Leonardtown Airbnb Market Analysis 2025: Short Term Rental Data & Vacation Rental Statistics in Maryland, United States

Source: AirROI
Last updated: 2025-06-01

Is Airbnb profitable in Leonardtown in 2025? Explore comprehensive Airbnb analytics for Leonardtown, Maryland, United States to uncover income potential. This 2025 STR market report for Leonardtown, based on AirROI data from June 2024 to May 2025, reveals key trends in the niche market of 23 active listings.

Whether you're considering an Airbnb investment in Leonardtown, optimizing your existing vacation rental, or exploring rental arbitrage opportunities, understanding the Leonardtown Airbnb data is crucial. Leveraging the low regulation environment is key to maximizing your short term rental income potential. Let's dive into the specifics.

Key Leonardtown Airbnb Performance Metrics Overview

Avg. Daily Rate (ADR)(?)
$209
The average rental revenue earned for an occupied room per day in Leonardtown.
Occupancy Rate(?)
48.5%
Moderate demand with booking opportunities.
Median Annual Revenue(?)
$34,242
Typical annual income for an Airbnb listing in Leonardtown. Factors like property type, size, and location influence actual earnings.
Revenue Growth YoY(?)
-9.2%
Slight decrease (-9.2%) vs. last year.
Peak Revenue Month(?)
August
The month with the highest average earnings, indicating peak season in Leonardtown.
Lowest Revenue Month(?)
December
The month with the lowest average earnings, indicating the low season in Leonardtown.
STR Regulation Level(?)
Low
Fewer regulations, offering more operational flexibility.
Active Airbnb Listings(?)
23
Total number of active short-term rentals listed.

Monthly Airbnb Revenue Variations & Income Potential in Leonardtown (2025)

Understanding the monthly revenue variations for Airbnb listings in Leonardtown is key to maximizing your short term rental income potential. Seasonality significantly impacts earnings. Our analysis, based on data from the past 12 months, shows that the peak revenue month for STRs in Leonardtown is typically August, while December often presents the lowest earnings, highlighting opportunities for strategic pricing adjustments during shoulder and low seasons. Explore the typical Airbnb income in Leonardtown across different performance tiers:

  • Best-in-class properties (Top 10%) achieve $7,049+ monthly, often utilizing dynamic pricing and superior guest experiences.
  • Strong performing properties (Top 25%) earn $5,022 or more, indicating effective management and desirable locations/amenities.
  • Typical properties (Median) generate around $2,683 per month, representing the average market performance.
  • Entry-level properties (Bottom 25%) see earnings around $1,358, often with potential for optimization.

Average Monthly Airbnb Earnings Trend in Leonardtown

Leonardtown Airbnb Occupancy Rate Trends (2025)

Maximize your bookings by understanding the Leonardtown STR occupancy trends. Seasonal demand shifts significantly influence how often properties are booked. Typically, Junesees the highest demand (peak season occupancy), while May experiences the lowest (low season). Effective strategies, like adjusting minimum stays or offering promotions, can boost occupancy during slower periods. Here's how different property tiers perform in Leonardtown:

  • Best-in-class properties (Top 10%) achieve 80%+ occupancy, indicating high desirability and potentially optimized availability.
  • Strong performing properties (Top 25%) maintain 70% or higher occupancy, suggesting good market fit and guest satisfaction.
  • Typical properties (Median) have an occupancy rate around 50%.
  • Entry-level properties (Bottom 25%) average 30% occupancy, potentially facing higher vacancy.

Average Monthly Occupancy Rate Trend in Leonardtown

Average Daily Rate (ADR) Airbnb Trends in Leonardtown (2025)

Effective short term rental pricing strategy in Leonardtown involves understanding monthly ADR fluctuations. The Average Daily Rate (ADR) for Airbnb in Leonardtown typically peaks in June and dips lowest during January. Leveraging Airbnb dynamic pricing tools or strategies based on this seasonality can significantly boost revenue. Here's a look at the typical nightly rates achieved:

  • Best-in-class properties (Top 10%) command rates of $460+ per night, often due to premium features or locations.
  • Strong performing properties (Top 25%) achieve nightly rates of $292 or more.
  • Typical properties (Median) charge around $191 per night.
  • Entry-level properties (Bottom 25%) earn around $116 per night.

Average Daily Rate (ADR) Trend by Month in Leonardtown

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Airbnb Seasonality Analysis & Trends in Leonardtown (2025)

Peak Season (August, July, June)
  • Revenue averages $4,494 per month
  • Occupancy rates average 66.8%
  • Daily rates average $264
Shoulder Season
  • Revenue averages $3,111 per month
  • Occupancy maintains around 48.5%
  • Daily rates hold near $237
Low Season (February, May, December)
  • Revenue drops to average $2,615 per month
  • Occupancy decreases to average 38.8%
  • Daily rates adjust to average $241

Seasonality Insights for Leonardtown

  • The Airbnb seasonality in Leonardtown shows moderate seasonality with distinct peak and low periods. While the sections above show seasonal averages, it's also insightful to look at the extremes:
  • During the high season, the absolute peak month showcases Leonardtown's highest earning potential, with monthly revenues capable of climbing to $4,657, occupancy reaching a high of 72.8%, and ADRs peaking at $268.
  • Conversely, the slowest single month of the year, typically falling within the low season, marks the market's lowest point. In this month, revenue might dip to $2,344, occupancy could drop to 37.4%, and ADRs may adjust down to $207.
  • Understanding both the seasonal averages and these monthly peaks and troughs in revenue, occupancy, and ADR is crucial for maximizing your Airbnb profit potential in Leonardtown.

Seasonal Strategies for Maximizing Profit

  • Peak Season: Maximize revenue through premium pricing and potentially longer minimum stays. Ensure high availability.
  • Low Season: Offer competitive pricing, special promotions (e.g., extended stay discounts), and flexible cancellation policies. Target off-season travelers like remote workers or budget-conscious guests.
  • Shoulder Seasons: Implement dynamic pricing that balances peak and low rates. Target weekend travelers or specific events. Offer slightly more flexible terms than peak season.
  • Regularly analyze your own performance against these Leonardtown seasonality benchmarks and adjust your pricing and availability strategy accordingly.

Best Areas for Airbnb Investment in Leonardtown (2025)

Exploring the top neighborhoods for short-term rentals in Leonardtown? This section highlights key areas, outlining why they are attractive for hosts and guests, along with notable local attractions. Consider these locations based on your target guest profile and investment strategy.

Neighborhood / AreaWhy Host Here? (Target Guests & Appeal)Key Attractions & Landmarks
Historic Leonardtown
A charming waterfront town that offers rich history and culture. Ideal for guests interested in exploring local maritime heritage and enjoying small-town charm.
Leonardtown Wharf, St. Mary's County Historical Society, Old Jail Museum, Festival of the Arts, Leonardtown's Arts & Entertainment District
Point Lookout
A picturesque state park known for its scenic views and recreational activities. Great for families and nature enthusiasts looking for a getaway.
Point Lookout State Park, Chapel Point State Park, Fishing and boating opportunities, Historical relics of the Civil War, Historical lighthouse
Tobacco Barn Distillery
A unique local distillery that offers tastings and tours. It attracts guests interested in local spirits and agricultural heritage.
Tobacco Barn Distillery tours, Farmers markets, Local artisanal products
Sotterley Plantation
An historic plantation that offers guided tours and events. Attracts history buffs and those interested in African American heritage.
Sotterley Plantation tours, Gardens and grounds, Historical reenactments, Community events
Cypress Swamp
A natural reserve with unique wildlife and hiking opportunities. Ideal for eco-friendly tourism and nature lovers.
Cypress Swamp Walking Trails, Birdwatching, Photography opportunities
Historic St. Mary's City
An important site of early American history. Perfect for educational tourism and families interested in history.
Museum of Historic St. Mary's City, Archaeological sites, Recreated 17th-century structures, Water tours
Piney Point Lighthouse
A historic lighthouse offering stunning waterfront views. Popular for romantic getaways and photography enthusiasts.
Piney Point Lighthouse Museum, Waterfront vistas, Fishing and boating access
Leonardtown Town Square
A vibrant community center with shops, restaurants, and events. Great for guests looking for local culture and entertainment.
Restaurants and cafes, Local festivals and markets, Art exhibits and performances

Understanding Airbnb License Requirements & STR Laws in Leonardtown (2025)

While Leonardtown, Maryland, United States currently shows low STR regulations, specific Airbnb license requirements might still exist or change. Always verify the latest short term rental regulations and Airbnb license requirements directly with local government authorities for Leonardtown to ensure full compliance before hosting.

(Source: AirROI data, 2025, finding no licensed listings among those analyzed)

Top Performing Airbnb Properties in Leonardtown (2025)

Benchmark your potential! Explore examples of top-performing Airbnb properties in Leonardtownbased on Trailing Twelve Month (TTM) revenue. Analyze their characteristics, revenue, occupancy rate, and ADR to understand what drives success in this market.

Water's Edge Cottage | Luxury Retreat

Water's Edge Cottage | Luxury Retreat

Entire Place • 2 bedrooms

$83,318
Revenue
74.5%
Occupancy
$333.70
Daily Rate
Waterfront Retreat, Your Home Away from Home

Waterfront Retreat, Your Home Away from Home

Entire Place • 4 bedrooms

$82,258
Revenue
43.5%
Occupancy
$568.67
Daily Rate
Waterfront Cottage ❤️ Private Beach, Dock & Kayaks

Waterfront Cottage ❤️ Private Beach, Dock & Kayaks

Entire Place • 3 bedrooms

$65,575
Revenue
53.0%
Occupancy
$300.77
Daily Rate
White Point Cottage -- Quiet Waterfront Getaway

White Point Cottage -- Quiet Waterfront Getaway

Entire Place • 2 bedrooms

$65,473
Revenue
69.2%
Occupancy
$250.72
Daily Rate
Gorgeous Sunsets & Waves Heard from Bed. Why Wait?

Gorgeous Sunsets & Waves Heard from Bed. Why Wait?

Entire Place • 3 bedrooms

$58,716
Revenue
54.9%
Occupancy
$287.90
Daily Rate
Garden Getaway

Garden Getaway

Entire Place • 3 bedrooms

$50,035
Revenue
73.0%
Occupancy
$213.90
Daily Rate

Note: Performance varies based on location, size, amenities, seasonality, and management quality. Data reflects the past 12 months.

Top Performing Airbnb Hosts in Leonardtown (2025)

Learn from the best! This table showcases top-performing Airbnb hosts in Leonardtown based on the number of properties managed and estimated total revenue over the past year. Analyze their scale and performance metrics.

Host NamePropertiesGrossing RevenueStay ReviewsAvg Rating
Victor2$148,7911814.99/5.0
Holly1$82,258284.64/5.0
Rachel1$65,575924.96/5.0
Thomas1$58,716784.87/5.0
Patrick1$50,035154.87/5.0
John1$49,356624.95/5.0
Tiza1$43,770935.00/5.0
Jake1$42,936334.88/5.0
Jan1$37,4511394.92/5.0
Teresa1$36,6621714.96/5.0

Analyzing the strategies of top hosts, such as their property selection, pricing, and guest communication, can offer valuable lessons for optimizing your own Airbnb operations in Leonardtown.

Dive Deeper: Advanced Leonardtown STR Market Data (2025)

Ready to unlock more insights? AirROI provides access to advanced metrics and comprehensive Airbnb data for Leonardtown. Explore detailed analytics beyond this report to refine your investment strategy, optimize pricing, and maximize your vacation rental profits.

Explore Advanced Metrics

Leonardtown Short-Term Rental Market Composition (2025): Property & Room Types

Room Type Distribution

Property Type Distribution

Market Composition Insights for Leonardtown

  • The Leonardtown Airbnb market composition is heavily skewed towards Entire Home/Apt listings, which make up 87% of the 23 active rentals. This indicates strong guest preference for privacy and space.
  • Looking at the property type distribution in Leonardtown, House properties are the most common (87%), reflecting the local real estate landscape.
  • Houses represent a significant 87% portion, catering likely to families or larger groups.
  • Smaller segments like hotel/boutique (combined 4.3%) offer potential for unique stay experiences.

Leonardtown Airbnb Room Capacity Analysis (2025): Bedroom Distribution

Distribution of Listings by Number of Bedrooms

Room Capacity Insights for Leonardtown

  • The dominant room capacity in Leonardtown is 2 bedrooms listings, making up 39.1% of the market. This suggests a strong demand for properties suitable for couples or solo travelers.
  • Together, 2 bedrooms and 3 bedrooms properties represent 69.5% of the active Airbnb listings in Leonardtown, indicating a high concentration in these sizes.
  • A significant 34.7% of listings offer 3+ bedrooms, catering to larger groups and families seeking more space in Leonardtown.

Leonardtown Vacation Rental Guest Capacity Trends (2025)

Distribution of Listings by Guest Capacity

Guest Capacity Insights for Leonardtown

  • The most common guest capacity trend in Leonardtown vacation rentals is listings accommodating 6 guests (34.8%). This suggests the primary traveler segment is likely larger groups.
  • Properties designed for 6 guests and 5 guests dominate the Leonardtown STR market, accounting for 56.5% of listings.
  • 39.1% of properties accommodate 6+ guests, serving the market segment for larger families or group travel in Leonardtown.
  • On average, properties in Leonardtown are equipped to host 4.2 guests.

Leonardtown Airbnb Booking Patterns (2025): Available vs. Booked Days

Available Days Distribution

Booked Days Distribution

Booking Pattern Insights for Leonardtown

  • The most common availability pattern in Leonardtown falls within the 91-180 days range, representing 43.5% of listings. This suggests many properties have significant open periods on their calendars.
  • Approximately 56.5% of listings show high availability (181+ days open annually), indicating potential for increased bookings or specific owner usage patterns.
  • For booked days, the 181-270 days range is most frequent in Leonardtown (43.5%), reflecting common guest stay durations or potential owner blocking patterns.
  • A notable 43.5% of properties secure long booking periods (181+ days booked per year), highlighting successful long-term rental strategies or significant owner usage.

Leonardtown Airbnb Minimum Stay Requirements Analysis

Distribution of Listings by Minimum Night Requirement

1 Night (22.7%)

1 Night

5 listings

22.7% of total

2 Nights (36.4%)

2 Nights

8 listings

36.4% of total

3 Nights (13.6%)

3 Nights

3 listings

13.6% of total

4-6 Nights (4.5%)

4-6 Nights

1 listings

4.5% of total

30+ Nights (22.7%)

30+ Nights

5 listings

22.7% of total

Key Insights

  • The most prevalent minimum stay requirement in Leonardtown is 2 Nights, adopted by 36.4% of listings. This highlights the market's preference for shorter, flexible bookings.
  • A significant segment (22.7%) caters to monthly stays (30+ nights) in Leonardtown, pointing to opportunities in the extended-stay market.

Recommendations

  • Align with the market by considering a 2 Nights minimum stay, as 36.4% of Leonardtown hosts use this setting.
  • If feasible, allowing 1-night stays, especially midweek or during low season, could capture last-minute bookings, as only 22.7% currently do.
  • Explore offering discounts for stays of 30+ nights to attract the 22.7% of the market seeking extended stays.
  • Adjust minimum nights based on seasonality – potentially shorter during low season and longer during peak demand periods in Leonardtown.

Leonardtown Airbnb Cancellation Policy Trends Analysis (2025)

Super Strict 60 Days

1 listings

4.3% of total

Flexible (39.1%)

Flexible

9 listings

39.1% of total

Moderate (30.4%)

Moderate

7 listings

30.4% of total

Firm (17.4%)

Firm

4 listings

17.4% of total

Strict (8.7%)

Strict

2 listings

8.7% of total

Cancellation Policy Insights for Leonardtown

  • The prevailing Airbnb cancellation policy trend in Leonardtown is Flexible, used by 39.1% of listings.
  • There's a relatively balanced mix between guest-friendly (69.5%) and stricter (26.1%) policies, offering choices for different guest needs.
  • Strict cancellation policies are quite rare (8.7%), potentially making listings with this policy less competitive unless justified by high demand or property type.

Recommendations for Hosts

  • Consider adopting a Flexible policy to align with the 39.1% market standard in Leonardtown.
  • Using a Strict policy might deter some guests, as only 8.7% of listings use it. Evaluate if potential revenue protection outweighs possible lower booking rates.
  • Regularly review your cancellation policy against competitors and market demand shifts in Leonardtown.

Leonardtown STR Booking Lead Time Analysis (2025)

Average Booking Lead Time by Month

Booking Lead Time Insights for Leonardtown

  • The overall average booking lead time for vacation rentals in Leonardtown is 58 days.
  • Guests book furthest in advance for stays during June (average 93 days), likely coinciding with peak travel demand or local events.
  • The shortest booking windows occur for stays in January (average 28 days), indicating more last-minute travel plans during this time.
  • Seasonally, Summer (80 days avg.) sees the longest lead times, while Winter (38 days avg.) has the shortest, reflecting typical travel planning cycles.

Recommendations for Hosts

  • Use the overall average lead time (58 days) as a baseline for your pricing and availability strategy in Leonardtown.
  • For June stays, consider implementing length-of-stay discounts or slightly higher rates for bookings made less than 93 days out to capitalize on advance planning.
  • Target marketing efforts for the Summer season well in advance (at least 80 days) to capture early planners.
  • Monitor your own booking lead times against these Leonardtown averages to identify opportunities for dynamic pricing adjustments.

Popular & Essential Airbnb Amenities in Leonardtown (2025)

Amenity Prevalence

Amenity Insights for Leonardtown

  • Essential amenities in Leonardtown that guests expect include: Wifi, TV, Heating, Air conditioning, Smoke alarm, Coffee maker, Hot water, Refrigerator, Hair dryer, Dishes and silverware. Lacking these (any) could significantly impact bookings.

Recommendations for Hosts

  • Ensure your listing includes all essential amenities for Leonardtown: Wifi, TV, Heating, Air conditioning, Smoke alarm, Coffee maker, Hot water, Refrigerator, Hair dryer, Dishes and silverware.
  • Prioritize adding missing essentials: Coffee maker, Hot water, Refrigerator, Hair dryer, Dishes and silverware.
  • Highlight unique or less common amenities you offer (e.g., hot tub, dedicated workspace, EV charger) in your listing description and photos.
  • Regularly check competitor amenities in Leonardtown to stay competitive.

Leonardtown Airbnb Guest Demographics & Profile Analysis (2025)

Guest Origin: Domestic vs. International
Top 5 Cities of Origin
Top 5 Countries of Origin
Top 5 Languages Spoken
Guest Age Distribution (Birth Decade)

Guest Profile Summary for Leonardtown

  • The typical guest profile for Airbnb in Leonardtown consists of primarily domestic travelers (90%), often arriving from nearby Washington, typically belonging to the Post-2000s (Gen Z/Alpha) group (50%), primarily speaking English or Spanish.
  • Domestic travelers account for 90.1% of guests.
  • Key international markets include United States (90.1%) and DC (7.5%).
  • Top languages spoken are English (68.5%) followed by Spanish (16.1%).
  • A significant demographic segment is the Post-2000s (Gen Z/Alpha) group, representing 50% of guests.

Recommendations for Hosts

  • Target domestic marketing efforts towards travelers from Washington and Silver Spring.
  • Tailor amenities and listing descriptions to appeal to the dominant Post-2000s (Gen Z/Alpha) demographic (e.g., highlight fast WiFi, smart home features, local guides).
  • Highlight unique local experiences or amenities relevant to the primary guest profile.
  • Consider seasonal promotions aligned with peak travel times for key origin markets.

Nearby Short-Term Rental Market Comparison

How does the Leonardtown Airbnb market stack up against its neighbors? Compare key performance metrics like average monthly revenue, ADR, and occupancy rates in surrounding areas to understand the broader regional STR landscape.

MarketActive PropertiesMonthly RevenueDaily RateAvg. Occupancy
Mayo14$5,419$442.2951%
Centreville14$5,256$538.2246%
Middletown Township10$4,793$417.6453%
Shannondale50$4,738$315.1154%
Stevensville78$4,629$500.4140%
Chester16$4,577$442.3241%
Easton49$4,456$688.1335%
Lower Windsor Township16$4,394$371.3745%
Middleburg42$4,221$520.1239%
Cobbs Creek10$4,128$315.0847%

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