27

Leonardtown, MD Homes for Rent

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  • /44

    $3,075 Per Month

    • 3 Beds
    • 2.5 Baths
    • 2,140 Sq Ft
    • House for Rent

    23650 Coventry Dr, Leonardtown, MD 20650

    What a great place to call home! Recenly repainted just for you,Charming floor plan with steps to the upper level off the family room, you will love the design. Three large bedrooms upstairs and the primary suite has an exceptionally large bath with two vanity areas and a huge walk in shower. Nice and clean . Hardwood flooring is lovely. Big level back yard is great for your entertaining needs.

    Agent Photo

    Gail Nyman

    RE/MAX United Real Estate

    23650 Coventry Dr, Leonardtown, MD 20650
  • /32

    Starting at $2,275 Per Month

    • 2 - 3 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

    The Hamptons at Leonardtown

    44980 Hamptons Blvd, Leonardtown, MD 20650
  • /20

    $1,650 Per Month

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

    39725 Lady Baltimore Ave, Leonardtown, MD 20650

    Property Id: 2750149Duplex - style large brick rambler ONE large bedroom one good size completely redone bathroom. Large “ retro “ style full size eat -in kitchen. New luxury vinyl flooring throughout. Freshly painted Large living room. Has washer and dryer ( laundry room ).Separate entrance No shared areas - private entrance Large yard

    39725 Lady Baltimore Ave, Leonardtown, MD 20650
  • /4

    $2,000 Per Month

    • 3 Beds
    • 2 Baths
    • 1,344 Sq Ft
    • House for Rent

    39685 Lady Baltimore Ave, Leonardtown, MD 20650

    Welcome to your ideal rental in Leonardtown! This charming property offers a comfortable living experience in a vibrant community, perfect for anyone seeking a cozy space in a flourishing area.Key property features include spacious bedrooms, well-appointed bathrooms, and an inviting layout that maximizes floor space. You’ll find yourself just minutes away from a variety of excellent

    39685 Lady Baltimore Ave, Leonardtown, MD 20650
  • /18

    $1,800 Per Month

    • 3 Beds
    • 1 Bath
    • 2,952 Sq Ft
    • House for Rent

    25365 Point Lookout Rd, Leonardtown, MD 20650

    Charming Home !!!Welcome to in-town Leonardtown living—where everything you love is just a short walk away. ***Located just minutes from Leonardtown Wharf, award-winning restaurants, charming boutique shops, local wineries, and scenic parks, you’ll experience the best of what St. Mary’s County has to offer. Commuting is easy with quick access to major routes and PAX River Naval Air Station. This

    Robin Lower Residential Plus Real Estate Services

    25365 Point Lookout Rd, Leonardtown, MD 20650
  • /11

    $2,350 Per Month

    • 3 Beds
    • 2.5 Baths
    • 1,684 Sq Ft
    • House for Rent

    21113 Arbor Ct, Leonardtown, MD 20650

    Welcome home to this beautiful 3-bedroom, 2.5-bath residence, ideally nestled just off Route 5 in a quiet, convenient location. Enjoy easy access to local schools, shopping, dining, and historic downtown Leonardtown while still benefiting from the privacy and comfort of a peaceful neighborhood. This spacious home features generous living areas, an attached two-car garage, and a private backyard

    Roland Mellies O'Brien Realty ERA Powered

    21113 Arbor Ct, Leonardtown, MD 20650
  • /10

    $1,500 Per Month

    • 2 Beds
    • 1 Bath
    • 4,112 Sq Ft
    • Townhouse for Rent

    44868 Blake Creek Rd, Leonardtown, MD 20650

    Small duplex apartment with Living Room, Den/Study, laundry room, eat-in kitchen, one bath and two bedrooms. Max two occupants. No pets allowed. Still waiting on a few repairs, but available for occupancy.Looking for good credit and background check. Off street parking. Total of four apartments in two building with two units per building. Freshly painted and new carpets.

    Jan Barnes CENTURY 21 New Millennium

    44868 Blake Creek Rd, Leonardtown, MD 20650
  • /85

    $4,200 Per Month

    • 4 Beds
    • 2.5 Baths
    • 4,836 Sq Ft
    • House for Rent

    23636 Hansel Ct, Leonardtown, MD 20650

    For Sale as well! Welcome home to 23636 Hansel Court! This stunning Leonardtown residence perfectly blends modern upgrades with unique features you won't find anywhere else. Step inside to find gorgeous hardwood floors flowing seamlessly across the main level. The mostly finished basement is an entertainer's dream, featuring a dedicated theater area ready for your custom equipment, a spacious

    John Kreamer Taylor Properties

    23636 Hansel Ct, Leonardtown, MD 20650
  • /15

    $1,400 Per Month

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

    23220 Spalding Ln, Leonardtown, MD 20650

    Basement apartment with one bedrooms, and a den/study, kitchen, dining and living room combo. One full bath, washer/dryer provided. House above is occupied. Max of two tenants with good credit. Yard available for enjoyment. No pets!!! Water.sewer and trash taken care of by owner. JUst pay your electric and cable/wifi.

    Jan Barnes CENTURY 21 New Millennium

    23220 Spalding Ln, Leonardtown, MD 20650
  • /7

    $1,700 Per Month

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

    22756 Lawrence Ave Unit 6, Leonardtown, MD 20650

    Nice 2 Bedroom 1 Bath apartment in downtown Leonardtown. All appliances including washer and dryer. Rent includes water, sewer and trash removal. New kitchen appliances being installed. Walk to downtown shops and restaurants. Close to schools, shopping and area amenities.

    Kelly Padgett Century 21 Redwood Realty

    22756 Lawrence Ave Unit 6, Leonardtown, MD 20650
  • /18

    $1,900 Per Month

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

    41800 Eastwick Ln Unit 1304, Leonardtown, MD 20650

    Charming 1 Bedroom 1 Bath Condo in Leonardtown! Welcome to your cozy and clean condo located in heart of Leonardtown! This pristine 1 bedroom, 1 bath condo is move-in ready, offering the perfect blend of comfort and convenience. This condo features a spacious and modern kitchen , inviting private balcony, plenty of storage, washer and dryer in the unit, and a prime location! Walk to a variety of

    Sarah Mulford-Martin EXP Realty, LLC

    41800 Eastwick Ln Unit 1304, Leonardtown, MD 20650
  • /4

    $2,000 Per Month

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

    39685 Lady Baltimore Ave, Leonardtown, MD 20650

    Welcome home to this beautifully updated 3-bedroom, 1-bath rental located in the desirable St. Clements Shores community of Leonardtown. The updated kitchen features stainless steel appliances and opens to the living room, creating a bright, functional living space perfect for everyday living.The laundry area is conveniently located just off the kitchen, and the bedrooms feature brand-new

    Laura Holley O'Brien Realty ERA Powered

    39685 Lady Baltimore Ave, Leonardtown, MD 20650
  • /2

    $2,100 Per Month

    • 2 Beds
    • 1.5 Baths
    • 1,568 Sq Ft
    • House for Rent

    39534 Potomac Ave, Leonardtown, MD 20650

    Enjoy the charm of waterfront living in this cozy cottage nestled in one of Leonardtown’s most desirable water-oriented neighborhoods. Offering beautiful water views and a peaceful setting, this home is perfect for anyone looking to enjoy the relaxed Southern Maryland lifestyle while remaining just minutes from everything downtown Leonardtown has to offer. The home’s comfortable layout makes

    Sean Escobar O'Brien Realty ERA Powered

    39534 Potomac Ave, Leonardtown, MD 20650
  • /43

    $2,700 Per Month

    • 3 Beds
    • 3 Baths
    • 2,331 Sq Ft
    • House for Rent

    22397 Armstrong Dr, Leonardtown, MD 20650

    Just 7 minutes from the Leonardtown Square & Wharf, St. Mary's Hospital. 10 minutes from the beaches & trails of Newtowne Neck State Park. Armstrong Drive is located in the charming Breton Bay community. This delightful split-level home offers a perfect blend of comfort and convenience. Students are served by Benjamin Banneker Elementary School and Leonardtown Middle & High School. If you would

    Jonathan Powell Real Broker, LLC

    22397 Armstrong Dr, Leonardtown, MD 20650
  • /66

    $2,490 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

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

How much does it cost to rent a home in Leonardtown, MD?
The median rent for a home in Leonardtown, MD is $2,050 per month, though prices vary by neighborhood, size, and property type. As of July 2026, condos tend to be the most affordable option while single-family homes and townhouses are currently more expensive.
How much do you need to make to afford rent in Leonardtown, MD?
To comfortably afford the median rent in Leonardtown, MD, a household needs to earn roughly $82,000 per year. This is based on the common guideline that households should spend no more than 30% of gross income on housing. Most landlords require monthly household income of at least 3x the monthly rent, and with a median rent of $2,050 per month in Leonardtown, MD, renters typically need to show $6,150 per month in gross income to qualify. Actual affordability will vary depending on household debts, other living expenses, and overall budget.
Is it more affordable to rent or buy in Leonardtown, MD?
In Leonardtown, MD, the price-to-rent ratio is 22.2, which generally favors renting. This ratio divides the median home price by the annual median rent: below 15 typically favors buying, 15 to 20 is balanced, and above 20 typically favors renting. Your finances, how long you plan to stay, and costs like mortgage rates, taxes, and maintenance all factor into the decision.
What neighborhoods in Leonardtown, MD are best for renting a home?
The best neighborhood for renting in Leonardtown, MD depends on your priorities: commute, walkability, budget, and lifestyle all play a role. Popular areas for renting a home include Port Republic and Newburg, each with its own character and price range.

Rental Home Trends

Number of Homes for Rent
15
Median Rent
$2,050
Median Single Family Home Rent
$2,495
Median Townhouse Rent
$2,900
Median Condo Rent
$2,275
How to Rent a Home