Oak Bluffs, MA Airbnb Market Data, Statistics, and Occupancy Rates

As of Apr, 27 2026

Rabbu ROI Score

50 / 100

Oak Bluffs presents a competitive opportunity: investor interest and demand are strong, but higher prices or tighter competition may require more selective deal sourcing.

Oak Bluffs Short-Term Rental Market Overview

Oak Bluffs on Martha's Vineyard commands a premium average daily rate of $612—above the Massachusetts state average of $582—driven by its status as a sought-after island destination. With just 32 active Airbnb listings and average annual revenue of $79,550, this is a small, high-ADR market where selective deal sourcing matters. Home values averaging nearly $2 million mean the revenue-to-price ratio demands careful underwriting, but the extreme summer seasonality can deliver outsized monthly returns during peak months.

Key Market Statistics

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

Key Airbnb and short-term rental market statistics.
Metric Context Value
Active Airbnb Listings As of Apr, 27 2026 32
Average Daily Rate (ADR) vs. $582 state avg. $612
Average Occupancy Rate vs. 44% state avg. 18%
RevPAN ADR * Occupancy Rate $111
Average Monthly Revenue Historical 12-month average $6,629
Average Annual Revenue Historical 12-month average $79,550

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

Why Investors Consider Oak Bluffs

Investors are drawn to Oak Bluffs for its premium nightly rates, iconic Martha's Vineyard location, and naturally constrained supply on an island market.

Key investment factors

  • Island geography limits new supply, creating a built-in competitive moat for existing listings
  • Summer ADR levels well above the state average generate outsized peak-season cash flow
  • Larger properties (3–4 bedrooms) can earn $126K–$155K annually, offsetting high acquisition costs
  • Beach access, BBQ grills, and outdoor amenities align with high-value vacation rental positioning
  • Small listing pool of 32 active properties means individual operators can differentiate and capture market share

Expert Market Assessment

"Oak Bluffs presents a competitive but narrowly seasonal opportunity best suited for investors comfortable with a concentrated earning window. August ($21,669) and July ($20,290) deliver roughly half the year's revenue in just two months, while winter months dip below $1,100—creating a pronounced cash-flow cycle. The market's ROI score of 50 out of 100 reflects average revenue-to-price ratios and occupancy stability alongside below-average growth trends and supply/demand balance, underscoring that profitability here hinges on maximizing summer returns. Investors who can secure well-located, amenity-rich properties at a reasonable basis relative to the $1.98M average home value will find the strongest path to positive returns."

— Rabbu Market Analysis Team

Understanding Oak Bluffs's ROI Score: 50/100

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 Oak Bluffs Performance Weight
Revenue-to-Price Ratio Average 40%
Occupancy Stability Average 30%
Market Growth Trend Below average 15%
Supply/Demand Balance Below average 15%

What This Means for Investors

Oak Bluffs earns an ROI score of 50 out of 100, placing it in the 'Competitive Opportunity' band where strong demand coexists with high entry costs. Revenue-to-price ratio and occupancy stability both rate as average, reflecting that the $79,550 average annual revenue faces a steep denominator in nearly $2M home values—while market growth trend and supply/demand balance score below average, suggesting rising competition from a 215% year-over-year increase in listings. Pairing this data with thorough local regulatory research and conservative financial modeling is essential before committing capital to this market.

Short-Term Rental Regulations in Oak Bluffs

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

Permit Requirements

Oak Bluffs, Massachusetts may require short-term rental operators to register or obtain a permit before listing a property—investors should verify current requirements directly with the Town of Oak Bluffs and the Massachusetts state regulatory framework.

Key Restrictions

Common restrictions in island and coastal Massachusetts communities can include occupancy limits, minimum stay requirements, noise and parking regulations, and potential caps on the number of permits issued. HOA or neighborhood covenants may add additional layers, so it's important to review property-specific restrictions before purchasing.

Tax Obligations

Massachusetts imposes a state room occupancy tax on short-term rentals, and local municipalities like Oak Bluffs may levy additional community impact fees or local excise taxes. Platforms such as Airbnb often collect and remit these taxes on behalf of hosts, but operators should confirm their full tax obligations with local authorities.

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

Short-Term Rental Financing for Oak Bluffs

Financing an Airbnb investment in Oak Bluffs 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 Oak Bluffs Lender →

Future Outlook & Long-Term Forecast

"Over the next 12–18 months, Oak Bluffs is likely to see continued strong summer demand with July and August driving the lion's share of annual revenue. ADR may hold steady or edge up modestly by 1–3% given limited island supply, though occupancy could remain compressed outside the June-through-September window. The 215% year-over-year growth in active listings signals rising investor interest, which may tighten competition for bookings during shoulder months. Investors should plan conservatively around a 4–5 month earning season and treat off-peak revenue as supplemental rather than foundational."

— Rabbu Market Analysis Team

Frequently asked questions about Airbnb in Oak Bluffs, MA

What is the average Airbnb occupancy rate in Oak Bluffs?
The average occupancy rate for Airbnb listings in Oak Bluffs is currently 18%, which is well below the Massachusetts state average of 44%. This reflects the market's extreme seasonality—demand surges during summer months and drops significantly in winter. Larger properties (2–4 bedrooms) tend to achieve occupancy around 21–22%, while 1-bedroom units average just 11%.
How much do Airbnb hosts make in Oak Bluffs?
On average, Airbnb hosts in Oak Bluffs earn approximately $6,629 per month and $79,550 per year based on trailing 12-month performance data. Earnings vary significantly by property size: 4-bedroom listings lead with an average of $154,540 annually, while 2-bedroom properties average around $71,777. The bulk of this revenue is concentrated in the summer months, with August alone averaging $21,669.
Is Oak Bluffs a good market for Airbnb investment?
Oak Bluffs scores 50 out of 100 on Rabbu's ROI Score, placing it in the 'Competitive Opportunity' category. The market offers premium nightly rates and strong summer demand, but high home values (averaging $1,981,321) and pronounced seasonality mean investors need to be strategic about acquisition price and property positioning. It's best suited for investors who can capitalize on Martha's Vineyard's peak-season demand and are comfortable with lower off-season cash flow.
What is the average daily rate (ADR) for Airbnb in Oak Bluffs?
The average daily rate in Oak Bluffs is $612, slightly above the Massachusetts state average of $582. ADR scales notably with property size—1-bedroom listings average $254 per night, while 4-bedroom properties command $718 per night. This premium pricing reflects the desirability of the Martha's Vineyard location and the vacation-oriented guest profile.
Are short-term rentals legal in Oak Bluffs?
Short-term rentals are permitted in Oak Bluffs, Massachusetts, though operators may need to register or obtain a local permit. Regulations can include occupancy caps, parking requirements, and tax collection obligations. We recommend verifying the latest rules with the Town of Oak Bluffs and reviewing any applicable HOA or neighborhood restrictions before purchasing an investment property.
When is peak season for Airbnb in Oak Bluffs?
Peak season in Oak Bluffs runs from June through August, with August being the highest-earning month at an average of $21,669 in revenue, followed closely by July at $20,290. June ($10,385) and September ($8,860) serve as strong shoulder months. Revenue drops sharply from October through April, with winter months generating under $1,100 on average.
How many Airbnbs are there in Oak Bluffs?
As of April 2026, there are 32 active Airbnb listings in Oak Bluffs. The supply is distributed across 5 one-bedroom, 9 two-bedroom, 9 three-bedroom, and 6 four-bedroom properties. This is a notably small market, which can be advantageous for well-positioned listings but also means individual results may vary more than in larger markets.
How is Airbnb revenue calculated in Oak Bluffs?
The annual and monthly revenue figures shown for Oak Bluffs are derived from the trailing 12 months of historical booking performance for active comparable Airbnb listings in the market—not a forward-looking projection. We average each comparable listing's actual revenue per available night (RevPAN) by month over the past year, remove regional outliers, and roll the results up to 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 Oak Bluffs and surrounding zip codes
  • Average daily rate, occupancy, and RevPAN metrics across property sizes
  • Monthly and annual revenue estimates 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 identify 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 performance and current market conditions as of April 2026; future results may differ due to regulatory changes, economic shifts, or competitive dynamics. Individual property performance depends on factors including location, condition, amenities, pricing strategy, and operational management.

Next Steps

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