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Chester, MD Homes for Rent

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  • 305 Swan Cove Ln, Chester, MD 21619
    305 Swan Cove Ln, Chester, MD 21619
    305 Swan Cove Ln, Chester, MD 21619
    /15

    $3,175 per month

    • 2 Beds
    • 2 Baths
    • 1,576 Sq Ft
    • Condo for Rent

    305 Swan Cove Ln, Chester, MD 21619

    Welcome to 305 Swan Cove — a beautifully updated 2-bed, 2-bath waterfront condo on one of Kent Island’s most sought-after private lanes. Thoughtfully renovated throughout, this home blends modern style with coastal charm: enjoy an open living and dining layout that frames sweeping water and sunset views, a contemporary chef’s kitchen with quality finishes, and tastefully remodeled baths. Large

    BJ Kilby Eastern Shore Real Estate, LLC

    305 Swan Cove Ln, Chester, MD 21619
  • 1628 Postal Rd, Chester, MD 21619
    1628 Postal Rd, Chester, MD 21619
    1628 Postal Rd, Chester, MD 21619
    /16

    $1,900 per month

    • 2 Beds
    • 2 Baths
    • 1,250 Sq Ft
    • House for Rent

    1628 Postal Rd, Chester, MD 21619

    Nice spacious 2 Bedroom 2 Bath almost 1300 square foot apartment featuring Luxury Vinyl Plank and Ceramic Flooring, Ceiling fans, private laundry and deck for enjoying the outdoors, all in a very convenient location close to everything that Chester has to offer including, Chesapeake Bay boating, fishing, hiking, nearby parks and trails, and only 3 miles from Kent Narrows, shopping, dining, local

    Chris May May Realty

    1628 Postal Rd, Chester, MD 21619
  • 214 Teal Ct Unit G, Chester, MD 21619
    214 Teal Ct Unit G, Chester, MD 21619
    214 Teal Ct Unit G, Chester, MD 21619
    /18

    $2,150 per month

    • 2 Beds
    • 2 Baths
    • 1,200 Sq Ft
    • Condo for Rent

    214 Teal Ct Unit G, Chester, MD 21619

    Water Views! 2-bedroom 2-bathroom 1,200 sqft condo ready for a new tenant. Primary bedroom has connecting full bathroom and walk in closet. Living room, dining room & all bedrooms have water views. Stainless steel appliances, balcony with water views and full-size washer & dryer. All carpeting has been updated. Walking distance to local restaurants and close proximity to shopping and the Kent

    John Freeman Coldwell Banker Realty

    214 Teal Ct Unit G, Chester, MD 21619
  • 1768 Harbor Dr, Chester, MD 21619
    1768 Harbor Dr, Chester, MD 21619
    1768 Harbor Dr, Chester, MD 21619
    /6

    $1,800 per month

    • 1 Bed
    • 1 Bath
    • 1,013 Sq Ft
    • House for Rent

    1768 Harbor Dr, Chester, MD 21619

    Property Id: 2232004Beautiful 1 bedroom 1 bath basement apartment. Full kitchen with island. Large master suite. Plenty of living space. Full size laundry. Utilities included. Private entrance. Unit is not furnished.

    1768 Harbor Dr, Chester, MD 21619
  • 318 Hanna Ct, Chester, MD 21619
    318 Hanna Ct, Chester, MD 21619
    318 Hanna Ct, Chester, MD 21619
    /30

    $2,800 per month

    • 3 Beds
    • 2.5 Baths
    • 1,778 Sq Ft
    • House for Rent

    318 Hanna Ct, Chester, MD 21619

    Great location in established neighborhood of Clayborne Woods. New roof. Newer paint and carpet. Kitchen with breakfast nook, newer appliances and granite countertops, including a gas stove. Large room sizes, 9'ceilings, family room and separate living room. First floor primary bedroom with walk in closet, jetted tub, double vanity, and vaulted ceiling with ceiling fan. Powder room on main level.

    Penny Hope Long & Foster Real Estate, Inc.

    318 Hanna Ct, Chester, MD 21619
  • 1812 Main St Unit 203, Chester, MD 21619
    1812 Main St Unit 203, Chester, MD 21619
    1812 Main St Unit 203, Chester, MD 21619
    /24

    $1,630 per month

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

    1812 Main St Unit 203, Chester, MD 21619

    Newer & Modern Energy Efficient Apartment available FOR LEASE. Boasting 926sq ft, this Oversized, LUXURY 1 Bedroom, 1 Bath isn't like your Typical 1 Bedroom Apartment! Walking in you're Greeted with Sleek Luxury vinyl floors throughout the Foyer, Hallway, Kitchen, Dining & Family Room. A Well-Appointed FULL SIZE Kitchen is off to your right w/ Energy Efficient Black Appliances, Modern

    Jennifer Norfolk Coldwell Banker Waterman Realty

    1812 Main St Unit 203, Chester, MD 21619
  • 2613 Cecil Dr, Chester, MD 21619
    2613 Cecil Dr, Chester, MD 21619
    2613 Cecil Dr, Chester, MD 21619
    /14

    $5,000 per month

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

    2613 Cecil Dr, Chester, MD 21619

    Property Id: 2210479Beautiful, WATERFRONT home 5 bedroom/3bath. New wide plank hardwood floors throughout. Large deck, dock, hot tub, open kitchen, new appliances, large yard, great for families. Amazing, quiet neighborhood, perfect for riding bikes, fishing. Easy commute to Annapolis and only an hour from downtown DC if you have a hybrid or remote job. Looking for long term lease (at

    2613 Cecil Dr, Chester, MD 21619
  • 807 Auckland Way, Chester, MD 21619
    807 Auckland Way, Chester, MD 21619
    807 Auckland Way, Chester, MD 21619
    /42

    $3,200 per month

    • 3 Beds
    • 3.5 Baths
    • 2,100 Sq Ft
    • Townhouse for Rent

    807 Auckland Way, Chester, MD 21619

    Kent Island Living at its best! Bright and Roomy 3 bedroom, 3.5 bath townhouse with attached garage in Water Oriented Community of Bayside. Open first level floorpan with updated kitchen featuring stainless steel appliances, a Thermador Induction Cooktop, a double oven, granite counters and recessed lighting. A great place to entertain inside and on the large outdoor deck. The second floor

    Jason Dey Kevin Dey Realty

    807 Auckland Way, Chester, MD 21619
  • 1820 Chester Dr, Chester, MD 21619
    1820 Chester Dr, Chester, MD 21619
    /2

    $2,500 per month

    • 3 Beds
    • 2 Baths
    • 1,222 Sq Ft
    • House for Rent

    1820 Chester Dr, Chester, MD 21619

    3 bedroom 2 bath ranch style home in Harbor View community. Deck off eat in kitchen, large yard, with a section fenced off. New shed being installed in back corner. Long driveway with room for 4 vehicles. Freshly painted and cleaned. Will be ready for November 1st. Close to all amenities that Kent Island provides. Easy on off of Rt. 50. Just minutes from the Bay Bridge.

    Cindy Jacobs Maryland Residential Management Co

    1820 Chester Dr, Chester, MD 21619
  • 1606 Howard Rd, Chester, MD 21619
    1606 Howard Rd, Chester, MD 21619
    1606 Howard Rd, Chester, MD 21619
    /54

    $4,500 per month

    • 3 Beds
    • 2 Baths
    • 2,100 Sq Ft
    • House for Rent

    1606 Howard Rd, Chester, MD 21619

    Welcome to Crab Alley Bay, Chester, MDThis cherished waterfront home offers one of the most captivating settings on the Eastern Shore—perched on a point with sweeping 270-degree panoramic views of Crab Alley Bay. Resting on approximately three-quarters of an acre, the property is as peaceful and restorative as it is beautiful, providing a rare opportunity to enjoy true waterfront

    Lisa Barton Coldwell Banker Realty

    1606 Howard Rd, Chester, MD 21619
Maryland Queen Annes County Chester

Homes for Rent in Chester, MD

Frequently Asked Questions

What are the most popular neighborhoods in Chester, MD for renters?
The most popular neighborhoods in Chester, MD for renters are Pendennis Mount, Victor Haven, Cape Saint Claire, Eastport and Downtown Annapolis.
What are the most popular zip codes in Chester, MD for renters?
The most popular zip codes in Chester, MD for renters include 21619, 21666, 21638, 21409 and 21601.
How to Rent a Home

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