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Beautiful1900 built home that has all of its historic charm while having updated amenities. Enjoy everything historic Chestertown has to offer as the house is walking distance to the shops, restaurants, Chester River Waterfront, and year round Saturday farmers market. Located on a one way street that is flanked with beautiful historic homes and free on street parking. For those with boats, the home is a short walk to the Chestertown Marina which has a boat ramp and transient slips. Our home is only 2.6 miles from Brittland Manor. Please note there is a ring camera by the front door for security purposes.About pets:No pets allowed.About checkOut:Check out before 11:00 AM.About children:Children allowed: ages 0-17.About checkIn:Check in after 3:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 21.About events:No events allowed.

Welcome to 108Annex, your ideal Chesapeake Bay retreat! Nestled in historic downtown Chestertown, our one-bedroom guesthouse is the perfect place for couples or solo travelers to enjoy a long relaxing weekend. Just steps away from downtown restaurants, cafes, and shops, you'll be able to explore all the Arts & Entertainment District has to offer. We look forward to hosting you!Our guesthouse is a two-floor 525 sqft unit with a queen bedroom and en suite bathroom upstairs, and a living room with dining/working area and kitchenette downstairs. You'll love the private patio space, which offers separate seating and dining areas with beautiful views of our garden and access to the fully-fenced backyard and grill.We are proud to give back to our town through the renting of our guesthouse. Five percent of our gross revenue is donated to one or more local non-profits annually. Additionally, the guesthouse features artwork from local artists and galleries, and you'll find home goods and products from nearby shops.Our place is designed to provide you with everything you need for a comfortable stay, including fast wifi, a private entrance with self check-in via keyless entry, and free street or off-street parking.You'll find all the essentials like towels, bed sheets, soap, and toilet paper, as well as a hairdryer, cleaning products, shampoo, conditioner, and body soap. There are extra pillows and blankets, and hangers to store your clothes.The guesthouse has two brand new air conditioning and heating units that you control, so you will be comfortable year-round. Safety is a top priority, so we have a smoke and carbon monoxide alarm, a fire extinguisher, and a first aid kit on hand.In the kitchenette, you'll find a microwave, dishes, silverware, cups, a mini-fridge with freezer, a hot water kettle, a coffee maker (both a Keurig and a Nespresso), wine glasses, and a toaster.During your stay you will have exclusive access to the following rooms and spaces:- Bedroom- Full bathroom- Kitchenette- Living room- Dining area- PatioAdditionally, you'll be sharing the backyard with us, but we'll do our best to give you privacy during your stay.If you have any questions or concerns about the areas you can access, or if you need any additional information about your stay, please don't hesitate to ask.We're committed to providing our guests with an exceptional experience, and we're always available to answer any questions or provide recommendations to help make your stay unforgettable.Here's what some of our recent guests have said about their stay:"Perfect apartment-type accommodation located in a lovely walkable town. These hosts literally thought of a guest's every need... Besides being a comfortable, beautiful space top to bottom with an abundance of windows, the things that really stood out for us are: Self-check in keyless entry, gallery artwork throughout; large stone-top table with chairs for eating, gathering, working, etc; coffee machine with Keurig AND Nespresso pods (WOW!)" - Cindy"Their place was exactly what I was looking for! It was clean, cute, centrally located, but yet private and offered everything I needed for my stay! I loved the special touches from the local businesses, the espressos, coffee, and tea options. Their place was spotless and the bed was extremely comfortable! They were also very responsive with any questions I had. If I ever come back to the area I will definitely stay at their place." - Megan"Great place and location. Private and quiet, but walkable to restaurants of Chestertown. Comfortable and super clean! Very cute, indoors and out." - Joan"Stephen and Marianna were delightful hosts for a perfect getaway weekend in Chestertown! Their detailed suggestions of local restaurants and events made our stay more enjoyable, as were their thoughtful messages to us during our stay to ensure that everything was going well. The apartment is such a gem tucked away in a courtyard at the back of their house in the historical section of town!" - CarlaWe're confident that you'll love your stay at our guesthouse, and we can't wait to welcome you. Book now to secure your spot!About pets:No pets allowed.About checkOut:Check out before 11:00 AM.About children:Children allowed: ages 0-17.While not child friendly, we can accommodate..About customRules:There is a maximum stay of one month for Instant Bookings. For longer stays, please message the host first. Otherwise, your booking may be cancelled..The max number of guests is two people. If you are two adults traveling with a child under 5, we can accommodate but you must let us know at booking..About checkIn:Check in after 3:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 25.About events:No events allowed.

Newly renovated apartment in downtown Chestertown. Directly across the street from Evergrain Bakery. In the center of all Chestertown has to offer. This apartment span the entire front of a recently restored building, built in 1877. Open living room/dining area/kitchen Historic character with all modem conveniences, including dishwasher, washer/dryer, TV with AppleTv and high speed wifi internet access. Off street parking for one car on first come first served basis with ample street parking.About pets:No pets allowed.About checkOut:Check out before 11:00 AM.About children:Children allowed: ages 0-17.About checkIn:Check in after 4:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 18.About events:No events allowed.

Enjoy historic ambiance with every modern convenience, including a first floor bedroom with private bath. Our house is in the historic district of Chestertown, and a two block walk from both Washington College and the Chestertown waterfront. It features two master bedroom suites, one on the ground floor. There are three more bedrooms and a secluded yard. Just outside your garden gate is over an acre of manicured gardens to explore. Gas grill on patio Over the years, we have stayed in a lot of vacation rentals, and we know what we need as guests.1. Comfortable beds and furniture2. Quality linens and towels3. Limitless hot water 4. Well-equipped kitchen (hate buying corkscrews!)5. Peace and privacy, but security in knowing someone is always available.6. CLEAN, CLEAN, CLEAN.Our goal is to give you the experience we would want to have. To maintain quality control we do our own cleaning, and we are available 24/7 if you should need anything, but will be invisible otherwise.The entire house and fenced yard is yours, as well as the large gardens, which are right outside the back gate. We might be doing some gardening in the large garden, but will keep our distance.About pets:Pets allowed.One time $20 pet fee.About checkOut:Check out before 11:00 AM.About children:Children allowed: ages 0-17.About checkIn:Check in after 4:00 PM.About smoking:Smoking is not permitted.No smoking on property..About minBookingAge:Minimum age to rent: 25.About events:No events allowed.No parties..

切斯特頓凱富套房飯店位於切斯特頓，地處歷史文化區，距離華盛頓學院和馬里蘭州肯特縣歷史協會不到 5 分鐘車程。 此飯店距離切斯特敦河藝術 1.6 英里（2.6 公里），距離羅爾夫斯停泊碼頭 5.9 英里（9.6 公里）。一定要享受一下健身中心和季節性開放的室外游泳池等度假設施。此飯店的其他設施包括免費 WiFi、大廳壁爐和宴會廳。週一至週五 6:30 至 9:30 提供免費的全套早餐。特色服務/設施包括商務中心、24 小時櫃檯服務和洗衣設施。飯店提供免費自助停車。有 81 間客房提供冰箱和平板電視；您定能在旅途中找到家的舒適。提供免費無線網絡，方便您與朋友保持聯繫；衛星頻道可滿足您的娛樂需求。配備浴缸或淋浴的私人浴室提供名牌洗護用品和吹風機。便利設施包括書桌和微波爐，以及帶有免費市內通話的電話。

Holiday Inn Express Hotel & Suites Chestertown為忙碌一天的旅客提供一個放鬆身心的好地方。 Holiday Inn Express Hotel & Suites Chestertown是您遍覽切斯特敦美景與感受城市之聲的理想選擇。 伊斯頓機場位於55km附近，而Aberdeen Amtrak位於88km附近。 通過Roy Kirby Stadium，Kent County Public Library和Chestertown Dog Park，您可以輕鬆地從這家飯店看見切斯特敦的景點。 經過漫長的一天的觀光後，這家飯店是您放鬆身心的好地方。 這間切斯特敦飯店在網站上提供了停車場。

漂流木旅館位於切斯特頓，步行前往華盛頓學院只需 3 分鐘、前往滾動路公園需 12 分鐘。 此汽車旅館距離切斯特敦狗公園 0.7 英里（1.1 公里），距離馬里蘭州肯特縣歷史協會 1.1 英里（1.8 公里）。這個汽車旅館擁有 2 座樓，共 1 層，並提供指定吸菸區。特色服務/設施包括快速入住、快速退房和24 小時櫃檯服務。飯店提供免費自助停車。有 28 間客房提供冰箱和微波爐；您定能在旅途中找到家的舒適。提供免費無線網絡，方便您與朋友保持聯繫；衛星頻道可滿足您的娛樂需求。配備浴缸或淋浴的私人浴室提供免費洗浴用品和吹風機。便利設施包括書桌和茶具/咖啡用具，以及帶有免費市內通話的電話。

切斯特頓紅屋頂套房飯店地處切斯特頓中心，距離華盛頓學院和切斯特敦狗公園不到 5 分鐘車程。 此飯店距離滾動路公園 0.8 英里（1.3 公里），距離馬里蘭州肯特縣歷史協會 1.5 英里（2.4 公里）。您可利用免費 WiFi、大廳壁爐和自動售貨機等便利服務和設施。特色服務/設施包括大廳免費報紙、24 小時櫃檯服務和洗衣設施。飯店提供免費自助停車。有 53 間空調客房提供微波爐和平板電視；您定能在旅途中找到家的舒適。提供免費無線網絡，方便您與朋友保持聯繫；有線頻道可滿足您的娛樂需求。私人浴室提供免費洗浴用品和吹風機。便利設施包括書桌和茶具/咖啡用具；而且每天提供客房服務。

Great Oak Landing大橡樹著陸地的小屋位於切斯特頓，距離華盛頓學院 8.8 英里（14.2 公里），距離王子劇院加菲藝術中心 9.6 英里（15.5 公里）。 此海灘旅館距離曼恩斯戴錶演場地 12.5 英里（20.1 公里），距離教堂山劇院 16.9 英里（27.2 公里）。您可到高爾夫球場打幾桿，或者到私人海灘享受陽光。此旅館還提供免費 WiFi、禮品店/報攤和野餐區。您可以去服務Great Oak Landing大橡樹著陸地的小屋房客的Fairlee's享用美味餐飲。這裡有 3 間酒吧/酒廊供您選擇，可以喝一杯，放鬆一下。特色服務/設施包括洗衣設施、ATM/銀行服務和公共區咖啡/茶。飯店提供免費自助停車。飯店有 29 間客房，提供平板電視。提供免費無線網絡，方便您與朋友保持聯繫；有線頻道可滿足您的娛樂需求。便利設施包括電話；而且按要求提供提供客房服務。

水手汽車旅館提供給探索這座城市的旅客一個理想之地。 水手汽車旅館是您遍覽羅克霍爾美景與感受城市之聲的理想選擇。 該飯店距離伊斯頓機場76km及距離Aberdeen Amtrak110km。 該區域內可看見多元活動，Friends of the Eastern Neck，Rock Hall Marine Restoration & Heritage Center和St. John Catholic Church都在附近。 結束一整天的觀光行程，客人可在舒適的飯店休息。 這間羅克霍爾飯店在網站上提供了停車場。 根據值得信賴的客人推薦，這家飯店的設施是一流的。