Title: First Floor Studio Apartment in Historic Chestertown - 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 apartment # First Floor Studio Apartment in Historic Chestertown Apartment in Chestertown with a fitness center and an outdoor pool ![Property grounds](https://images.trvl-media.com/lodging/76000000/75860000/75854900/75854900/04bd524d.jpg?impolicy=resizecrop&rw=598&ra=fit) ![Exterior](https://images.trvl-media.com/lodging/76000000/75860000/75854900/75854900/92366292.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Property grounds](https://images.trvl-media.com/lodging/76000000/75860000/75854900/75854900/c04c0cce.jpg?impolicy=resizecrop&rw=297&ra=fit) ![1 bedroom, in-room safe, free WiFi, bed sheets](https://images.trvl-media.com/lodging/76000000/75860000/75854900/75854900/44ce5b3e.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Interior](https://images.trvl-media.com/lodging/76000000/75860000/75854900/75854900/a4be0d3e.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. 9.6 Exceptional ### Entire apartment 1 bedroom1 bathroomSleeps 3 ## Popular amenities - - Hot tub - Dryer - Gym - Parking available - Washer ## 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. ### 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 - Hot tub - Outdoor pool - Private pool ### Internet - Available in the apartment: Free WiFi ### Parking and transportation - Street parking available - Parking on site ### 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 - 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 ## Similar properties ![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 43 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2025-12-07&endDate=2025-12-08&selected=83926700&PinnedHotelID=83926700&HadPinnedHotel=true®ionId=-1&adults=2) ![Lobby](https://images.trvl-media.com/lodging/2000000/1710000/1700800/1700736/a1387f46.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 852 reviews CA $144 CA $160 total includes taxes & fees Nov 25 - Nov 26 [](https://www.expedia.ca/Hotel-Search?startDate=2025-11-25&endDate=2025-11-26&selected=1700736&PinnedHotelID=1700736&HadPinnedHotel=true®ionId=-1&adults=2) ![Outdoor dining](https://images.trvl-media.com/lodging/93000000/92090000/92080200/92080111/cd8d2b75.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### BAYSIDE BUNGALOW Rock Hall - Free WiFi - Air conditioning - Outdoor space - Parking available 10 Exceptional 52 reviews CA $254 CA $389 total includes taxes & fees Nov 29 - Nov 30 [](https://www.expedia.ca/Hotel-Search?startDate=2025-11-29&endDate=2025-11-30&selected=92080111&PinnedHotelID=92080111&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 25 reviews CA $247 CA $439 total includes taxes & fees Dec 1 - Dec 2 [](https://www.expedia.ca/Hotel-Search?startDate=2025-12-01&endDate=2025-12-02&selected=103180013&PinnedHotelID=103180013&HadPinnedHotel=true®ionId=-1&adults=2) ![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=2025-12-07&endDate=2025-12-08&selected=90876079&PinnedHotelID=90876079&HadPinnedHotel=true®ionId=-1&adults=2) ![Exterior](https://images.trvl-media.com/lodging/114000000/113420000/113417900/113417810/1d961d4b.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Outrange at Blue Heron Farm. Pet friendly cabin at waterfront farm! Chestertown - Kitchen - Washer - Dryer - Pet-friendly 10 Exceptional 11 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2025-12-07&endDate=2025-12-08&selected=113417810&PinnedHotelID=113417810&HadPinnedHotel=true®ionId=-1&adults=2) ![Beach](https://images.trvl-media.com/lodging/105000000/104010000/104005300/104005223/b4e88275.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Walk to everything Rock Hall from this 1st floor apartment. Sleeps 4! Rock Hall - Kitchen - Washer - Dryer - Free WiFi 10 Exceptional 17 reviews CA $166 CA $401 total includes taxes & fees Nov 24 - Nov 25 [](https://www.expedia.ca/Hotel-Search?startDate=2025-11-24&endDate=2025-11-25&selected=104005223&PinnedHotelID=104005223&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 3 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2025-12-07&endDate=2025-12-08&selected=118131300&PinnedHotelID=118131300&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 76 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2025-12-07&endDate=2025-12-08&selected=66473084&PinnedHotelID=66473084&HadPinnedHotel=true®ionId=-1&adults=2) ![Exterior](https://images.trvl-media.com/lodging/63000000/62980000/62979100/62979011/fa04023d.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Beautiful, spacious waterfront home, an easy walk to historic Chestertown Chestertown - Kitchen - Washer - Dryer - Air conditioning 9.8 Exceptional 23 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2025-12-07&endDate=2025-12-08&selected=62979011&PinnedHotelID=62979011&HadPinnedHotel=true®ionId=-1&adults=2) ## Policies ### Check-in Check-in time starts at 4:00 PM Contactless check-in available Minimum check-in age: 20 ### Check-out Check-out before 11:00 AM Contactless check-out available ### Special check-in instructions Guests can access their accommodation through a private entrance You will receive an email from the host with check-in and check-out instructions ### Rules There is a 0 smoking tolerance policy. 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 ## About the area ![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 - 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 - Washington College - 5 min drive - 4.2 km #### Getting around - Baltimore, MD (MTN-Martin State) - 110 min drive #### Restaurants - ‪Milano's Pizzeria - ‬8 min drive - ‪Royal Farms - ‬4 min drive - ‪Royal Farms - ‬7 min drive - ‪Dunkin - ‬6 min drive - ‪Procolino's - ‬6 min drive ## Frequently asked questions ### Does First Floor Studio Apartment in Historic Chestertown have a pool? > Yes, this property has an outdoor pool. ### How much does it cost to stay at First Floor Studio Apartment in Historic Chestertown? > As of Nov 23, 2025, prices found for a 1-night stay for 2 adults at First Floor Studio Apartment in Historic Chestertown on Nov 25, 2025 start from CA $139.6, excluding taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. [Choose your dates](https://www.expedia.ca/Chestertown-Hotels-First-Floor-Studio-Apartment-In-Historic-Chestertown.h75854900.Hotel-Information?rfrr=HOT.HIS.question.link.click) for more accurate prices. ### Is First Floor Studio Apartment in Historic Chestertown pet-friendly? > No, pets are not allowed at this property. ### How much is parking? > Onsite parking is available at the property. ### What time is check-in at First Floor Studio Apartment in Historic Chestertown? > Check-in begins at 4:00 PM. ### What time is check-out at First Floor Studio Apartment in Historic Chestertown? > Check-out is at 11:00 AM. ### Where is First Floor Studio Apartment in Historic Chestertown located? > Situated in Chestertown, this golf apartment building is within 3 mi (5 km) of Wilmer Park, Sumner Hall, and Chestertown Historic District. River Arts Chestertown and Garfield Center for the Arts at the Prince Theater are also within 3 mi (5 km). ## Have a question? Beta Get instant answers with AI powered search of property information and reviews. 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