Chilmark, MA Airbnb Market Data, Statistics, and Occupancy Rates

Chilmark Short-Term Rental Market Overview

Chilmark, a coveted Martha's Vineyard enclave, draws premium short-term rental rates with an average daily rate of $644—well above the Massachusetts state average of $582. With just 23 active Airbnb listings and an average annual revenue of $121,098, the market offers strong per-property earnings driven by intense summer demand. However, home values averaging nearly $4.85 million and an occupancy rate of 37% mean investors need to be highly selective to achieve meaningful returns on the capital deployed.

Key Market Statistics

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

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

Why Investors Consider Chilmark

Chilmark attracts investor attention for its ultra-premium nightly rates and limited supply in one of New England's most exclusive vacation destinations.

Expert Market Assessment

"Chilmark presents what Rabbu classifies as a competitive opportunity—a market where demand and investor interest are strong but elevated property prices require careful deal sourcing. Seasonality is the defining characteristic here: August revenue tops $32,982 per listing while winter months like February barely break $1,000, creating a roughly 33:1 peak-to-trough ratio. The below-average revenue-to-price ratio reflects the ultra-high cost of entry, meaning cash-on-cash returns depend heavily on purchase price discipline and optimizing the lucrative June through September window."

— Rabbu Market Analysis Team

Key Airbnb Metrics & Trends in Chilmark

Average revenue by month in Chilmark

Chilmark's revenue is strikingly seasonal: August peaks at $32,982 and July follows at $30,887, while February bottoms out at just $1,006—a spread of nearly $32,000 between the best and worst months. Investors should expect the June–September window to generate the vast majority of annual income, with winter months contributing minimally.

Active Airbnb listings by property size in Chilmark

Supply is evenly split between 1-bedroom and 3-bedroom properties, each with 7 active listings. The absence of 2-bedroom, 4-bedroom, and larger configurations in the data could signal an opportunity for investors willing to offer mid-range or larger accommodations that aren't currently well-represented.

Average daily rate (ADR) by property size in Chilmark

Three-bedroom properties command $564 per night compared to $384 for 1-bedroom units, reflecting a roughly 47% premium. Given the luxury nature of this market, the higher nightly rate for 3-bedroom homes aligns with guest expectations for spacious vacation properties on Martha's Vineyard.

Average RevPAN by property size in Chilmark

Three-bedroom listings edge out 1-bedroom units in RevPAN at $206 versus $183, though the gap is narrower than the ADR difference suggests. The closer RevPAN figures reflect the higher occupancy rate that 1-bedroom properties enjoy (48% vs. 37%), partially offsetting their lower nightly rate.

Average occupancy rates by property size in Chilmark

One-bedroom properties achieve a 48% occupancy rate, significantly outpacing the 37% average for 3-bedroom listings. For investors prioritizing consistent bookings and cash-flow stability, smaller units offer more reliable year-round occupancy, though they earn less per stay.

Average monthly revenue by property size in Chilmark

Three-bedroom properties lead in average monthly revenue at $7,964 compared to $5,506 for 1-bedroom units, representing a 45% premium. This higher monthly income from 3-bedroom listings comes despite their lower occupancy rate, driven entirely by their substantially higher nightly rates.

Average annual revenue by property size in Chilmark

On an annual basis, 3-bedroom properties generate approximately $95,576 in revenue versus $66,077 for 1-bedroom units. While 3-bedroom listings clearly produce more gross revenue, investors should weigh this against the likely higher acquisition and operating costs to determine which configuration offers the stronger net return.

Most common amenities for Airbnb listings in Chilmark

Parking leads at 100% prevalence, followed by kitchen access at 96% and outdoor-oriented amenities like BBQ grills, outdoor furniture, and backyards each around 74–78%. This signals that Chilmark guests expect a self-sufficient vacation home experience with strong outdoor living features—properties lacking these essentials may struggle to compete.

Understanding Chilmark's ROI Score: 40/100

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

What This Means for Investors

Chilmark's ROI score of 40 out of 100 places it in the Competitive Opportunity band, reflecting a market where strong nightly rates and growing demand are tempered by a below-average revenue-to-price ratio and below-average occupancy stability. The above-average market growth trend and average supply/demand balance suggest the destination is gaining traction, but the $4.85 million average home price means investors need exceptional deal sourcing to achieve attractive yields. Pairing this data with thorough local regulatory research and a conservative financial model will help identify whether a specific Chilmark property can deliver returns that justify the premium entry cost.

Short-Term Rental Regulations in Chilmark

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

Permit Requirements

The town of Chilmark and the Commonwealth of Massachusetts may require short-term rental operators to register or obtain permits before listing a property. Investors should verify current requirements directly with local town offices and the state's short-term rental registry.

Key Restrictions

Common restrictions in Martha's Vineyard communities can include occupancy limits, minimum stay requirements, noise ordinances, and parking provisions. HOA or neighborhood covenants may impose additional limitations, and some jurisdictions cap the number of permits issued, so confirming availability early in the acquisition process is essential.

Tax Obligations

Massachusetts imposes a state room excise tax on short-term rentals, and local municipalities may levy additional occupancy or community impact fees. Platforms like Airbnb often collect and remit these taxes automatically, but operators should confirm their full tax obligations with the town of Chilmark and the Massachusetts Department of Revenue.

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

Future Outlook & Long-Term Forecast

"The 87% year-over-year growth in active listings signals rising investor interest, which could compress per-listing revenue if demand doesn't keep pace. That said, Chilmark's market growth trend is rated above average, suggesting underlying demand remains healthy. Over the next 12–18 months, expect ADR to hold in the $630–$660 range given the area's premium positioning, while occupancy may settle around 35–40% as additional supply enters the market. Investors who time their bookings around the June–September peak window and price competitively during shoulder months should be best positioned to capture the market's revenue potential."

— Rabbu Market Analysis Team

Frequently asked questions about Airbnb in Chilmark, MA

What is the average Airbnb occupancy rate in Chilmark?

The average occupancy rate for Airbnb listings in Chilmark is currently 37%, which falls below the Massachusetts state average of 44%. This reflects the market's highly seasonal nature—properties fill up during the summer months but see significantly lower demand in the off-season. Investors should plan their financial models around this seasonal occupancy pattern.

How much do Airbnb hosts make in Chilmark?

Airbnb hosts in Chilmark earn an average of $10,091 per month and approximately $121,098 per year based on trailing 12-month booking data. Revenue is heavily concentrated in the summer, with August listings averaging nearly $32,982 and July close behind at $30,887. Three-bedroom properties tend to outperform with roughly $95,576 in annual revenue, while one-bedroom units generate about $66,077.

Is Chilmark a good market for Airbnb investment?

Chilmark earns an ROI score of 40 out of 100, placing it in the 'Competitive Opportunity' category. The market's strengths include above-average growth trends and premium nightly rates, but the below-average revenue-to-price ratio—driven by home values averaging $4.85 million—means returns require strategic purchasing. Investors who can secure properties below the average price point or maximize peak-season revenue stand to benefit most.

What is the average daily rate (ADR) for Airbnb in Chilmark?

The average daily rate in Chilmark is $644, which is about 11% higher than the Massachusetts state average of $582. This premium reflects the exclusive character of the Martha's Vineyard market and the high-end guest expectations. Three-bedroom properties command $564 per night on average, while one-bedroom units list around $384.

Are short-term rentals legal in Chilmark?

Short-term rentals do operate in Chilmark, with 23 active Airbnb listings currently in the market. However, investors should verify all local permitting requirements, zoning restrictions, and state registration obligations before purchasing or listing a property. Regulations can change, so consulting directly with the town of Chilmark and reviewing Massachusetts state STR rules is strongly recommended.

When is peak season for Airbnb in Chilmark?

Peak season in Chilmark runs from June through August, with July and August being the standout months. August is the highest-earning month at $32,982 in average revenue, followed closely by July at $30,887 and June at $15,813. September serves as a strong shoulder month at $13,490, while the winter months from November through March see dramatically lower activity, with February averaging just $1,006.

How many Airbnbs are there in Chilmark?

As of April 2026, there are 23 active Airbnb listings in Chilmark. The supply is split primarily between 1-bedroom and 3-bedroom properties, with 7 listings in each category. The market has seen significant supply growth at 87% year-over-year, indicating rising investor and host interest.

How is Airbnb revenue calculated in Chilmark?

The annual and monthly revenue figures for Chilmark are derived from the trailing 12 months of historical booking performance for active comparable Airbnb listings in the market—not a forward-looking projection. Rabbu averages each comparable listing's actual revenue per available night (RevPAN) by month over the past year, removes regional outliers, and rolls the remainder into a market-level historical average. This approach anchors the figures to what hosts have actually earned recently while naturally reflecting seasonal peaks and slower months, since each month uses its own historical performance. 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 Chilmark market
• Average daily rate, occupancy, and RevPAN metrics based on current and trailing performance
• Monthly and annual revenue estimates derived from historical booking data across comparable listings
• Property size breakdowns for supply, rates, occupancy, and revenue
• Home value data sourced from the Zillow Home Value Index (ZHVI)

Sources and disclaimers

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 historical performance and market conditions may have shifted since the reporting period. Local regulations, permit availability, and tax obligations can change; investors should verify current rules with municipal and state authorities before purchasing.