The Portside Manor - Queen Street Chestertown - Walking Distance to Downtown
Welcome to our charming Chestertown Home! This beautiful house offers a comfortable and inviting space for your stay. With two full bedrooms and bathrooms on the second floor and a cozy third-floor retreat with two twin beds, there is plenty of room for everyone.
Conveniently located behind the house, you will find three reserved off-street parking spaces. Upon entering the back gate, you'll enter a tranquil courtyard perfect for a barbecue. The screened-in porch leads directly to the well-equipped kitchen, with all the essentials and appliances you need to prepare home-cooked meals.
Adjacent to the kitchen, you'll discover two separate relaxation areas, each providing a cozy atmosphere to unwind. A full bathroom is also conveniently located nearby. On the backside of the house is a dining room/living room with a television, offering access to popular streaming services like Netflix, Hulu, and Disney+.
On the other side of the kitchen, you'll find another inviting living room featuring a gas fireplace, creating a warm and cozy ambiance. You'll find the entryway and front door at the end of this living room. Step outside onto the lovely porch, where you can enjoy your morning coffee or evening drinks while taking in the surroundings.
Head up the wooden stairway to the second floor, where you'll discover two spacious bedrooms, each with its full bathroom for added convenience. The third floor offers a peaceful retreat with two twin beds for those traveling with children or additional guests.
We invite you to make yourself at home. Experience comfort, convenience, and a relaxing atmosphere during your stay.
Our prices include all fees. No hidden fees.
Add dates for prices
Amenities
Kitchen
Washing machine
Dryer
Air conditioning
Outdoor space
Parking available
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Flexible check-in available (contact host in advance of arrival)
Minimum age to rent: 28
Flexible check-out available (contact host to arrange)
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Children
Children allowed: ages 0–17
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Events
No events allowed
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Pets
No pets allowed
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Smoking
Smoking is not permitted
Important information
You need to know
This property is managed by a private host (a party not acting within their trade, business or profession). EU consumer law, including the right of withdrawal, will not apply to your booking. The cancellation policy set by the private host will cover your booking.
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
Host has indicated that there is a carbon monoxide detector on the property
Host has indicated that there is a smoke detector on the property
This property has outdoor spaces, such as balconies, patios and terraces, which may not be suitable for children; if you have any concerns, we recommend contacting the property prior to your arrival to confirm that they can accommodate you in a suitable room
About the area
Chestertown
Chestertown is home to this holiday home. 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. Garfield Center for the Arts at the Prince Theater and Larrabee Arts Center are also worth visiting.
Historical Society of Kent County Maryland - 1 min walk - 0.0 km
Chestertown Historic District - 2 min walk - 0.2 km
Garfield Center for the Arts at the Prince Theater - 2 min walk - 0.2 km
River Arts Chestertown - 5 min walk - 0.4 km
Washington College - 8 min walk - 0.7 km
Getting around
Baltimore, MD (MTN-Martin State) - 107 min drive
Restaurants
Milano's Pizzeria - 4 min drive
Royal Farms - 4 min drive
Dunkin - 2 min drive
McDonald's - 4 min drive
Royal Farms - 3 min walk
Frequently asked questions
Is The Portside Manor - Queen Street Chestertown - Walking Distance to Downtown pet-friendly?
No, pets are not allowed at this property.
How much does it cost to stay at The Portside Manor - Queen Street Chestertown - Walking Distance to Downtown?
As of 26 Mar 2026, prices found for a 1-night stay for 2 adults at The Portside Manor - Queen Street Chestertown - Walking Distance to Downtown on 26 Mar 2026 start from £298, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.
How much is parking at The Portside Manor - Queen Street Chestertown - Walking Distance to Downtown?
On-site parking is available at the property.
Where is The Portside Manor - Queen Street Chestertown - Walking Distance to Downtown located?
Situated in Chestertown, this holiday home is steps away from Historical Society of Kent County Maryland, Chestertown Historic District and Garfield Center for the Arts at the Prince Theater. Sumner Hall and Wilmer Park are also within 5 minutes.
Reviews
10
Exceptional
Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
We had a great weekend stay in this sweet home. It was clean and well provisioned. The owners communicated very well. Beautiful neighborhood and easy walk to restaurants and shops. Don’t miss the Saturday farmers market.
The location and home were perfect for a weeklong vacation with my wife and two daughters (ages 13 and 10). Easy walking to restaurants, especially ice cream! Lots of days visiting the community pool 10 minutes away, followed by using the grill in the backyard, walking down Main Street shops, and evening board games. Even drove into Washington DC for a day trip of sightseeing. Home was perfect for our family and we would visit again. Communication with the owner was great, and we really enjoyed the visit.
Zachary G.
Stayed 7 nights in Jun 2024
About the host
Hosted by Mark
Premier Host
They consistently provide great experiences for their guests