Houses Chestertown

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6 houses

Love Point Waterfront

Kent Island house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 12

“Love Point Retreat” I stayed at Paula's property 3 times so far. We stayed once in October 2014 and twice in April 2015. Here is how I would break it up: Owner: Paula is very nice, accommodating and extremely responsive. She was easy to deal with, answered all of our questions and concerns timely. Property (Interior): The property is really clean and very well maintained considering its age. I also feel that it is properly stocked with all the necessities. Property (Outdoor Space / View): We spend the majority of our time there outside. The deck / backyard area is very well maintained and stocked with adequate furniture. We used the gas grill every day of our stay. The dock is set up nicely for fishing including rod holders and a light for night fishing. The view from the dock is to die for, the Bay is so wide and the Bay Bridge is a nice backdrop to the view specially during sunset. Fishing: Fishing is the best I have ever experienced (compared to all other rentals I tried). I caught numerous species from the dock including Spot, White Perch and of course Striped Bass (Rockfish). I caught my biggest Rockfish ever from the dock there (39 inch fish, roughly 30 pounds) in April. Overall, I love the property, the view and the peaceful surroundings. A great bonus for me is the short one hour commute to get there. We will definitely be back to Love Point for an encore.

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$458

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Great deal 4 Bedroom House Near the Ferry Park

Rock Hall house

  • 5 bedrooms
  • 2 bathrooms
  • sleeps 11

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$275

Private Beach Access, Onsite Kayaks and Shared Boat Ramp

Chestertown house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

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$258

Charming 3 bdrm cottage with lovely front porch

Rock Hall house

  • 3 bedrooms
  • 1 bathroom
  • sleeps 8

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$228

Private pier and pool at this waterfront Chestertown home

Chestertown house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 14

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$412

Waterfront family resort Lodge with private pier, game room and bar

Centreville house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 15

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$399

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