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99 Rentals · Chestertown
99 Rentals · Chestertown
Lovely home with great indoor-outdoor entertaining space. Fully renovated 3 bed, 2.5 bath. Top of the line open floor plan kitchen/family room. Located in Historic district on the main street only few blocks from restaurants, shops and river front.
Combing southern living with the sophistication of London. This is an in town Historic 1880 house that has been expanded and completely renovated. New exterior, kitchens, baths, bedrooms, family room, porches, pergola. Nine foot plus ceilings accented with architectural custom designed molding throughout. Bright southern exposure kitchen with large entertaining cooking area and family room. Granite counter tops in kitchen, hand tiled, Bosch dishwasher, gourmet 6 burner dual fuel Wolf...
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Located in historic district of Chestertown. One block from the Chester River, walking distance to bakery, restaurants, coffee shops, book store, retail shops and Saturday's Farmer's Market.
Spending time downtown without having to drive again until you leave is a plus. Everyone loves staying downtown if you like people. Guests will have access to restaurants, bakery, shopping, Saturday Farmer's Market, Garfield Center for the Arts, Good walking paths. We can be as flexible as our guests ask for. We love being able to step out on the sidewalk and always see someone we know who is walking their dogs, babies, or just a stroll down to the foot of the street to the Chester...
This wonderful one-bedroom apartment is located near downtown historic Chestertown & Washington College. The apartment can accommodate 2 guests. It is the perfect pied-à-terre for enjoying this historic, artistic town on Maryland's Eastern Shore.
The space includes kitchen/living room combo, bedroom with queen size bed. The bathroom has a shower and tub. An outdoor deck with cafe table and chairs is a nice place to lounge on a sunny day. The apartment is furnished with hand-made, reclaimed wood furniture created by Chora Studio. It is also decorated with works by local artists. The apartment is conveniently located in downtown Chestertown. It is close to Washington College and the Chester River waterfront. It is adjacent to the b...
Perfect place to relax by the river, with sunsets directly over the dock, you'll love the view.
A 3 bedroom house on the Chester River with amazing sunsets over the dock. Fully equipped, with central air conditioning, dishwasher, washer, dryer and parking - also free use of kayaks to enjoy the Chester River. An ideal property for those dropping off, picking up, or just visiting a student at Washington College in Chestertown - with views no hotel can match! Chestertown is a quaint historic town on the Maryland Eastern Shore and boasts unique shops, restaurants as well as supermark...
Open flow design of windows and doors of main floor of the home runs right out into the garden and pool. Stunning views. 3 block walk from all of town's adorable amenities. Sun room off of master accommodates blow up bed for 2 additional guests.
The master suite has a queen bed and a large sun room with a twin day bed. There is also a queen blow up mattress for that space. The second bedroom has a queen bed. The house is fully, tastefully, and comfortably furnished. Flatscreen HDTV and wifi. Salt water pool and beautiful garden setting. Screened in porch overlooking pool and garden. The entire house, garden, and pool is rented to a guest with a booking for this property. Feel free to text, call, or email with any questions...
Tucked away on the outskirts of Chestertown, Maryland, our magnificent 18th century country-style estate rests alongside the Eastern Shore of the Chesapeake Bay. Great Oak has 12 guestrooms, 15 baths, various common rooms and vibrant sunsets.
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Located in the heart of historic Chestertown, our pet-friendly house has loads of charm -- and yet is comfortable and contemporary. There's a fenced in yard and you're an easy block and a half away from downtown & waterfront.
Our two bedroom, two bathroom house, built in the 1880s, is sprawling and spacious, with a pretty front porch and a cozy backyard with firepit, woven wicker-like chairs, and a gorgeous and shady magnolia tree canopy. Inside, our living room has a brand new sofa bed (sleeps two) and leads into the dining room. Both have beautiful antique slate fireplaces that, alas, are non-working at present (we have plans to change that). There's a bathroom with shower. The kitchen is fully equipped with t...
A delightful one-bedroom apartment located in historic Chestertown. Close to Washington College & Heron Point. Apartment accommodates 2 guests. It is the perfect pied-à-terre for enjoying this historic, artistic town on Maryland's Eastern Shore.
The space includes kitchen/living room combo, bedroom with king size bed. Full size pull out couch in living room. The bathroom has a shower. The apartment is conveniently located in downtown Chestertown. It is close to Washington College, Byford Cove and the Chester River waterfront. It is adjacent to the beautiful Memorial Park and a short walk to the iconic Chestertown Fountain Park. This apartment is a wonderful place to stay if you are looking for a weekend retreat in a historic, qua...
4 Bdrm 3 baths spacious rancher very cozy with fireplace & close to all you need for a relaxing get away. Located 7 miles to the center Chestertown, a treasure hidden in plain sight, a small, historic and relatively unspoiled Eastern Shore town.
Lovely home in a very quite setting, two master suite's, great salt pool & and two charcoal grills The entire house and pool We will greet you upon arrival to answer any questions. We are a phone call or text away for any additional questions about the house or the area. Very quite road with a very old church Saint Paul's at the end of the road one of the oldest churches in the area, Tallulah Bankhead is buried on the church yard grounds . wonderful biking trails and a runners paradise ...
Large guest room with en-suite bathroom in an 1860 plantation house sitting on 20 acres of a park-like setting. Included in the rate is a full a-la-carte breakfast. Please note: an additional 11% Sales and Lodging tax is added as required by law.
The very spacious 3rd floor guest room can accommodates 2 guests sharing a king bed. The en-suite bath room has a shower. This room is not suitable for more than two adult guests. Please note we do not have an elevator. Our guests have access to the common rooms and the grounds surrounding Brampton. We are always available to help plan a visit to the area, answer questions and help if an issue arises. The Brampton is located 1 1/2 mile from the arts and entertainment center of Chestertow...
This beautiful 5 BR home is on the Chester River. The view is incredible! Chestertown, Md. is a charming town on the Eastern Shore. It offers quite a few nice restaurants and plenty of activities. Chestertown is the home for Washington Colleg
Quaint cottage for a weekend getaway to enjoy sunsets over the Chesapeake Bay. Relax and discover the culture, history, nature & cuisine of Maryland's Eastern Shore. Perfect for families, couples and friends. Short or long term rentals.
The one-bedroom house includes full kitchen, living room, bedroom with queen-size bed and a screened porch and patio. The living room has a sleeping alcove with 2 single beds. Full bathroom with shower and tub. House features 2 screened-in porches. A 20 minute drive from historic Chestertown, MD and 10 minutes to the bayside town of Rock Hall. Twenty minutes to Eastern Neck Island Wildlife Refuge. Enjoy nature, birds - bald eagles, ospreys, blue herons - and more by the bay. Conveniently...
Modern, Cozy 2-Bedroom Cottage with sleeping loft. Views of the Chesapeake Bay from wraparound deck. Perfect destination for families & friends for Bay & Sunsets. Located in the scenic, serene environs of the Eastern Shore of Maryland in Tolchester.
THIS IS A NEW LISTING. Book now for the beautiful fall season on the Eastern Shore or line up this cottage for a long term rental for 2016. The two-bedroom house with sleeping loft includes full kitchen, living room, master bedroom with queen-size bed, 2nd bedroom has double bed, and sleeping loft and a wrap around porch. The living room has a cathedral ceiling. Full bathroom with shower and claw foot tub. Twenty minute drive from historic Chestertown, MD and 10 minutes to the bayside tow...
This wonderful 2 Bedroom/ 2 Bath Duplex is located near downtown Chestertown and Washington College. It is an ideal place for enjoying the historic, artistic, college town on Maryland's Eastern Shore. It accommodates 4 guests comfortably.
The downstairs space has a kitchen, living room and dining area. The 1st floor bedroom has a king-size bed. The living room has a fold out couch. The bathroom has a shower. There are internal stairs which lead to another living/kitchen area. Upstairs bedroom has queen-size bed. The upstairs bathroom has a shower and tub. There is a small deck with a cafe table and chairs on the second floor. Guests have a private entrance on the first floor. There is an outdoor staircase which lead to th...
Nestled behind the main house with it's own entry and private garden, the cottage is a cozy respite after a busy day site seeing or visiting with local friends. Complete with a full kitchen, bath and laundry area, the cottage boasts a queen size bed, roll away bed (or aerobed, guests choice) and wireless internet access. Air conditioning, and little propane stove for comfort. We supply linens, and can stock fridge with advance notice and payment. Water focused community with miles of road for...
This nice modern, very clean, efficiency that has everything you need. Nicely furnished including a bed and a couch with pull out bed. It has a full bath with tub/shower. There is a fully equipped kitchen with oven, microwave, full size fridge, coffee pot, dishes and cookware.
Please be aware that this is a studio, which is an "open concept" space. It is like a luxury hotel suite. If there are more than two in your party, and you will be using the pull out bed in the couch, you will NOT have privacy, as it is all in the same space. It is a nice large space, but there are no walls separating the sleeping areas. There is an outdoor screened-in area with fireplace for your picnics. We are located in a beautiful rural area and this is great location to explore the ...
Welcome to Hope Found Farm. We are a small, family owned horse farm located in beautiful Centreville, Maryland. If you are looking for peace and quiet but also wish to be within 1 hour from DC, Baltimore and the beaches, you have found the place!
We are a small family farm located in the peaceful countryside of Centreville, Maryland. The house is a single family farm house with all of the modern amenities. Its very quiet here with beautiful sunsets and country views from the front porch rockers. At this time we have one bedroom available. The bedroom has one queen size bed, dresser and closet space. There is lovely country views from the windows. A full private bathroom is located in the hall, adjacent to the bedroom, and is rese...
Chesapeake Bay room for rent for Commissioning Week. Directly on the Chesapeake Bay in a working Lighthouse. Six(6) miles from the Naval Academy in Beautiful St. Margarets. 300ft pier and Huge deck. Call 410.757.7388
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