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Apartments for Rent in Leonardtown, MD

Average rent

$2,450
decreased by12%

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25390 Point Lookout Road - Photo 1 of 1

2d 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.

41665 Tudor Hall Rd - Photo 1 of 1

1d ago

House for rent in Leonardtown

SINGLE_FAMILY - Rambler - LEONARDTOWN, MD

41665 Tudor Hall Rd, Leonardtown, MD 20650

In-unit laundry | Hardwood floor | Dishwasher

3 beds

1 bath

$2,200

House for rent

Charming Rambler Near Historic Tudor Hall

This beautifully landscaped 3-bedroom rambler features hardwood floors throughout and a spacious living and dining room. Enjoy the convenience of an in-unit washer and dryer in the basement. Located just steps from the iconic Tudor Hall and the vibrant heart of Leonardtown, with shops and restaurants close by. Relax outdoors in the lovely yard, and take advantage of off-street parking. Perfectly blending comfort and location!

22397 Armstrong Dr - Photo 1 of 1

3d ago

House for rent in Leonardtown

SINGLE_FAMILY - Other - LEONARDTOWN, MD

22397 Armstrong Dr, Leonardtown, MD 20650

Garage parking | Swimming pool | Central heat

3 beds

3 baths

$2,900

House for rent

3-bed split-level house with finished basement

This 2,331 square-foot house in Leonardtown includes 3 bedrooms, 3 baths, and a finished basement with wood stove and home office. The split-level layout features central air, garage access, and sits on a 0.63-acre fenced lot with deck and playground. Located in Breton Bay community with golf course, pool, and dock access, just 7 minutes from Leonardtown Square and 10 minutes from Newtowne Neck State Park beaches.

22756 Lawrence Ave ##6 - Photo 1 of 1

5d+ ago

Apartment for rent in Leonardtown

2 beds

1 bath

$1,700

Apartment for rent

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

$1,800

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 with in-unit laundry, basement storage, and three parking spaces. Minutes from Leonardtown Wharf, boutique shops, restaurants, and wineries, plus quick access to PAX River Naval Air Station for commuters. Top-rated elementary school just 0.3 miles away.

23687 Coventry Dr - Photo 1 of 1

5d+ ago

House for rent in Leonardtown

SINGLE_FAMILY - Other - LEONARDTOWN, MD

23687 Coventry Dr, Leonardtown, MD 20650

Garage parking | On-site laundry | Balcony

6 beds

4.5 baths

$4,000

House for rent

Nearby rental good for eco-living

Nearby rental good for social life

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

$2,490

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.

44868 Blake Creek Rd Unit 1 - Photo 1 of 1

5d+ ago

Apartment for rent in Leonardtown

TOWNHOME - Rambler - LEONARDTOWN, MD

44868 Blake Creek Rd Unit 1, Leonardtown, MD 20650

In-unit laundry | On-site laundry | Carpet

2 beds

1 bath

$1,500

Apartment for rent

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21113 Arbor Ct - Photo 1 of 1

5d+ ago

Apartment for rent in Leonardtown

21113 Arbor Ct, Leonardtown, MD 20650

Fireplace | Outdoor space

3 beds

0.5 baths

$2,450

Apartment for rent

21113 Arbor Ct - Photo 1 of 1

5d+ ago

House for rent in Leonardtown

SINGLE_FAMILY - Contemporary - LEONARDTOWN, MD

21113 Arbor Ct, Leonardtown, MD 20650

Garage parking | Ceiling fan | Outdoor space

3 beds

2.5 baths

$2,450

House for rent

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Outdoor Space

Garage Parking

In-Unit Laundry

Hardwood Floor

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.

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.

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.

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.

44241 Beaver Creek Dr - Photo 1 of 1

4d ago

Townhouse for rent in California

TOWNHOME - Colonial - CALIFORNIA, MD

44241 Beaver Creek Dr, California, MD 20619

Garage parking | On-site laundry | Hardwood floor

3 beds

2.5 baths

$2,850

House for rent

Find sweet deals near Leonardtown

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

43767 Winterberry Way - Photo 1 of 1

5d+ ago

Townhouse for rent in California

TOWNHOME - Colonial - CALIFORNIA, MD

43767 Winterberry Way, California, MD 20619

In-unit laundry | Garage parking | Swimming pool

2 beds

2.5 baths

$2,600

House for rent

23063 Pembrook Dr - Photo 1 of 1

3h ago

House for rent in Hollywood

SINGLE_FAMILY - Colonial - HOLLYWOOD, MD

23063 Pembrook Dr, Hollywood, MD 20636

In-unit laundry | Garage parking | Swimming pool

5 beds

2.5 baths

$4,200

House for rent

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23351 Dianthus Way - Photo 1 of 1

5d+ ago

House for rent in California

23351 Dianthus Way, California, MD 20619

Air conditioning | Garage parking | Swimming pool

5 beds

4.5 baths

$3,395

House for rent

23111 Foxglove Way - Photo 1 of 1

5d+ ago

Townhouse for rent in California

23111 Foxglove Way, California, MD 20619

In-unit laundry | On-site management | Package service

3 beds

3 baths

$2,300

House for rent

Available Jun 17

43475 Windy Way - Photo 1 of 1

5d+ ago

Apartment for rent in Hollywood

SINGLE_FAMILY - Rambler - HOLLYWOOD, MD

43475 Windy Way, Hollywood, MD 20636

Ceiling fan | Outdoor space

1 bed

1 bath

$2,000

Apartment for rent

Listings within 10 miles
44150 Azalea Ct - Photo 1 of 1

3h ago

Townhouse for rent in California

TOWNHOME - Other - CALIFORNIA, MD

44150 Azalea Ct, California, MD 20619

In-unit laundry | Garage parking | Hardwood floor

3 beds

3.5 baths

$2,500

House for rent

22696 Bellwood Ln - Photo 1 of 1

5d+ ago

House for rent in California

22696 Bellwood Ln, California, MD 20619

Garage parking | Storage | Outdoor space

3 beds

2 baths

$2,000

House for rent

44159 Azalea Ct - Photo 1 of 1

5d+ ago

Apartment for rent in California

TOWNHOME - Other - CALIFORNIA, MD

44159 Azalea Ct, California, MD 20619

On-site laundry | Swimming pool

2 beds

1 bath

$1,130

Apartment for rent

43985 Sandy Bottom Rd - Photo 1 of 1

5d+ ago

Apartment for rent in Hollywood

2 beds

1 bath

$1,600

Apartment for rent

Showing 1 - 25 of 25 results
Home > Apartments in Leonardtown
Updated: July 3, 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
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