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Leonardtown, MD Homes for Rent

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  • /18

    $2,800 per month

    • 4 Beds
    • 2.5 Baths
    • 2,434 Sq Ft
    • House for Rent

    20670 Bloombury Ln, Leonardtown, MD 20650

    Secluded home in Leonardtown area. Wrap around porch, garage, and plenty of area to spread out. 3 bedrooms on upper level one bedroom or office on main level. Unfinished basement and garage. Lots of outside room to roam and explore nature.

    Agent Photo

    Jimmy Hayden

    RE/MAX One

    (227) 234-0617

    20670 Bloombury Ln, Leonardtown, MD 20650
  • /32

    $2,225 - $2,400 per month

    The Hamptons at Leonardtown

    2 Beds

    44980 Hamptons Blvd, Leonardtown, MD 20650

    The Newest Apartment Community Serving Pax River. Luxury apartment homes in Leonardtown, MD. A Gated Community within walking distance to the town square, which features many restaurants, shops, entertainment venues and the Wharf Waterfront. Short drive to NAVAIR - Pax River Naval Air Station. 2 and 3 bedroom apartments...all with 2 bathrooms, gourmet kitchens, FREE CLIMATE CONTROLLED STORAGE

    44980 Hamptons Blvd, Leonardtown, MD 20650
  • /60

    $2,975 per month

    • 3 Beds
    • 3.5 Baths
    • 2,402 Sq Ft
    • Townhouse for Rent

    41470 Margrove Cir, Leonardtown, MD 20650

    Location is key.... Not just in Leonardtown, but in the community itself. Through every window of the rear of this house is the picturesque setting of the wooded tree line and abundant privacy, not often found in Townhome living. Clarks Rest residents enjoy a range of community amenities, including the community pool, a baby/toddler pool, sports courts (basketball and tennis), a beautiful

    Wayne & Christine Floyd RE/MAX Realty Group

    41470 Margrove Cir, Leonardtown, MD 20650
  • /54

    $2,695 per month

    • 3 Beds
    • 2 Baths
    • 1,238 Sq Ft
    • House for Rent

    23581 Belmar Dr, Leonardtown, MD 20650

    Recently Renovated Cabin on Over 2 Acres in Leonardtown! 3 Spacious Bedrooms; 2 Full Baths; Fully Renovated Kitchen with New Cabinets, Countertops, Appliances; New Flooring! See it Today! Walking Distance to Duke Elementary and Minutes to Leonardtown Middle School and Leonardtown High School! Close to Leonardtown Square, Shopping, Restaurants, Schools, and More! Application fee is $65 per adult

    Erika Yowell EXP Realty, LLC

    23581 Belmar Dr, Leonardtown, MD 20650
  • /38

    $3,200 per month

    • 4 Beds
    • 3.5 Baths
    • 3,195 Sq Ft
    • Townhouse for Rent

    41386 Margrove Cir, Leonardtown, MD 20650

    Discover modern living in this 4-bedroom, 3.5-bath end-unit townhome located in the highly desirable Clark's Rest community. This spacious rental boasts an abundance of natural light, an attached garage, and a fully finished basement for all your living and storage needs. The large balcony off the kitchen is perfect for enjoying your morning coffee or entertaining guests. Pet-friendly on a

    Matthew Burgan Infinitas Realty Group

    41386 Margrove Cir, Leonardtown, MD 20650
  • /33

    $1,850 per month

    • 3 Beds
    • 2 Baths
    • 1,025 Sq Ft
    • House for Rent

    42464 Fairgrounds Rd, Leonardtown, MD 20650

    This great home offers hardwood floors, toasty warm oil heat, a circle drive and a level lot. Landlord has several requirements including a firm no pet policy. Please ask your tenant's agent to read the private agent remarks.

    Karen Gioia RE/MAX One

    42464 Fairgrounds Rd, Leonardtown, MD 20650
  • /36

    $2,600 per month

    • 3 Beds
    • 2.5 Baths
    • 1,848 Sq Ft
    • House for Rent

    20503 Chestnut Ridge Dr, Leonardtown, MD 20650

    Effective 4/6/2026: Owner will consider Pets as follows: 1 dog 75lbs or less, applicant must have at least 700 credit score, continuous Employment history greater than 5 years, No late payments of rents in the last 5 years and Gross monthly income of at $8,400 or higher only 2 incomes will be considered for gross monthly income. Monthly RENT AT $2,750.00. Nestled in the serene enclave of Chestnut

    Jay Camp Coldwell Banker Premier

    20503 Chestnut Ridge Dr, Leonardtown, MD 20650
  • /37

    $2,100 per month

    • 3 Beds
    • 1.5 Baths
    • 1,583 Sq Ft
    • House for Rent

    18937 McKays Cove Ln, Leonardtown, MD 20650

    Welcome to this charming water-access rambler! This inviting 3-bedroom, 1.5-bath home offers comfortable single-level living in a peaceful coastal setting.Inside, you’ll find an updated kitchen featuring granite countertops, stainless steel appliances, and ample cabinet space, perfect for everyday living and entertaining. The functional open floor plan provides bright living areas, well-sized

    Erika Yowell EXP Realty, LLC

    18937 McKays Cove Ln, Leonardtown, MD 20650
  • /7

    $1,350 per month

    • 11,686 Sq Ft
    • Condo for Rent

    22695 Washington St Unit 5, Leonardtown, MD 20650

    Welcome to your charming new home in the heart of historic Leonardtown! This delightful 1-bedroom, 1-bathroom apartment boasts fresh paint and brand-new luxury vinyl plank (LVP) flooring, providing a modern and comfortable living space. Nestled in an amazing location, you'll enjoy the convenience of being within walking distance to an array of fantastic restaurants, shops, and local attractions.

    Natalya Ford RE/MAX One

    22695 Washington St Unit 5, Leonardtown, MD 20650
  • /28

    $2,900 per month

    • 3 Beds
    • 2.5 Baths
    • 1,080 Sq Ft
    • House for Rent

    22802 Lawrence Ave, Leonardtown, MD 20650

    Welcome to effortless living just moments from MedStar St. Mary’s—where your commute disappears and your time becomes your own. This never-before-lived-in residence is designed for professionals who value simplicity, style, and location. With clean lines and designer finishes throughout, the space feels more like a private retreat than a traditional rental. The kitchen is thoughtfully designed

    Michelle Camaioni RE/MAX One

    22802 Lawrence Ave, Leonardtown, MD 20650
  • /25

    $2,600 per month

    • 3 Beds
    • 2.5 Baths
    • 909 Sq Ft
    • House for Rent

    41577 Church St, Leonardtown, MD 20650

    Welcome to in-town Leonardtown living—where everything you love is just a short walk away. This brand-new home offers the rare combination of modern comfort and small-town charm, just steps from the waterfront, local restaurants, and year-round community events that make Leonardtown so special. Inside, you’ll find a thoughtfully designed layout with flexible living spaces that adapt to your

    Michelle Camaioni RE/MAX One

    41577 Church St, Leonardtown, MD 20650

Why Live in Leonardtown

Leonardtown, Maryland, is a rapidly growing community in Southern Maryland, with its population nearly doubling between 2010 and 2020. Located on a peninsula surrounded by the Potomac River, Patuxent River, and Chesapeake Bay, Leonardtown is home to around 19,000 residents. The town's appeal includes a revitalized downtown, water access, and proximity to Naval Air Station Patuxent River, the county's top employer. Leonardtown is approximately 60 miles south of Washington, D.C., making it a viable option for commuters. The town boasts above-average schools, including Leonardtown Elementary, Leonardtown Middle, Leonardtown High, and St. Mary's Ryken High. Housing in Leonardtown has seen significant development, with new subdivisions like Clark’s Rest featuring Colonial Revival-inspired homes and waterfront properties available in areas like Breton Bay. The town's historic downtown has been rejuvenated with new businesses, restaurants, and community-funded murals. Leonardtown is known for its freshly caught seafood, particularly at local restaurants such as T&Js Cove. The town earned the distinction of being the region’s first Arts & Entertainment District in 2013, with a thriving art scene and events like the annual Leonardtown Art Walk. The United States National Oyster Festival, held every October, is a major attraction, celebrating oysters with various activities and competitions. Outdoor recreation is abundant, with parks like Leonardtown Wharf Park and Newtowne Neck State Park offering boating, fishing, and hiking opportunities. Leonardtown is accessible via STS Transit and several state highways, with three major airports within 90 miles. Healthcare needs are met by MedStar St. Mary's Hospital.

Frequently Asked Questions

What are the most popular neighborhoods in Leonardtown, MD for renters?
The most popular neighborhood in Leonardtown, MD for renters is Newburg.
What are the most popular zip codes in Leonardtown, MD for renters?
The most popular zip codes in Leonardtown, MD for renters include 20650, 20636, 20619, 20659 and 20634.
How to Rent a Home