Annapolis, MD Airbnb Market Data, Statistics, and Occupancy Rates

As of Apr, 27 2026

Rabbu ROI Score

60 / 100

Annapolis offers attractive short-term rental potential, with a balance of healthy demand and revenue relative to property values.

Annapolis Short-Term Rental Market Overview

Annapolis delivers an appealing mix of waterfront charm, proximity to Washington D.C., and a historic downtown that draws leisure and government-related travelers year-round. With 275 active listings generating an average of $57,636 in annual revenue and an ADR of $371 — just above Maryland's state average — the market rewards operators who can capture its pronounced summer peak. High home values averaging $1,068,092 mean entry costs are significant, but larger properties in particular show strong revenue potential that can offset that premium.

Key Market Statistics

According to Rabbu market data, the Annapolis short-term rental market shows:

Key Airbnb and short-term rental market statistics.
Metric Context Value
Active Airbnb Listings As of Apr, 27 2026 275
Average Daily Rate (ADR) vs. $368 state avg. $371
Average Occupancy Rate vs. 35% state avg. 28%
RevPAN ADR * Occupancy Rate $104
Average Monthly Revenue Historical 12-month average $4,803
Average Annual Revenue Historical 12-month average $57,636

Data sources: Rabbu proprietary analytics as of Apr, 27 2026 and Zillow Home Value Index (ZHVI) as of Mar, 17 2026.

Why Investors Consider Annapolis

Annapolis attracts STR investors with its blend of waterfront tourism, government and naval academy demand, and strong summer revenue that partially offsets higher acquisition costs.

Key investment factors

  • Summer and fall months deliver $5,600–$7,200 in average monthly revenue, creating a robust peak season
  • Proximity to Washington D.C. and the U.S. Naval Academy supports diverse demand beyond pure leisure travel
  • Larger properties (4+ bedrooms) command ADRs of $592–$801, offering meaningful per-night premiums
  • Outdoor amenities like patios, backyards, and waterfront access are widespread, signaling guest appetite for experiential stays
  • The 6+ bedroom segment shows exceptional annual revenue potential at $153,032, pointing to opportunity in group-travel accommodations

Expert Market Assessment

"Annapolis presents an attractive opportunity for STR investors willing to navigate higher entry costs and notable seasonality. Revenue is heavily concentrated from May through October, when monthly averages range from roughly $5,600 to $7,200, while the January-February trough drops below $2,200 — a spread that demands disciplined budgeting. The ROI score of 60 out of 100 reflects average performance across revenue-to-price ratio, occupancy stability, and market growth, suggesting the market rewards well-positioned properties without offering effortless returns. Investors targeting 3- and 4-bedroom homes will find the strongest balance of occupancy and revenue, while those able to acquire 6+ bedroom properties can tap into a small but lucrative segment."

— Rabbu Market Analysis Team

Understanding Annapolis's ROI Score: 60/100

Rabbu's ROI Score is a proprietary metric that evaluates short-term rental investment potential based on multiple factors.

How the ROI Score is Calculated

Factor Annapolis Performance Weight
Revenue-to-Price Ratio Average 40%
Occupancy Stability Average 30%
Market Growth Trend Average 15%
Supply/Demand Balance Average 15%

What This Means for Investors

Annapolis earns a 60 out of 100 on Rabbu's ROI Score, placing it in the Attractive Opportunity band — a market that rewards well-positioned investments without guaranteeing outsized returns. All four calculation factors (Revenue-to-Price Ratio, Occupancy Stability, Market Growth Trend, and Supply/Demand Balance) register as average, reflecting a balanced market where no single metric is a standout strength or a red flag. Investors should pair this score with hands-on regulatory research and property-level underwriting to confirm that individual deals pencil out given Annapolis's higher home values and seasonal revenue patterns.

Short-Term Rental Regulations in Annapolis

Understanding local STR regulations is essential before investing in Annapolis. Here's the current regulatory landscape:

Permit Requirements

Short-term rental operators in Annapolis, Maryland may be required to obtain permits or register their property with the city before listing. Investors should verify current requirements directly with the City of Annapolis and the State of Maryland, as rules can change and enforcement practices vary.

Key Restrictions

Common STR restrictions in markets like Annapolis can include occupancy limits, minimum-stay requirements, noise ordinances, and parking mandates. HOA or condo association rules may add further limitations, and some jurisdictions impose caps on the total number of permits issued, so it's important to research both municipal and community-level restrictions before purchasing.

Tax Obligations

Short-term rental hosts in Maryland are typically subject to state and local occupancy taxes, as well as sales tax on rental income. Many booking platforms collect and remit these taxes automatically, but hosts should confirm their specific obligations with the Maryland Comptroller's office and the City of Annapolis.

Regulations subject to change. Always verify with local authorities before purchasing. A Rabbu partner agent specializing in Annapolis can provide current regulatory guidance.

Short-Term Rental Financing for Annapolis

Financing an Airbnb investment in Annapolis requires lenders who understand STR income. Rabbu partner lenders offer:

  • DSCR Loans: Qualify based on property income, not personal income
  • Low Down Payment: As low as 10–15% for investment properties
  • Fast Closing: 21–30 day average close times
  • STR Experience: Lenders who understand vacation rental underwriting
Connect with a Annapolis Lender →

Future Outlook & Long-Term Forecast

"Over the next 12–18 months, Annapolis is likely to sustain its summer-driven revenue cycle, with peak months (May through August) continuing to anchor annual earnings. The 129% year-over-year growth in active listings signals rising investor interest, which could moderate occupancy gains if supply outpaces demand. Rabbu estimates ADR may edge up 1–3% as hosts continue to refine pricing strategies, while occupancy rates are expected to hover around 27–32% for the most popular property sizes. Investors entering now should plan for meaningful seasonality, with winter months generating roughly a quarter of peak-month revenue."

— Rabbu Market Analysis Team

Frequently asked questions about Airbnb in Annapolis, MD

What is the average Airbnb occupancy rate in Annapolis?
The average occupancy rate for Airbnb listings in Annapolis is currently 28%, which trails the Maryland state average of 35%. Occupancy varies meaningfully by property size — 2- and 3-bedroom units lead at 32%, while 5-bedroom properties sit at just 16%. Seasonal demand patterns also play a major role, with summer and early fall driving the bulk of bookings.
How much do Airbnb hosts make in Annapolis?
On average, Annapolis Airbnb hosts earn approximately $4,803 per month and $57,636 annually, based on trailing 12-month performance data. Earnings vary substantially by property size: 1-bedroom listings average around $25,811 per year, while 4-bedroom properties bring in about $91,293. The top earners are 6+ bedroom homes, which average $153,032 annually, though only a handful of these listings exist in the market.
Is Annapolis a good market for Airbnb investment?
Annapolis scores a 60 out of 100 on Rabbu's ROI Score, placing it in the 'Attractive Opportunity' category. The market benefits from waterfront appeal, strong summer demand, and ADRs above the state average. However, average home values of approximately $1,068,092 mean the revenue-to-price ratio is moderate, and occupancy at 28% requires careful financial planning around off-season months. Investors targeting mid-to-large properties in desirable locations stand to benefit the most.
What is the average daily rate (ADR) for Airbnb in Annapolis?
The average daily rate across all Annapolis Airbnb listings is $371, slightly above the Maryland state average of $368. ADR scales significantly with property size — from $160 for 1-bedroom units up to $801 for 5-bedroom homes. Notably, 6+ bedroom properties average $771, suggesting a slight ADR plateau at the very top end of the size spectrum.
Are short-term rentals legal in Annapolis?
Short-term rentals do operate in Annapolis, with 275 active Airbnb listings currently in the market. However, local regulations, permit requirements, and zoning rules can apply, and these may evolve over time. Prospective investors should consult the City of Annapolis and the State of Maryland directly for the most current rules on STR legality, registration, and tax obligations before purchasing a property.
When is peak season for Airbnb in Annapolis?
Peak season in Annapolis runs from May through October, with August posting the highest average monthly revenue at $7,207 and July close behind at $6,927. October also performs well at $6,420, suggesting demand extends into fall. The slowest months are January ($1,937) and February ($2,108), creating a pronounced seasonal swing that investors should factor into cash-flow planning.
How many Airbnbs are there in Annapolis?
Annapolis currently has 275 active Airbnb listings. Supply is fairly evenly distributed across smaller sizes, with 70 one-bedroom, 62 two-bedroom, 69 three-bedroom, and 55 four-bedroom listings. Larger properties are far less common — just 9 five-bedroom and 6 six-plus-bedroom listings — which may represent an opportunity given their outsized revenue potential.
How is Airbnb revenue calculated in Annapolis?
The annual and monthly revenue figures shown for Annapolis are derived from the trailing 12 months of historical booking performance for active comparable Airbnb listings in the market — they are not forward-looking projections. Rabbu averages each comparable listing's actual revenue per available night (RevPAN) by month over the past year, removes regional outliers, and rolls the results up to a market-level historical average. Because each month uses its own historical performance, the figures naturally reflect seasonal peaks and slower periods. Individual results can vary based on property quality, pricing strategy, and operational management.

About Rabbu Market Data

Rabbu provides Airbnb and short-term rental market data and statistics across the United States. Our mission is to empower investors with accurate insights and easy-to-use tools, so they can confidently identify and act on the best opportunities in the Airbnb market.

What this data includes

  • Regularly updated active Airbnb and STR listing counts for the Annapolis market
  • Occupancy rates, average daily rates, and RevPAN trends by property size
  • Monthly and annual revenue metrics based on trailing 12-month booking performance
  • Home value data sourced from the Zillow Home Value Index (ZHVI)
  • Amenity prevalence data across active listings to benchmark guest expectations

Sources and disclaimers

Rabbu proprietary analytics as of Apr, 27 2026 and Zillow Home Value Index (ZHVI) as of Mar, 17 2026. Revenue projections are estimates based on comparable properties and do not guarantee future performance. Data reflects trailing 12-month historical averages and may not capture very recent market shifts. Local regulations, tax requirements, and permit rules are subject to change — always verify with municipal and state authorities before investing.

Next Steps

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