Title: Pet-friendly Home on Chester River w/ Dock! - Latest Reviews, Deals & Photos 2026 - 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 # Pet-friendly Home on Chester River w/ Dock! Cottage in Chestertown with kitchen and patio ## Photo gallery for Pet-friendly Home on Chester River w/ Dock! ![House (4 Bedrooms) | Interior - Pet-friendly Home on Chester River w/ Dock! (Chestertown)](https://images.trvl-media.com/lodging/110000000/109340000/109332600/109332589/fdcd46f6.jpg?impolicy=resizecrop&rw=598&ra=fit) ![House (4 Bedrooms) | Interior - Pet-friendly Home on Chester River w/ Dock! (Chestertown)](https://images.trvl-media.com/lodging/110000000/109340000/109332600/109332589/295c5084.jpg?impolicy=resizecrop&rw=297&ra=fit) ![House (4 Bedrooms) | Interior - Pet-friendly Home on Chester River w/ Dock! (Chestertown)](https://images.trvl-media.com/lodging/110000000/109340000/109332600/109332589/1f69692d.jpg?impolicy=resizecrop&rw=297&ra=fit) ![House (4 Bedrooms) | Interior - Pet-friendly Home on Chester River w/ Dock! (Chestertown)](https://images.trvl-media.com/lodging/110000000/109340000/109332600/109332589/4f3d568b.jpg?impolicy=resizecrop&rw=297&ra=fit) ![House (4 Bedrooms) | Interior - Pet-friendly Home on Chester River w/ Dock! (Chestertown)](https://images.trvl-media.com/lodging/110000000/109340000/109332600/109332589/77c66e1f.jpg?impolicy=resizecrop&rw=297&ra=fit) - Overview - Location - Amenities - Policies Pet-friendly Home on Chester River w/ Dock! provides everything you need. Guests can connect to free WiFi in public areas. ### Entire home 4 bedrooms5 bathroomsSleeps 143229 sq ft ## Popular amenities - Pool - Kitchen - Pet friendly - Parking included - Free WiFi - Air conditioning ## 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. ### Pet-friendly Home on Chester River w/ Dock! Cottage in Chestertown with kitchen and patio Along with an outdoor pool, this smoke-free cottage has barbecue grills and free self parking. WiFi in public areas is free. The cottage provides 4.5 bathrooms and a kitchen, plus a patio and a TV. Amenities also include an iron/ironing board and a desk. Air-conditioned accommodations at this cottage offer irons/ironing boards. Rooms open to patios. Accommodations at this 3-star cottage have kitchens with cookware/dishes/utensils. Bathrooms include bathtubs or showers. Cribs/infant beds (complimentary) are also available. Recreational amenities at the cottage include an outdoor pool. ## Property amenities ### Pool/Spa - Outdoor pool ### Parking and transportation - Free offsite parking - Free self parking on site ### Family friendly - Free crib ### Kitchen - Cookware, dishware, and utensils ### Bedrooms - 4 bedrooms - Bedsheets provided ### Bathroom - 4.5 private bathrooms - Bathtub or shower ### Living spaces - Living room ### Entertainment - TV ### Outdoor areas - Barbecue grill - Patio ### Work spaces - Laptop workspace ### Comfort - Air conditioning ### Pets - Pet friendly - Fee: USD 135.79 per accommodation per stay - Service animals exempt from fees ### Suitability/Accessibility - Smoking not allowed ### Services and conveniences - Iron/ironing board ### Things to do - Canoeing - Kayak ### 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 ![House (Multiple Bedrooms) | Interior](https://images.trvl-media.com/lodging/99000000/98560000/98557100/98557081/cbf855c6.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Waterfront Millington Vacation Rental w/ Hot Tub! Millington - Kitchen - Dryer - Parking included - Free WiFi [](https://www.expedia.ca/Hotel-Search?startDate=2026-02-04&endDate=2026-02-05&selected=98557081&PinnedHotelID=98557081&HadPinnedHotel=true®ionId=-1&adults=2) ![Dining](https://images.trvl-media.com/lodging/68000000/67420000/67416400/67416340/w2133h1599x0y1-8e9b505c.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Kent Island Waterfront | Game Room | Pool | Outdoor Dining | Stunning View Stevensville - Pool - Kitchen - Washer - Dryer 9.2 Wonderful 17 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2026-02-04&endDate=2026-02-05&selected=67416340&PinnedHotelID=67416340&HadPinnedHotel=true®ionId=-1&adults=2) ![Beach nearby](https://images.trvl-media.com/lodging/40000000/39530000/39529200/39529191/96bfef96.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Inn at Horn Point Eastport - Parking included - Free WiFi - Air conditioning - Room service 9.6 Exceptional 21 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2026-02-04&endDate=2026-02-05&selected=39529191&PinnedHotelID=39529191&HadPinnedHotel=true®ionId=-1&adults=2) ![Lake](https://images.trvl-media.com/lodging/16000000/15610000/15600300/15600253/694681d7.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Inn at Huntingfield Creek Rock Hall - Pool - Breakfast included - Spa - Parking included 10 Exceptional 59 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2026-02-04&endDate=2026-02-05&selected=15600253&PinnedHotelID=15600253&HadPinnedHotel=true®ionId=-1&adults=2) ## Policies ### Check-in Check-in start time: 4:00 PM; Check-in end time: 12:00 AM Contactless check-in available ### Check-out Check-out before 10:00 AM Contactless check-out available ### Special check-in instructions The check-in location differs from the property location; go to: \[apartment\] Guests must contact the property for check-in information To make arrangements for check-in please contact the property at least 48 hours before arrival using the information on the booking confirmation Information provided by the property may be translated using automated translation tools ### Pets Pets allowed for an extra charge of USD 135.79 per accommodation, per stay Service animals are welcome, and are exempt from fees ### Children and extra beds Children are welcome Free cribs are available on request at the property ### Smoking Smoking is not permitted ### Property payment types ## Important information ### Optional extras - Pet fee: USD 135.79 per accommodation, per stay - Service animals are exempt from fees The above list may not be comprehensive. Fees and deposits may not include tax and are subject to change. ### 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 This property accepts credit cards; cash is not accepted Host has indicated there is a carbon monoxide detector on the property Host has indicated there is a smoke detector on the property This property has outdoor spaces, such as balconies, patios, terraces which may not be suitable for children; if you have concerns, we recommend contacting the property prior to your arrival to confirm they can accommodate you in a suitable room ### Property is also known as Pet-friendly Home on Chester River w/ Dock! Cottage Pet-friendly Home on Chester River w/ Dock! Chestertown Pet-friendly Home on Chester River w/ Dock! Cottage Chestertown ## About the area Chestertown is home to this cottage. Historical Society of Kent County Maryland and Betterton Historic District are local landmarks, and some of the area's attractions include Crumpton Auction and Hazel Miner Monument. [Visit our Chestertown travel guide](https://www.expedia.ca/Chestertown.dx7215) [View more Cottages in Chestertown](https://www.expedia.ca/Chestertown-Cottages.d7215-aaCottages.Travel-Guide-Accommodation) ![Map](https://maps.googleapis.com/maps/api/staticmap?&size=660x330&map_id=3b266eb50d2997c6¢er=39.21007,-76.05459&zoom=13&channel=expedia-HotelInformation&maptype=roadmap&scale=1&path=color:0xFFFFF|weight:2|fillcolor:0x005AEB7F|enc:_bjnFdleoM%3FS%3FU%3FS%3FS%40S%40Q%40U%40S%40S%40SBS%40SBSBSBSBQBSBSDQDSBSDQDQDQDQFQDQFSFQDOHQFQFOFOHQFOHQHMFQHMJOHOHMHMJOHMJKJMJMJMJKJKJKLKJMLIJKLIJKLILILGLILGLILGLGNGLGLGLENENELENELCNELCNANENALCNANANCN%3FL%3FNAN%3FN%3FN%3FN%3FN%40L%3FN%3FNBN%40L%40NBN%40NDL%40NBNDLDNBNDLDLDNDLFLFLFNFLFLHLFLHLFLHJHLJLHJJLHJLJJLJJJJLJJJLJLHJJLHNJLHLHNHNHLHPHLFPHNHPFNFNFPFPFNFPDRFPDPFPDPDPDRBPDRDPBRBRBPBRBRBR%40R%40RBR%40R%40R%40T%40P%40R%3FR%3FR%3FT%3FR%3FR%3FR%3FR%3FRARARATARARCPARARCRCRCRCRCPCREREPCPEREPERGPEPGPEPGPGPGPGNGPGNINIPGNINININILININKLILKLILKLKLKJKLKJMJKJKJMHKLMHMHKJMFMHMHMFMFMHOFMFMDMFODMDMDODODMDOBOBMBOBOBO%40MBO%40O%40O%40M%3FO%40O%3FO%3FO%3FO%3FOAM%3FOAOAOAOCMAOCOCOCMCOCMCOGMEOEOEMEMGMEOGMGMIMGMGMIMIMGMKKIMIKMMIKKMKKKKKKKKMKMKMKMIMKMIMIOIOKMIOGOIOIOGQIOGOGQGOIQEQGQGQEQGQEQESEQEQCSEQESCSCQCSCSCSCSASCSAQASASAUASAS%3FS%3FS%3FS%3FS&key=AIzaSyCYjQus5kCufOpSj932jFoR_AJiL9yiwOw&signature=aklqFgrHHeRauMJ1mHLw7kzdfFA=) Chestertown, MD ### What's nearby - ![Eastern Shore Maryland, USA is between the Chesapeake bay and Delaware Bay. There are so many farms and fresh produce in this area just 20 minutes from the surrounding water ways. There are also small venues to eat and all have great crabs and crab bisque.](https://images.trvl-media.com/place/7215/6507b0e9-7981-44e0-9a0d-e95b6eb38908.jpg?impolicy=resizecrop&rw=115.61&rh=65.03&ra=fit&q=high) Washington College 3 min drive \- 2.8 km - Kings Town Park 6 min walk \- 0.6 km - Chestertown Historic District 3 min drive \- 2.1 km - Historical Society of Kent County Maryland 3 min drive \- 2.1 km - Wilmer Park 3 min drive \- 2.5 km ### Getting around - Baltimore, MD (MTN-Martin State) 105 min drive ### Restaurants - Milano's Pizzeria 3 min drive - Royal Farms 2 min drive - Dunkin 4 min drive - Royal Farms 3 min drive - Procolino's 4 min drive ## Frequently asked questions ### Does Pet-friendly Home on Chester River w/ Dock! have a pool? ### Is Pet-friendly Home on Chester River w/ Dock! pet-friendly? ### How much is parking? ### What time is check-in at Pet-friendly Home on Chester River w/ Dock!? ### What time is check-out at Pet-friendly Home on Chester River w/ Dock!? ### Where is Pet-friendly Home on Chester River w/ Dock! located? ## Have a question? Beta Get instant answers with AI powered search of property information and reviews. Ask a question ## Pet-friendly Home on Chester River w/ Dock! 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