Leonardtown, Maryland Airbnb Market Data 2026: STR Report & Statistics
How much can you earn on Airbnb in Leonardtown, Maryland? Based on AirROI's 2026 dataset (April 2025 – March 2026), the short answer is $32,548 per year — at a $230 nightly rate, 47.1% occupancy, and a $109 RevPAR that reflects moderate rate-to-revenue efficiency with room to optimize.
With just 22 active listings, Leonardtown is a micro-market where moderate demand with room for well-positioned listings to outperform. Supply grew 37.5% over the past year, yet revenue and nightly rates both trended upward — a signal that traveler demand is outpacing new inventory rather than being diluted by it. For hosts, pricing power remains intact even as competition increases.
Regulation is low with minimal registration requirements, pointing to an operator-friendly environment. In a market this size, differentiated listings with strong reviews can capture outsized returns relative to the competition.
Table of Contents [hide] [show]
What Are the Key Airbnb Metrics in Leonardtown?
In Leonardtown, the headline Airbnb metrics are $32,548 in average annual revenue,47.1% occupancy, $230 ADR, and $109 in RevPAR, and guests book about 47 days in advance.
How Much Do Airbnb Hosts Earn Monthly in Leonardtown?
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 July, while January 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 $6,599+ monthly, often utilizing dynamic pricing and superior guest experiences.
- Strong performing properties (Top 25%) earn $4,160 or more, indicating effective management and desirable locations/amenities.
- Typical properties (Median) generate around $2,556 per month, representing the average market performance.
- Entry-level properties (Bottom 25%) see earnings around $1,530, often with potential for optimization.
Average Monthly Airbnb Earnings Trend in Leonardtown
What Is the Monthly Airbnb Occupancy Rate in Leonardtown?
Maximize your bookings by understanding the Leonardtown STR occupancy trends. Seasonal demand shifts significantly influence how often properties are booked. Typically, Julysees the highest demand (peak season occupancy), while January 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 79%+ occupancy, indicating high desirability and potentially optimized availability.
- Strong performing properties (Top 25%) maintain 62% or higher occupancy, suggesting good market fit and guest satisfaction.
- Typical properties (Median) have an occupancy rate around 43%.
- Entry-level properties (Bottom 25%) average 26% occupancy, potentially facing higher vacancy.
Average Monthly Occupancy Rate Trend in Leonardtown
What Is the Average Airbnb Nightly Rate in Leonardtown?
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 April. 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 $394+ per night, often due to premium features or locations.
- Strong performing properties (Top 25%) achieve nightly rates of $294 or more.
- Typical properties (Median) charge around $203 per night.
- Entry-level properties (Bottom 25%) earn around $126 per night.
Average Daily Rate (ADR) Trend by Month in Leonardtown
What Is the RevPAR for Airbnb in Leonardtown?
RevPAR in Leonardtown is currently $109. Because RevPAR combines nightly rates with realized occupancy, it is one of the cleanest ways to compare how efficiently listings turn demand into revenue across the market.
- Entry-level properties (Bottom 25%) see $66 RevPAR.
- Typical properties (Median) generate $101 RevPAR.
- Strong performers (Top 25%) earn $151 RevPAR.
- Best-in-class (Top 10%) achieve $184 RevPAR.
Average Monthly RevPAR Trend in Leonardtown
RevPAR Insights for Leonardtown
- The average RevPAR in Leonardtown is $109. This metric combines nightly rates with realized occupancy, making it one of the best single-number indicators of market efficiency.
- The gap between the top 10% ($184) and bottom 25% ($66) is $119, indicating significant performance disparity driven by property quality, pricing strategy, and location.
- RevPAR peaks in Jul and bottoms out in Jan, mirroring the broader seasonal demand pattern and suggesting opportunities for dynamic pricing.
Recommendations for Hosts
- Track your own RevPAR monthly against these Leonardtown benchmarks. If your RevPAR falls below the median of $101, examine whether low occupancy or low ADR is the primary drag.
- Top-quartile listings achieve $151+ RevPAR through a combination of competitive pricing, strong reviews, and strategic amenities. Target this tier through incremental improvements.
- Use RevPAR rather than revenue alone when comparing properties of different sizes — it normalizes for available nights and gives a more accurate picture of performance.
Get Live Leonardtown Market Intelligence 👇
Explore Real-time Analytics
When Is the Peak Season for Airbnb in Leonardtown?
Leonardtown's peak Airbnb season falls in July, August, June, while the softest stretch is January, February, December. Overall, the market shows highly seasonal trends requiring careful strategy, which should guide pricing, minimum stays, and cash-flow planning.
Peak Season (July, August, June)
- Revenue averages $4,886 per month
- Occupancy rates average 63.6%
- Daily rates average $237
Shoulder Season
- Revenue averages $2,972 per month
- Occupancy maintains around 42.8%
- Daily rates hold near $223
Low Season (January, February, December)
- Revenue drops to average $1,738 per month
- Occupancy decreases to average 30.3%
- Daily rates adjust to average $218
Seasonality Insights for Leonardtown
- Airbnb seasonality in Leonardtown is pronounced. Revenue swings sharply between peak and low months, which means pricing strategy, minimum-stay settings, and cash reserves all need to account for extended slower periods.
- During the high season, the absolute peak month showcases Leonardtown's highest earning potential, with monthly revenues climbing to $5,163, occupancy reaching 66.4%, and ADRs peaking at $244.
- Conversely, the slowest single month marks the market's lowest point — revenue may dip to $1,500, occupancy could drop to 25.4%, and ADRs may adjust to $206.
- 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 and consider tightening cancellation policies to reduce last-minute gaps.
- Low Season: Offer competitive pricing, extended-stay discounts, and flexible cancellation policies. Target off-season travelers like remote workers, budget-conscious guests, and travelers with flexible schedules.
- Shoulder Seasons: Implement dynamic pricing that bridges peak and low rates. Target weekend travelers, local events, and business visitors. Slightly more flexible terms than peak season can help maintain occupancy without deep discounting.
- In a highly seasonal market like Leonardtown, building a cash reserve during the top months is essential for covering fixed costs during the slow period. Automated pricing tools can help capture demand shifts in real time.
Do You Need a License for Airbnb in Leonardtown?
Low regulation and minimal registration activity in Leonardtown, Maryland, United States point to an operator-friendly environment. That said, even low-regulation markets may have tax collection requirements, safety standards, or HOA rules that affect short-term rental operations. 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, 2026, finding no licensed listings among those analyzed)
What Are the Best Neighborhoods for Airbnb in Leonardtown?
With a compact short-term rental market, Leonardtown gives early-mover hosts an advantage in the right neighborhoods. The areas listed below are where guest demand and local attractions converge — a useful lens for investors evaluating whether to enter this market and where to position their listing.
| Neighborhood / Area | Why 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 |
With 8 distinct neighborhoods showing meaningful short-term rental activity, Leonardtown offers diversification within a single market. Investors can tailor their strategy — from high-turnover tourist zones to quieter residential areas that attract longer stays and remote workers.
What Types of Properties Are on Airbnb in Leonardtown?
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 86.4% of the 22 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 (86.4%), reflecting the local real estate landscape.
- Houses represent a significant 86.4% portion, catering likely to families or larger groups.
- Smaller segments like hotel/boutique (combined 4.5%) offer potential for unique stay experiences.
Leonardtown Airbnb Room Capacity Analysis (2026): 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 36.4% of the market. This suggests a strong demand for properties suitable for couples or solo travelers.
- Together, 2 bedrooms and 3 bedrooms properties represent 63.7% of the active Airbnb listings in Leonardtown, indicating a high concentration in these sizes.
- A significant 36.4% of listings offer 3+ bedrooms, catering to larger groups and families seeking more space in Leonardtown.
Leonardtown Vacation Rental Guest Capacity Trends (2026)
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 (27.3%). 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 50.0% of listings.
- 36.4% 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 4.3 guests.
How Do Listings in Leonardtown Compare on Quality?
Listing quality in Leonardtown can be approximated through presentation depth, bedroom count, and how often hosts disclose exact locations. These signals show how professionally the local supply base is merchandised.
Listing Quality Insights for Leonardtown
- At 35.3 photos per listing on average, Leonardtown hosts invest well in visual presentation. Listings with 20+ photos consistently outperform in search ranking and conversion.
- 18.2% of listings show their exact location. Lower disclosure rates can increase booking hesitation — guests want to know exactly where they are staying.
Recommendations for Hosts
- Enable exact location if possible — it removes a common source of guest uncertainty and can improve your listing's position in map-based searches.
- Use these quality indicators as a self-audit checklist. Listings that exceed the Leonardtown averages across all three metrics are better positioned for premium pricing.
What Amenities Do Airbnb Guests Expect in Leonardtown?
Amenity Prevalence
No amenities with partial availability (less than 100%) were found to display in the chart. All essential amenities might be present in all listings. Check insights below.
Amenity Insights for Leonardtown
- Essential amenities in Leonardtown that guests expect include: TV, Air conditioning, Wifi, Smoke alarm, Heating, Coffee maker, Microwave, Refrigerator, Dishes and silverware, Hot water. Lacking these (any) could significantly impact bookings.
Recommendations for Hosts
- Ensure your listing includes all essential amenities for Leonardtown: TV, Air conditioning, Wifi, Smoke alarm, Heating, Coffee maker, Microwave, Refrigerator, Dishes and silverware, Hot water.
- Prioritize adding missing essentials: TV, Air conditioning.
- 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.
Which Airbnb Amenities Boost Revenue in Leonardtown?
Not every amenity matters equally. This table focuses on the amenities most associated with higher revenue in Leonardtown, which makes it more useful for prioritizing upgrades than a simple popularity list alone.
| Amenity | Prevalence | Revenue With | Revenue Without | Revenue Uplift |
|---|---|---|---|---|
Body soap | 72.7% | $38,787 | $15,910 | 143.8% |
Cleaning products | 72.7% | $38,632 | $16,325 | 136.6% |
Backyard | 77.3% | $37,365 | $16,171 | 131.1% |
Dining table | 77.3% | $37,226 | $16,644 | 123.7% |
Baking sheet | 72.7% | $38,006 | $17,993 | 111.2% |
Clothing storage | 72.7% | $37,875 | $18,343 | 106.5% |
Dishwasher | 77.3% | $36,692 | $18,459 | 98.8% |
Freezer | 68.2% | $38,661 | $19,449 | 98.8% |
First aid kit | 72.7% | $37,592 | $19,097 | 96.8% |
Patio or balcony | 63.6% | $39,616 | $20,179 | 96.3% |
Revenue Impact Insights for Leonardtown
- Body soap tops the revenue impact list with a 143.8% uplift — listings with this amenity earn $38,787 vs. $15,910 without it.
Recommendations for Hosts
- Focus your upgrade budget on amenities in the top half of this table. Below-median amenities may improve guest experience but contribute less to revenue growth.
- Highlight revenue-impacting amenities prominently in your listing title, photos, and description — guests can't value what they don't notice.
Dive Deeper: Advanced Leonardtown STR Market Data (2026)
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 MetricsLeonardtown Airbnb Guest Demographics & Profile Analysis (2026)
Guest Profile Summary for Leonardtown
- The typical guest profile for Airbnb in Leonardtown consists of primarily domestic travelers (92%), 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 91.7% of guests.
- Key international markets include United States (91.7%) and DC (6.2%).
- Top languages spoken are English (71.3%) followed by Spanish (14.9%).
- 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 Baltimore.
- 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.
What Are Airbnb Guest Ratings in Leonardtown?
Listings in Leonardtown average 4.92 out of 5 overall, with about 101 reviews per active listing and 77.3% of listings carrying the Guest Favorite badge.
Rating Breakdown by Category
Guest Rating Insights for Leonardtown
- With an overall rating of 4.92, Leonardtown listings meet an exceptionally high bar. Guests consistently report strong satisfaction, which drives repeat bookings and referral traffic.
- The strongest subcategory is Communication (4.96), while Value (4.87) trails behind — a useful signal for hosts looking to prioritize upgrades.
- 77.3% of listings carry the Guest Favorite badge, a strong trust signal that can meaningfully lift click-through and booking rates.
Recommendations for Hosts
- Focus improvement efforts on Value — even small gains in the weakest subcategory can lift overall ratings and search ranking.
- Encourage guests to leave reviews after checkout. Listings with more reviews rank higher in search results and convert browsers into bookers more effectively.
Leonardtown Airbnb Booking Patterns (2026): 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 181-270 days range, representing 59.1% of listings. This suggests many properties have significant open periods on their calendars.
- Approximately 72.7% of listings show high availability (181+ days open annually), indicating potential for increased bookings or specific owner usage patterns.
- For booked days, the 91-180 days range is most frequent in Leonardtown (59.1%), reflecting common guest stay durations or potential owner blocking patterns.
- A notable 27.3% of properties secure long booking periods (181+ days booked per year), highlighting successful long-term rental strategies or significant owner usage.
How Far in Advance Do Guests Book Airbnb in Leonardtown?
Average Booking Lead Time by Month
Booking Lead Time Insights for Leonardtown
- The overall average booking lead time for vacation rentals in Leonardtown is 47 days.
- Guests book furthest in advance for stays during July (average 72 days), likely coinciding with peak travel demand or local events.
- The shortest booking windows occur for stays in January (average 20 days), indicating more last-minute travel plans during this time.
- Seasonally, Summer (65 days avg.) sees the longest lead times, while Winter (27 days avg.) has the shortest, reflecting typical travel planning cycles.
Recommendations for Hosts
- Use the overall average lead time (47 days) as a baseline for your pricing and availability strategy in Leonardtown.
- For July stays, consider implementing length-of-stay discounts or slightly higher rates for bookings made less than 72 days out to capitalize on advance planning.
- Target marketing efforts for the Summer season well in advance (at least 65 days) to capture early planners.
- Monitor your own booking lead times against these Leonardtown averages to identify opportunities for dynamic pricing adjustments.
What Is the Average Length of Stay for Airbnb in Leonardtown?
Guests in Leonardtown stay about 4.8 nights on average, generating roughly 673 reservations and 30.6 bookings per listing in the latest AirROI dataset. The most common check-in time is 3:00 PM and check-out is 11:00 AM.
Monthly Length of Stay in Leonardtown
Check-in Time Distribution
Check-out Time Distribution
Stay Pattern Insights for Leonardtown
- A mid-range stay length points to leisure-driven demand — weekend getaways and short vacations. Hosts should optimize for quick turnover efficiency while keeping the guest experience smooth.
- At 30.6 bookings per listing, the turnover rate is high. Hosts with streamlined operations (self-check-in, automated messaging, reliable cleaners) have a structural advantage.
- Stay lengths peak in Feb (6.5 nights) and shorten in Sep (3.3 nights). Adjust minimum-night requirements seasonally to match.
Recommendations for Hosts
- With shorter average stays, focus on streamlining turnover. Self-check-in, reliable cleaning crews, and pre-staged amenities can reduce per-booking operational costs.
- Set your check-in time to match or beat the market standard of 3:00 PM. Offering early check-in flexibility can be a low-cost differentiator.
- Monitor length-of-stay seasonality to adjust minimum-night requirements — longer minimums during peak periods maximize revenue while shorter minimums fill gaps in shoulder seasons.
Leonardtown Airbnb Minimum Stay Requirements Analysis
Distribution of Listings by Minimum Night Requirement
1 Night
6 listings
27.3% of total
2 Nights
5 listings
22.7% of total
3 Nights
2 listings
9.1% of total
4-6 Nights
1 listings
4.5% of total
30+ Nights
8 listings
36.4% of total
Key Insights
- The most prevalent minimum stay requirement in Leonardtown is 30+ Nights, adopted by 36.4% of listings. This highlights the market's preference for longer commitments.
- A significant segment (36.4%) caters to monthly stays (30+ nights) in Leonardtown, pointing to opportunities in the extended-stay market.
Recommendations
- Align with the market by considering a 30+ 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 27.3% currently do.
- Explore offering discounts for stays of 30+ nights to attract the 36.4% 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 (2026)
Flexible
7 listings
31.8% of total
Moderate
6 listings
27.3% of total
Firm
7 listings
31.8% of total
Strict
2 listings
9.1% of total
Cancellation Policy Insights for Leonardtown
- The prevailing Airbnb cancellation policy trend in Leonardtown is Flexible, used by 31.8% of listings.
- There's a relatively balanced mix between guest-friendly (59.1%) and stricter (40.9%) policies, offering choices for different guest needs.
- Strict cancellation policies are quite rare (9.1%), 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 31.8% market standard in Leonardtown.
- Using a Strict policy might deter some guests, as only 9.1% 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.
How Much Are Airbnb Cleaning Fees in Leonardtown?
Cleaning fees in Leonardtown are meaningful operating levers, not just pass-through charges. What matters most is how often hosts charge them, how high they run relative to market norms, and how large a share of gross revenue they consume.
Cleaning Fee Insights for Leonardtown
- 86.4% of listings charge a cleaning fee, making it standard practice in Leonardtown. Guests expect it and factor it into their booking decisions.
- The average cleaning fee of $134 is close to the median ($150), suggesting a relatively consistent fee structure across the market.
- Cleaning fees represent 12.1% of gross revenue on average — a significant line item that impacts total guest cost and competitiveness.
Recommendations for Hosts
- Price your cleaning fee competitively against the Leonardtown median of $150. Fees significantly above market norms can deter bookings, especially for shorter stays.
- Consider whether bundling the cleaning fee into a slightly higher nightly rate might improve conversion, since many guests filter by total price and separate fees can feel punitive.
- Monitor competitor cleaning fees regularly. Airbnb's search algorithm factors in total price, so a well-calibrated cleaning fee can improve your listing's ranking.
What Do the Top Airbnb Listings in Leonardtown Look Like?
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
Entire Place • 2 bedrooms
Waterfront Retreat, Your Home Away from Home
Entire Place • 4 bedrooms
White Point Cottage -- Quiet Waterfront Getaway
Entire Place • 2 bedrooms
The River House: A private waterfront oasis…
Entire Place • 3 bedrooms
Garden Getaway
Entire Place • 3 bedrooms
Charming Duplex in the heart of Leonardtown
Entire Place • 3 bedrooms
Note: Performance varies based on location, size, amenities, seasonality, and management quality. Data reflects the past 12 months.
Who Are the Top Airbnb Hosts in Leonardtown?
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 Name | Properties | Grossing Revenue | Stay Reviews | Avg Rating |
|---|---|---|---|---|
| Victor | 2 | $138,447 | 265 | 5.00/5.0 |
| Holly | 1 | $57,342 | 37 | 4.73/5.0 |
| John | 1 | $54,084 | 82 | 4.95/5.0 |
| Patrick | 1 | $45,171 | 19 | 4.84/5.0 |
| Tiza | 1 | $42,802 | 116 | 4.99/5.0 |
| Teresa | 1 | $41,160 | 242 | 4.96/5.0 |
| Rachel | 1 | $40,060 | 114 | 4.96/5.0 |
| Jan | 1 | $38,439 | 152 | 4.92/5.0 |
| Melanie | 1 | $36,820 | 21 | 4.86/5.0 |
| Greg | 1 | $33,670 | 238 | 4.92/5.0 |
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.
Who Are the Airbnb Hosts in Leonardtown?
Leonardtown is a quality-focused market, with a high Superhost share and fairly mature operating standards.
Host Profile Insights for Leonardtown
- With 90.9% Superhosts, Leonardtown has an experienced host base that sets high guest expectations. New entrants should plan for competitive quality standards.
- 4.5% of listings are professionally managed, reflecting a market still dominated by individual hosts.
- 4.5% of listings have Instant Book enabled. Lower Instant Book adoption means many guests must request approval, which can slow conversions.
- 81.8% of listings use Airbnb's simplified pricing (host-only fee), where the host pays the entire platform service fee and the guest sees one all-in price with no separate Airbnb service charge. High adoption signals a professional, PMS-connected host base — Airbnb mandates simplified pricing for software-connected listings.
Recommendations for Hosts
- Consider enabling Instant Book — it reduces booking friction and Airbnb's algorithm tends to favor Instant Book listings in search results.
- With 31.8% cohosted listings, there may be a growing local market for property management services.
- Benchmark your host metrics against these Leonardtown averages regularly and adjust your hosting strategy based on what top performers do differently.
Top Professional Management Companies in Leonardtown
These are the highest-grossing professional property management operations in Leonardtown, ranked by total revenue across their portfolio. Their performance metrics offer a benchmark for what institutional-level hosting looks like in this market.
| Company | Listings | Revenue | ADR | Occ. | Rating |
|---|---|---|---|---|---|
| Evolve | 1 | $22,014 | $288 | 37.6% | 4.83/5 |
Management Company Insights for Leonardtown
- The leading management company, Evolve, operates 1 listings with $22,014 in gross revenue — a useful benchmark for what scale looks like in Leonardtown.
- Top managers average 1 properties each, suggesting professional management in Leonardtown still operates at a relatively boutique scale.
- Professionally managed listings in the top tier average 4.83/5 in guest ratings — demonstrating that scale and quality can coexist.
Recommendations
- With only 4.5% of listings professionally managed, there may be an opportunity to differentiate through more structured operations and consistent guest experiences.
- Study how top management companies price, position, and maintain their portfolios — their ADR and occupancy rates reflect strategies refined across dozens of listings.
- If you're considering hiring a property manager, compare their portfolio performance against these benchmarks before committing.
How Does Leonardtown's Airbnb Market Compare to Nearby Cities?
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.
Compared with Shannondale, Leonardtown has 5 percentage points lower occupancy and about $119 lower ADR. That helps frame whether this market is winning more on demand, pricing, or both.
| Market | Active Properties | Monthly Revenue | Daily Rate | Avg. Occupancy |
|---|---|---|---|---|
| Centreville | 17 | $6,015 | $573.49 | 43% |
| Shannondale | 45 | $5,722 | $348.96 | 52% |
| Mayo | 13 | $5,615 | $489.21 | 50% |
| Stevensville | 79 | $5,306 | $574.06 | 41% |
| Easton | 44 | $5,175 | $671.22 | 40% |
| Lower Windsor Township | 14 | $4,996 | $428.50 | 45% |
| Worton | 10 | $4,966 | $617.74 | 34% |
| Weems | 11 | $4,948 | $435.69 | 47% |
| Mineral | 231 | $4,854 | $491.86 | 35% |
| Queenstown | 24 | $4,809 | $643.65 | 36% |
Frequently Asked Questions About Airbnb in Leonardtown
These quick answers summarize the most common investor and operator questions using AirROI's latest market data for Leonardtown.
How much do Airbnb hosts make in Leonardtown?
Leonardtown hosts earn about $32,548 per year on average, with an average nightly rate of $230 and RevPAR of $109. Those figures describe the typical revenue environment for active listings in Leonardtown, Maryland, not the ceiling for the best operators. Source: AirROI 2026 data, Leonardtown market, April 2025 to March 2026.
What is the average Airbnb occupancy rate in Leonardtown?
The average Airbnb occupancy rate in Leonardtown is 47.1%. July is the strongest month and January is the softest, so hosts should expect demand to move meaningfully throughout the year rather than stay flat.
What is the average Airbnb daily rate in Leonardtown?
Listings in Leonardtown average $230 per night. The broader pricing spread also matters: lower-performing listings cluster closer to the lower quartiles, while premium homes can price materially above the city average when demand spikes or listing quality stands out.
How many Airbnb listings are active in Leonardtown?
Leonardtown currently has about 22 active Airbnb listings in AirROI's market dataset. That supply count helps explain how competitive the market is, how much depth there is for benchmarking, and whether the market behaves like a niche destination or a scaled urban market.
How strict are short-term rental regulations in Leonardtown?
AirROI currently classifies the short-term rental regulation level in Leonardtown as Low. The dataset also shows about 0.0% of listings with registration evidence. That is a market signal, not legal advice, so hosts should still confirm current licensing and compliance rules locally before listing.
What is the RevPAR for Airbnb in Leonardtown?
RevPAR in Leonardtown is about $109. That metric combines pricing and occupancy into one efficiency number, so it is often a better quick benchmark than ADR alone when investors want to compare how well listings convert nightly rates into realized revenue.
Is Airbnb profitable in Leonardtown?
At 47.1% occupancy, Leonardtown can be profitable — but margins depend heavily on operating costs, property acquisition price, and how well hosts optimize pricing across seasons. Average annual revenue is $32,548, but individual returns depend on property type, location within the city, and the host's operating efficiency.
How far in advance do guests book Airbnb in Leonardtown?
The average booking lead time in Leonardtown is about 47 days — a longer planning horizon typical of destination or vacation markets where travelers book well in advance. Hosts who understand their market's booking cadence can adjust minimum stays and pricing windows accordingly.
What are the best neighborhoods for Airbnb in Leonardtown?
Based on AirROI's analysis, some of the top neighborhoods for short-term rentals in Leonardtown include Historic Leonardtown, Point Lookout, Tobacco Barn Distillery. Each area attracts different guest profiles — from business travelers to leisure visitors — so the best location depends on the property type and target audience a host is aiming for. See the full neighborhood breakdown above.
What type of property performs best on Airbnb in Leonardtown?
entire_home listings make up 86.4% of the active supply in Leonardtown. The most common configuration does not always mean the most profitable — operators who identify underserved property types or bedroom counts can sometimes outperform the market average by filling a gap in local supply.
How does Leonardtown compare to nearby Airbnb markets?
Among neighboring markets, Centreville posts $72,174 in average annual revenue with 43.1% occupancy, compared to Leonardtown's $32,548 and 47.1%. Comparing nearby markets helps investors understand whether a destination's performance reflects local demand or broader regional trends.
What is the average length of stay in Leonardtown?
The average Airbnb stay length in Leonardtown is about 4.8 nights. That matters for turnover, cleaning operations, and pricing strategy because shorter stays increase changeovers while longer stays can smooth occupancy and reduce operational friction.
What is the average Airbnb guest rating in Leonardtown?
Airbnb listings in Leonardtown average 4.92 out of 5 overall. About 77.3% of listings carry the guest favorite badge, which suggests a meaningful share of inventory is competing on review quality rather than price alone.
Which amenities boost Airbnb revenue in Leonardtown?
Body soap and Cleaning products are among the strongest revenue-linked amenities in Leonardtown. In AirROI's latest dataset, listings with these amenities outperform those without on average revenue, which makes amenities analysis useful for prioritizing investment and listing upgrades.
Do Airbnb hosts charge cleaning fees in Leonardtown?
Yes. About 86.4% of active Airbnb listings in Leonardtown charge a cleaning fee, and the average fee is $134. The more important operating benchmark is how much of gross revenue that fee consumes, not just the absolute dollar amount.
What percentage of Airbnb hosts are Superhosts in Leonardtown?
A 90.9% Superhost rate signals a highly competitive market where review quality and responsiveness are table stakes, not differentiators.
About AirROI Market Data
AirROI tracks over 20 million properties across 190+ countries and maintains 15+ years of historical performance data, making it one of the deepest Airbnb and STR intelligence platforms available. The analytics pipeline aggregates listing-level data monthly — revenue, occupancy, nightly rates, RevPAR, guest demographics, booking patterns, and competitive supply — so investors and operators can benchmark any market against its own history and against neighboring destinations.
Real estate investors, property managers, financial institutions, hedge funds, tourism boards, hospitality consultants, tech platforms, and academic researchers rely on AirROI data to underwrite acquisitions, optimize pricing, model macro trends, and conduct peer-reviewed research. Data is available through in-depth market reports like this one and the Airbnb API with 22 endpoints and an Airbnb MCP Server for AI agents.
AirROI proprietary analytics as of 2026-03-31. Metrics reflect trailing twelve-month aggregates from active listings. Revenue figures are market averages, not projections. Neighborhood descriptions are AI-generated and reviewed for accuracy. For full methodology, see the data methodology page.