[See all properties](http://www.expedia.ca/Hotel-Search?regionId=&adults=2&children=&sort=RECOMMENDED&useRewards=false&semdtl=&userIntent=&vip=false) Entire apartment # Lovely 2 bedroom and loft apartment with AC, WiFi overlooking the Chester River Apartment in Chestertown with kitchenette and patio ![Outdoor dining](https://images.trvl-media.com/lodging/95000000/94050000/94049900/94049847/adb85d45.jpg?impolicy=resizecrop&rw=598&ra=fit) ![Smart TV](https://images.trvl-media.com/lodging/95000000/94050000/94049900/94049847/773ee65c.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Smart TV](https://images.trvl-media.com/lodging/95000000/94050000/94049900/94049847/ff230520.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Exterior](https://images.trvl-media.com/lodging/95000000/94050000/94049900/94049847/2b25410b.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Smart TV](https://images.trvl-media.com/lodging/95000000/94050000/94049900/94049847/d33e156b.jpg?impolicy=resizecrop&rw=297&ra=fit) - Overview - Amenities - Policies - Location Lovely 2 bedroom and loft apartment with AC, WiFi overlooking the Chester River provides everything you need. Stay connected with in-room WiFi. 10 Exceptional ### Entire apartment 3 bedrooms1 bathroom1200 sq ft ## Popular amenities - Parking available - Kitchen - Outdoor space - Air conditioning - Water view ## Add dates for prices Check-in Check-out Travellers ## About this property ### Entire place You'll have the entire apartment to yourself and will only share it with other guests in your party. ### Lovely 2 bedroom and loft apartment with AC, WiFi overlooking the Chester River Discover this lovely 2 bedroom and loft gem in Chestertown. This welcoming apartment features 3 queen beds, perfect for a maximum of four guests looking for a comfortable stay. With amenities like AC, WiFi, and a hair dryer, guests can relax and unwind after a day of exploring. Experience what Chestertown has to offer with a stay at our apartment. ## Property amenities ### Internet - Available in the apartment: WiFi ### Parking and transportation - Wheelchair-accessible parking available ### Kitchenette - Microwave ### Bedrooms - 3 bedrooms - Bedsheets provided ### Bathroom - 1 bathroom - Hair dryer - Shower - Soap - Toilet paper - Towels provided ### Entertainment - Smart TV ### Outdoor areas - Patio ### Comfort - Air conditioning - Heating ### Pets - No pets allowed ### Suitability/Accessibility - If you have requests for specific accessibility needs, please contact the property using the information on the reservation confirmation received after booking. - 1 accessible parking space - Upper floors accessible by stairs only - Wheelchair-accessible parking - Smoking not allowed ### Services and conveniences - Iron/ironing board ### Safety features - No carbon monoxide detector or gas appliances (host has indicated there are no carbon monoxide detectors or gas appliances on the property) - Smoke detector (host has indicated there is a smoke detector on the property) - Fire extinguisher ### General - Unit size: 1,200 square feet ## Similar properties ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/91000000/90880000/90876100/90876079/fc8d3076.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Newly restored apartment in the heart of Chestertown Chestertown - Kitchen - Washer - Dryer - Free WiFi 9.8 Exceptional 27 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2025-10-28&endDate=2025-10-29&selected=90876079&PinnedHotelID=90876079&HadPinnedHotel=true®ionId=-1&adults=2) ![Property grounds](https://images.trvl-media.com/lodging/84000000/83930000/83926700/83926700/d1ca16e3.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Historic Downtown Garden Oasis with Private Patio Chestertown - Kitchen - Free WiFi - Air conditioning - Outdoor space 10 Exceptional 40 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2025-10-28&endDate=2025-10-29&selected=83926700&PinnedHotelID=83926700&HadPinnedHotel=true®ionId=-1&adults=2) ![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 75 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2025-10-28&endDate=2025-10-29&selected=66473084&PinnedHotelID=66473084&HadPinnedHotel=true®ionId=-1&adults=2) ![Property grounds](https://images.trvl-media.com/lodging/119000000/118140000/118131300/118131300/w1075h1080x5y0-d2ed6db8.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Historic 2 Bed/2 Bath Downtown Loft w/Park View & Spa Access Chestertown - Kitchen - Washer - Dryer - Free WiFi 10 Exceptional 2 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2025-10-28&endDate=2025-10-29&selected=118131300&PinnedHotelID=118131300&HadPinnedHotel=true®ionId=-1&adults=2) ![Beach](https://images.trvl-media.com/lodging/104000000/103190000/103180100/103180013/6b42c6a9.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Waterfront Retreat with Private Dock and Beach Worton - Kitchen - Free WiFi - Air conditioning - Parking available 10 Exceptional 24 reviews CA $245 CA $429 total includes taxes & fees Oct 23 - Oct 24 [](https://www.expedia.ca/Hotel-Search?startDate=2025-10-23&endDate=2025-10-24&selected=103180013&PinnedHotelID=103180013&HadPinnedHotel=true®ionId=-1&adults=2) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/107000000/106410000/106402000/106401932/b32f0dcd.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### River Cottage, Chestertown Chestertown - Kitchen - Washer - Dryer - Air conditioning 9.0 Wonderful 2 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2025-10-28&endDate=2025-10-29&selected=106401932&PinnedHotelID=106401932&HadPinnedHotel=true®ionId=-1&adults=2) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/96000000/95450000/95442700/95442685/5453817a.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### The Portside Manor - Queen Street Chestertown - Walking Distance to Downtown Chestertown - Kitchen - Washer - Dryer - Air conditioning 10 Exceptional 5 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2025-10-28&endDate=2025-10-29&selected=95442685&PinnedHotelID=95442685&HadPinnedHotel=true®ionId=-1&adults=2) ![Interior](https://images.trvl-media.com/lodging/118000000/117470000/117463700/117463692/4d322b5b.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Eastern shore beachfront cottage with stunning sunset views! 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Kennedyville - Kitchen - Washer - Dryer - Pet-friendly 8.6 Excellent 4 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2025-10-28&endDate=2025-10-29&selected=108966012&PinnedHotelID=108966012&HadPinnedHotel=true®ionId=-1&adults=2) ![Terrace/patio](https://images.trvl-media.com/lodging/19000000/19000000/18994200/18994126/39c19e25.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Chester River Waterfront, Magnificent Views, Dock, Beach, close 2 town Chestertown - Breakfast included - Kitchen - Washer - Dryer 9.8 Exceptional 84 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2025-10-28&endDate=2025-10-29&selected=18994126&PinnedHotelID=18994126&HadPinnedHotel=true®ionId=-1&adults=2) ## Policies ### Check-in Check-in time starts at 1:00 PM Minimum check-in age: 21 ### Check-out Check-out before 11:00 AM ### Special check-in instructions You will receive an email from the host with check-in and check-out instructions ### Pets Pets not allowed ### Children and extra beds Children are welcome ### Events No events allowed ### Smoking Smoking is not permitted ## 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 Long-term renters welcome Host has indicated there are no carbon monoxide detectors or gas appliances on the property Host has indicated there is a smoke detector on the property Safety features at this property include a fire extinguisher This property is managed through our partner, Vrbo. You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation ### We should mention This property does not have elevators ## About the area Chestertown is home to this apartment. 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. [Visit our Chestertown travel guide](https://www.expedia.ca/Chestertown.dx7215) [View more Apartments in Chestertown](https://www.expedia.ca/Chestertown-Apartments.d7215-aaApartments.Travel-Guide-Accommodation) ![Map](https://maps.googleapis.com/maps/api/staticmap?&size=660x330&map_id=3b266eb50d2997c6¢er=39.206905,-76.06708&zoom=13&channel=expedia-HotelInformation&maptype=roadmap&scale=1&path=color:0xFFFFF|weight:2|fillcolor:0x005AEB7F|enc:gninFfzgoM%3FS%3FU%40S%3FS%40S%3FS%40S%40S%40SBS%40SBSBS%40SBSBSDQBSDQBSDSDQDQDQDQFQDSFQDQFOFQFQHOFQFOHOHQFMHQHMHOHOJMHMJOHMJKJMJMJMHKLKJKJKLMJILKJILKLILILGJKLENILILELGNGLGLENELENELCNELENCNALENANCNANALANAN%3FNAN%3FN%3FN%3FL%3FN%40N%3FN%40L%40N%40N%40NBN%40LDN%40NBLDNDLBNDLDNDLDLFNFLFLDLHNHLFJHLFLJLFLJJHLJJHLLJJJJLJHLJJJLJLJJHLJNHLJLHNHNHNHNFLHPHNFNFPHNFPFPFNDPFPDRFPDPDPDPDRDPBRDPBRDPBRBR%40RBRBR%40RBR%40R%40R%40R%3FR%40R%40R%3FR%3FT%3FR%3FR%3FR%3FRARAR%3FRATARARCPARCRCRARCRCREPCRERCPEPEREPEPERGPEPGPEPGPGPGNIPGNGNIPINGNILIPILINKNILKLILKLKLKLKJILMJKJKJMJKHMJKJMHMHMHMHKFMHOFMHMFMFODMFMDODMDODMDODMBOBOBMBOBO%40OBO%3FM%40OBO%3FO%40M%3FO%3FO%3FO%3FOAO%3FOCMAO%3FOCOAOCMCOCOCMCOEMEOEMEOEMEMGOEMGMGMIOGMGKIMIMIMIMIKKMKKIMKKKKKMKIKKMKMKMKMIMKMIMKOIOIMIOIOGOIOIQGOGOIQGOGQGQEQGQEQGQESEQEQEQESCQESCSEQCSCSASCSCSASCQASASAU%3FSAS%3FSAS%3FS%3FS&key=AIzaSyCYjQus5kCufOpSj932jFoR_AJiL9yiwOw&signature=ArnSfBYFlV9sreWXHFzpY2uJLHg=) Chestertown, MD ### What's nearby - Wilmer Park - 1 min walk - 0.0 km - Historical Society of Kent County Maryland - 6 min walk - 0.6 km - River Arts Chestertown - 6 min walk - 0.6 km - Washington College - 14 min walk - 1.2 km - Rolphs Wharf Marina - 12 min drive - 9.4 km ### Getting around - Baltimore, MD (MTN-Martin State) - 105 min drive ### Restaurants - ‪Royal Farms - ‬9 min walk - ‪Dunkin - ‬3 min drive - ‪Procolino's - ‬3 min drive - ‪Subway - ‬2 min drive - ‪Arby's - ‬3 min drive ## Frequently asked questions ### Is Lovely 2 bedroom and loft apartment with AC, WiFi overlooking the Chester River pet-friendly? > No, pets are not allowed at this property. ### What time is check-in at Lovely 2 bedroom and loft apartment with AC, WiFi overlooking the Chester River? > Check-in begins at 1:00 PM. ### What time is check-out at Lovely 2 bedroom and loft apartment with AC, WiFi overlooking the Chester River? > Check-out is at 11:00 AM. ### Where is Lovely 2 bedroom and loft apartment with AC, WiFi overlooking the Chester River located? > Situated in Chestertown, this apartment building is steps from Wilmer Park and Sumner Hall. Chestertown Historic District and Garfield Center for the Arts at the Prince Theater are also within 5 minutes. ## Have a question? Beta Get instant answers with AI powered search of property information and reviews. Ask a question