Title: Stunning Historic Downtown Home!! Within 2 Blocks of Fountain Park!! - Latest Reviews, Deals & Photos 2026 - Expedia.ca [See all properties](http://www.expedia.ca/Hotel-Search?regionId=&selected=119124197&adults=2&children=&sort=RECOMMENDED&useRewards=false&semdtl=&userIntent=&vip=false) Entire home # Stunning Historic Downtown Home!! Within 2 Blocks of Fountain Park!! Vacation home in Chestertown ## Photo gallery for Stunning Historic Downtown Home!! Within 2 Blocks of Fountain Park!! ![Private kitchen - Stunning Historic Downtown Home!! Within 2 Blocks of Fountain Park!! (Chestertown)](https://images.trvl-media.com/lodging/120000000/119130000/119124200/119124197/3e0b227c.jpg?impolicy=resizecrop&rw=598&ra=fit) ![Interior - Stunning Historic Downtown Home!! Within 2 Blocks of Fountain Park!! (Chestertown)](https://images.trvl-media.com/lodging/120000000/119130000/119124200/119124197/26e808a3.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Exterior - Stunning Historic Downtown Home!! Within 2 Blocks of Fountain Park!! (Chestertown)](https://images.trvl-media.com/lodging/120000000/119130000/119124200/119124197/7e7317d4.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Living area - Stunning Historic Downtown Home!! Within 2 Blocks of Fountain Park!! (Chestertown)](https://images.trvl-media.com/lodging/120000000/119130000/119124200/119124197/cee3d56e.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Exterior - Stunning Historic Downtown Home!! Within 2 Blocks of Fountain Park!! (Chestertown)](https://images.trvl-media.com/lodging/120000000/119130000/119124200/119124197/3ecd7c34.jpg?impolicy=resizecrop&rw=297&ra=fit) - Overview - Location - Amenities - Policies Stunning Historic Downtown Home!! Within 2 Blocks of Fountain Park!! provides laundry facilities and more. Stay connected with in-room WiFi. ## Reviews 10 Exceptional ### Entire home 3 bedrooms3 bathrooms ## Popular amenities - Washer - Dryer - 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. ### Stunning Historic Downtown Home!! Within 2 Blocks of Fountain Park!! This newly renovated historic home leaves nothing to be desired. Between the beautiful decor, amenities, and location this property has it all!! You can just sit back and relax with family and friends in the large kitchen/family room area or on the back patio. Your are also within 2 blocks of downtown shops, restaurants, and one of the top farmers markets in the state. Come and enjoy this amazing house and location!! ## Property amenities ### Internet - Available in the house: WiFi ### Bedrooms - 3 bedrooms - Bedsheets provided ### Bathroom - 3 bathrooms - Bathtub or shower - Hair dryer - Shower - Soap - Toilet paper - Towels provided ### Laundry - Laundry facilities - Washing machine ### 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 ![Pool](https://images.trvl-media.com/lodging/119000000/118140000/118131300/118131300/8266855e.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 3 reviews CA $382 CA $624 total includes taxes & fees Feb 21 - Feb 22 [](https://www.expedia.ca/Hotel-Search?startDate=2026-02-21&endDate=2026-02-22&selected=118131300&PinnedHotelID=118131300&HadPinnedHotel=true®ionId=-1&adults=2) ![Outdoor dining](https://images.trvl-media.com/lodging/75000000/74810000/74801000/74800974/07793f52.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Waterfront Oasis w/ Private Dock, Firepit, Arcade & Sunset Views Middle River - Kitchen - Pet friendly - Free WiFi - Air conditioning 9.4 Exceptional 41 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2026-02-07&endDate=2026-02-08&selected=74800974&PinnedHotelID=74800974&HadPinnedHotel=true®ionId=-1&adults=2) ![Printers](https://images.trvl-media.com/lodging/112000000/111640000/111632900/111632819/bc0398cf.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Hudson house Canton - Kitchen - Washer - Dryer - Pet friendly [](https://www.expedia.ca/Hotel-Search?startDate=2026-02-07&endDate=2026-02-08&selected=111632819&PinnedHotelID=111632819&HadPinnedHotel=true®ionId=-1&adults=2) ![Porch](https://images.trvl-media.com/lodging/118000000/117520000/117514500/117514499/c407e8fd.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Inn at Haven Harbour Rock Hall - Pool - Breakfast included - Pet friendly - Parking included 8.6 Excellent 4 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2026-02-07&endDate=2026-02-08&selected=117514499&PinnedHotelID=117514499&HadPinnedHotel=true®ionId=-1&adults=2) [Compare similar properties](/Hotel-Search?startDate=2026-02-07&endDate=2026-02-08&selected=119124197&PinnedHotelID=119124197&HadPinnedHotel=true®ionId=-1&adults=2&comparePropertyIds=119124197,118131300,74800974,111632819,117514499) ## Policies ### Check-in Check-in time starts at 4:00 PM Minimum check-in age: 25 ### Check-out Check-out before 10:00 AM ### Special check-in instructions You will receive an email from the host with check-in and check-out instructions Information provided by the property may be translated using automated translation tools ### 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 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 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 ## 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 looking for area attractions can visit Crumpton Auction and Hazel Miner Monument. [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¢er=39.213173,-76.067894&zoom=13&channel=expedia-HotelInformation&maptype=roadmap&scale=1&path=color:0xFFFFF|weight:2|fillcolor:0x005AEB7F|enc:mujnFh_hoM%3FS%3FS%40S%3FS%40S%40S%3FUBS%40Q%40S%40SBSBSBSBSBSBQBSDSBQDSDQDQDQDSFQDQFQDQFQFQHOFQFOHOFQHOFOHOHOJMHOHOHKJOHMJMJMJMJKJMJKJKJKLKJILKLKJILILILILILILELILGNGLELGLENENELELENENCLCNCNCNCLANCN%3FLCNAN%3FN%3FN%3FN%3FN%3FL%3FN%3FN%3FN%40NBN%3FLBN%40NBNBLBNBLBNDNDLDNDLDLDNFLDLFLFNHLFLFLHLHJHLHLHLJJJLHJJJJLJJJJLJJJLHLJLJLHNJJHNHNHLHNHNHNFNHPFNHNFPFNFPFPDPFPFPDPFRDPDPBPDRDPBRDRBPBRBRBRBR%40R%40RBR%40P%40R%40T%40R%3FR%40R%3FR%3FR%3FR%3FR%3FT%3FRAR%3FRARARARARCRARARCRCRCRCRCPERCREPERCPEPEPGPEPGRGPEPGNGPGPGNIPGNINGPILIPILININILKLINKLKLIJKLKLKJKJMJKLKJMHKJMHMJMHKHMFMJMDMHOHMDMFMFOFMDMDODMDODOBMDOBMBOBO%40OBM%40O%40OBO%3FO%3FO%40M%3FO%3FO%3FO%3FOAO%3FO%3FMCOAOAMCOAOCOCMCOEOCMEMEOEOEMEMGMGOGMEMIMGMGMKMGMIMIKKMIMKKIMKKMKKKKKKKMKMKKKMIMKOIMIMIOKOIMIQGMIQGOIOGQGOIQGQGOEQGQESGQEQEQEQEQESCQESCSCQCSCSCSCSCSASASASCS%3FSASAS%3FSAS%3FU%3FS&key=AIzaSyCYjQus5kCufOpSj932jFoR_AJiL9yiwOw&signature=lZCo_UE7_a1dkpkzcjmYWbBBalM=) 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 6 min walk \- 0.6 km - River Arts Chestertown 5 min walk \- 0.4 km - Historical Society of Kent County Maryland 8 min walk \- 0.7 km - Chestertown Historic District 8 min walk \- 0.7 km - Wilmer Park 9 min walk \- 0.8 km ### Getting around - Baltimore, MD (MTN-Martin State) 105 min drive ### Restaurants - Milano's Pizzeria 4 min drive - Royal Farms 7 min walk - Dunkin 3 min drive - Royal Farms - McDonald's 3 min drive ## Frequently asked questions ### Is Stunning Historic Downtown Home!! Within 2 Blocks of Fountain Park!! pet-friendly? ### What time is check-in at Stunning Historic Downtown Home!! Within 2 Blocks of Fountain Park!!? ### What time is check-out at Stunning Historic Downtown Home!! Within 2 Blocks of Fountain Park!!? ### Where is Stunning Historic Downtown Home!! Within 2 Blocks of Fountain Park!! located? ## Have a question? Beta Get instant answers with AI powered search of property information and reviews. Ask a question ## Stunning Historic Downtown Home!! Within 2 Blocks of Fountain Park!! Reviews ## Reviews ### Exceptional All reviews shown are from real guest experiences. Only travellers who have booked a stay with us can submit a review. We verify reviews according to our guidelines and publish all reviews, positive or negative. [More information](https://www.expedia.ca/lp/b/content-guidelines) 10 - Excellent 3 8 - Good 0 6 - Okay 0 4 - Poor 0 2 - Terrible 0 ### 10 Cleanliness ### 10 Location ## Reviews ### 10/10 Excellent #### Dawn B. Oct 26, 2025 Liked: Cleanliness, check-in, communication, location, listing accuracy Overall a beautiful and well maintained place to stay! The location was perfect…within walking distance to everything! A very charming home! We were so happy we chose this property! ##### Dawn B. Stayed 3 nights in Oct 2025 ### 10/10 Excellent #### Peter C. Oct 20, 2025 Liked: Cleanliness, check-in, communication, location, listing accuracy Great house with new renovations and perfect location in Chestertown able to walk to everything easily in town. ##### Peter C. Stayed 2 nights in Oct 2025 ### 10/10 Excellent #### Courtney G. Nov 28, 2025 Liked: Cleanliness, check-in, communication, location, listing accuracy The house is beautiful and cozy. Great location. Short walk to restaurants and shops. ##### Courtney G. 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