Title: First Floor Studio Apartment in Historic Chestertown - Latest Reviews, Deals & Photos 2026 - Expedia.ca [See all properties](http://www.expedia.ca/Hotel-Search?regionId=7215&destination=Chestertown%2C+Maryland%2C+United+States+of+America&selected=75854900&adults=2&children=&sort=RECOMMENDED&useRewards=false&semdtl=&userIntent=&vip=false) Entire apartment # First Floor Studio Apartment in Historic Chestertown ## Photo gallery for First Floor Studio Apartment in Historic Chestertown ![Property grounds - First Floor Studio Apartment in Historic Chestertown (Chestertown)](https://images.trvl-media.com/lodging/76000000/75860000/75854900/75854900/w1322h734x2y1-d973a563.jpg?impolicy=resizecrop&rw=598&ra=fit) ![Interior - First Floor Studio Apartment in Historic Chestertown (Chestertown)](https://images.trvl-media.com/lodging/76000000/75860000/75854900/75854900/5cb9165d.jpg?impolicy=resizecrop&rw=297&ra=fit) ![1 bedroom, in-room safe, free WiFi, bed sheets - First Floor Studio Apartment in Historic Chestertown (Chestertown)](https://images.trvl-media.com/lodging/76000000/75860000/75854900/75854900/44ce5b3e.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Exterior - First Floor Studio Apartment in Historic Chestertown (Chestertown)](https://images.trvl-media.com/lodging/76000000/75860000/75854900/75854900/92366292.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Property grounds - First Floor Studio Apartment in Historic Chestertown (Chestertown)](https://images.trvl-media.com/lodging/76000000/75860000/75854900/75854900/c04c0cce.jpg?impolicy=resizecrop&rw=297&ra=fit) - Overview - Location - Amenities - Policies Escape to a serene private residence, where lush grounds and an inground pool await. Relax in the seasonal hot tub or unwind on the outdoor seating area, surrounded by nature's beauty. With a fully-equipped studio apartment featuring a queen-sized bed, washer/dryer, and lux robes at your disposal. ## Reviews 9.6 Exceptional ### Entire apartment 1 bedroom1 bathroomSleeps 3 ## Popular amenities - Washer - Dryer - Free WiFi - Air conditioning - Gym ## Add dates for prices Check-in Check-out Travellers ## About this property ### First Floor Studio Apartment in Historic Chestertown One bedroom, one full bath, studio apartment. Private off the street parking and entrance. We invite you to enjoy everything our private residence has to offer: private inground pool, seasonal hot tub, lush grounds and outdoor seating. The space is well equipped with a queen sized bed, linens, washer/dryer, microwave, refrigerator, dinette, toiletries, lux robes... everything you could possibly need to escape the hustle and bustle of life. An additional sleeper sofa, crib, etc. are available at request. Walk to the waterfront or historic district, ride bikes on back country roads. We are more than happy to help arrange paddleboard and kayak adventures! \*We require guests to have a verified profile by VRBO OR verification by ID prior to stay\* ## Property amenities ### Beach - Beach towels ### Pool/Spa - Outdoor pool - Private pool ### Internet - Available in the apartment: Free WiFi ### Parking and transportation - Electric car charging station on site - Street parking available - Wheelchair-accessible parking and van parking available ### Food and drink - Coffee/tea maker - Cookware, dishware, and utensils - Ice maker - Microwave - Paper towels - Refrigerator ### Dining - Dining table ### Bedrooms - Bedroom - Bedsheets provided - Sofa bed ### Bathroom - 1 bathroom - Hair dryer - Shampoo - Shower - Soap - Towels provided ### Living spaces - Dining table ### Entertainment - Smart TV with cable/satellite channels ### Outdoor areas - Barbecue grill - Outdoor furniture - Patio ### Laundry - Laundry facilities - Washer/dryer ### 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 - No elevator - Wheelchair-accessible parking - Wheelchair-accessible van parking - Smoking not allowed ### Services and conveniences - Safe ### Location highlights - In a rural location - Near a health/beauty spa - Near a hospital - Near an outlet shopping mall - Near the bay - Near the marina - Next to a golf course ### Things to do - Golf - Gym - Optional golf privileges - Basketball nearby - Birdwatching nearby - Cycling nearby - Ecotours nearby - Fishing nearby - Golfing nearby - Hiking/biking trails nearby - Horseback riding nearby - Hunting nearby - Jet skiing nearby - Kayaking nearby - Motor boating nearby - Sailing nearby - Swimming nearby - Water skiing nearby - Water tubing nearby - Wildlife walks nearby - Windsurfing nearby - Winery tours nearby ### 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) - First aid kit - Fire extinguisher ### General - Electric car charging station ## Similar properties ![Free daily full breakfast](https://images.trvl-media.com/lodging/2000000/1710000/1700800/1700736/f2092e85.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Comfort Inn & Suites Chestertown Chestertown - Pool - Breakfast included - Pet friendly - Parking included 8.6 Excellent 890 reviews CA $150 CA $166 total includes taxes & fees Mar 29 - Mar 30 [](https://www.expedia.ca/Hotel-Search?startDate=2026-03-29&endDate=2026-03-30&selected=1700736&PinnedHotelID=1700736&HadPinnedHotel=true®ionId=-1&adults=2) ![Private beach nearby, sun loungers, beach volleyball](https://images.trvl-media.com/lodging/97000000/96830000/96826300/96826266/2b5c3ec1.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### The Lodge at Great Oak Landing Chestertown - 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Any evidence of inside smoking will result in a $250 fee. Pets may not be left alone. No pets in the pool. Any evidence of illicit drug use will result in a $500 fee, immediate eviction without refund and notification of law enforcement. ### Access methods Private entrance ### 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 Safety features at this property include a fire extinguisher and a first aid kit 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 Property Registration Number 025962 ### We should mention This property does not have elevators ## About the area Located in Chestertown, this apartment is in a rural area and next to a golf course. 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 Wilmer Park and Chestertown Historic District. Garfield Center for the Arts at the Prince Theater and Larrabee Arts Center are also worth visiting. Be sure to check out the area's animals with activities such as game walks and birdwatching. [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=39.184742,-76.08126&zoom=13&channel=expedia-HotelInformation&maptype=roadmap&scale=1&path=color:0xFFFFF|weight:2|fillcolor:0x005AEB7F|enc:wcenFzrjoM%3FS%3FU%40Q%3FS%40S%40S%40U%40S%40S%40S%40SBSBQBSBSBSBQBSDQDSBSDQDSDQDQFQDQFQFSDOHQFOFQFOHQFOHOFOHOHOJOHMHMHOJMHMJMJMJMJKJMJKJKJKLKJKLKLIJILILILILGLILILELINGLGLELGNENELENCLENCLENANCNCLANANCNAN%3FLANAN%3FN%3FN%3FL%3FP%40L%40N%3FN%40NBL%40N%40NBNBL%40NDNBLDNBLDNDLDNFLDLFLFNHLDLHLHLFLHLHJHLHLJJHLJJJJJLJJJJLJJJLJLHLJLHLJNHLHLHNHNHNHNFNHNHPFNFPFPFNFNFRDPFPDPFPDPDRBPDRDRBPDRBPBRBRBRBP%40R%40RBR%40R%40R%40T%40R%3FR%40R%3FP%3FT%3FR%3FR%3FT%3FRAP%3FRARATARARCRARARCPCRCRCRCPERCPERERCPEREPGPEPGPEPGRGNGNGPGPGNIPINGNININININILILKNILKLILKLKLKJKLKJMJKJKJMJKHMJMHKHMHMHMHMFMHMDOHMFMFMDOFMDODMDOBMDOBODM%40OBOBOBM%3FOBO%40O%3FM%40Q%40M%3FO%3FO%3FO%3FOAMAO%3FOAOCO%3FMCOCOCOAMEOCMEOCMEOEOEMGMEMGOGMIMEMIMGMIMIMIMIKIMIMKKKMKKKKKKKKMKKKMKMKMIMKMIOIMIMKOIOIOGOIOGOIQGOGQGOIQEOGSGQEQGQEQEQESEQCSESEQCSCQCSCSCSCQCSASASASASAUASAS%3FQAS%3FU%3FS&key=AIzaSyCYjQus5kCufOpSj932jFoR_AJiL9yiwOw&signature=3ogTyYnyFMqiMJ8VNvJKZM4gqsA=) 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 5 min drive \- 4.2 km - Wilmer Park 3 min drive \- 2.8 km - River Arts Chestertown 4 min drive \- 3.5 km - Historical Society of Kent County Maryland 4 min drive \- 3.5 km - Chestertown Historic District 4 min drive \- 3.5 km ### Getting around - Baltimore, MD (MTN-Martin State) 110 min drive ### Restaurants - Milano's Pizzeria 8 min drive - Royal Farms 7 min drive - Dunkin 6 min drive - McDonald's 7 min drive - Royal Farms 4 min drive ## Frequently asked questions ### Does First Floor Studio Apartment in Historic Chestertown have a pool? ### How much does it cost to stay at First Floor Studio Apartment in Historic Chestertown? ### Is First Floor Studio Apartment in Historic Chestertown pet-friendly? ### How much is parking? ### What time is check-in at First Floor Studio Apartment in Historic Chestertown? ### What time is check-out at First Floor Studio Apartment in Historic Chestertown? ### Where is First Floor Studio Apartment in Historic Chestertown located? ## Have a question? Beta Get instant answers with AI powered search of property information and reviews. Ask a question ## First Floor Studio Apartment in Historic Chestertown 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 91 8 - Good 13 6 - Okay 2 4 - Poor 2 2 - Terrible 0 ### 9.8 Cleanliness ### 9.6 Location ### 9.8 Property conditions & facilities ## Reviews Verified ### 10/10 Excellent #### Cecily L. Oct 21, 2025 Liked: Cleanliness, check-in, communication, location, listing accuracy Clean, comfortable accessible, and very responsive owner. Highly recommend :-) ##### Cecily L. Stayed 1 night in Oct 2025 Verified ### 10/10 Excellent #### Firoze R. Oct 21, 2025 Liked: Cleanliness, check-in, communication, location, listing accuracy Perfect location, excellent communication. Served the purpose very well. ##### Firoze R. Stayed 1 night in Oct 2025 Verified ### 10/10 Excellent #### SoYoung L. Oct 10, 2025 Liked: Cleanliness, check-in, communication, location, listing accuracy Very comfortable and clean. Shower pressure is excellent! ##### SoYoung L. Stayed 2 nights in Oct 2025 Verified ### 10/10 Excellent #### Christine G. Sep 24, 2025 Liked: Cleanliness, check-in, communication, location, listing accuracy The room was clean, comfortable and quiet. We enjoyed sleeping with the windows open, listening to the night insects in a very peaceful, quiet neighborhood.The bed was comfortable, and the bathroom was spacious with lots of linens, soaps. We especially appreciated the bowl of travel toiletries, first aid needs, cold/sinus needs, and many other travel size products!We didn't get a chance to use the pool, but it looked very inviting. Our host was extremely gracious and promptly responded when we had a question.We highly recommend this apartment, and would stay here again! ##### Christine G. Stayed 1 night in Sep 2025 Verified ### 8/10 Good #### Hilary G. Jul 23, 2024 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Nice getaway A comfortable, charming getaway in a great location ##### Hilary G. Stayed 1 night in Apr 2024 Verified ### 10/10 Excellent #### Peter E. Apr 27, 2025 Liked: Cleanliness, communication, location, listing accuracy #### Chestertown Lovely. Owners were friendly and helpful. Handy laundry facilities in unit. ##### Peter E. Stayed 2 nights in Apr 2025 Verified ### 10/10 Excellent #### Betsy T. May 12, 2025 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Perfect An exceptionally clean studio with plenty of space, a large full bath and comfortable bed. The owner also provided lots of nice extras. ##### Betsy T. Stayed 1 night in May 2025 Verified ### 10/10 Excellent #### Jennifer M. Mar 23, 2025 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Great location and comfortable accommodation The space was very clean. Communication with the owner was a breeze. It was quiet. The neighborhood is great. It is close to downtown Chestertown. A fabulous stay! ##### Jennifer M. Stayed 2 nights in Mar 2025 Verified ### 10/10 Excellent #### Lesley E. Dec 9, 2024 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Lovely stay The room and bathroom were very spacious and clean! I love and appreciate the small toiletries that were left for us! The small refrigerator and table are a nice touch that we used during our stay! ##### Lesley E. Stayed 1 night in Nov 2024 Verified ### 10/10 Excellent #### Christine C. Mar 30, 2025 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Lovely Clean, well appointed, plenty of space, all small amenities were thought of. We would definitely come back. Very responsive owner too! ##### Christine C. Stayed 1 night in Mar 2025 Verified ### 10/10 Excellent #### bruce Aug 11, 2023 Liked: Cleanliness, amenities, property conditions & facilities, communication Access to the pool and hot tub was great! Quiet and easily accessable ##### bruce Stayed 1 night in Aug 2023 Verified ### 10/10 Excellent #### Deborah P. Dec 8, 2024 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Second visit Our second time staying at this property did not disappoint. Beautiful home, great location. Hosts are wonderful and easy to communicate with. ##### Deborah P. Stayed 1 night in Dec 2024 Verified ### 10/10 Excellent #### Judi M. Feb 5, 2024 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Second Visit This was our second stay and we will most definitely be repeat visitors. Spacious room, easy check in and communication with owner, lovely property and area! ##### Judi M. Stayed 1 night in Feb 2024 Verified ### 10/10 Excellent #### Shawn Jan 7, 2025 Liked: Cleanliness, amenities, property conditions & facilities, communication Very clean, excellent communications, ##### Shawn Stayed 2 nights in Jan 2025 Verified ### 10/10 Excellent #### Gary B. May 24, 2024 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Nice place It was a nice room in a nice neighborhood. Only complaint would be the coffee maker was awful. ##### Gary B. Stayed 2 nights in May 2024 Verified ### 10/10 Excellent #### Kurt C. May 16, 2024 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Just what we needed This was the perfect place to rest our heads along our trip down the east coast. Very comfortable, clean and quiet. We made time to visit the beautiful town and I’m glad we did! ##### Kurt C. Stayed 1 night in Apr 2024 Verified ### 8/10 Good #### Bill M. Sep 27, 2023 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Cozy apartment Nice apartment in a quiet neighborhood! Lovely surroundings overlooking a golf course. ##### Bill M. Stayed 2 nights in Sep 2023 Verified ### 10/10 Excellent #### Jean Marie r. Jul 23, 2024 Liked: Cleanliness, check-in, communication, location, listing accuracy #### short get away to chestertown This studio apt is wonderful. It is well appointed with robes and nice soaps. The host Elizabeth is very communicative and quickly responds and is so helpful and kind. ##### Jean Marie r. Stayed 3 nights in Jul 2024 Verified ### 10/10 Excellent #### Annie J. Dec 19, 2023 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Chestertown visit My husband and I are relocating to Chestertown, and this was a great introduction. The space was very clean, nice location, well decorated, and comfortable! We would stary here again! ##### Annie J. Stayed 4 nights in Dec 2023 Verified ### 10/10 Excellent #### Andrew R. Nov 2, 2024 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Beautiful Place This is a very nice room in a beautiful and quiet neighborhood. The hostess was accessible and responsive. Only one minor issue was with the TV and available channels, but we weren't there to watch TV on such a nice time in Chestertown. ##### Andrew R. Stayed 1 night in Oct 2024 Verified ### 10/10 Excellent #### Val R. May 7, 2024 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Great location, lovely stay Very happy I booked this property for my stay in Chestertown. I was attending a wedding close to the property so it was conveniently located, only a few min drive away. Host was very helpful, responsive, and accommodating. The property itself was clean and comfortable. I enjoyed the little touches too like having some drinks stocked in fridge and other things like make up removal wipes, etc. I would stay here again if ever in the area! ##### Val R. Stayed 1 night in May 2024 Verified ### 10/10 Excellent #### Donald M. Feb 9, 2025 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Excellent This property is located in a excellent neighborhood overlooking a golf course and a short distance to the Chester river. The room was immaculate and ideal for all ages, especially Senior citizens. We booked this room for our 67th wedding anniversary in the first week in February with unfavorable weather, but the room was very cozy. We will defiently return later this year. ##### Donald M. Stayed 2 nights in Feb 2025 Verified ### 10/10 Excellent #### Rhonda P. May 2, 2024 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Just right & very convenient! Thanks so much for accommodating our pre-wedding stay! My son & his groomsman enjoyed their brief but comfortable and quiet stay at your place and I can’t thank you enough for your hospitality! It made all the difference! ##### Rhonda P. Stayed 2 nights in Apr 2024 Verified ### 10/10 Excellent #### Theresa M. Aug 4, 2024 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Cozy place to relax Stayed for a weekend, very nice, cozy place. Very close to town and very quiet, relaxing area. Super clean, comfy bed, good communication from host. Would definitely stay again - it's a great place for a short, relaxing stay when not planning to do any cooking. There's a little fridge and a microwave to heat stuff up, which is all we needed on this trip. Very nice, spacious bathroom with great water pressure in shower, also a washer/dryer available in the unit. They even had nice, fluffy bathrobes for guests! ##### Theresa M. Stayed 2 nights in Aug 2024 Verified ### 8/10 Good #### Craig J. Aug 9, 2024 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Tv is a pain Owners are a plus. Location VG. Privacy excelleny ##### Craig J. 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