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Apartments for Rent in Leonardtown, MD

Average rent

$2,325
decreased by18%

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25390 Point Lookout Road - Photo 1 of 1

22h ago

8.3

Very good

25390 Point Lookout Road

25390 Point Lookout Rd, Leonardtown, MD 20650

1 bed

1 bath

$850

Apartment for rent

1BR apartment near downtown Leonardtown

Located in Leonardtown, MD, this 1-bedroom, 1-bathroom apartment includes a living room and on-site washer and dryer. The central location puts residents within walking distance of the hospital, college, and downtown area, plus close to Leonardtown Wharf Park and local dining like The Leonardtown Grille.

21113 Arbor Ct #1 - Photo 1 of 1

5d+ ago

House for rent in Leonardtown

21113 Arbor Court - 1

21113 Arbor Ct #1, Leonardtown, MD 20650

3 beds

2.5 baths

$2,450

House for rent

Available Jul 15

Spacious 3-bed house near downtown Leonardtown

Set in Leonardtown, MD, this well-maintained 3-bed, 2.5-bath house sits minutes from local schools and downtown. The spacious layout offers plenty of room throughout, with convenient access to Route 5 for easy commuting around Southern Maryland.

22373 Enoch Rd - Photo 1 of 1

5d+ ago

House for rent in Leonardtown

SINGLE_FAMILY - Colonial - LEONARDTOWN, MD

22373 Enoch Rd, Leonardtown, MD 20650

In-unit laundry | Garage parking | On-site laundry

4 beds

2.5 baths

$3,200

House for rent

Colonial 4-bed house with quartz kitchen & deck

This 4-bed, 2.5-bath colonial house in Leonardtown sits on over half an acre backing to mature trees. The 2,196 sqft layout features an open floor plan with luxury vinyl plank flooring, a bright kitchen with quartz countertops and large island, and a primary suite with walk-in closet. A large deck, fenced backyard, and 2-car garage add outdoor living and storage space.

25365 Point Lookout Rd - Photo 1 of 1

5d+ ago

House for rent in Leonardtown

SINGLE_FAMILY - Colonial - LEONARDTOWN, MD

25365 Point Lookout Rd, Leonardtown, MD 20650

In-unit laundry

3 beds

1 bath

$2,300

$2,050

Price drop

House for rent

Colonial 3-bed house near Leonardtown Wharf

Right in Leonardtown, MD, this colonial-style 3-bed, 1-bath house offers 2,952 sqft of living space with in-unit laundry and three parking spaces. The two-story layout includes a basement and sits minutes from Leonardtown Wharf, award-winning restaurants, and boutique shops. Easy commute access to PAX River Naval Air Station and a top-rated elementary school just 0.3 miles away.

18937 Mckays Cove Ln - Photo 1 of 1

5d+ ago

House for rent in Leonardtown

SINGLE_FAMILY - Rambler - LEONARDTOWN, MD

18937 Mckays Cove Ln, Leonardtown, MD 20650

In-unit laundry | Dishwasher

3 beds

1.5 baths

$2,100

House for rent

3-bed rambler with water access in Leonardtown

3-bed house in Leonardtown, MD, offering single-level living with water access for fishing and kayaking. This rambler-style home features an updated kitchen with granite countertops and stainless steel appliances, plus 1.5 baths across 1,583 sqft. In-unit laundry, dishwasher, central air, and 2 parking spaces add convenience in a peaceful coastal setting near local marinas and dining.

20503 Chestnut Ridge Dr - Photo 1 of 1

5d+ ago

Apartment for rent in Leonardtown

20503 Chestnut Ridge Dr, Leonardtown, MD 20650

In-unit laundry | Garage parking | Fireplace

3 beds

2.5 baths

$2,500

Apartment for rent

3-bed Cape Cod apartment with 2-car garage

3-bed apartment in Leonardtown, MD, featuring a Cape Cod-style layout with 2.5 baths and a 2-car garage. Recently updated with fresh paint, new carpet in all bedrooms, and a new washer and dryer. The unit includes a front porch and large rear deck perfect for grilling, set in the peaceful Chestnut Ridge Subdivision with country views.

Nearby rental good for eco-living

Nearby rental good for wellness

41665 Tudor Hall Rd - Photo 1 of 1

5d+ ago

Apartment for rent in Leonardtown

41665 Tudor Hall Rd, Leonardtown, MD 20650

In-unit laundry | Hardwood floor | Outdoor space

3 beds

0 baths

$2,200

Apartment for rent

3-bed apartment with hardwood floors & laundry

Set in Leonardtown, MD, this 3-bed apartment sits across from the historic Tudor Hall mansion and within walking distance of downtown shops and restaurants. The 1,120 sqft layout features hardwood floors throughout, a basement with in-unit laundry, and a beautifully landscaped yard with storage shed.

23581 Belmar Dr - Photo 1 of 1

5d+ ago

House for rent in Leonardtown

SINGLE_FAMILY - Cottage - LEONARDTOWN, MD

23581 Belmar Dr, Leonardtown, MD 20650

In-unit laundry | Ceiling fan | Carpet

3 beds

2 baths

$2,695

House for rent

Renovated 3-bed cottage on 2+ acres in MD

This 3-bed, 2-bath cottage-style house sits on over 2 acres in Leonardtown with a fully renovated kitchen featuring new cabinets, countertops, and appliances. The 1,238 sqft layout includes new flooring, in-unit laundry, and ceiling fans across 2 floors. Walking distance to Duke Elementary and minutes from Leonardtown Square shopping and restaurants.

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44868 Blake Creek Rd - Photo 1 of 1

5d+ ago

Apartment for rent in Leonardtown

44868 Blake Creek Rd, Leonardtown, MD 20650

Air conditioning | On-site laundry | Carpet

2 beds

1 bath

$1,250

Apartment for rent

2-bed duplex apartment with off-street parking

Located in Leonardtown, MD, this 2-bed, 1-bath duplex apartment features an eat-in kitchen, dedicated laundry room, and off-street parking. The 1,028 sqft unit includes air conditioning, fresh paint, and new carpets. Onsite laundry adds convenience to this quiet four-unit complex.

23570 Belmar Dr - Photo 1 of 1

5d+ ago

Apartment for rent in Leonardtown

23570 Belmar Dr, Leonardtown, MD 20650

Furnished | Garage parking | Swimming pool

4 beds

0.5 baths

$4,000

Apartment for rent

Furnished 4-bed apartment with garage & pool

Set in Leonardtown, MD, this furnished 4-bed apartment spans 2,577 sqft with an open floor plan and abundant natural light. Hardwood floors flow through the main level, while a sun room connects to a deck and hardscape patio overlooking a fenced backyard with garden beds. The 2-car garage and community pool add convenience to this spacious layout.

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On-Site Laundry

In-Unit Laundry

Outdoor Space

Garage Parking

40570 Capilano Ct - Photo 1 of 1

5d+ ago

Apartment for rent in Leonardtown

40570 Capilano Ct, Leonardtown, MD 20650

Garage parking | On-site laundry | Swimming pool

4 beds

0 baths

$3,300

Apartment for rent

4-bed contemporary home near Breton Bay golf

This 4-bed apartment in Leonardtown sits on a quiet cul-de-sac backing to the Breton Bay Country Club's 6th tee. The 3,330 sqft layout features hardwood floors, a modern granite kitchen, gas fireplace, and expansive bonus room with pool table included. A covered front porch and screened back deck overlook the wooded .42-acre lot, with community pier and beach access available.

21940 Society Hill Rd - Photo 1 of 1

5d+ ago

Apartment for rent in Leonardtown

21940 Society Hill Rd, Leonardtown, MD 20650

Garage parking | Hardwood floor

3 beds

0 baths

$3,000

Apartment for rent

3-bed split-level with golf course views

Apartment with 3 beds in Leonardtown, MD, this split-level contemporary features golf course views from the kitchen and primary bedroom. The 2,978 sqft layout includes hardwood floors, large bedrooms, and a detached garage with studio apartment. Located in Breton Bay with ample guest parking.

23122 Lilac St - Photo 1 of 1

3d ago

Townhouse for rent in California

23122 Lilac St, California, MD 20619

In-unit laundry | On-site laundry | Swimming pool

3 beds

0.5 baths

$2,495

House for rent

23122 Lilac St - Photo 1 of 1

4d ago

Townhouse for rent in California

TOWNHOME - Colonial - CALIFORNIA, MD

23122 Lilac St, California, MD 20619

In-unit laundry | Garage parking | On-site laundry

3 beds

2.5 baths

$2,495

House for rent

43578 Marguerite Way - Photo 1 of 1

5d+ ago

Townhouse for rent in California

43578 Marguerite Way, California, MD 20619

In-unit laundry | Garage parking | On-site laundry

4 beds

0.5 baths

$2,600

House for rent

23259 Windflower Way - Photo 1 of 1

5d+ ago

Apartment for rent in California

23259 Windflower Way, California, MD 20619

Air conditioning | On-site laundry | Swimming pool

4 beds

3.5 baths

$3,250

Apartment for rent

Find sweet deals near Leonardtown

These rentals are 10%-30% cheaper than the local average price for similar rentals.

43578 Marguerite Way - Photo 1 of 1

5d+ ago

Townhouse for rent in California

TOWNHOME - Colonial, Contemporary - CALIFORNIA, MD

43578 Marguerite Way, California, MD 20619

In-unit laundry | Garage parking | On-site laundry

4 beds

3.5 baths

$2,600

House for rent

23228 Daffodil Dr - Photo 1 of 1

5d+ ago

Apartment for rent in California

23228 Daffodil Dr, California, MD 20619

Furnished | Storage | Dishwasher

1 bed

0 baths

$1,300

Apartment for rent

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23228 Daffodil Dr - Photo 1 of 1

5d+ ago

House for rent in California

SINGLE_FAMILY - CALIFORNIA, MD

23228 Daffodil Dr, California, MD 20619

Furnished | Hardwood floor | Storage

1 bed

1 bath

$1,300

House for rent

24900 Fox Run Ln - Photo 1 of 1

5d+ ago

Apartment for rent in Hollywood

24900 Fox Run Ln, Hollywood, MD 20636

Air conditioning | On-site laundry | Hardwood floor

5 beds

3.5 baths

$4,000

Apartment for rent

44032 Delphinium Dr - Photo 1 of 1

5d+ ago

Townhouse for rent in California

44032 Delphinium Dr, California, MD 20619

In-unit laundry | Garage parking | Swimming pool

3 beds

0.5 baths

$2,300

House for rent

38917 Maycroft Rd - Photo 1 of 1

5d+ ago

Apartment for rent in Avenue

38917 Maycroft Rd, Avenue, MD 20609

Garage parking | Storage | Outdoor space

2 beds

0 baths

$1,400

Apartment for rent

Listings within 10 miles
23123 Azalea Ln - Photo 1 of 1

5d+ ago

Townhouse for rent in California

23123 Azalea Ln, California, MD 20619

Air conditioning | On-site laundry | Swimming pool

4 beds

3.5 baths

$2,550

House for rent

42802 Higgs Ln - Photo 1 of 1

5d+ ago

Apartment for rent in Hollywood

42802 Higgs Ln, Hollywood, MD 20636

Air conditioning | Storage | Outdoor space

3 beds

2.5 baths

$2,300

Apartment for rent

25371 Three Notch Rd - Photo 1 of 1

5d+ ago

Apartment for rent in Hollywood

Apartment for rent

Showing 1 - 25 of 25 results
Home > Apartments in Leonardtown
Updated: June 10, 2026

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Learn more about renting in Leonardtown, MD

Local insights: What it's like to live in Leonardtown, MD

Leonardtown, MD has a relaxed vibe that residents appreciate, with its waterfront parks and access to local amenities. Many enjoy the community events and festivals that take place throughout the year, fostering a connection among locals. The historic charm of the town is frequently highlighted, making it a pleasant place to stroll and explore. However, some residents mention that public transportation options are limited, which can be a drawback for those relying on it for commuting. Overall, Leonardtown offers a blend of small-town living coupled with a variety of recreational opportunities.

Are utilities usually included in rent in Leonardtown, MD?

Leonardtown rental properties rarely include utilities as part of the rent package. Only 2 listings out of the total inventory include utilities, representing less than 1% of available apartments. Two-bedroom units account for both of these utility-inclusive options.

Are most apartments in Leonardtown, MD largely older buildings or new developments?

Leonardtown's rental market features predominantly traditional architectural styles that reflect established building patterns. Colonial architecture dominates with 50% of available properties, showcasing classic American design elements with symmetrical facades and multi-pane windows. Rambler-style homes comprise another 26% of the market, representing mid-20th century single-story construction with characteristic low profiles and open floor plans.

Methodology: How we got this data

Zumper’s proprietary rental data fuels our analysis. Rent and market trends, availability, neighborhood popularity, and lifestyle scores are all calculated using real-time and 2026 rental inventory and prices.

Our Lifestyle Categories ("great for eco-living," "great for social life," "great for pet owners," etc.) are determined by set criteria, against which we score each listing and its available features. At the neighborhood level, we calculate the listing count for each category to determine which lifestyles best fit each area.

Zumper, founded in 2012, is North America’s largest privately-owned rental platform, offering over 1 million listings across the U.S. and Canada. Stay informed on the latest trends and shifts in the rental market with our monthly National Rent Report, your go-to resource for key insights into the evolving rental landscape.

Looking for apartments in Leonardtown, MD near you?

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💰Best rent deal25390 Point Lookout Rd
Popular amenities, ,
🍽With dishwasher
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