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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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    $1,600 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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    $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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    $1,300 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
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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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    $2,100 per month

    • 3 Beds
    • 2 Baths
    • 1,500 Sq Ft
    • House for Rent

    866 Washington Ave, Chestertown, MD 21620

    Just about everything you need is within five minutes of home. You will save time to enjoy parks and entertainment that are continuously held in Chestertown..

    866 Washington Ave, Chestertown, MD 21620
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    $2,500 per month

    • 2 Beds
    • 1 Bath
    • 1,000 Sq Ft
    • Condo for Rent

    202 High St Unit A, Chestertown, MD 21620

    Property Id: 2081475Spacious 2 bedroom apartment in downtown Chestertown with a front row seat to the Tea Party. Open kitchen/living/dining room, with stainless appliances, dishwasher and granite counters. Two large bedrooms on opposite ends of the apartment. In-unit washer and dryer. The building has recently undergone extensive renovations, with secure access and many energy

    202 High St Unit A, Chestertown, MD 21620
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    $2,500 per month

    • 3 Beds
    • 1 Bath
    • 1,056 Sq Ft
    • House for Rent

    539 Round Top Rd, Chestertown, MD 21620

    Property Id: 1506105Newly painted ranch style home on a large private lot. Galley Kitchen with appliance. Quiet neighborhood. Close to all the Chestertown has to offer.

    539 Round Top 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 neighborhoods in Chestertown, MD for renters are Hollywoods, Constant Friendship and Pendennis Mount.
What are the most popular zip codes in Chestertown, MD for renters?
The most popular zip codes in Chestertown, MD for renters include 21620, 21220, 21221, 21619 and 21666.
How to Rent a Home