Rentals in Chestertown, MD

  • Results for Chestertown, MD rentals: 1-10 of 11
  • Chestertown, MD 21620

    $1,300
    2 beds, 1 bath
    Single-Family Home
    Well-maintained neighborhood in Downtown Chestertown. Newly renovated, featuring new appliances, this home is near to the waterfront and o y ...
  • Chestertown, MD 21620

    $1,800
    3 beds, 2.5 baths
    Single-Family Home
    Many original details but with updated kitchen and baths. Porches and patio for outdoor living space. Near Washington College, shopping ...
  • Chestertown, MD 21620

    $2,300
    4 beds, 4 baths
    Single-Family Home
    Central air conditioning, Vinyl Siding, Heat Pump. Close to dining and shops, bright, gas stove, trash included.
  • Chestertown, MD 21620

    $2,300
    4 beds, 3.5 baths, 5,636 sqft
    Single-Family Home
    Spectacular 4 Bedroom 3.5 bath home in COVENTRY FARMS for RENT! Located just outside of Chestertown's Historic District. OVER 5000 ...
  • Chestertown, MD 21620

    $225 - $3,000
    3 beds, 1.5 baths
    Vacation
    Home away from home. This beautiful Victorian has the traditional wrap around porch with rocking chairs and a gourmet kitchen ...
  • Chestertown, MD 21620

    $235 - $5,001
    2 beds, 1.5 baths
    Vacation
    Located 18 minutes from charming historic Chestertown, Maryland, Mill Creek House is a contemporary waterfront house with dock. Bald eagles ...
  • Chestertown, MD 21620

    $550 - $15,000
    4 beds, 4 baths
    Vacation
    Welcome to Eagle Point Farm located on Maryland's beautiful Eastern Shore. Experience the beauty of the Chester River from this ...
  • Chestertown, MD 21620

    $757 - $5,295
    4 beds, 2.5 baths
    Vacation
    What do we love the most about this property? The list is long. We love the meandering driveway to the ...
  • Chestertown, MD 21620

    $775 - $3,850
    5 beds, 3.5 baths
    Vacation
    Accommodations: Manor House - Five Bedrooms (including one Private Suite), three and one-half Baths, Sitting Room, Den, Formal Dining Room, ...
  • Chestertown, MD 21620

    $1,100 - $2,998
    11 beds, 8.5 baths
    Vacation
    Brittland Manor was built in 1938 and sits on 530 riverside acres. When you drive up the long curved lane ...
  • Refine your search
  • Filter Chestertown, MD rental types