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Chestertown, MD Homes for Rent

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    $1,300 - $2,000 per month

    Kent Crossing Apartments

    1-3 Beds

    101 Morgnec Rd, Chestertown, MD 21620

    Quiet community, beautifully landscaped. Close to Washington College, can walk to downtown historic Chestertown and shops. A must see.

    101 Morgnec Rd, Chestertown, MD 21620
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    $1,450 per month

    • 1 Bed
    • 1 Bath
    • 900 Sq Ft
    • House for Rent

    128 N Queen St Unit 3, Chestertown, MD 21620

    Welcome to 128 N Queen Street, Unit 2. A beautiful Victorian apartment located downtown Chestertown within walking distance to the Chester River and situated close to the Washington College. 2nd floor private unit with spacious living area, seperate dining room, galley kitchen, full bathroom and bedroom. Unit is available immediately, utilities included: electric, water and sewer. Security

    Amanda Morgan Brenton Realty Group

    128 N Queen St Unit 3, Chestertown, MD 21620
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    $2,200 per month

    • 2 Beds
    • 1 Bath
    • 1,350 Sq Ft
    • House for Rent

    10674 Kasota Rd, Chestertown, MD 21620

    Property Id: 1642245Fully Remodeled 2BR/1BA home with a bonus room that could be used as a 3rd bedroom. New flooring, new appliances, fresh paint, new propane HVAC and instant hot water heater, and a new Trex deck. House sites on 0.6 acres. Large detached 2 car garage that can be used as a workspace or additional storage.Rent includes water, sewer, and lawn care.

    10674 Kasota Rd, Chestertown, MD 21620
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    $1,600 per month

    • 2 Beds
    • 1 Bath
    • 912 Sq Ft
    • House for Rent

    21217 Texas Ave, Chestertown, MD 21620

    MOVE IN READY!! Adorable, Affordable, move in ready & two blocks from the Chesapeake Bay! Appliances, roof, flooring recently upgraded, beautifully tiled bathroom, Pergo wood flooring. Bright and inviting updated kitchen, Spacious Dining/family rm with vaulted ceilings fireplace, ceiling fan. Enjoy fishing or relaxing at the private community beach or head over to Tolchester Marina & The

    Terry Catalano RE/MAX Leading Edge

    21217 Texas Ave, Chestertown, MD 21620
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    $1,300 per month

    • 1 Bed
    • 1 Bath
    • 575 Sq Ft
    • Condo for Rent

    200 Cannon St Unit 1A, Chestertown, MD 21620

    Ground floor apartment in nice, safe, quiet, upscale area 2 blocks from river and waterfront park, 1 block from downtown (in Historic District). Suitable for 1 persons. No pets or smoking.

    200 Cannon St Unit 1A, Chestertown, MD 21620
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    $2,500 per month

    • 3 Beds
    • 2 Baths
    • 1,908 Sq Ft
    • House for Rent

    6339 Quaker Neck Rd, Chestertown, MD 21620

    Beautiful cape in a peaceful setting. 3 bed and 2 baths. Updated kitchen. Fireplace with built in book shelves in the living room. Lovely screened in porch overlooking the private back yard. Credit score of at least 700 required. No pets. No smoking.

    Peter Heller Coldwell Banker Chesapeake Real Estate Company

    6339 Quaker Neck Rd, Chestertown, MD 21620
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    $2,000 per month

    • 3 Beds
    • 1 Bath
    • 842 Sq Ft
    • House for Rent

    7452 Poplar Ave, Chestertown, MD 21620

    Fully Remodeled 3BR/1BA Home on Half Acre+ Lot!This beautifully updated home features brand new flooring, appliances, plumbing, electric, and new drywall/ fresh paint.Enjoy energy efficiency with new insulation throughout. Rent includes sewer and water system annual maintenance. Requirements: Income: $5,000+/month, Credit: 580+, small dogs considered case by caseMove-in ready and

    7452 Poplar Ave, Chestertown, MD 21620
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    $3,200 per month

    • 3 Beds
    • 2.5 Baths
    • House for Rent

    5117 Deep Point Dr, Chestertown, MD 21620

    Welcome home to historic Overbeck! This beautiful old home overlooks an expansive yard and on to the Chester River. The small beach is a perfect launch site for your paddle boards and kayaks. Inside find fireplaces, hardwood floors on main level along with brick floored sunroom. Great big fireplace in Kitchen then up a few stairs to formal dining room . Cozy living room with covered porch on

    Julie Cary Rosendale Realty

    5117 Deep Point Dr, Chestertown, MD 21620
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    $1,450 per month

    • 1 Bed
    • 1 Bath
    • 1,455 Sq Ft
    • Condo for Rent

    128 N Queen St Unit 4, Chestertown, MD 21620

    Move in ready 2nd floor apartment in Downtown Chestertown. One spacious bedroom, full bathroom, living area and a step-up cove/office space. Conveniently located within walking distance to the Chester River. Utilities included with the exception of Internet/Cable. All applicants apply through Rent Spree.

    Amanda Morgan Brenton Realty Group

    128 N Queen St Unit 4, Chestertown, MD 21620
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    $1,300 per month

    • 1 Bed
    • 1 Bath
    • 785 Sq Ft
    • Condo for Rent

    101 Morgnec Rd, Chestertown, MD 21620

    One, two and three bedroom apartments located near Washington College, wellness/ rehab center, Churches, shopping and a short walk to downtown Chestertown. Short distance to the Chester River and Chesapeake Bay. Immediate Availability.

    Herschell Claggett Davis Real Estate, Inc.

    101 Morgnec Rd, Chestertown, MD 21620

Frequently Asked Questions Why Live in Chestertown

What are the most popular neighborhoods in Chestertown, MD for renters?
The most popular neighborhood in Chestertown, MD for renters is Constant Friendship.
What are the most popular zip codes in Chestertown, MD for renters?
The most popular zip codes in Chestertown, MD for renters include 21620, 21617, 21220, 21638 and 21221.
How to Rent a Home