Waterfront w/Deepwater Pier Walking Distance to Downtown Chestertown
My place is located in a quaint neighborhood close to downtown Chestertown; 1 mile walk. This home has a large screened porch & inviting outside patio. Cruise the Chester River with the canoe or two paddle boards provided. Feel free to bring your boat & dock at our deep water pier. Crabbing* (trap & net), fishing (2 rods), & biking (4 provided) are also fun activities to enjoy here at the property. Fire pit (all seasons), indoor fireplace, and outdoor hot tub (available October through the end of April). We will do our best to keep hot tub in working order, but cannot guarantee it will be in working condition 100% of the time. It does take longer to get technicians out here. However we will do our best. We look forward to your stay. All are welcome. *Crabbing is not as plentiful as years past, and only during the hot summer and early autumn.
Property manager
Beth Connor
Premier Host
Languages
English
Add dates for prices
Amenities
Hot Tub
Kitchen
Washer
Dryer
Air conditioning
Outdoor Space
Have a question?
AI iconBeta
Get instant answers with AI powered search of property information and reviews.
Similar properties
Chester River Waterfront, Magnificent Views, Dock, Beach, close 2 town
Chester River Waterfront, Magnificent Views, Dock, Beach, close 2 town
Deposit will be forfeited if there is a gathering or event without permission. No guests of guests are allowed unless approved by owner.
No parties. No gatherings over the 8 guests who are listed in the rental request. No pets!
No pets.
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 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
About the neighborhood
Chestertown
Located in Chestertown, this vacation home is in the city center and on the waterfront. Historical Society of Kent County Maryland and Betterton Historic District are local landmarks, and some of the area's activities can be experienced at Rolphs Wharf Marina and Cassinelli Winery and Vineyards. Crumpton Auction and Hazel Miner Monument are also worth visiting.
Historical Society of Kent County Maryland - 16 min walk - 1.4 km
River Arts Chestertown - 4 min drive - 1.0 km
Washington College - 4 min drive - 1.3 km
Wilmer Park - 5 min drive - 1.3 km
Rolphs Wharf Marina - 14 min drive - 7.9 km
Getting around
Baltimore, MD (MTN-Martin State) - 104 min drive
Restaurants
McDonald's - 4 min drive
Dining Hall - 4 min drive
Procolino Pizza - 4 min drive
China House - 4 min drive
The Freeze - 4 min drive
Frequently asked questions
Is Waterfront w/Deepwater Pier Walking Distance to Downtown Chestertown pet-friendly?
No, pets are not allowed at this property.
What time is check-in at Waterfront w/Deepwater Pier Walking Distance to Downtown Chestertown?
Check-in begins at 4:00 PM.
What time is check-out at Waterfront w/Deepwater Pier Walking Distance to Downtown Chestertown?
Check-out is at 12:00 PM.
Where is Waterfront w/Deepwater Pier Walking Distance to Downtown Chestertown located?
Located in the heart of Chestertown, this vacation home is within 1 mi (2 km) of Kings Town Park, Historical Society of Kent County Maryland, and Chestertown Historic District. Garfield Center for the Arts at the Prince Theater and Sumner Hall are also within 1 mi (2 km).
Reviews
10
Exceptional
Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labeled.
We had a wonderful weekend stay with family for our daughter’s graduation from Washington College. The location was perfect, so convenient to town and campus. The house was lovely and immaculate. We highly recommend!
This property was absolutely perfect for our girl’s weekend. The location was convenient to town but still felt very private with a picturesque view of the river. The house was beautifully furnished, sparkling clean, and well appointed. We truly felt like a guest in someone’s home. We would love to stay again!
House was impeccable. Perfect location within walking distance to downtown Chestertown. Beth, the owner, was responsive and tended to our needs immediately. Highly recommend this beautiful, friendly home.
This wonderful home sits right on the Chester River with a generous back yard and a dock. We kayaked and SUPed on the Chester River and thoroughly enjoyed our stay. Just over the bridge from Chestertown so easy access to shops, coffee, etc.
Lovely house in a beautiful location in a charming town.
House was spotless and well appointed and as represented in the ad. Had a family gathering in town so didn't get to spend as much time at the house as we would have liked. Good communication with owner. Recommended.
This house is perfect for a large family, with room for mom, dad, and at least four kids. That's not even counting couch sleepers. The property is exactly what you'd expect on the river with a nice long dock for fishing and crabbing, a spacious screened-in porch, and wonderful view of the sunset. The neighbors are great. They even brought us over some crab balls, which were delicious. Will definitely stay here again.
This house is perfect for a large group to be together. We had terrible weather, but were comfortable in the large family room and dining room. I would like to visit again when the weather is warmer.
The house was just as described online. We spent so much time out on the beautiful screened in porch and in the backyard by the river. The bedrooms were spacious and lovely. The kitchen was well stocked with dishes, appliances and everything we needed for family meals. We will definitely try and vacation there again.
We wanted a vacation that would be easy for a 2-month-old baby and this place was perfect we enjoyed playing games at the house, fishing on the dock, swimming and kayaking ,star gazing from the dock.house was great!
We enjoyed our stay very much. The house was clean and well-appointed. We had 3 generations with us and everyone was comfortable. We all spent many hours outside at the river’s edge relaxing and enjoying the views. Beth was responsive to our questions and very accommodating to our special needs. We won’t hesitate to book here again!
Three couples stayed 2 nights for a wedding. Each couple had their own bathroom. The house is well furnished, has seating outdoors and a huge screened in porch right on the river. It was so relaxing to sit in the sun or in the shade. The host is very responsive and was wonderful to deal with! We all loved it and want to come back and stay when we can spend more time at the property. Chestertown was charming and fun to visit. Cannot recommend this property enough, you won’t be disappointed!
Spectacular, perfect calm, finely appointed - I just wish I realized I couldn't spend enough time there with my obligations and only-weekend schedule. Provided me late-night respite with a fabulous bed for a great night's sleep and morning shower, twice, leaving the five friends behind to follow later. We decidedly determined we'd have a reunion so we could just sit riverside and enjoy the gorgeous, hospitable property.
Book it now!
This house was lovely and fit our family perfectly to prepare for our son's wedding in Chestertown. The host (Beth) was very responsive to any questions we had upon our arrival.
We had fun on our visit to Chestertown. It's a great colonial-style town, with nice restaurants and coffee shops.
We enjoyed the property's hot tub with its view of the river. And we took several canoe rides along the river, too. It was easy to launch the canoe from the sandy beach.
The house was great! Comfortable beds, modern kitchen, lots of sofas for relaxing. A very satisfying visit!
Overall this is a beautiful rental. The view is amazing and the house is decorated so nicely. My husband loved it and wanted to plan another visit for a longer stay. One of the nicest parts of the rental was the departure instructions. They were easy and not excessive as we have experienced before in other rentals. Thanks for the hospitality!
Marlene I.
Stayed 2 nights in Jun 2023
About the host
Hosted by Beth Connor
My husband and I live in Ellicott City and have wanted to buy a home on the water. We found a wonderful opportunity to purchase a great home to gather with our adult children, in a charming part of the world, that is not too far from our main residence. We hope that you too can enjoy our dream home with your family (and friends).
Why they chose this property
This home has a mix of antiques, and comfortable new, stylish furniture that today's vacationers want. The home was renovated with the most impeccable taste (we were fortunate to buy it this way). It has just about everything you would need to enjoy time together with your family and friends. From the huge screened porch with amazing new, chic outdoor furnishings (including an 8 foot farm table for crab picking or fancy dining), to a patio, hammock, canoe, paddle boards, fishing rods, crabbing net and trap, along with 4 adult bikes, this home will prove to be one of your family's more memorable experiences together. October through the end of April you can enjoy the use of the hot tub and fire pit. If you want to just relax indoors there is a large screened tv with a big sectional and chair to gather together. In the colder months, you can also enjoy the wood-burning fireplace (next to tv).
What makes this property unique
Walking/biking distance to Chestertown. Waterfront with pier. Gorgeously updated home with smart furnishings.
Languages:
English
Premier Host
They consistently provide great experiences for their guests