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View PropertiesAs of Apr, 27 2026
Rabbu ROI Score
Saint Michaels presents a competitive opportunity: investor interest and demand are strong, but higher prices or tighter competition may require more selective deal sourcing.
Saint Michaels, a charming Eastern Shore destination in Maryland, draws weekend travelers and summer vacationers to its waterfront setting, historic inns, and boating culture. With an average daily rate of $417—well above the $368 state average—the market commands premium nightly pricing, though occupancy sits at just 15% compared to 35% statewide. The small supply of only 35 active listings keeps competition modest, but high home values averaging $1,631,279 mean investors need to be highly selective to make the numbers work. Annual revenue averages $63,613, driven heavily by a pronounced summer peak that defines the market's seasonal rhythm.
According to Rabbu market data, the Saint Michaels short-term rental market shows:
| Metric | Context | Value |
|---|---|---|
| Active Airbnb Listings | As of Apr, 27 2026 | 35 |
| Average Daily Rate (ADR) | vs. $368 state avg. | $417 |
| Average Occupancy Rate | vs. 35% state avg. | 15% |
| RevPAN | ADR * Occupancy Rate | $63 |
| Average Monthly Revenue | Historical 12-month average | $5,301 |
| Average Annual Revenue | Historical 12-month average | $63,613 |
Data sources: Rabbu proprietary analytics as of Apr, 27 2026 and Zillow Home Value Index (ZHVI) as of Apr, 27 2026.
Saint Michaels attracts investor attention for its premium nightly rates and small-town waterfront appeal, though high property prices and sharp seasonality require disciplined deal sourcing.
Key investment factors
"Saint Michaels presents a competitive but demanding opportunity for STR investors. The market's strength lies in its ability to command premium rates—$417 ADR and $116 RevPAN for 3-bedroom properties—yet its below-average revenue-to-price ratio and low year-round occupancy of 15% underscore the challenge of generating consistent returns against $1.6M average home values. Seasonality is the defining feature here: August revenue ($11,764) runs roughly eight times higher than February ($1,358), making cash reserves and pricing strategy essential for navigating the off-season. Investors who source properties below the market's average price point and optimize for summer and shoulder-season demand stand the best chance of generating meaningful returns."
— Rabbu Market Analysis Team
Saint Michaels displays extreme seasonality, with August peaking at $11,764 and February bottoming out at just $1,358—a nearly 9x spread. Investors should plan for roughly 70% of annual revenue to concentrate between May and September, making cash reserves critical for covering carrying costs during the quieter winter months.
| Month | Trend | Revenue |
|---|---|---|
| January |
|
$1,471 |
| February |
|
$1,358 |
| March |
|
$2,467 |
| April |
|
$3,766 |
| May |
|
$6,025 |
| June |
|
$7,808 |
| July |
|
$11,117 |
| August |
|
$11,764 |
| September |
|
$6,980 |
| October |
|
$5,036 |
| November |
|
$3,342 |
| December |
|
$2,474 |
Supply is fairly evenly distributed across 1-bedroom (9), 2-bedroom (9), and 3-bedroom (12) properties, with 3-bedrooms holding a slight edge. The compact total of 35 listings means even a handful of new entrants in any size category could shift competitive dynamics meaningfully.
| Size | Trend | Value |
|---|---|---|
| 1 bedroom |
|
9 |
| 2 bedrooms |
|
9 |
| 3 bedrooms |
|
12 |
ADR scales aggressively with size in Saint Michaels, jumping from $267 for 1-bedroom units to $539 for 3-bedroom homes—a 102% premium. The step up from 2-bedrooms ($352) to 3-bedrooms ($539) is particularly steep, suggesting groups and families are willing to pay a significant premium for larger waterfront properties.
| Size | Trend | Value |
|---|---|---|
| 1 bedroom |
|
$267 |
| 2 bedrooms |
|
$352 |
| 3 bedrooms |
|
$539 |
Three-bedroom properties deliver the strongest RevPAN at $116, more than double the $53 earned by 2-bedroom units and over four times the $27 for 1-bedrooms. This widening gap reflects both higher nightly rates and better occupancy for larger homes, making them the clear revenue-efficiency leaders in this market.
| Size | Trend | Value |
|---|---|---|
| 1 bedroom |
|
$27 |
| 2 bedrooms |
|
$53 |
| 3 bedrooms |
|
$116 |
Occupancy climbs with property size: 1-bedrooms average just 10%, 2-bedrooms hit 15%, and 3-bedrooms lead at 22%. While none of these figures are high in absolute terms—underscoring the market's seasonal nature—the relative advantage of larger properties points to stronger and more consistent demand for group-friendly accommodations.
| Size | Trend | Value |
|---|---|---|
| 1 bedroom |
|
10% |
| 2 bedrooms |
|
15% |
| 3 bedrooms |
|
22% |
Three-bedroom properties dominate monthly revenue at $8,868, nearly double the $4,603 earned by 2-bedroom units and more than triple the $2,698 from 1-bedrooms. The gap is significant enough that investors focused on cash flow should prioritize larger configurations, provided acquisition costs support the return.
| Size | Trend | Value |
|---|---|---|
| 1 bedroom |
|
$2,698 |
| 2 bedrooms |
|
$4,603 |
| 3 bedrooms |
|
$8,868 |
Annual revenue ranges from $32,378 for 1-bedroom listings to $106,420 for 3-bedroom homes, with 2-bedrooms landing at $55,243. The 3-bedroom segment stands out as the most compelling from a gross revenue perspective, though investors must weigh these figures against Saint Michaels' average home values of over $1.6 million when modeling net returns.
| Size | Trend | Value |
|---|---|---|
| 1 bedroom |
|
$32,378 |
| 2 bedrooms |
|
$55,243 |
| 3 bedrooms |
|
$106,420 |
Washer, parking, dryer, and kitchen top the amenity list at 86–89% prevalence, establishing them as baseline guest expectations rather than differentiators. Outdoor features like backyards (71%), patios (69%), and BBQ grills (60%) reflect the leisure-oriented nature of the market, while waterfront access (40%) and pools (40%) represent potential competitive advantages for properties that offer them.
| Amenity | Trend | Value |
|---|---|---|
| Washer |
|
89% |
| Parking |
|
89% |
| Dryer |
|
86% |
| Kitchen |
|
86% |
| Self Check-in |
|
83% |
| Backyard |
|
71% |
| Patio or Balcony |
|
69% |
| Pets |
|
66% |
| Outdoor Furniture |
|
63% |
| BBQ Grill |
|
60% |
| Workspace |
|
51% |
| Pool |
|
40% |
| Waterfront |
|
40% |
| Hot Tub |
|
20% |
Rabbu's ROI Score is a proprietary metric that evaluates short-term rental investment potential based on multiple factors.
| Factor | Saint Michaels Performance | Weight |
|---|---|---|
| Revenue-to-Price Ratio | Below average | 40% |
| Occupancy Stability | Average | 30% |
| Market Growth Trend | Below average | 15% |
| Supply/Demand Balance | Average | 15% |
Saint Michaels earns a Rabbu ROI Score of 45 out of 100, placing it in the Competitive Opportunity band—meaning demand and investor interest are real, but the economics require careful deal selection. The below-average revenue-to-price ratio is the primary drag, driven by home values averaging over $1.6 million against $63,613 in annual revenue, while occupancy stability and supply/demand balance both register as average. Pairing this data with thorough local regulatory research and targeting properties priced well below the market average will be essential for investors looking to generate attractive returns here.
Understanding local STR regulations is essential before investing in Saint Michaels. Here's the current regulatory landscape:
Short-term rental operators in Saint Michaels, Maryland, may need to obtain a local rental permit or register their property with Talbot County or the Town of Saint Michaels. Investors should verify current permit requirements directly with local government offices before listing a property.
Common STR restrictions in Maryland communities can include occupancy limits, minimum-stay requirements, noise ordinances, parking regulations, and HOA rules that may limit or prohibit short-term rentals. Some jurisdictions also impose caps on the number of permits issued, so checking availability early in the acquisition process is advisable.
Short-term rental hosts in Maryland are generally subject to state and local occupancy and sales taxes, and platforms like Airbnb often collect and remit these on behalf of hosts. Investors should confirm their specific obligations with Maryland's Comptroller office and any applicable Talbot County tax authority.
Regulations subject to change. Always verify with local authorities before purchasing. A Rabbu partner agent specializing in Saint Michaels can provide current regulatory guidance.
Financing an Airbnb investment in Saint Michaels requires lenders who understand STR income. Rabbu partner lenders offer:
"Over the next 12–18 months, expect Saint Michaels to maintain its strongly seasonal demand profile, with July and August continuing to deliver the bulk of annual revenue. ADR may hold steady or edge up 1–3% given the market's premium positioning and limited inventory, though occupancy is unlikely to shift dramatically without significant new demand drivers. The 213% year-over-year growth in active listings signals rising investor interest, which could tighten competition and put downward pressure on occupancy if supply continues outpacing demand. Investors should plan conservatively around winter cash flow gaps and target properties that can capture shoulder-season bookings in spring and fall."
— 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 Apr, 27 2026. Revenue projections are estimates based on comparable properties and do not guarantee future performance. Data reflects trailing 12-month averages and current snapshots as of April 2026; market conditions may have shifted since the last update. Local regulations, HOA rules, and tax obligations vary and should be independently verified before making investment decisions.
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