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View PropertiesAs of Apr, 27 2026
Rabbu ROI Score
Madison offers attractive short-term rental potential, with a balance of healthy demand and revenue relative to property values.
Madison, CT is a small but growing coastal Connecticut market with just 18 active Airbnb listings and an average annual revenue of $51,662 per property. With a 74% year-over-year increase in active listings and an above-average market growth trend, the town is clearly gaining traction among short-term rental operators. While the average daily rate of $329 sits slightly below the Connecticut state average of $373, the market's seasonal appeal — driven by beach access and New England charm — gives it a distinct revenue profile that peaks strongly in summer months.
According to Rabbu market data, the Madison short-term rental market shows:
| Metric | Context | Value |
|---|---|---|
| Active Airbnb Listings | As of Apr, 27 2026 | 18 |
| Average Daily Rate (ADR) | vs. $373 state avg. | $329 |
| Average Occupancy Rate | vs. 37% state avg. | 36% |
| RevPAN | ADR * Occupancy Rate | $118 |
| Average Monthly Revenue | Historical 12-month average | $4,305 |
| Average Annual Revenue | Historical 12-month average | $51,662 |
Data sources: Rabbu proprietary analytics as of Apr, 27 2026 and Zillow Home Value Index (ZHVI) as of Apr, 27 2026.
Madison appeals to investors seeking a low-competition coastal market with strong summer demand and meaningful supply growth signals.
Key investment factors
"Madison earns a 65 out of 100 ROI score — an "Attractive Opportunity" rating that reflects balanced demand fundamentals against relatively high property values averaging $1,147,891. The market's pronounced seasonality is its defining characteristic: revenue swings from a low of roughly $2,268 in January to $7,022 in August, meaning cash flow management through the winter months is essential. With average revenue-to-price and occupancy stability ratings, Madison isn't a set-it-and-forget-it market, but its above-average growth trend and limited supply create real upside for well-positioned properties."
— Rabbu Market Analysis Team
Madison's revenue pattern is sharply seasonal: August leads at $7,022 and July follows at $6,462, while January bottoms out at $2,268 — a spread of nearly $4,800 between the strongest and weakest months. Investors should expect roughly 55% of annual revenue to concentrate in the May–September window, making winter cash reserves a key planning consideration.
| Month | Trend | Revenue |
|---|---|---|
| January |
|
$2,268 |
| February |
|
$2,722 |
| March |
|
$2,932 |
| April |
|
$3,472 |
| May |
|
$4,730 |
| June |
|
$4,944 |
| July |
|
$6,462 |
| August |
|
$7,022 |
| September |
|
$4,822 |
| October |
|
$4,936 |
| November |
|
$4,228 |
| December |
|
$3,118 |
The available data shows only 1-bedroom listings (7 total) broken out by property size, suggesting either a very small market with limited larger-property data or that most hosts are operating smaller units. This could signal an opportunity for investors willing to list 2+ bedroom properties in an underserved segment.
| Size | Trend | Value |
|---|---|---|
| 1 bedroom |
|
7 |
One-bedroom listings in Madison command an average daily rate of $226, which sits below the market-wide ADR of $329 — indicating that the larger or more premium properties not broken out individually are pulling the overall average significantly higher. Investors considering larger properties may find a meaningful ADR premium awaiting them.
| Size | Trend | Value |
|---|---|---|
| 1 bedroom |
|
$226 |
One-bedroom listings generate a RevPAN of $72, which is below the market-wide average of $118. This gap suggests that properties with more bedrooms or premium positioning are capturing substantially more revenue per available night after accounting for occupancy.
| Size | Trend | Value |
|---|---|---|
| 1 bedroom |
|
$72 |
One-bedroom properties average 32% occupancy, slightly below the market-wide 36% average. While this is modest, it's consistent with a seasonal vacation market where most bookings cluster in warmer months.
| Size | Trend | Value |
|---|---|---|
| 1 bedroom |
|
32% |
One-bedroom listings average $3,483 per month, which falls below the overall market average of $4,305. The difference underscores that larger or higher-end properties in Madison are likely earning meaningfully more on a monthly basis.
| Size | Trend | Value |
|---|---|---|
| 1 bedroom |
|
$3,483 |
At $41,798 per year, 1-bedroom units generate solid income but trail the market-wide annual average of $51,662 by nearly $10,000. Investors targeting higher returns may want to explore multi-bedroom configurations that appear to command a revenue premium in this market.
| Size | Trend | Value |
|---|---|---|
| 1 bedroom |
|
$41,798 |
Parking dominates at 94%, followed by backyard access (83%) and a full kitchen (83%) — reflecting a market geared toward family and leisure travelers who expect suburban-style comfort. Beach access (33%) and waterfront positioning (17%) are less common and could serve as powerful differentiators for properties that offer them.
| Amenity | Trend | Value |
|---|---|---|
| Parking |
|
94% |
| Backyard |
|
83% |
| Kitchen |
|
83% |
| Patio or Balcony |
|
78% |
| Outdoor Furniture |
|
72% |
| Self Check-in |
|
72% |
| BBQ Grill |
|
67% |
| Dryer |
|
61% |
| Washer |
|
61% |
| Pets |
|
44% |
| Beach Access |
|
33% |
| Workspace |
|
33% |
| Waterfront |
|
17% |
| Beachfront |
|
11% |
Rabbu's ROI Score is a proprietary metric that evaluates short-term rental investment potential based on multiple factors.
| Factor | Madison Performance | Weight |
|---|---|---|
| Revenue-to-Price Ratio | Average | 40% |
| Occupancy Stability | Average | 30% |
| Market Growth Trend | Above average | 15% |
| Supply/Demand Balance | Average | 15% |
Madison's ROI score of 65 out of 100 places it in the "Attractive Opportunity" band, reflecting a market with real potential tempered by high property costs and moderate occupancy. The above-average market growth trend is a standout factor, while revenue-to-price ratio, occupancy stability, and supply/demand balance all rate as average — meaning returns are achievable but not automatic. Investors should pair this data with on-the-ground regulatory research and a realistic seasonal cash flow model before committing capital.
Understanding local STR regulations is essential before investing in Madison. Here's the current regulatory landscape:
Short-term rental operators in Madison, CT may need to register or obtain a permit through the town or the State of Connecticut before listing a property. Investors should verify current requirements directly with Madison's municipal offices and Connecticut's Department of Revenue Services.
Common restrictions that may apply include occupancy limits, minimum stay requirements, noise ordinances, and parking regulations. HOA rules can also limit or prohibit short-term rentals in certain neighborhoods, so it's important to review any applicable covenants before purchasing a property.
Connecticut imposes a room occupancy tax on short-term rentals, and hosts may also owe state sales tax on their rental income. Major booking platforms like Airbnb often collect and remit these taxes automatically, but operators should confirm their obligations with the Connecticut Department of Revenue Services.
Regulations subject to change. Always verify with local authorities before purchasing. A Rabbu partner agent specializing in Madison can provide current regulatory guidance.
Financing an Airbnb investment in Madison requires lenders who understand STR income. Rabbu partner lenders offer:
"Over the next 12–18 months, Madison's STR market is likely to see continued supply growth as more hosts recognize the town's summer revenue potential — August alone averages $7,022 per listing. Occupancy rates, currently at 36%, may face modest pressure as new listings enter but could stabilize around 33–38% given the market's above-average growth trajectory. ADR is expected to hold steady or inch up 1–3% as the market matures and operators invest in higher-quality amenities. Investors should plan for significant seasonal swings, with winter months generating less than a third of peak-summer 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 Apr, 27 2026. Revenue projections are estimates based on comparable properties and do not guarantee future performance. Local regulations and tax requirements may change; always verify with municipal and state authorities before investing. With only 18 active listings, small sample sizes may cause metrics to shift meaningfully as new properties enter the market.
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