11

Chestertown, MD Homes for Rent under $2,500

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  • /23

    Starting at $1,300 Per Month

    • 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.

    Kent Crossing Apartments

    (443) 658-3052

    101 Morgnec Rd, Chestertown, MD 21620
  • /7

    $2,000 Per Month

    • 3 Beds
    • 1.5 Baths
    • 1,280 Sq Ft
    • Townhouse for Rent

    102 Metcalf Rd, Chestertown, MD 21620

    Property Id: 2613480This nearly new home built in 2023 has 3 bedrooms, 1.5 baths that is all electric with town water & sewer. Walking distance to 2 shopping centers, a YMCA and great restaurants. 1280 square feet of space to relax and entertain with friends and family. Want to save money each month, just ask for a longer lease! Pets will require a $400 non-refundable pet fee. If

    (443) 282-2076

    102 Metcalf Rd, Chestertown, MD 21620
  • /8

    $1,200 Per Month

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

    24731 Langford Rd Unit B, Chestertown, MD 21620

    Property Id: 57147Private country apartment for rent on a creek, Kayaking fishing, Lots of wildlife to view. Grille available for use. Large bathroom and large kitchen. Shared laundry room. Recently painted and carpets professionally cleaned. All utilities included, fiber optic included

    (443) 282-2830

    24731 Langford Rd Unit B, Chestertown, MD 21620
  • /10

    $2,200

    Total Monthly Price

    • 3 Beds
    • 2.5 Baths
    • 1,900 Sq Ft
    • House for Rent

    21324 Delaware Ave, Chestertown, MD 21620

    House in the country (secluded) near Tolchester marina, 2 car attached garage, gas fireplace, one bedrm/bath first floor, 2 bedrms/bath second floor, small deck, 14 mins from Chestertown or Rock Hall, suitable for 3 people

    21324 Delaware Ave, Chestertown, MD 21620
  • /25

    $1,200

    Total Monthly Price

    • 2 Beds
    • 1 Bath
    • 850 Sq Ft
    • Condo for Rent

    7019 Church Hill Rd Unit B, Chestertown, MD 21620

    7019 Church Hill Rd Unit B, Chestertown, MD 21620
  • /14

    $2,400 Per Month

    • 4 Beds
    • 2 Baths
    • 1,476 Sq Ft
    • House for Rent

    1010 Twin Ct, Chestertown, MD 21620

    Cute 4 bedroom 2 bathroom Cape Cod in the quiet Crestview neighborhood in Chestertown close to Restaurants, Shopping, the brand new YMCA and the Historic District. Eat in kitchen with back deck overlooking a beautiful yard that backs up to farm land that is preserved forever. Freshly painted and new carpet! Washer & dryer in unit. Extra storage in knee walls upstairs. $25 application fee per

    Jason Dey Kevin Dey Realty

    1010 Twin Ct, Chestertown, MD 21620
  • /10

    $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
  • /27

    $2,050 Per Month

    • 2 Beds
    • 2 Baths
    • 900 Sq Ft
    • House for Rent

    104 Maple Ave Unit 6, Chestertown, MD 21620

    Welcome to your new home in the heart of Chestertown Maryland, a charming historic town nestled along the Chester River, known for its vibrant arts scene, waterfront dining, and small-town charm. This beautifully designed property blends modern finishes with timeless appeal. Step inside to find engineered hardwood floors flowing throughout the main living areas, creating both warmth and

    Nick Dively Real Broker, LLC - Annapolis

    104 Maple Ave Unit 6, Chestertown, MD 21620
  • /11

    $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
  • /17

    $1,800 Per Month

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

    7501 Church Hill Rd Unit 5, Chestertown, MD 21620

    If you’ve been searching for an open‐concept apartment with a stunning view, your search ends here. This fully renovated third‐floor residence delivers modern style, thoughtful updates, and an airy layout that feels instantly welcoming. Step into a beautifully redesigned kitchen featuring ample cabinetry, upgraded appliances, and a spacious island perfect for cooking, gathering, or entertaining.

    Amanda Morgan Brenton Realty Group

    7501 Church Hill Rd Unit 5, Chestertown, MD 21620
  • /10

    $1,400 Per Month

    • 2 Beds
    • 1.5 Baths
    • 1,040 Sq Ft
    • Townhouse for Rent

    103 S Lynchburg St, Chestertown, MD 21620

    This charming townhouse offers comfortable living in the heart of Chestertown. The main level features a roomy living space, an eat-in kitchen with a convenient half bath, and first-floor laundry. Upstairs, you'll find two bedrooms and a full bathroom. Enjoy the added bonus of one off-street parking spot. Move-in ready now. ***Tenants will be responsible for electric, town water and sewer, and

    William Sutton Coldwell Banker Chesapeake Real Estate Company

    103 S Lynchburg St, Chestertown, MD 21620

Rental Trends in Chestertown, MD

Rental Home Trends

Number of Homes for Rent
11
Median Rent
$2,050
Median Single Family Home Rent
$1,950
Median Townhouse Rent
$2,000
Median Condo Rent
$1,550
How to Rent a Home