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Leonardtown, Maryland short-term rental listings & supply

Updated By The AirDNA Data Team

Leonardtown, Maryland has 35 active short-term rental listings, tracked across Airbnb, Vrbo, and Booking.com.

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Total active listings
35
-5.4% YoY
Most popular size
3BR
37.1% 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 35 active short-term rental listings as of July 2026, tracked across Airbnb, Vrbo, and Booking.com. Active supply is down 5.4% from July 2025 to July 2026. Here's how the market breaks down:

  • By property type: 91.4% entire homes, 8.6% private rooms.
  • By size: 37.1% 3-bedroom, 28.6% 2-bedroom, 20% 1-bedroom, 11.4% 4-bedroom, and 2.9% 5+ bedroom.
  • By channel: 48.6% cross-listed, 45.7% Airbnb-only and 5.7% Vrbo-only.
  • By availability: 68.6% full-time (271–365), 11.4% seasonal (1–90 nights), 11.4% part-time (91–180 nights), and 8.6% most of year (181–270).
  • By minimum stay: 51.4% 2 nights, 22.9% 3 nights, 20% 30+ nights, and 5.7% 4–6 nights.
  • By cancellation policy: 57.9% moderate, 36.8% flexible and 5.3% strict.
77
Rental demand score
Full Leonardtown market overview How Market Score is calculated
Analyst's take

Leonardtown's Rental Demand score: 77 out of 100.

Leonardtown's Rental Demand subscore is 77 out of 100, one of five inputs to its overall Market Score of 45.

Rental Demand combines two inputs: annual occupancy (50% in Leonardtown) and year-over-year listing growth (active supply down 5.4% from July 2025 to July 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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  2. 2Apply filtersFilter by bedrooms, price tier, amenities, and reviews to reach properties that actually match yours.
  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.

Oct '25Dec '25Feb '26Apr '26Jun '26Aug '26
See Leonardtown's month-by-month supply trend in the AirDNA app.

Listing mix

Four ways to slice Leonardtown's 35 listings

Property type

Entire home leads at 91.4%

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

Bedrooms

3BR leads at 37.1%

  • 1BR20%
  • 2BR28.6%
  • 3BR37.1%
  • 4BR11.4%
  • 5BR+2.9%

Channel

Multi-platform leads at 48.6%

  • Airbnb only45.7%
  • Vrbo only5.7%
  • Multi-platform48.6%

Availability

Full-time (271–365) leads at 68.6%

  • Seasonal (1–90 nights)11.4%
  • Part-time (91–180 nights)11.4%
  • Most of year (181–270)8.6%
  • Full-time (271–365)68.6%

Listings by minimum stay

Share of Leonardtown active supply by host-set minimum stay

2 nights
51.4%
3 nights
22.9%
4–6 nights
5.7%
30+ nights
20%

Listings by cancellation policy

Share of Leonardtown active supply by host cancellation policy

Flexible
36.8%
Moderate
57.9%
Strict
5.3%

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: 35 listings, $25.7K average revenue, 50% occupancy, $257 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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