Leonardtown MD Real Estate & Homes for Rent

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 clubhouse, walking nature trails, playgrounds, and open green spaces for relaxation and play. Experience the best of Leonardtown living with the seasonal Leonardtown Trolley. Hop on right from your neighborhood sidewalk and enjoy the ride around town with stops at the local winery, restaurants, pubs, coffee shops, charming bakeries, and of course, the Leonardtown Wharf. Spend your free time at nearby parks, beaches, museums, boardwalks, and theaters. Located just a short drive from Patuxent Naval Air Station (PAX), this home also offers access to excellent Leonardtown schools: Leonardtown High, Leonardtown Middle, and Leonardtown Elementary. Clarks Rest is a "walkable" community providing sidewalks throughout that also lead to the charming downtown with many stops along the way, including the library, schools, parks, and more. Love where you live here in Leonardtown, a most convenient place! To APPLY use this link for the application credit and background check... https://apply.link/8KGoNfc Must have 670 credit score or higher (NO EXCEPTIONS).

GOOD CREDIT A MUST - MINIMAL SCORE OF 700 REQUIRED BY OWNER, if your client is interested please have them fill out the rent spree application. All adults-anyone over the age of 18 must be on the lease and fill out an application with credit check. Beautiful, spacious 4 bedroom 3.5 bath home for rent in desirable Leonardtown neighborhood. Two car finished garage, basement and back deck are just a few of the perks. Minutes from downtown shopping, restaurants and more. Convenient to NAS Pax River. Pets case by case with $60/month pet rent.

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 and is non-refundable. All adults 18 years of age or older MUST submit a separate application online. All adults 18 years of age or older MUST submit a separate application online. Minimum acceptable credit score is 700 (all applicants must meet this minimum). Gross Household Income should equal at least 3 times the monthly rent. Recent late payments, collections, bankruptcies, foreclosures, evictions and/or excessive debt will not be accepted. Income, Criminal Background and Landlord References will be verified. Pets Allowed on Case-by-Case Basis, but No Cats Allowed in this Unit (may require monthly pet rent).***

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.

Enjoy the community of Breton Bay in this 3BR 2.5FB home with two car garage. On the main level of the home are the open living and dining room areas, kitchen, 2 bedrooms and hall full bath as well as the Primary bedroom and Primary bath. On the lower level is the family room with fireplace, half bath, laundry area and access to the two car front loading garage with storage area. Outside living areas, perfect for entertaining or just relaxing, include the front porch, a large screened deck off of the dining room and also a separate wrap around deck. Large rear yard is fully fenced. Residents can join the voluntary Civic Association to enjoy the private community beach, pier, kayak launch, and a picnic area. The home is steps away from the Breton Bay Country Club which offers golf, swimming pool and tennis amenities along with the Clubhouse and Ironwood Grill. It's just a short drive to historic downtown Leonardtown for dining, shopping, and local events. Neutered/spayed pets considered on a case-by-case basis. Standard lease term is 12 to 24 months. 36 month lease considered on a case-by-case basis. Immediate occupancy available.

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 Ridge, this exquisite Cape Cod-style residence offers a harmonious blend of luxury and comfort, perfect for those seeking an elevated lifestyle. With a generous 3.04-acre lot, this home provides ample space for relaxation and outdoor enjoyment, all while maintaining a sense of privacy and tranquility. Freshly Painted and New Carpet in the Bedrooms. Step inside to discover a thoughtfully designed layout featuring three spacious bedrooms and two and a half elegantly appointed bathrooms. The heart of the home boasts a cozy fireplace, creating an inviting atmosphere for gatherings or quiet evenings in. The property is equipped with modern conveniences, including a dedicated laundry area with hookups, ensuring that daily tasks are both efficient and effortless. The attached two-car garage, with a front-entry design, offers both functionality and ease of access, while the paved driveway enhances the overall curb appeal. While this home does not feature a pool, the expansive outdoor space invites you to create your own personal oasis. Imagine hosting summer barbecues on the extensively large Deck or enjoying peaceful mornings on your porch, surrounded by the beauty of nature. The lush surroundings provide a perfect backdrop for outdoor activities or simply unwinding after a long day. Available for lease starting March 9, 2026, this property offers flexible leasing options ranging from 12 to 36 months, allowing you to settle into your new home at your own pace. Rent includes essential utilities such as water and sewer, providing peace of mind and convenience. Experience the exclusive lifestyle that Chestnut Ridge has to offer, where luxury meets comfort in a picturesque setting. This residence is not just a house; it's a place to call home, where cherished memories are waiting to be made. Don't miss the opportunity to embrace this exceptional living experience. This home is NON-SMOKING. Don't miss the opportunity to call this Home. Minor exterior items being completed to beautify this home.

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 case-by-case basis, this home offers comfort, convenience, and flexibility. Located near local amenities, dining, and entertainment options, this is the ideal place to call home. Schedule your showing today!

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 bedrooms, and convenient one-level accessibility. Enjoy the benefits of water access, ideal for those who appreciate fishing, kayaking, or simply relaxing near the waterfront. The property's quiet surroundings offer a serene retreat while still being conveniently located near local amenities, marinas, and dining. A wonderful opportunity to enjoy relaxed Southern Maryland living in a well-maintained home with modern updates. See it Today! Application fee is $65 per adult and is non-refundable. All adults 18 years of age or older MUST submit a separate application online. Minimum acceptable credit score is 700 (all applicants must meet this minimum). Gross Household Income should equal at least 3 times the monthly rent. Recent late payments, collections, bankruptcies, foreclosures, evictions and excessive debt will not be accepted. Income, Criminal Background and Landlord References will be verified. No Pets Allowed in this Unit. No Smokers.

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 lifestyle - whether you're hosting guests, working from home, or simply enjoying a quiet evening in. Durable luxury flooring, an attached garage, and clean, modern finishes throughout make everyday living both easy and elevated. Step outside and experience what sets this home apart: the ability to truly live local. Morning coffee, waterfront walks, weekend events - it's all right here. If you've been looking for a home that offers both convenience and connection, this is it.

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 for everyday ease, perfect for those who prefer light cooking or enjoying the vibrant dining options just minutes away in Leonardtown Square. The home offers flexibility for your lifestyle, with space to bring your own washer and dryer if desired. A private garage, low-maintenance living, and a location that puts everything within reach make this an ideal fit for professionals seeking comfort without complication.

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.