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VRBO is part of the HomeAway family, the world leader in vacation rentals with over 1 million listings. We offer the largest selection of properties for any travel occasion and every budget. We’re committed to helping families and friends find a perfect vacation rental to create unforgettable travel experiences together. Learn More

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This property allows you to book online with a credit card. After submitting a reservation request, the owner or manager has 24 hours to accept, at which time your card will be charged and you will receive an email confirmation

Recent Chestertown reviews

  • Graduation Stay

    "Our family stayed at this lovely home right on the water for our daughter's graduation from Washington College. It was five minutes from campus and gave us easy access to all the activities for graduation. We were able to eat dinners in, have coffee in the morning outside and relax. We were 8 total with 6 staying in the house and it was perfect. The house MADE the graduation weekend. It was wonderful and very relaxing. The house was immaculate, the beds were comfy and the kitchen easy to use. Dianna has everything you could think of ready at the home. It truly made the whole weekend enjoyable."
    Guest: SAA Date of Stay: May 2014 Review Submitted: May 23, 2014
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  • Breathtaking scenery with luxurious accomodations

    "We had an excellent week long family reunion vacation at Brittland Manor. Natalie was helpful and informative both in the booking process and in directing us as we settled in. The house is more a mansion than a typical vacation rental. There are so many rooms and places to hang out that everyone had fun and a place to be.We were a very large group and still, there were so many rooms, and the outdoors were so beautiful and attractive that no one felt cramped. We enjoyed the sparkling clean pool and fishing in the river. Rusty, the caretaker was cheerful and ever so helpful. The mattresses were so comfortable, there was an endless amount of towels, little toothpastes and shampoos in each bathroom, to name some of the appreciated amenities. We've rented many vacation homes but Brittland Manor was hands down the best choice ever. Thanks!"
    Guest: Belle S. Date of Stay: August 2014 Review Submitted: August 17, 2014
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  • Family Reunion

    "This house is beautiful! Much better then the pictures portray. We had a family reunion in July and everyone had a blast! From fishing, to canoeing, to playing tennis, to playing long and hard in the pool, there was plenty to do without every leaving the property. There were 6 children and the house is so large we had a hard time keeping up with them! The kitchen is well stocked and there were plenty of linens to go around. The property manager was so helpful and pleasant. I would recommend this house to everyone who is looking for a relaxing fun filled vacation!"
    Guest: Pat K. Date of Stay: July 2014 Review Submitted: August 6, 2014
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  • Jay, I did this yesterday. Bill

    "Jay, I did this review yesterday"
    Guest: Bill, Scott, Chris and Kevin Date of Stay: August 2014 Review Submitted: September 4, 2014
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