Annapolis, Maryland Airbnb Market Data 2026: STR Report & Statistics
How much can you earn on Airbnb in Annapolis, Maryland? Based on AirROI's 2026 dataset (April 2025 – March 2026), the short answer is $47,312 per year — at a $450 nightly rate, 38.9% occupancy, and a $173 RevPAR that reflects moderate rate-to-revenue efficiency with room to optimize.
Annapolis's 470 active listings and moderate demand with room for well-positioned listings to outperform position it as a midsize vacation rental market. Supply grew 56.1% 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 data is limited for this market, and hosts should verify short-term rental rules with the local government. The data points to a market where fundamentals reward execution — the right property, priced well, in the right neighborhood still outperforms.
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What Are the Key Airbnb Metrics in Annapolis?
In Annapolis, the headline Airbnb metrics are $47,312 in average annual revenue,38.9% occupancy, $450 ADR, and $173 in RevPAR, and guests book about 67 days in advance.
How Much Do Airbnb Hosts Earn Monthly in Annapolis?
Understanding the monthly revenue variations for Airbnb listings in Annapolis 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 Annapolis is typically October, while February often presents the lowest earnings, highlighting opportunities for strategic pricing adjustments during shoulder and low seasons. Explore the typical Airbnb income in Annapolis across different performance tiers:
- Best-in-class properties (Top 10%) achieve $10,717+ monthly, often utilizing dynamic pricing and superior guest experiences.
- Strong performing properties (Top 25%) earn $6,504 or more, indicating effective management and desirable locations/amenities.
- Typical properties (Median) generate around $3,966 per month, representing the average market performance.
- Entry-level properties (Bottom 25%) see earnings around $2,155, often with potential for optimization.
Average Monthly Airbnb Earnings Trend in Annapolis
What Is the Monthly Airbnb Occupancy Rate in Annapolis?
Maximize your bookings by understanding the Annapolis STR occupancy trends. Seasonal demand shifts significantly influence how often properties are booked. Typically, Octobersees the highest demand (peak season occupancy), while February 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 Annapolis:
- Best-in-class properties (Top 10%) achieve 72%+ occupancy, indicating high desirability and potentially optimized availability.
- Strong performing properties (Top 25%) maintain 55% or higher occupancy, suggesting good market fit and guest satisfaction.
- Typical properties (Median) have an occupancy rate around 36%.
- Entry-level properties (Bottom 25%) average 22% occupancy, potentially facing higher vacancy.
Average Monthly Occupancy Rate Trend in Annapolis
What Is the Average Airbnb Nightly Rate in Annapolis?
Effective short term rental pricing strategy in Annapolis involves understanding monthly ADR fluctuations. The Average Daily Rate (ADR) for Airbnb in Annapolis typically peaks in May 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 $861+ per night, often due to premium features or locations.
- Strong performing properties (Top 25%) achieve nightly rates of $573 or more.
- Typical properties (Median) charge around $374 per night.
- Entry-level properties (Bottom 25%) earn around $229 per night.
Average Daily Rate (ADR) Trend by Month in Annapolis
What Is the RevPAR for Airbnb in Annapolis?
RevPAR in Annapolis is currently $173. 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 $87 RevPAR.
- Typical properties (Median) generate $139 RevPAR.
- Strong performers (Top 25%) earn $213 RevPAR.
- Best-in-class (Top 10%) achieve $330 RevPAR.
Average Monthly RevPAR Trend in Annapolis
RevPAR Insights for Annapolis
- The average RevPAR in Annapolis is $173. 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% ($330) and bottom 25% ($87) is $243, indicating significant performance disparity driven by property quality, pricing strategy, and location.
- RevPAR peaks in Oct and bottoms out in Feb, mirroring the broader seasonal demand pattern and suggesting opportunities for dynamic pricing.
Recommendations for Hosts
- Track your own RevPAR monthly against these Annapolis benchmarks. If your RevPAR falls below the median of $139, examine whether low occupancy or low ADR is the primary drag.
- Top-quartile listings achieve $213+ 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.
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When Is the Peak Season for Airbnb in Annapolis?
Annapolis's peak Airbnb season falls in October, June, July, while the softest stretch is January, February, March. Overall, the market shows highly seasonal trends requiring careful strategy, which should guide pricing, minimum stays, and cash-flow planning.
Peak Season (October, June, July)
- Revenue averages $6,556 per month
- Occupancy rates average 46.1%
- Daily rates average $459
Shoulder Season
- Revenue averages $5,508 per month
- Occupancy maintains around 41.6%
- Daily rates hold near $450
Low Season (January, February, March)
- Revenue drops to average $3,159 per month
- Occupancy decreases to average 28.4%
- Daily rates adjust to average $430
Seasonality Insights for Annapolis
- Airbnb seasonality in Annapolis 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 Annapolis's highest earning potential, with monthly revenues climbing to $6,954, occupancy reaching 46.9%, and ADRs peaking at $479.
- Conversely, the slowest single month marks the market's lowest point — revenue may dip to $2,645, occupancy could drop to 27.8%, and ADRs may adjust to $421.
- Lower occupancy paired with meaningful seasonality means hosts in Annapolis need to maximize every peak-season booking and seriously consider whether off-season pricing adjustments or minimum-stay changes can capture incremental revenue.
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 Annapolis, 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 Annapolis?
With 14% of listings showing registration in 2026, understanding potential Airbnb license requirements is crucial in Annapolis. Always verify the latest short-term rental regulations and Airbnb license requirements directly with local government authorities for Annapolis to ensure full compliance before hosting.
(Source: AirROI data, 2026, based on 14% licensed listings)
What Are the Best Neighborhoods for Airbnb in Annapolis?
Location within Annapolis matters. Even in a midsize market, the difference between neighborhoods can mean a material gap in occupancy, nightly rate, and overall Airbnb revenue. Below are 8 areas where short-term rental activity and guest interest are concentrated — along with the reasons each neighborhood appeals to travelers.
| Neighborhood / Area | Why Host Here? (Target Guests & Appeal) | Key Attractions & Landmarks |
|---|---|---|
| Historic District | Annapolis' Historic District is the heart of the city, showcasing charming colonial architecture, rich history, and vibrant streets. It's perfect for tourists exploring the maritime heritage of the city and offers a walkable environment with many attractions. | Maryland State House, U.S. Naval Academy, St. Anne's Church, William Paca House, Annapolis City Dock, Banneker-Douglass Museum |
| Eastport | Known for its waterfront views and vibrant dining scene, Eastport is a popular area for visitors looking to experience Annapolis' maritime culture. It provides easy access to sailing and leisure activities. | Eastport Yacht Club, Annapolis Marina, Sailing cruises, Restaurants and cafes along the waterfront, Bordley Historical Society |
| West Annapolis | A quaint neighborhood with a neighborhood feel, West Annapolis features unique shops, local eateries, and a close-knit community. It's appealing for families and long-term visitors. | Broadneck Park, West Annapolis Historic District, Local boutique shops, Restaurants, Maryland Hall for the Creative Arts |
| Annapolis Towne Centre | A modern shopping and dining area, Towne Centre attracts visitors looking for a contemporary experience with easy access to shops, restaurants, and entertainment options. | Annapolis Towne Centre shopping, Movie theaters, Dining options, Waterfront views, Parks |
| Sandy Point State Park | A fantastic natural attraction offering beaches and outdoor activities, Sandy Point State Park is ideal for visitors who enjoy nature and outdoor recreation, including swimming, picnicking, and hiking. | Sandy Point Beach, Hiking trails, Fishing spots, Picnic areas, Wildlife viewing |
| Broadneck | This suburban area offers a mix of residential comfort and proximity to the city, appealing to visitors looking for family-friendly options with access to parks and schools. | Broadneck Park, Community events, Historic sites, Nearby amenities, Schools and local shops |
| Parole | As a growing community, Parole is positioned close to major shopping areas and attractions, making it convenient for tourists and families visiting Annapolis. | Westfield Annapolis Mall, Local restaurants, Parks, Cultural events, Shopping districts |
| Spa Creek | A picturesque area with waterside views and recreational opportunities, Spa Creek attracts tourists interested in boating and local history while being near the city's amenities. | Spa Creek boating, Scenic views, Restaurants on the water, Boathouse, Walking paths along the creek |
With 8 distinct neighborhoods showing meaningful short-term rental activity, Annapolis 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 Annapolis?
Room Type Distribution
Property Type Distribution
Market Composition Insights for Annapolis
- The Annapolis Airbnb market composition is heavily skewed towards Entire Home/Apt listings, which make up 89.4% of the 470 active rentals. This indicates strong guest preference for privacy and space.
- Looking at the property type distribution in Annapolis, House properties are the most common (75.5%), reflecting the local real estate landscape.
- Houses represent a significant 75.5% portion, catering likely to families or larger groups.
- Smaller segments like hotel/boutique, others, outdoor/unique (combined 8.6%) offer potential for unique stay experiences.
Annapolis Airbnb Room Capacity Analysis (2026): Bedroom Distribution
Distribution of Listings by Number of Bedrooms
Room Capacity Insights for Annapolis
- The dominant room capacity in Annapolis is 3 bedrooms listings, making up 25.5% of the market. This suggests a strong demand for properties suitable for families or small groups.
- Together, 3 bedrooms and 2 bedrooms properties represent 48.7% of the active Airbnb listings in Annapolis, indicating a high concentration in these sizes.
- A significant 51.7% of listings offer 3+ bedrooms, catering to larger groups and families seeking more space in Annapolis.
Annapolis Vacation Rental Guest Capacity Trends (2026)
Distribution of Listings by Guest Capacity
Guest Capacity Insights for Annapolis
- The most common guest capacity trend in Annapolis vacation rentals is listings accommodating 8+ guests (36.4%). This suggests the primary traveler segment is likely larger groups.
- Properties designed for 8+ guests and 6 guests dominate the Annapolis STR market, accounting for 57.7% of listings.
- 61.5% of properties accommodate 6+ guests, serving the market segment for larger families or group travel in Annapolis.
- On average, properties in Annapolis are equipped to host 5.5 guests.
How Do Listings in Annapolis Compare on Quality?
Listing quality in Annapolis 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 Annapolis
- At 32.3 photos per listing on average, Annapolis hosts invest well in visual presentation. Listings with 20+ photos consistently outperform in search ranking and conversion.
- 34.3% 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 Annapolis averages across all three metrics are better positioned for premium pricing.
What Amenities Do Airbnb Guests Expect in Annapolis?
Amenity Prevalence
Amenity Insights for Annapolis
- Essential amenities in Annapolis that guests expect include: Wifi, Air conditioning, TV, Smoke alarm, Heating. Lacking these (any) could significantly impact bookings.
- Popular amenities like Carbon monoxide alarm, Kitchen, Hot water are common but not universal. Offering these can provide a competitive edge.
Recommendations for Hosts
- Ensure your listing includes all essential amenities for Annapolis: Wifi, Air conditioning, TV, Smoke alarm, Heating.
- Prioritize adding missing essentials: Wifi, Air conditioning, TV, Smoke alarm, Heating.
- Consider adding popular differentiators like Carbon monoxide alarm or Kitchen to increase appeal.
- 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 Annapolis to stay competitive.
Which Airbnb Amenities Boost Revenue in Annapolis?
Not every amenity matters equally. This table focuses on the amenities most associated with higher revenue in Annapolis, which makes it more useful for prioritizing upgrades than a simple popularity list alone.
| Amenity | Prevalence | Revenue With | Revenue Without | Revenue Uplift |
|---|---|---|---|---|
Kitchen | 93.6% | $50,312 | $3,322 | 1414.7% |
Ping pong tableHigh opportunity | 1.3% | $115,110 | $46,436 | 147.9% |
Dishwasher | 73.2% | $55,632 | $24,599 | 126.2% |
Oven | 76.0% | $54,254 | $25,383 | 113.7% |
Outdoor kitchenHigh opportunity | 1.7% | $97,393 | $46,445 | 109.7% |
Cooking basics | 79.6% | $52,817 | $25,868 | 104.2% |
Children’s bikes | 1.5% | $93,070 | $46,621 | 99.6% |
Boat slip | 3.4% | $90,231 | $45,800 | 97.0% |
Coffee maker | 90.0% | $49,744 | $25,423 | 95.7% |
Pool table | 3.2% | $89,265 | $45,929 | 94.4% |
Revenue Impact Insights for Annapolis
- Kitchen tops the revenue impact list with a 1414.7% uplift — listings with this amenity earn $50,312 vs. $3,322 without it.
- High-opportunity amenities — Ping pong table, Outdoor kitchen — combine revenue uplift above 100% with prevalence under 10%, meaning most competitors haven't adopted them yet.
- Kitchen, Coffee maker — while widespread — still correlate with meaningful revenue gains, making them table stakes rather than true differentiators.
Recommendations for Hosts
- Prioritize adding Ping pong table — it has the best combination of high revenue impact and low market saturation in Annapolis.
- 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 Annapolis STR Market Data (2026)
Ready to unlock more insights? AirROI provides access to advanced metrics and comprehensive Airbnb data for Annapolis. Explore detailed analytics beyond this report to refine your investment strategy, optimize pricing, and maximize your vacation rental profits.
Explore Advanced MetricsAnnapolis Airbnb Guest Demographics & Profile Analysis (2026)
Guest Profile Summary for Annapolis
- The typical guest profile for Airbnb in Annapolis consists of primarily domestic travelers (93%), 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 92.7% of guests.
- Key international markets include United States (92.7%) and DC (4.2%).
- Top languages spoken are English (73%) followed by Spanish (11%).
- 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 New York.
- 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 Annapolis?
Listings in Annapolis average 4.89 out of 5 overall, with about 75.4 reviews per active listing and 55.3% of listings carrying the Guest Favorite badge.
Rating Breakdown by Category
Guest Rating Insights for Annapolis
- With an overall rating of 4.89, Annapolis listings meet an exceptionally high bar. Guests consistently report strong satisfaction, which drives repeat bookings and referral traffic.
- The strongest subcategory is Check-in (4.95), while Value (4.79) trails behind — a useful signal for hosts looking to prioritize upgrades.
- 55.3% 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.
Annapolis Airbnb Booking Patterns (2026): Available vs. Booked Days
Available Days Distribution
Booked Days Distribution
Booking Pattern Insights for Annapolis
- The most common availability pattern in Annapolis falls within the 271-366 days range, representing 42.3% of listings. This suggests many properties have significant open periods on their calendars.
- Approximately 84.4% 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 Annapolis (42.1%), reflecting common guest stay durations or potential owner blocking patterns.
- A notable 16.6% 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 Annapolis?
Average Booking Lead Time by Month
Booking Lead Time Insights for Annapolis
- The overall average booking lead time for vacation rentals in Annapolis is 67 days.
- Guests book furthest in advance for stays during October (average 113 days), likely coinciding with peak travel demand or local events.
- The shortest booking windows occur for stays in February (average 32 days), indicating more last-minute travel plans during this time.
- Seasonally, Fall (84 days avg.) sees the longest lead times, while Winter (43 days avg.) has the shortest, reflecting typical travel planning cycles.
Recommendations for Hosts
- Use the overall average lead time (67 days) as a baseline for your pricing and availability strategy in Annapolis.
- For October stays, consider implementing length-of-stay discounts or slightly higher rates for bookings made less than 113 days out to capitalize on advance planning.
- Target marketing efforts for the Fall season well in advance (at least 84 days) to capture early planners.
- Monitor your own booking lead times against these Annapolis averages to identify opportunities for dynamic pricing adjustments.
What Is the Average Length of Stay for Airbnb in Annapolis?
Guests in Annapolis stay about 4.2 nights on average, generating roughly 12,360 reservations and 26.3 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 Annapolis
Check-in Time Distribution
Check-out Time Distribution
Stay Pattern Insights for Annapolis
- 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 26.3 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 Jul (4.8 nights) and shorten in Oct (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.
Annapolis Airbnb Minimum Stay Requirements Analysis
Distribution of Listings by Minimum Night Requirement
1 Night
83 listings
17.7% of total
2 Nights
176 listings
37.4% of total
3 Nights
26 listings
5.5% of total
4-6 Nights
13 listings
2.8% of total
7-29 Nights
8 listings
1.7% of total
30+ Nights
164 listings
34.9% of total
Key Insights
- The most prevalent minimum stay requirement in Annapolis is 2 Nights, adopted by 37.4% of listings. This highlights the market's preference for shorter, flexible bookings.
- A significant segment (34.9%) caters to monthly stays (30+ nights) in Annapolis, pointing to opportunities in the extended-stay market.
Recommendations
- Align with the market by considering a 2 Nights minimum stay, as 37.4% of Annapolis hosts use this setting.
- If feasible, allowing 1-night stays, especially midweek or during low season, could capture last-minute bookings, as only 17.7% currently do.
- A 2-night minimum appears standard (37.4%). Consider this for weekends or peak periods.
- Explore offering discounts for stays of 30+ nights to attract the 34.9% of the market seeking extended stays.
- Adjust minimum nights based on seasonality – potentially shorter during low season and longer during peak demand periods in Annapolis.
Annapolis Airbnb Cancellation Policy Trends Analysis (2026)
Limited
4 listings
0.9% of total
Super Strict 30 Days
15 listings
3.2% of total
Flexible
55 listings
11.7% of total
Moderate
120 listings
25.6% of total
Firm
210 listings
44.8% of total
Strict
65 listings
13.9% of total
Cancellation Policy Insights for Annapolis
- The prevailing Airbnb cancellation policy trend in Annapolis is Firm, used by 44.8% of listings.
- A majority (58.7%) of hosts in Annapolis utilize Firm or Strict policies, indicating a market where hosts prioritize booking security.
Recommendations for Hosts
- Consider adopting a Firm policy to align with the 44.8% market standard in Annapolis.
- Using a Strict policy might deter some guests, as only 13.9% 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 Annapolis.
How Much Are Airbnb Cleaning Fees in Annapolis?
Cleaning fees in Annapolis 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 Annapolis
- 88.9% of listings charge a cleaning fee, making it standard practice in Annapolis. Guests expect it and factor it into their booking decisions.
- The gap between the average ($188) and median ($165) cleaning fee indicates some high-end properties are pulling the average up considerably.
- Cleaning fees represent 10.1% 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 Annapolis median of $165. 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 Annapolis Look Like?
Benchmark your potential! Explore examples of top-performing Airbnb properties in Annapolisbased on Trailing Twelve Month (TTM) revenue. Analyze their characteristics, revenue, occupancy rate, and ADR to understand what drives success in this market.
Historic Naptown Charmer <1Mile to Navy-MC Stadium
Entire Place • 6 bedrooms
5-star rated Historic Annapolis Home, Ideal locale
Entire Place • 5 bedrooms
Historic Annapolis~New interior~5+ parking spaces~
Entire Place • 6 bedrooms
Eastport Retreat
Entire Place • 7 bedrooms
Downtown Annapolis Duke's House
Entire Place • 4 bedrooms
Welcoming Luxury Estate for Family, Friends, Pets
Entire Place • 6 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 Annapolis?
Learn from the best! This table showcases top-performing Airbnb hosts in Annapolis 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 |
|---|---|---|---|---|
| ITrip Annapolis | 43 | $2,404,612 | 672 | 4.88/5.0 |
| Danielle | 15 | $1,001,796 | 349 | 4.89/5.0 |
| Eric | 6 | $761,984 | 220 | 4.95/5.0 |
| Caitlin | 3 | $441,334 | 131 | 4.97/5.0 |
| Leland | 5 | $385,361 | 119 | 4.88/5.0 |
| Marie | 7 | $345,417 | 220 | 4.90/5.0 |
| Jared | 7 | $316,745 | 405 | 4.97/5.0 |
| Sandra | 3 | $308,075 | 120 | 4.92/5.0 |
| Mike | 4 | $307,234 | 249 | 4.97/5.0 |
| Cindy | 1 | $278,053 | 62 | 5.00/5.0 |
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 Annapolis.
Who Are the Airbnb Hosts in Annapolis?
Annapolis is a quality-focused market, with a high Superhost share and fairly mature operating standards.
Host Profile Insights for Annapolis
- With 63.8% Superhosts, Annapolis has an experienced host base that sets high guest expectations. New entrants should plan for competitive quality standards.
- 17.2% of listings are professionally managed, reflecting a market still dominated by individual hosts.
- 5.1% of listings have Instant Book enabled. Lower Instant Book adoption means many guests must request approval, which can slow conversions.
- 72.8% 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 29.4% cohosted listings, there may be a growing local market for property management services.
- Benchmark your host metrics against these Annapolis averages regularly and adjust your hosting strategy based on what top performers do differently.
Top Professional Management Companies in Annapolis
These are the highest-grossing professional property management operations in Annapolis, 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 |
|---|---|---|---|---|---|
| Sean | 43 | $2,404,612 | $653 | 30.4% | 4.88/5 |
| Danielle | 15 | $1,001,796 | $501 | 43.1% | 4.89/5 |
| Eric | 6 | $761,984 | $722 | 46.3% | 4.95/5 |
| Leland | 5 | $385,361 | $470 | 42.9% | 4.88/5 |
| Hongnhung Judy | 1 | $258,058 | $1,048 | 64.2% | 4.95/5 |
| Carolyn | 3 | $214,161 | $502 | 36.8% | 4.95/5 |
| Casago Annapolis | 8 | $147,556 | $980 | 17.1% | 4.90/5 |
| Evolve | 5 | $103,208 | $347 | 34.5% | 4.70/5 |
| Oceans Edge Vacations | 1 | $77,818 | $679 | 36.3% | 4.88/5 |
| Jim | 1 | $71,776 | $358 | 53.4% | 4.99/5 |
Management Company Insights for Annapolis
- The leading management company, Sean, operates 43 listings with $2,404,612 in gross revenue — a useful benchmark for what scale looks like in Annapolis.
- Top managers average 9 properties each, suggesting professional management in Annapolis still operates at a relatively boutique scale.
- Professionally managed listings in the top tier average 4.9/5 in guest ratings — demonstrating that scale and quality can coexist.
Recommendations
- With only 17.2% 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 Annapolis's Airbnb Market Compare to Nearby Cities?
How does the Annapolis 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, Annapolis has 13 percentage points lower occupancy and about $101 higher 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 Annapolis
These quick answers summarize the most common investor and operator questions using AirROI's latest market data for Annapolis.
How much do Airbnb hosts make in Annapolis?
Annapolis hosts earn about $47,312 per year on average, with an average nightly rate of $450 and RevPAR of $173. Those figures describe the typical revenue environment for active listings in Annapolis, Maryland, not the ceiling for the best operators. Source: AirROI 2026 data, Annapolis market, April 2025 to March 2026.
What is the average Airbnb occupancy rate in Annapolis?
The average Airbnb occupancy rate in Annapolis is 38.9%. October is the strongest month and February 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 Annapolis?
Listings in Annapolis average $450 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 Annapolis?
Annapolis currently has about 470 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 Annapolis?
AirROI currently classifies the short-term rental regulation level in Annapolis as Moderate. The dataset also shows about 13.8% 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 Annapolis?
RevPAR in Annapolis is about $173. 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 Annapolis?
Occupancy of 38.9% means Annapolis is a more selective market. Profitability is achievable but requires careful cost management, premium positioning, or targeting longer stays to reduce turnover. Average annual revenue is $47,312, 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 Annapolis?
The average booking lead time in Annapolis is about 67 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 Annapolis?
Based on AirROI's analysis, some of the top neighborhoods for short-term rentals in Annapolis include Historic District, Eastport, West Annapolis. 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 Annapolis?
entire_home listings make up 89.4% of the active supply in Annapolis. 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 Annapolis compare to nearby Airbnb markets?
Among neighboring markets, Centreville posts $72,174 in average annual revenue with 43.1% occupancy, compared to Annapolis's $47,312 and 38.9%. 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 Annapolis?
The average Airbnb stay length in Annapolis is about 4.2 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 Annapolis?
Airbnb listings in Annapolis average 4.89 out of 5 overall. About 55.3% 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 Annapolis?
Kitchen and Ping pong table are among the strongest revenue-linked amenities in Annapolis. 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 Annapolis?
Yes. About 88.9% of active Airbnb listings in Annapolis charge a cleaning fee, and the average fee is $188. 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 Annapolis?
A 63.8% 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.