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Queen Annes County, MD Homes for Rent

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  • 206 Prospect Bay Dr W, Grasonville, MD 21638
    206 Prospect Bay Dr W, Grasonville, MD 21638
    206 Prospect Bay Dr W, Grasonville, MD 21638
    /22

    $3,750 per month

    • 3 Beds
    • 2 Baths
    • 1,878 Sq Ft
    • House for Rent

    206 Prospect Bay Dr W, Grasonville, MD 21638

    In person showings will be available as of Monday 3/16. Enjoy everything that the Eastern Shore has to offer just minutes to the Bay Bridge. Great house for entertaining, open space and doors to the outside wrap-around deck. Stunning views of the sunsets and the sunrise. Close to the Marina with beautiful water views. Circular driveway and two car garage. Brand new carpet and paint and new

    Agent Photo

    Biana Arentz

    Coldwell Banker Realty

    (410) 927-1628

    206 Prospect Bay Dr W, Grasonville, MD 21638
  • 214 Pier 1 Rd, Stevensville, MD 21666
    214 Pier 1 Rd, Stevensville, MD 21666
    214 Pier 1 Rd, Stevensville, MD 21666
    /44

    $1,850 - $3,500 per month

    Bay Manor Apartments

    Studio - 2 Beds

    214 Pier 1 Rd, Stevensville, MD 21666

    Experience a lifestyle inspired by the water at Bay Manor Apartments, a brand-new residential community in the heart of Stevensville, Maryland — just steps from the Chesapeake Bay. Here, you’ll find coastal elegance paired with modern comfort, where each home has been carefully designed to offer a refined yet relaxed way of living. Every apartment is brand new, meaning you’ll be the very first to

    214 Pier 1 Rd, Stevensville, MD 21666
  • 108 Primrose Rd, Chestertown, MD 21620
    108 Primrose Rd, Chestertown, MD 21620
    108 Primrose Rd, Chestertown, MD 21620
    /25

    $2,500 per month

    • 3 Beds
    • 2 Baths
    • 1,722 Sq Ft
    • House for Rent

    108 Primrose Rd, Chestertown, MD 21620

    Beautiful rancher on large lot for lease. 3 bedrooms and 2 full baths, open floor plan, hardwood floors, updated kitchen and bathrooms. Screened in porch and private back yard make this a peaceful retreat. No pets, no smoking. Fireplace is not to be used. Applicants subject to credit approval.

    Peter Heller Coldwell Banker Chesapeake Real Estate Company

    108 Primrose Rd, Chestertown, MD 21620
  • 235 Jessica Lyn Ave, Stevensville, MD 21666
    235 Jessica Lyn Ave, Stevensville, MD 21666
    235 Jessica Lyn Ave, Stevensville, MD 21666
    /16

    $3,500 per month

    • 4 Beds
    • 3.5 Baths
    • 2,611 Sq Ft
    • Townhouse for Rent

    235 Jessica Lyn Ave, Stevensville, MD 21666

    Property Id: 1783966Discover the desirable Ellendale Community on Kent Island & the attractions this place holds with its collection of natural splendor & attractive waterfront views. Located just a mile from the Chesapeake Bay Bridge, Ellendale is a well-established community that offers access to affordable, luxury townhomes. With a new clubhouse, swimming pool & unique floor plans,

    235 Jessica Lyn Ave, Stevensville, MD 21666
  • 102 Sea Eagle Dr, Grasonville, MD 21638
    102 Sea Eagle Dr, Grasonville, MD 21638
    102 Sea Eagle Dr, Grasonville, MD 21638
    /45

    $6,000 per month

    • 5 Beds
    • 5 Baths
    • 3,260 Sq Ft
    • House for Rent

    102 Sea Eagle Dr, Grasonville, MD 21638

    Your waterfront oasis awaits just in time to experience all the Eastern Shore has to offer! Five bedrooms, Five Full bathrooms on three levels. The first floor features an attached garage or foyer entry, a spare bedroom or office or workout room with a full bathroom, living room, dining room and gorgeous kitchen with breakfast nook all overlooking the beautiful water view. You will love

    Jason Dey Kevin Dey Realty

    102 Sea Eagle Dr, Grasonville, MD 21638
  • 3008 Church Hill Rd, Centreville, MD 21617
    3008 Church Hill Rd, Centreville, MD 21617
    3008 Church Hill Rd, Centreville, MD 21617
    /19

    $2,600 per month

    • 4 Beds
    • 3 Baths
    • 1,800 Sq Ft
    • House for Rent

    3008 Church Hill Rd, Centreville, MD 21617

    Property Id: 2436018Nestled in the town of Centreville on Maryland’s scenic Eastern Shore, this spacious 4-bedroom, 3-bath home offers both comfort and convenience. Inside, you’ll find thoughtful updates throughout, including brand-new countertops, windows, and plush carpeting that give the home a fresh, modern feel. The generous layout provides plenty of room for living and entertaining,

    3008 Church Hill Rd, Centreville, MD 21617
  • 106 Blenny Ln, Chester, MD 21619
    106 Blenny Ln, Chester, MD 21619
    106 Blenny Ln, Chester, MD 21619
    /42

    $2,995 per month

    • 3 Beds
    • 4 Baths
    • 1,899 Sq Ft
    • Townhouse for Rent

    106 Blenny Ln, Chester, MD 21619

    Welcome to this beautifully updated 3-level interior townhome located in the highly sought-after Bayside community on Kent Island. This move-in ready home features 3 spacious bedrooms, 2 full bathrooms, and 2 half baths, offering both comfort and functionality across every level. The main living area showcases gleaming hardwood floors, a gas fireplace, and an open layout perfect for everyday

    Jose Matos Chaney Homes, LLC

    106 Blenny Ln, Chester, MD 21619
  • 160 Twin Oaks Farm Ln Unit Main level unit, Chestertown, MD 21620
    160 Twin Oaks Farm Ln Unit Main level unit, Chestertown, MD 21620
    160 Twin Oaks Farm Ln Unit Main level unit, Chestertown, MD 21620
    /15

    $1,650 per month

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

    160 Twin Oaks Farm Ln Unit Main level unit, Chestertown, MD 21620

    This property features 1200 square feet of living space, including one bathroom and 2 designated bedrooms. The unit comes fully furnished and is smoke-free, providing a clean and comfortable environment. Key amenities include air conditioning for climate control, a dishwasher for convenient meal cleanup, and an in-unit washer and dryer for laundry needs. The living area is spacious, allowing for

    160 Twin Oaks Farm Ln Unit Main level unit, Chestertown, MD 21620
  • 113 Henry Stoupe Way, Chester, MD 21619
    113 Henry Stoupe Way, Chester, MD 21619
    113 Henry Stoupe Way, Chester, MD 21619
    /19

    $3,500 per month

    • 3 Beds
    • 2.5 Baths
    • 1,844 Sq Ft
    • House for Rent

    113 Henry Stoupe Way, Chester, MD 21619

    The "Gibson's Grant" Waterfront Community has a new Rental Home available! They don't come on the market that often in this desired neighborhood... so don't delay! This Stunning 3 BR, 2.5BA, single family home is ready for you to move right in! Full of upgrades to include a Custom Stone Fireplace Surround and Mantel, Hardwood floors, Granite Countertops, SS Appliances, Beautiful Tiled Backsplash,

    Pamela Ackermann-Doll RE/MAX Executive

    113 Henry Stoupe Way, Chester, MD 21619
  • 308 Queens Ct, Stevensville, MD 21666
    308 Queens Ct, Stevensville, MD 21666
    308 Queens Ct, Stevensville, MD 21666
    /43

    $3,590 per month

    • 5 Beds
    • 2.5 Baths
    • 2,367 Sq Ft
    • House for Rent

    308 Queens Ct, Stevensville, MD 21666

    Queen Anne Colony – Beautiful Cape Cod with Water Views Enjoy scenic views of the Chesapeake Bay in this bright and inviting Cape Cod home located in the desirable Queen Anne Colony. The main level features luxury vinyl flooring, a spacious primary bedroom with a walk-in closet, and a well-appointed bathroom with a double vanity. The dramatic two-story glass foyer fills the home with abundant

    Mary Givens HomeRiver Group

    308 Queens Ct, Stevensville, MD 21666
  • 226 Bentons Pleasure Rd, Chester, MD 21619
    226 Bentons Pleasure Rd, Chester, MD 21619
    226 Bentons Pleasure Rd, Chester, MD 21619
    /49

    $4,500 per month

    • 4 Beds
    • 3 Baths
    • 2,876 Sq Ft
    • House for Rent

    226 Bentons Pleasure Rd, Chester, MD 21619

    Awesome water front living on Cox Creek! This wonderful, spacious Home is a must see on Kent Islands in popular Bentons Pleasure Neighborhood! HUGE GREAT ROOM AND PRIMARY BEDROOM/BATH ADDITION! Wonderful open concept kitchen/ dining room & great room combo w/stone fireplace, handsome built-in book cases, Brazilian cherry hardwood floors, recessed lighting, custom wet bar, wine cooler and water

    Michael Roenigk Chaney Homes, LLC

    226 Bentons Pleasure Rd, Chester, MD 21619
  • 2626 Cecil Dr, Chester, MD 21619
    2626 Cecil Dr, Chester, MD 21619
    2626 Cecil Dr, Chester, MD 21619
    /10

    $2,500 per month

    • 3 Beds
    • 2.5 Baths
    • 1,272 Sq Ft
    • House for Rent

    2626 Cecil Dr, Chester, MD 21619

    Welcome to this charming home located in the quiet, established community of Harbor View in Chester. This well-maintained property features a bright and open floor plan with a cozy fireplace—perfect for relaxing evenings. The kitchen comes fully equipped with modern appliances. Enjoy the convenience of an attached garage and a spacious 0.34-acre lot with plenty of outdoor space. Situated just

    Kevin Waterman Coldwell Banker Waterman Realty

    2626 Cecil Dr, Chester, MD 21619
  • 7501 Church Hill Rd Unit 5, Chestertown, MD 21620
    7501 Church Hill Rd Unit 5, Chestertown, MD 21620
    7501 Church Hill Rd Unit 5, Chestertown, MD 21620
    /16

    $1,900 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
  • 2605 Harrington Rd, Chester, MD 21619
    2605 Harrington Rd, Chester, MD 21619
    2605 Harrington Rd, Chester, MD 21619
    /29

    $2,950 per month

    • 4 Beds
    • 2.5 Baths
    • 1,852 Sq Ft
    • House for Rent

    2605 Harrington Rd, Chester, MD 21619

    Beautiful, four-bedroom, ranch-style home on level lot with spacious, fenced backyard. Kitchen has stainless steel appliances and granite counters/island. Hardwood floors. Energy efficiency improvements include a fully encapsulated, insulated crawlspace and R49 attic insulation. Quiet street. One small dog considered on case-by-case-basis, additional fee and deposit will apply. PROPERTY AVAILABLE

    Raj Mirani Taylor Properties

    2605 Harrington Rd, Chester, MD 21619
  • 108 S Carolina Rd, Stevensville, MD 21666
    108 S Carolina Rd, Stevensville, MD 21666
    108 S Carolina Rd, Stevensville, MD 21666
    /32

    $2,900 per month

    • 3 Beds
    • 2 Baths
    • 1,792 Sq Ft
    • House for Rent

    108 S Carolina Rd, Stevensville, MD 21666

    Freshly painted , nice laminate flooring, large fenced in back yard. 1 Car garage with extra storage space. *4th bedroom can be used as an office as its entered separately from the main house entrance* Convenient to route 50, shopping, Bay Bridge, Famous Kent Narrows restaurants*Annapolis or Easton. Central Air throughout the house. Plenty of parking in the large driveway. Community amenities,

    Michael Roenigk Chaney Homes, LLC

    108 S Carolina Rd, Stevensville, MD 21666
  • 907 Auckland Way, Chester, MD 21619
    907 Auckland Way, Chester, MD 21619
    907 Auckland Way, Chester, MD 21619
    /59

    $3,200 per month

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

    907 Auckland Way, Chester, MD 21619

    Showings begin Sunday! Rare waterview end-unit townhouse for rent on Kent Island. Located in Bayside, a sought-after waterfront community on Maryland’s Eastern Shore, this tucked-away property offers true Chesapeake Bay resort-style living. Residents enjoy a community pool with hot tub, tennis courts, lawn volleyball, scenic walking trails, and a renovated clubhouse with fitness center, kitchen,

    Jennifer Snead Long & Foster Real Estate, Inc.

    907 Auckland Way, Chester, MD 21619
  • 215 Keenan Way, Stevensville, MD 21666
    215 Keenan Way, Stevensville, MD 21666
    215 Keenan Way, Stevensville, MD 21666
    /31

    $2,850 per month

    • 1,900 Sq Ft
    • Townhouse for Rent

    215 Keenan Way, Stevensville, MD 21666

    Super Clean Spacious Townhome with 3 levels to enjoy. Eat -In kitchen with newer appliances and granite counter tops. All new in 2026 flooring and paint throughout. This townhome offers 3 bedrooms with 2 primary suites. Each bedroom has it's own full bathroom and walk-in closet. The living room is spacious and opens to the Kitchen. The Kitchen has a bounty of cabinet space, newer granite counter

    Lawrence Doyle Long & Foster Real Estate, Inc.

    215 Keenan Way, Stevensville, MD 21666
  • 112 W Main St, Sudlersville, MD 21668
    112 W Main St, Sudlersville, MD 21668
    112 W Main St, Sudlersville, MD 21668
    /15

    $2,700 per month

    • 3 Beds
    • 2.5 Baths
    • 1,679 Sq Ft
    • House for Rent

    112 W Main St, Sudlersville, MD 21668

    Brand-new construction rental in the heart of Sudlersville! This upgraded 3-bedroom, 2.5 bath home offers an open and airy layout filled with natural light. The modern kitchen flows seamlessly into the living and dining areas, creating a bright, inviting space for everyday living and entertaining. The primary bath features a walk-in shower with marble wall finishes, while the second full bath

    Marti McGinty Chesapeake Real Estate Associates, LLC

    112 W Main St, Sudlersville, MD 21668
  • 107 Dundee Ave Unit 201, Chester, MD 21619
    107 Dundee Ave Unit 201, Chester, MD 21619
    107 Dundee Ave Unit 201, Chester, MD 21619
    /16

    $1,750 per month

    • 1 Bed
    • 1 Bath
    • 6,338 Sq Ft
    • Condo for Rent

    107 Dundee Ave Unit 201, Chester, MD 21619

    1 bedroom 1 bath apartment in Chester. Close to everything Kent Island. Secure building, keyless entry, 1 parking space per unit with plenty of overflow for one additional per unit. Large kitchens, full size washer & dryers in each unit. Water & sewer included. This is a NO SMOKING building. Pets under 35lbs welcome with pet rent of $50 per month. Closet on balcony is mechanical room and not

    Cindy Jacobs Maryland Residential Management Co

    107 Dundee Ave Unit 201, Chester, MD 21619
  • 151 Hammer Run, Centreville, MD 21617
    151 Hammer Run, Centreville, MD 21617
    151 Hammer Run, Centreville, MD 21617
    /22

    $3,200 per month

    • 4 Beds
    • 3 Baths
    • 2,517 Sq Ft
    • House for Rent

    151 Hammer Run, Centreville, MD 21617

    Welcome to 151 Hammer Run in Centreville! This well-maintained secluded rental offers comfort, space, and convenience in a desirable location close to downtown Centreville, shopping, dining, and commuter routes. Enjoy a functional layout with bright natural light throughout, spacious living areas, and a comfortable flow perfect for everyday living. The home features a generous kitchen with ample

    Samantha Grimes Chesapeake Real Estate Associates, LLC

    151 Hammer Run, Centreville, MD 21617
  • 216 Perrys Retreat Blvd, Grasonville, MD 21638
    216 Perrys Retreat Blvd, Grasonville, MD 21638
    216 Perrys Retreat Blvd, Grasonville, MD 21638
    /50

    $3,700 per month

    • 5 Beds
    • 3 Baths
    • 3,040 Sq Ft
    • House for Rent

    216 Perrys Retreat Blvd, Grasonville, MD 21638

    Welcome home to your like-new Lehigh single-family home in Perry's Retreat. The Lehigh model combines smart design with light-filled spaces. This community was just completed and all homesites have been sold, this premium homesite was one of the most sought after lots when the community was being built. Enter the inviting foyer with an upgraded fully enclosed office. The gourmet kitchen boasts a

    Rob Kansler Berkshire Hathaway HomeServices Homesale Realty

    216 Perrys Retreat Blvd, Grasonville, MD 21638
  • 120 Anthony Ln, Stevensville, MD 21666
    120 Anthony Ln, Stevensville, MD 21666
    120 Anthony Ln, Stevensville, MD 21666
    /17

    $2,875 per month

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

    120 Anthony Ln, Stevensville, MD 21666

    BRIGHT BEAUTIFUL3 BRS 2.5 BA END UNIT 2 CAR GARAGE TOWNHOME LOCATED IN THE DESIRABLE ELLENDALE COMMUNITY ON KENT ISLAND FEATURES LARGE GOURMET KITCHEN, STAINLESS STEEL APPLIANCES, HARDWOOD FLOOR, BEAUTIFUL DECK WALK OUT FROM KITCHEN AREA, GAS FIREPLACE, 3 GENEROUS SIZE BEDROOMS, WASHER DRYER ON UPPER LEVEL, MAIN LEVEL WITH BONUS ROOM CAN BE USED AS OFFICE , GYM. COMMUNITY AMENITIES INCLUDED IN

    John Pham Samson Properties

    120 Anthony Ln, Stevensville, MD 21666
  • 720 Church Hill Rd, Centreville, MD 21617
    720 Church Hill Rd, Centreville, MD 21617
    720 Church Hill Rd, Centreville, MD 21617
    /16

    $2,000 per month

    • 3 Beds
    • 2 Baths
    • 2,000 Sq Ft
    • Condo for Rent

    720 Church Hill Rd, Centreville, MD 21617

    Very nice home located in the historic town of Centreville. This property features spacious rooms with over 2,200± square feet of living space, plus an additional partially finished basement. Beautifully refinished hardwood floors run throughout the home. The newer kitchen offers attractive cabinetry, stainless steel appliances, and granite countertops. Bathrooms have been updated with tile, new

    Chris Rosendale CR Realty

    720 Church Hill Rd, Centreville, MD 21617
  • Unit 4 501 Main St, Church Hill, MD 21623
    Unit 4 501 Main St, Church Hill, MD 21623
    Unit 4 501 Main St, Church Hill, MD 21623
    /7

    $1,150 per month

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

    Unit 4 501 Main St, Church Hill, MD 21623

    Quaint one bedroom rental in the charming village of Church Hill with its rich historical past. Church Hill Theatre is nearby for weekend entertainment and St. Lukes Episcopal Church (1732) is close as well. And Church Hill Park for children too. There is a coin operated laundromat on the premises at the back of the building.

    Jo Ann Edwards The Hogans Agency

    Unit 4 501 Main St, Church Hill, MD 21623
  • 29D Queen Mary Ct, Chester, MD 21619
    29D Queen Mary Ct, Chester, MD 21619
    29D Queen Mary Ct, Chester, MD 21619
    /39

    $2,700 per month

    • 3 Beds
    • 2.5 Baths
    • 1,440 Sq Ft
    • Townhouse for Rent

    29D Queen Mary Ct, Chester, MD 21619

    Wonderful Queens Landing on Kent Island! Totally updated kitchen area with center island and bar stools! *Hardwood floors on main living area! Enclosed sun-room with beautiful views of the lake. Spacious living room with fireplace and built in book cases. Kitchen with Breakfast Bar. Main Bedroom, with Main Bath, also over looks the lake. *This town home is a must see in Queens Landing* Community

    Michael Roenigk Chaney Homes, LLC

    29D Queen Mary Ct, Chester, MD 21619
Maryland Queen Annes County

Homes for Rent in Queen Annes County, MD

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