riverfront getaway
Michael F.
Stayed 3 nights in Apr 2023
Verified
10/10 Excellent
Kathryn W.
May 30, 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
Great weekend!
Kathryn W.
Stayed 3 nights in May 2023
Verified
10/10 Excellent
Patricia D.
Jul 23, 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
Chestertown rental
Patricia D.
Stayed 7 nights in Jul 2023
Verified
10/10 Excellent
Lynda M.
Mar 15, 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
Lovely Listing
Lynda M.
Stayed 4 nights in Feb 2023
Explore More Ways to Travel with Travelocity
- Waterfront! Private Dock
- Waterfront w/private pier
- Inn at Huntingfield Creek
- Charming 1920's Bungalow Near Water & Amenities
- Bayside BUNGALOW
- Grays Inn Creek Waterfront Pvt Dock Kayaks & View
- Inn at Haven Harbour
- Stunning Waterfront Home
- Heron Cove
- Stunning 9
- Welcome to Bayside Breeze! One Block From Town Beach
- A Waterfront Oasis with pier and pool. Spacious 4 bedrooms near Chestertown.
- The Lodge at Great Oak Landing
- Chester River Waterfront
- Driftwood Inn
- Red Roof Inn & Suites Chestertown
- Comfort Inn & Suites Chestertown
- Hillside Motel
- Eastern shore beachfront cottage with stunning sunset views!
- Newly renovated single family home with attached guest suite
