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View PropertiesAs of Apr, 27 2026
Rabbu ROI Score
Annapolis offers attractive short-term rental potential, with a balance of healthy demand and revenue relative to property values.
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.
According to Rabbu market data, the Annapolis short-term rental market shows:
| 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.
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
"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
Annapolis exhibits strong seasonality, with revenue peaking in August at $7,207 and bottoming in January at $1,937 — a nearly 3.7× spread. The May-through-October corridor consistently exceeds $5,600 per month, while November through March represents a clear off-season that investors should budget around.
| Month | Trend | Revenue |
|---|---|---|
| January |
|
$1,937 |
| February |
|
$2,108 |
| March |
|
$3,035 |
| April |
|
$4,267 |
| May |
|
$6,504 |
| June |
|
$6,440 |
| July |
|
$6,927 |
| August |
|
$7,207 |
| September |
|
$5,645 |
| October |
|
$6,420 |
| November |
|
$3,768 |
| December |
|
$3,372 |
Supply is relatively balanced across 1- through 4-bedroom properties, ranging from 55 to 70 listings each, while 5-bedroom (9 listings) and 6+ bedroom (6 listings) homes are scarce. This thin supply at the larger end, combined with their higher revenue, could signal an underserved niche for investors able to acquire bigger properties.
| Size | Trend | Value |
|---|---|---|
| 1 bedroom |
|
70 |
| 2 bedrooms |
|
62 |
| 3 bedrooms |
|
69 |
| 4 bedrooms |
|
55 |
| 5 bedrooms |
|
9 |
| 6+ bedrooms |
|
6 |
ADR climbs steadily from $160 for 1-bedroom units to $801 for 5-bedroom homes, then dips slightly to $771 for 6+ bedrooms. The sharpest per-bedroom rate jump occurs between 3 bedrooms ($393) and 4 bedrooms ($592), suggesting the premium-to-cost trade-off is particularly compelling in that range.
| Size | Trend | Value |
|---|---|---|
| 1 bedroom |
|
$160 |
| 2 bedrooms |
|
$297 |
| 3 bedrooms |
|
$393 |
| 4 bedrooms |
|
$592 |
| 5 bedrooms |
|
$801 |
| 6+ bedrooms |
|
$771 |
Six-plus-bedroom properties lead RevPAN at $205, well ahead of 4-bedroom units at $158 and 3-bedrooms at $126. One-bedroom listings trail significantly at $39, indicating that smaller units struggle to convert their lower nightly rates into meaningful per-night revenue after accounting for occupancy.
| Size | Trend | Value |
|---|---|---|
| 1 bedroom |
|
$39 |
| 2 bedrooms |
|
$94 |
| 3 bedrooms |
|
$126 |
| 4 bedrooms |
|
$158 |
| 5 bedrooms |
|
$127 |
| 6+ bedrooms |
|
$205 |
Two- and 3-bedroom properties share the highest occupancy at 32%, while 5-bedroom homes lag at just 16%, reflecting the challenge of filling large properties consistently. The 6+ bedroom category maintains a respectable 27% occupancy, which combined with high ADRs drives its exceptional revenue performance.
| Size | Trend | Value |
|---|---|---|
| 1 bedroom |
|
24% |
| 2 bedrooms |
|
32% |
| 3 bedrooms |
|
32% |
| 4 bedrooms |
|
27% |
| 5 bedrooms |
|
16% |
| 6+ bedrooms |
|
27% |
Monthly revenue scales from $2,150 for 1-bedroom units to $7,607 for 4-bedroom homes, with a notable dip for 5-bedrooms at $6,291 before jumping to $12,752 for 6+ bedrooms. The 4-bedroom sweet spot offers strong monthly income without the operational complexity of managing the largest properties.
| Size | Trend | Value |
|---|---|---|
| 1 bedroom |
|
$2,150 |
| 2 bedrooms |
|
$4,293 |
| 3 bedrooms |
|
$5,906 |
| 4 bedrooms |
|
$7,607 |
| 5 bedrooms |
|
$6,291 |
| 6+ bedrooms |
|
$12,752 |
Annual revenue ranges from $25,811 for 1-bedroom listings to $153,032 for 6+ bedroom properties, with 4-bedroom homes generating a solid $91,293. For investors seeking the best return potential relative to market size and competition, the 4-bedroom and 6+ bedroom segments stand out as the most compelling configurations.
| Size | Trend | Value |
|---|---|---|
| 1 bedroom |
|
$25,811 |
| 2 bedrooms |
|
$51,520 |
| 3 bedrooms |
|
$70,873 |
| 4 bedrooms |
|
$91,293 |
| 5 bedrooms |
|
$75,501 |
| 6+ bedrooms |
|
$153,032 |
Parking (96%) and a full kitchen (93%) are near-universal, reflecting baseline guest expectations in Annapolis. Outdoor amenities are notably prevalent — patio or balcony (71%), backyard (69%), and BBQ grill (55%) — signaling that guests prioritize outdoor living space, while waterfront access (14%) and hot tubs (7%) remain differentiators rather than table stakes.
| Amenity | Trend | Value |
|---|---|---|
| Parking |
|
96% |
| Kitchen |
|
93% |
| Self Check-in |
|
84% |
| Washer |
|
84% |
| Dryer |
|
81% |
| Patio or Balcony |
|
71% |
| Backyard |
|
69% |
| Workspace |
|
66% |
| Outdoor Furniture |
|
65% |
| BBQ Grill |
|
55% |
| Pets |
|
30% |
| Waterfront |
|
14% |
| Beach Access |
|
7% |
| Hot Tub |
|
7% |
Rabbu's ROI Score is a proprietary metric that evaluates short-term rental investment potential based on multiple factors.
| Factor | Annapolis Performance | Weight |
|---|---|---|
| Revenue-to-Price Ratio | Average | 40% |
| Occupancy Stability | Average | 30% |
| Market Growth Trend | Average | 15% |
| Supply/Demand Balance | Average | 15% |
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.
Understanding local STR regulations is essential before investing in Annapolis. Here's the current regulatory landscape:
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.
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.
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.
Financing an Airbnb investment in Annapolis requires lenders who understand STR income. Rabbu partner lenders offer:
"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
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.
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.
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