Title: The Portside Manor - Queen Street Chestertown - Walking Distance to Downtown - Latest Reviews, Deals & Photos 2025 - Expedia.ca [See all properties](http://www.expedia.ca/Hotel-Search?regionId=&adults=2&children=&sort=RECOMMENDED&useRewards=false&semdtl=&userIntent=&vip=false) Entire home # The Portside Manor - Queen Street Chestertown - Walking Distance to Downtown Vacation home in Chestertown with kitchen and patio ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/96000000/95450000/95442700/95442685/5453817a.jpg?impolicy=resizecrop&rw=598&ra=fit) ![Smart TV, fireplace, video games, computer monitors](https://images.trvl-media.com/lodging/96000000/95450000/95442700/95442685/3bb4b926.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Terrace/patio](https://images.trvl-media.com/lodging/96000000/95450000/95442700/95442685/b3e330b9.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Smart TV, fireplace, video games, computer monitors](https://images.trvl-media.com/lodging/96000000/95450000/95442700/95442685/45f4f04c.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/96000000/95450000/95442700/95442685/c4b33209.jpg?impolicy=resizecrop&rw=297&ra=fit) - Overview - Amenities - Policies - Location Welcome to Chestertown Home, where comfort meets charm. Relax in the screened-in porch or unwind by the gas fireplace in one of two cozy living rooms. With three off-street parking spaces and a well-equipped kitchen, you'll have everything needed for a stress-free stay. 10 Exceptional ### Entire home 3 bedrooms3 bathroomsSleeps 8 ## Popular amenities - Dryer - Washer - Kitchen - Fireplace - Barbecue grill - Parking available ## Add dates for prices Check-in Check-out Travellers ## About this property ### Entire place You'll have the entire home to yourself and will only share it with other guests in your party. ### 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. ## Property amenities ### Internet - Available in the house: WiFi ### Parking and transportation - Onsite parking includes off-street options ### Kitchen - Coffee/tea maker - Cookware, dishware, and utensils - Dishwasher - Ice maker - Microwave - Oven - Paper towels - Refrigerator - Spices - Stovetop - Toaster ### Dining - Dining table ### Bedrooms - 3 bedrooms - Bedsheets provided ### Bathroom - 3 bathrooms - Bathtub or shower - Hair dryer - Shampoo - Shower - Soap - Toilet paper - Towels provided ### Living spaces - Dining table - Fireplace - Living room ### Entertainment - Smart TV - Video games ### Outdoor areas - Barbecue grill - Outdoor furniture - Patio ### Laundry - Laundry facilities - Washing machine ### Work spaces - Computer monitor - Desk - Desk chair ### Comfort - Air conditioning - Heating ### Pets - No pets allowed ### Suitability/Accessibility - Smoking not allowed ### Services and conveniences - Iron/ironing board ### Safety features - Carbon monoxide detector (host has indicated there is a carbon monoxide detector on the property) - Smoke detector (host has indicated there is a smoke detector on the property) ## Similar properties ![Property grounds](https://images.trvl-media.com/lodging/67000000/66480000/66473100/66473084/e3526265.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Circa 1900 Home in the Heart of Historic Downtown Chestertown Chestertown - Kitchen - Washer - Dryer - Free WiFi 10 Exceptional 76 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2025-11-10&endDate=2025-11-11&selected=66473084&PinnedHotelID=66473084&HadPinnedHotel=true®ionId=-1&adults=2) ![Private kitchen](https://images.trvl-media.com/lodging/120000000/119130000/119124200/119124197/a6438229.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Stunning Historic Downtown Home!! 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You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation ## About the area Chestertown is home to this vacation home. Rolphs Wharf Marina and Cassinelli Winery and Vineyards are worth checking out if an activity is on the agenda, while those wishing to experience the area's natural beauty can explore Chestertown Historic District and Wilmer Park. Crumpton Auction and Hazel Miner Monument are also worth visiting. [Visit our Chestertown travel guide](https://www.expedia.ca/Chestertown.dx7215) [View more Vacation homes in Chestertown](https://www.expedia.ca/Chestertown-Private-Vacation-Homes.d7215-aaPrivateVacationHomes.Travel-Guide-Accommodation) ![Map](https://maps.googleapis.com/maps/api/staticmap?&size=660x330&map_id=3b266eb50d2997c6&zoom=13&markers=icon:https%3A%2F%2Fa.travel-assets.com%2Ftravel-assets-manager%2Feg-maps%2Fproperty.png%7C39.20924%2C-76.06420&channel=expedia-HotelInformation&maptype=roadmap&scale=1&key=AIzaSyCYjQus5kCufOpSj932jFoR_AJiL9yiwOw&signature=7XZKLl6npKFwtjuS5qf7-lTG_Q8=) Chestertown, MD ### What's nearby - Historical Society of Kent County Maryland - 1 min walk - 0.0 km - River Arts Chestertown - 5 min walk - 0.4 km - Wilmer Park - 5 min walk - 0.4 km - Washington College - 11 min walk - 1.0 km - Rolphs Wharf Marina - 12 min drive - 9.0 km ### Getting around - Baltimore, MD (MTN-Martin State) - 107 min drive ### Restaurants - ‪Royal Farms - ‬3 min walk - ‪McDonald's - ‬4 min drive - ‪Dunkin - ‬2 min drive - ‪Procolino's - ‬3 min drive - ‪Subway - ‬2 min drive ## Frequently asked questions ### Is The Portside Manor - Queen Street Chestertown - Walking Distance to Downtown pet-friendly? > No, pets are not allowed at this property. ### Where is The Portside Manor - Queen Street Chestertown - Walking Distance to Downtown located? > Situated in Chestertown, this vacation home is steps 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. ## Have a question? Beta Get instant answers with AI powered search of property information and reviews. 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