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Historic in-Town House/Historic District of Chestertown MD

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Exterior of house from High Street

Exterior of house from High Street Living Room Dining Room Family room and view to patio Gourmet kitchen with wine cooler and large island Gourmet Kitchen Master bedroom Dressing area and two baths for Master Suite Second floor front bedroom Patio and driveway/parking area

This owner has opted not to share the exact location of their property.

Calendar

Last updated: 01/21/2014
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21 Unavailable
22 Today
23 Selected dates
  • Minimum stay:2 nights
  • Internet:Yes
  • Pets considered:No
  • Wheel chair accessible:No

Chestertown house description

Historic property in the heart of beautiful Chestertown, Maryland. Watch the parades from your front porch.

Recently renovated as a LEED for Homes Silver rated house with distant views of the Chester River and circa 1880 Methodist Church next door. Five minute walk from the Saturday farmer's market in the Town's main square with six fine restaurants and quaint shopping opportunities.

Well furnished with antiques and fine paintings in keeping with the quality and history of the home. Gourmet kitchen provides a warm and welcoming focus for the ground floor living spaces in the circa 1780 and 1840 house. Magnificent master bedroom suite with his and her private bathrooms, extensive closets and storage space for extended stays. Two other large bedrooms with new private baths and personally controlled heating and air conditioning systems.

Golf and Yacht Club available as guest of owner. Off street parking available along with large patio area with dining area and outdoor grill.

Keywords: House

Property Type

      • House

      Accommodation Type

          • Vacation Rental

          Suitability

          • Children Welcome
          • Non Smoking Only
          • Minimum Age Limit For Renters
          • Pets Not Allowed

          Bedrooms: 3 Bedrooms, Sleeps 7, Beds for 5-7

          Bathrooms: 4 Bathrooms, 1 Half Bathroom

          Kitchen & Dining

          • Kitchen
          • Cooking Utensils
          • Ice Maker
          • Dishwasher
          • Refrigerator
          • Microwave

          Amenities

          • Wood Fireplace
          • Air Conditioning
          • Linens Provided
          • Gas Fireplace
          • Washing Machine
          • Clothes Dryer
          • Parking Off Street

          Other Amenities

              • Wine coooler, panini grill, blender, coffee maker, bean grinder, iron and ironing board, ceiling fans...moreless

              Entertainment

              • CD Player
              • DVD Player
              • Satellite / Cable
              • Stereo

              Communications

              • Broadband Access
              • Wireless Internet

              Outdoor Features

              • Outdoor Grill
              • Deck / Patio

              Activities

              • Sailing
              • Golf
              • Kayaking
              • Fitness Center
              • Hiking
              • Cycling
              • Hunting
              • Fishing
              • Water Skiing
              • Swimming
              • Restaurants
              • Horseback Riding
              • Live Theater
              • Cinemas
              • Museums
              • Boating
              • Wildlife Viewing
              • Sight Seeing
              • Antiquing
              • Shopping

              Other Activities

                  • Saturday Farmers Market April through November
                   

                  Reviews

                  Write a review
                  • Wedding Weekend

                    Wedding Weekend

                    • Guest Beth & Scott (Forest Hill, MD)
                    • Date of stay 06/06/13
                    • Review Submitted 07/12/13
                    This house was the PERFECT place for our family to spend the weekend of our son's wedding. The Master bedroom suite with 2 full bathrooms was such a luxury! We were sorry the torrential rain on Friday kept us off the patio..but the "mudroom" came in handy and the kitchen and living areas on the first floor were perfect for entertaining family members and friends who stopped by - they were also impressed with this beautiful restored home and its many amenities. Cathie was most welcoming and helpful. It's a great location - walk to Chestertown's wonderful Farmer's Market and restaurants. We would return at a moment's notice!

                    Recommended for: Romantic getaway, sightseeing, families with young children, age 55+, families with teenagers, tourists without a car, girls getaway.

                    Did you find this review helpful? Yes | No Helpful votes: 0/0

                  • Wonderful place to stay!

                    Wonderful place to stay!

                    • Guest NCtraveler (Hendersonville, NC)
                    • Date of stay 10/07/12
                    • Review Submitted 11/14/12
                    We stayed for a week while visiting family in the area. We loved everything about the home. It's wonderfully situated in the historic part of Chestertown, within walking distance of shops, cafes, and a seasonal farmers' market. We had ample room to spread out and enjoy ourselves and entertain guests as well. The kitchen offers all gourmet amenities. All bedrooms are located upstairs and are comfy and well-appointed. Each of the three bedrooms has a bathroom en suite (two for the master bedroom). The master bedroom and dressing area also offers wonderful space for the regular travelers as well as those preparing for a special occasion. We enjoyed the historic ambience of the home as well as the high-tech kitchen, big screen tv and music system, and Wi-Fi for all of our tablets and laptops. Modern day meets history with luxury! The area offers historical sites, boating and other water sports, biking, and antique shopping. Washington, D.C., Annapolis, and Baltimore are all within driving distance for day trips. We highly recommend this lovely home and will stay again when in the area!

                    Recommended for: Romantic getaway, sightseeing, families with young children, girls getaway.

                    Did you find this review helpful? Yes | No Helpful votes: 0/0

                  • Wonderful place to stay!

                    Wonderful place to stay!

                    • Guest NCtraveler (Hendersonville, NC)
                    • Date of stay 10/07/12
                    • Review Submitted 11/13/12
                    We stayed for a week while visiting family in the area. We loved everything about the home. It's wonderfully situated in the historic part of Chestertown, within walking distance of shops, cafes, and a seasonal farmers' market. We had ample room to spread out and enjoy ourselves and entertain guests as well. The kitchen offers all gourmet ammenities. All bedrooms are located upstairs and are comfy and well-appointed. Each of the three bedrooms has a bathroom en suite (two for the master bedroom). The master bedroom and dressing area also offers wonderful space for the regular travelers as well as those preparing for a special occasion. We enjoyed the historic ambience of the home as well as the high-tech kitchen, big screen tv and music system, and wifi for all of our tablets and laptops. Modern day meets history with luxury! The area offers historical sites, boating and other water sports, biking, and antique shopping. Washington, D.C., Annapolis, and Baltimore are all within driving distance for day trips. We highly recommend this lovely home and will stay again when in the area!

                    Recommended for: Romantic getaway, sightseeing, families with young children, girls getaway.

                    Did you find this review helpful? Yes | No Helpful votes: 0/0

                  • Great house in a great location!

                    Great house in a great location!

                    • Guest Anonymous
                    • Date of stay 09/28/12
                    • Review Submitted 10/19/12
                    We stayed here as three couples for a friend's wedding and would return without hesitation. The location is in the center of Chestertown and within short walking distance to most anything. The house itself is clean and bright, with high quality finishes and a perfect layout for multiple houseguests. Cathie couldn't have been friendlier or easier to work with. No question a more pleasant experience than hotel alternatives. The rest of the wedding crowd envied our digs!

                    Recommended for: Families with teenagers.

                    Did you find this review helpful? Yes | No Helpful votes: 0/0

                  • Wonderful home, well kept and excellent location.

                    Wonderful home, well kept and excellent location.

                    • Guest Jen (Columbia, MD)
                    • Date of stay 10/05/12
                    • Review Submitted 10/15/12
                    Some members of our bridal party stayed in this beautiful home the first weekend in October and it worked out perfectly. I would highly recommend this home on your next visit to Chestertown, the owner (Cathie) is super friendly and accommodating and the house has 3 master suites with 4.5 baths, perfect for three couples for the weekend. It's within walking distance to everything in Chestertown and you can't beat the price. We will be back in the future!

                    Recommended for: Romantic getaway, sightseeing, families with young children, families with teenagers, tourists without a car, girls getaway.

                    Did you find this review helpful? Yes | No Helpful votes: 0/0

                  • Gorgeous House and Very Accommodating

                    Gorgeous House and Very Accommodating

                    • Guest CB25 (Baltimore)
                    • Date of stay 09/21/12
                    • Review Submitted 09/26/12
                    This was the perfect place to rent. Every Room had similar features with their own bathrooms that lended itself to the privacy each person needed during our stay. The owner was amazing, she left us breakfast and coffee when we arrived and made it clear that we were to make ourselves right at home. The proximity of the house to everything in town was helpful and the neighbors were all super friendly. We didn't have any issues with noise (on our behalf/and the neighbors). The house was very clean and had everything we needed, including towels. I would HIGHLY recommend.

                    Recommended for: Adventure seekers, romantic getaway, people with disabilities, sightseeing, families with young children, age 55+, families with teenagers, girls getaway.

                    Did you find this review helpful? Yes | No Helpful votes: 0/0

                  • A place to relax in Chestertown

                    A place to relax in Chestertown

                    • Guest Laura & Noah (Baltimore, Maryland)
                    • Date of stay 07/20/12
                    • Review Submitted 08/20/12
                    We were a group of 6 women looking for a great weekend get away for a triathlon taking place in Chestertown. This house did not disappoint. The house was clean, had a well stocked kitchen, a lovely family room and patio to relax and enjoy friends. It was convenient to the center of town and several blocks away from the scenic Chester River. We walked to several restaurants and a delicious little local bakery. It is also just a few miles to Washington College. I would recommend this home to anyone who would enjoy soaking up the sights and sounds of this historic MD town.

                    Recommended for: Adventure seekers, romantic getaway, sightseeing, families with young children, age 55+, families with teenagers, girls getaway.

                    Did you find this review helpful? Yes | No Helpful votes: 0/0

                  • Son's Wedding

                    Son's Wedding

                    • Guest Bill (Burke, VA)
                    • Date of stay 04/26/12
                    • Review Submitted 06/10/12
                    Absolutely fabulous! Clean, well-appointed, well-stocked (even has a bagel slicer),and centrally located. Owner is friendly, knowledgeable and responsive. I'd not only recommend it, so would all our friends and relatives who saw it. Bottom line, if you're going to stay in Chestertown, and the house is available and meets your sleeping requirements, there is no need to look anywhere else. Book it while it's available!

                    Recommended for: Romantic getaway, sightseeing, families with young children, age 55+, families with teenagers, tourists without a car, girls getaway.

                    Did you find this review helpful? Yes | No Helpful votes: 0/0

                  • Outstanding in every regard...

                    Outstanding in every regard...

                    • Guest Jake (Falls Church, VA)
                    • Date of stay 05/25/12
                    • Review Submitted 05/30/12
                    My group of middle-aged friends stayed here four nights over Memorial Day weekend to enjoy the Chestertown Tea Party festival and go kayaking and biking. This house is actually much larger and nicer than its VRBO description, and it's fully stocked with everything we needed. Seven of us fit quite comfortably in the three bedrooms that are large enough to fit an extra cot if needed. From the moment we first walked through the house with the owner, we were all completely impressed with the overall design, the bright ambience with many windows, the tasteful quality furnishings, and the full array of utensils, dishes, towels, and everything else we needed. Having 4.5 modern bathrooms with instant heat water made it easy for everyone. The whole house was immaculately clean, and the kitchen has all new top quality appliances. Truly a gourmet kitchen, and very roomy working around the center island. The rear patio with chairs and gas grill was perfect for us to relax. The long driveway was a welcome place to keep our cars and kayaks off the street. There is also a modern media center with big HDTV in the rear den area that faces the patio. The location is just three blocks from the waterfront area where life is centered in Chestertown, so we walked to all the festival events and town restaurants. The owners are very friendly and welcoming. They even arranged for our group to launch kayaks from the yacht club where they are members. We hope to rent this house again soon for another super weekend. Be aware that the good restaurants in Chestertown stop serving food at 9 pm and are closed on Sunday and Monday. So plan accordingly. We did and everything worked out very well for us. Highly recommended for a comfy and relaxing stay in Chestertown.

                    Recommended for: Romantic getaway, sightseeing, families with young children, age 55+, families with teenagers, tourists without a car, girls getaway.

                    Did you find this review helpful? Yes | No Helpful votes: 0/0

                  • THE place to stay in Chestertown

                    THE place to stay in Chestertown

                    • Guest Grotmo (Chestertown, MD)
                    • Date of stay 05/14/12
                    • Review Submitted 05/22/12
                    We rented this historic property in the middle of Chestertown for a golf outing. Five of us stayed here and it was awesome. The home is like a new home inside with everything you need to make your stay outstanding. It is furnished like something you would see in a magazine and the owner provided everything you would need to have an enjoyable stay, coffee, juice and muffins in the morning and a 52 inch plasma TV to keep you entertained in the evening. The location is walking distance to restaurants, shops, and everything that Chestertown has to offer. The write up of the property is right on target, what you read is what you get. I would recommend this property to family and friends without any hestitation. We will be back next year. Thanks for allowing us to use you place. J

                    Recommended for: Romantic getaway, sightseeing, families with young children, girls getaway.

                    Did you find this review helpful? Yes | No Helpful votes: 0/0

                   
                  Rental basis: Per property
                  Dates Nightly Weekend Night Weekly Monthly * Event
                  Base Rate
                  2 night min stay
                  $300
                  Low Season
                  Jan 1 - May 12
                  2 night min stay
                  $300
                  $1,645
                  High Season
                  May 14 - Sep 29
                  2 night min stay
                  $400
                  $2,345
                  Mid Season
                  Oct 1 - Dec 30
                  2 night min stay
                  $350
                  $1,995

                  Additional information about rental rates

                  Additional Fees and Taxes:

                  11% Maryland tax

                  $135.00 cleaning fee


                  Notes:

                  Holiday weekends and graduation have a three night minimum.


                  Always make sure to call the number on the listing to confirm payment details.
                  Only pay using credit card, PayPal, check or direct bank transfer. NEVER pay by cash or instant money transfer services such as Western Union or MoneyGram. Learn more


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                  Calendar

                  Last updated: 01/21/2014
                  Check availability
                  23 Available
                  21 Unavailable
                  22 Today
                  23 Selected dates
                   

                  Location

                  This owner has opted not to share the exact location of their property.

                   

                  Owner info


                  Contact us

                  Speaks: english

                   

                  Photos

                  • Exterior of house from High Street

                    Exterior of house from High Street

                  • Dining Room

                    Dining Room

                  • Gourmet kitchen with wine cooler and large island

                    Gourmet kitchen with wine cooler and large island

                  • Master bedroom

                    Master bedroom

                  • Second floor front bedroom

                    Second floor front bedroom

                  • Living Room

                    Living Room

                  • Family room and view to patio

                    Family room and view to patio

                  • Gourmet Kitchen

                    Gourmet Kitchen

                  • Dressing area and two baths for Master Suite

                    Dressing area and two baths for Master Suite

                  • Patio and driveway/parking area

                    Patio and driveway/parking area

                  VRBO #228431

                  There have been  visitors to this page since the counter was last reset in .

                  This listing was first published here in 2009.

                  Date last modified - Sunday, February 23, 2014

                  $300 - $400 per night (USD)
                  16

                  3 Bedroom / 4.5 Bathroom
                  Sleeps 7

                  View calendar: Updated 01/21/14
                  Minimum stay: 2 nights
                  Dates are unavailable
                  Please stay a bit longer. A stay of nights or more is required for these dates.
                  This listing requires that rentals start on a .
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                  (410) 778-4526 (Maryland, USA)

                  Speaks: english
                  Always make sure to call the number on the listing to confirm payment details. Only pay using credit card, PayPal, check, or direct bank transfer. Learn More
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