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Leonardtown, Maryland short-term rental listings & supply

Updated By The AirDNA Data Team

Leonardtown, Maryland has 53 active short-term rental listings, tracked across Airbnb, Vrbo, and Booking.com.

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Total active listings
53
+43.2% YoY
Most popular size
1BR
32.9% of all active listings
AirDNA tracks daily performance across 10M+ Airbnb, Vrbo, and Booking.com listings in 120K+ global markets. How we collect this data →10M+ listings across Airbnb, Vrbo & Booking.com in 120K+ markets. How we collect →

Leonardtown, Maryland short-term rental listings

Leonardtown has 53 active short-term rental listings as of August 2026, tracked across Airbnb, Vrbo, and Booking.com. Active supply is up 43.2% from August 2025 to August 2026. Here's how the market breaks down:

  • By property type: 91.4% entire homes, 8.6% private rooms.
  • By size: 32.9% 1-bedroom, 27.1% 3-bedroom, 24.3% 2-bedroom, 12.9% 4-bedroom, and 2.9% 5+ bedroom.
  • By channel: 51.5% Airbnb-only, 42.6% cross-listed and 5.9% Vrbo-only.
  • By availability: 64.3% full-time (271–365), 17.1% most of year (181–270), 10% seasonal (1–90 nights), and 8.6% part-time (91–180 nights).
  • By minimum stay: 50% 2 nights, 21.4% 30+ nights, 18.6% 3 nights, 5.7% 4–6 nights, and 4.3% 7–29 nights.
  • By cancellation policy: 51.3% flexible, 38.5% moderate, 7.7% strict, and 2.6% no refund.
72
Rental demand score
Full Leonardtown market overview How Market Score is calculated
Analyst's take

Leonardtown's Rental Demand score: 72 out of 100.

Leonardtown's Rental Demand subscore is 72 out of 100, one of five inputs to its overall Market Score of 57.

Rental Demand combines two inputs: annual occupancy (53% in Leonardtown) and year-over-year listing growth (active supply up 43.2% from August 2025 to August 2026).

It is benchmarked against other short-term rental markets in the same country with at least 15 active listings.

The Market Score is a starting point, not an investment decision.

Market-level averages hide wide variation. Here's how to go deeper in the app:

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  3. 3Estimate one addressProject what one specific property can earn with a custom comp set built from its exact specs.
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Key definitions

How AirDNA defines these metrics

Active listings
Active listings are the short-term rentals on Airbnb, Vrbo, and Booking.com that were available or booked in the trailing 12 months. AirDNA de-duplicates the same home across channels, and the count refreshes monthly.How AirDNA counts active listings →
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Active listings over timeIllustrative preview

How Leonardtown's active short-term rental supply has trended over the past year.

May '26Jul '26Aug '26Sep '26Sep '26Sep '26
See Leonardtown's month-by-month supply trend in the AirDNA app.

Listing mix

Four ways to slice Leonardtown's 53 listings

Property type

Entire home leads at 91.4%

  • Entire home91.4%
  • Private room8.6%

Bedrooms

1BR leads at 32.9%

  • 1BR32.9%
  • 2BR24.3%
  • 3BR27.1%
  • 4BR12.9%
  • 5BR+2.9%

Channel

Airbnb only leads at 51.5%

  • Airbnb only51.5%
  • Vrbo only5.9%
  • Multi-platform42.6%

Availability

Full-time (271–365) leads at 64.3%

  • Seasonal (1–90 nights)10%
  • Part-time (91–180 nights)8.6%
  • Most of year (181–270)17.1%
  • Full-time (271–365)64.3%

Listings by minimum stay

Share of Leonardtown active supply by host-set minimum stay

2 nights
50%
3 nights
18.6%
4–6 nights
5.7%
7–29 nights
4.3%
30+ nights
21.4%

Listings by cancellation policy

Share of Leonardtown active supply by host cancellation policy

Flexible
51.3%
Moderate
38.5%
Strict
7.7%
No refund
2.6%

This is the tip of the iceberg

Go deeper on Leonardtown supply in the app.

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Explore more Leonardtown data

Keep digging into Leonardtown

Leonardtown market overview

The full Leonardtown market: 53 listings, $32.8K average revenue, 53% occupancy, $192 ADR. Topline metrics and the AirDNA Market Score.

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Revenue

Annual earnings, revenue by property type, and daily rates by segment.

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Seasonality

Occupancy, RevPAR, peak and trough months, seasonality score.

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Property Managers

The largest property managers operating in Leonardtown.

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Explore more markets

Other short-term rental markets in Maryland

Frequently asked

Common questions about Leonardtown

Get more in the app

There's a lot more inside the AirDNA app.

  • Custom comp sets
  • Neighborhood data
  • Deep filters
  • Heat maps
  • For Sale by yield
  • Export the data
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