Chilmark, Massachusetts Airbnb Market Data 2026: STR Report & Statistics

Source: AirROIReviewed by Jun Zhou, Founder @ AirROI
Updated:

How much can you earn on Airbnb in Chilmark, Massachusetts? Based on AirROI's 2026 dataset (April 2025 – March 2026), the short answer is $45,977 per year — at a $781 nightly rate, 39.2% occupancy, and a $317 RevPAR that reflects moderate rate-to-revenue efficiency with room to optimize.

At 53 active listings, Chilmark is a boutique market where moderate demand with room for well-positioned listings to outperform. Supply grew 26.2% over the past year, yet revenue and nightly rates both trended upward — a signal that traveler demand is outpacing new inventory rather than being diluted by it. For hosts, pricing power remains intact even as competition increases.

Regulation is low with minimal registration requirements, pointing to an operator-friendly environment. In a market this size, differentiated listings with strong reviews can capture outsized returns relative to the competition.

What Are the Key Airbnb Metrics in Chilmark?

In Chilmark, the headline Airbnb metrics are $45,977 in average annual revenue,39.2% occupancy, $781 ADR, and $317 in RevPAR, and guests book about 85 days in advance.

Avg. Daily Rate (ADR)(?)
$781
The average rental revenue earned for an occupied room per day in Chilmark.
Occupancy Rate(?)
39.2%
Moderate demand with booking opportunities.
Avg. Annual Revenue(?)
$45,977
Average annual income for an Airbnb listing in Chilmark. Factors like property type, size, and location influence actual earnings.
RevPAR(?)
$317
Revenue per available rental night, combining occupancy and ADR into one efficiency metric.
Revenue Growth YoY(?)
3.1%
Positive growth (3.1%) vs. last year.
Active Airbnb Listings(?)
53
Total number of active short-term rentals listed.
Avg. Booking Lead Time(?)
85 days
How far in advance guests typically book in Chilmark. Longer lead times indicate planned travel; shorter ones suggest last-minute demand.
STR Regulation Level(?)
Low
Fewer regulations, offering more operational flexibility.
Peak Revenue Month(?)
August
The month with the highest average earnings, indicating peak season in Chilmark.
Lowest Revenue Month(?)
January
The month with the lowest average earnings, indicating the low season in Chilmark.
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How Much Do Airbnb Hosts Earn Monthly in Chilmark?

Understanding the monthly revenue variations for Airbnb listings in Chilmark is key to maximizing your short term rental income potential. Seasonality significantly impacts earnings. Our analysis, based on data from the past 12 months, shows that the peak revenue month for STRs in Chilmark is typically August, while January often presents the lowest earnings, highlighting opportunities for strategic pricing adjustments during shoulder and low seasons. Explore the typical Airbnb income in Chilmark across different performance tiers:

  • Best-in-class properties (Top 10%) achieve $13,218+ monthly, often utilizing dynamic pricing and superior guest experiences.
  • Strong performing properties (Top 25%) earn $8,023 or more, indicating effective management and desirable locations/amenities.
  • Typical properties (Median) generate around $4,356 per month, representing the average market performance.
  • Entry-level properties (Bottom 25%) see earnings around $2,359, often with potential for optimization.

Average Monthly Airbnb Earnings Trend in Chilmark

What Is the Monthly Airbnb Occupancy Rate in Chilmark?

Maximize your bookings by understanding the Chilmark STR occupancy trends. Seasonal demand shifts significantly influence how often properties are booked. Typically, Augustsees the highest demand (peak season occupancy), while January experiences the lowest (low season). Effective strategies, like adjusting minimum stays or offering promotions, can boost occupancy during slower periods. Here's how different property tiers perform in Chilmark:

  • Best-in-class properties (Top 10%) achieve 61%+ occupancy, indicating high desirability and potentially optimized availability.
  • Strong performing properties (Top 25%) maintain 40% or higher occupancy, suggesting good market fit and guest satisfaction.
  • Typical properties (Median) have an occupancy rate around 22%.
  • Entry-level properties (Bottom 25%) average 12% occupancy, potentially facing higher vacancy.

Average Monthly Occupancy Rate Trend in Chilmark

What Is the Average Airbnb Nightly Rate in Chilmark?

Effective short term rental pricing strategy in Chilmark involves understanding monthly ADR fluctuations. The Average Daily Rate (ADR) for Airbnb in Chilmark typically peaks in November and dips lowest during April. Leveraging Airbnb dynamic pricing tools or strategies based on this seasonality can significantly boost revenue. Here's a look at the typical nightly rates achieved:

  • Best-in-class properties (Top 10%) command rates of $1,252+ per night, often due to premium features or locations.
  • Strong performing properties (Top 25%) achieve nightly rates of $841 or more.
  • Typical properties (Median) charge around $613 per night.
  • Entry-level properties (Bottom 25%) earn around $468 per night.

Average Daily Rate (ADR) Trend by Month in Chilmark

What Is the RevPAR for Airbnb in Chilmark?

RevPAR in Chilmark is currently $317. Because RevPAR combines nightly rates with realized occupancy, it is one of the cleanest ways to compare how efficiently listings turn demand into revenue across the market.

  • Entry-level properties (Bottom 25%) see $188 RevPAR.
  • Typical properties (Median) generate $279 RevPAR.
  • Strong performers (Top 25%) earn $406 RevPAR.
  • Best-in-class (Top 10%) achieve $562 RevPAR.

Average Monthly RevPAR Trend in Chilmark

RevPAR Insights for Chilmark

  • The average RevPAR in Chilmark is $317. This metric combines nightly rates with realized occupancy, making it one of the best single-number indicators of market efficiency.
  • The gap between the top 10% ($562) and bottom 25% ($188) is $374, indicating significant performance disparity driven by property quality, pricing strategy, and location.
  • RevPAR peaks in Aug and bottoms out in Jan, mirroring the broader seasonal demand pattern and suggesting opportunities for dynamic pricing.

Recommendations for Hosts

  • Track your own RevPAR monthly against these Chilmark benchmarks. If your RevPAR falls below the median of $279, examine whether low occupancy or low ADR is the primary drag.
  • Top-quartile listings achieve $406+ RevPAR through a combination of competitive pricing, strong reviews, and strategic amenities. Target this tier through incremental improvements.
  • Use RevPAR rather than revenue alone when comparing properties of different sizes — it normalizes for available nights and gives a more accurate picture of performance.

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When Is the Peak Season for Airbnb in Chilmark?

Chilmark's peak Airbnb season falls in August, July, June, while the softest stretch is January, February, December. Overall, the market shows highly seasonal trends requiring careful strategy, which should guide pricing, minimum stays, and cash-flow planning.

Peak Season (August, July, June)
  • Revenue averages $12,140 per month
  • Occupancy rates average 48.8%
  • Daily rates average $816
Shoulder Season
  • Revenue averages $4,859 per month
  • Occupancy maintains around 27.6%
  • Daily rates hold near $782
Low Season (January, February, December)
  • Revenue drops to average $1,908 per month
  • Occupancy decreases to average 10.5%
  • Daily rates adjust to average $827

Seasonality Insights for Chilmark

  • Airbnb seasonality in Chilmark is pronounced. Revenue swings sharply between peak and low months, which means pricing strategy, minimum-stay settings, and cash reserves all need to account for extended slower periods.
  • During the high season, the absolute peak month showcases Chilmark's highest earning potential, with monthly revenues climbing to $14,469, occupancy reaching 59.3%, and ADRs peaking at $843.
  • Conversely, the slowest single month marks the market's lowest point — revenue may dip to $971, occupancy could drop to 7.5%, and ADRs may adjust to $728.
  • Lower occupancy paired with meaningful seasonality means hosts in Chilmark need to maximize every peak-season booking and seriously consider whether off-season pricing adjustments or minimum-stay changes can capture incremental revenue.

Seasonal Strategies for Maximizing Profit

  • Peak Season: Maximize revenue through premium pricing and potentially longer minimum stays. Ensure high availability and consider tightening cancellation policies to reduce last-minute gaps.
  • Low Season: Offer competitive pricing, extended-stay discounts, and flexible cancellation policies. Target off-season travelers like remote workers, budget-conscious guests, and travelers with flexible schedules.
  • Shoulder Seasons: Implement dynamic pricing that bridges peak and low rates. Target weekend travelers, local events, and business visitors. Slightly more flexible terms than peak season can help maintain occupancy without deep discounting.
  • In a highly seasonal market like Chilmark, building a cash reserve during the top months is essential for covering fixed costs during the slow period. Automated pricing tools can help capture demand shifts in real time.

Do You Need a License for Airbnb in Chilmark?

Low regulation and minimal registration activity in Chilmark, Massachusetts, United States point to an operator-friendly environment. That said, even low-regulation markets may have tax collection requirements, safety standards, or HOA rules that affect short-term rental operations. Always verify the latest short-term rental regulations and Airbnb license requirements directly with local government authorities for Chilmark to ensure full compliance before hosting.

(Source: AirROI data, 2026, finding no licensed listings among those analyzed)

What Are the Best Neighborhoods for Airbnb in Chilmark?

Chilmark is a smaller vacation rental market where a handful of neighborhoods drive most of the booking activity. Choosing the right area is especially important in boutique markets — there is less room for a mediocre location to succeed on volume alone. The areas below highlight where short-term rental demand is strongest and why.

Best neighborhoods for Airbnb in Chilmark
Neighborhood / AreaWhy Host Here? (Target Guests & Appeal)Key Attractions & Landmarks
Menemsha
Quaint fishing village known for its stunning sunsets and fresh seafood. Perfect for guests seeking a peaceful retreat and proximity to beautiful beaches.
Menemsha Beach, Menemsha Pond, Chilmark Chocolates, Lighthouse Beach, Fishing docks
South Chilmark
Rural area with beautiful landscapes and access to the Mendon Foundation properties. Great for visitors looking for privacy and natural beauty.
Susan's Garden, Chilmark Community Center, Hiking trails, Martha's Vineyard
Chilmark Harbor
Picturesque harbor offering access to boating and fishing activities. Ideal for those looking to experience the maritime charm of Martha's Vineyard.
Chilmark Harbor Beach, Boating activities, Fishing piers, Scenic views, Local art galleries
North Chilmark
Serene area known for its rolling hills and expansive views of the countryside. Perfect for nature lovers and those wanting a tranquil getaway.
Greene's Preserve, Hiking trails, Pastoral landscapes, Wildlife viewing
West Tisbury
Adjacent to Chilmark, this area offers charming shops and local farms. Great for guests wanting to explore the local culture and community.
West Tisbury Farmers Market, Alley’s General Store, Martha’s Vineyard Museum
Beach Plum Inn
A unique inn that combines luxury with local charm. Attracts guests looking for a high-end experience with beautiful views of the ocean.
Dining with ocean views, Proximity to beaches, Local artists’ showcases
Squibnocket
Secluded beach area known for its natural beauty and privacy. Ideal for those wanting to escape the hustle and bustle of tourist spots.
Squibnocket Beach, Dramatic cliffs, Secluded picnic areas
Martha's Vineyard
While not exclusively in Chilmark, this famous island attracts visitors year-round. Perfect for tourists wanting to explore the entire region's beauty and attractions.
Edgartown, Vineyard Haven, Oak Bluffs, Local wineries

With 8 distinct neighborhoods showing meaningful short-term rental activity, Chilmark offers diversification within a single market. Investors can tailor their strategy — from high-turnover tourist zones to quieter residential areas that attract longer stays and remote workers.

What Types of Properties Are on Airbnb in Chilmark?

Room Type Distribution

Property Type Distribution

Market Composition Insights for Chilmark

  • The Chilmark Airbnb market composition is heavily skewed towards Entire Home/Apt listings, which make up 92.5% of the 53 active rentals. This indicates strong guest preference for privacy and space.
  • Looking at the property type distribution in Chilmark, House properties are the most common (86.8%), reflecting the local real estate landscape.
  • Houses represent a significant 86.8% portion, catering likely to families or larger groups.
  • The presence of 13.2% Hotel/Boutique listings indicates integration with traditional hospitality.

Chilmark Airbnb Room Capacity Analysis (2026): Bedroom Distribution

Distribution of Listings by Number of Bedrooms

Room Capacity Insights for Chilmark

  • The dominant room capacity in Chilmark is 4 bedrooms listings, making up 32.1% of the market. This suggests a strong demand for properties suitable for families or small groups.
  • Together, 4 bedrooms and 1 bedroom properties represent 56.6% of the active Airbnb listings in Chilmark, indicating a high concentration in these sizes.
  • A significant 62.3% of listings offer 3+ bedrooms, catering to larger groups and families seeking more space in Chilmark.

Chilmark Vacation Rental Guest Capacity Trends (2026)

Distribution of Listings by Guest Capacity

Guest Capacity Insights for Chilmark

  • The most common guest capacity trend in Chilmark vacation rentals is listings accommodating 8+ guests (45.3%). This suggests the primary traveler segment is likely larger groups.
  • Properties designed for 8+ guests and 2 guests dominate the Chilmark STR market, accounting for 67.9% of listings.
  • 62.3% of properties accommodate 6+ guests, serving the market segment for larger families or group travel in Chilmark.
  • On average, properties in Chilmark are equipped to host 5.7 guests.

How Do Listings in Chilmark Compare on Quality?

Listing quality in Chilmark can be approximated through presentation depth, bedroom count, and how often hosts disclose exact locations. These signals show how professionally the local supply base is merchandised.

Average Photos per Listing(?)
29.9
More photos correlate with higher conversion rates.
Average Beds per Listing(?)
4.1
Reflects the capacity profile of the local supply.
Exact Location Enabled(?)
3.8%
Builds guest trust and improves booking confidence.

Listing Quality Insights for Chilmark

  • At 29.9 photos per listing on average, Chilmark hosts invest well in visual presentation. Listings with 20+ photos consistently outperform in search ranking and conversion.
  • 3.8% of listings show their exact location. Lower disclosure rates can increase booking hesitation — guests want to know exactly where they are staying.

Recommendations for Hosts

  • Enable exact location if possible — it removes a common source of guest uncertainty and can improve your listing's position in map-based searches.
  • Use these quality indicators as a self-audit checklist. Listings that exceed the Chilmark averages across all three metrics are better positioned for premium pricing.

What Amenities Do Airbnb Guests Expect in Chilmark?

Amenity Prevalence

Amenity Insights for Chilmark

  • Essential amenities in Chilmark that guests expect include: Wifi, Smoke alarm. Lacking these (any) could significantly impact bookings.
  • Popular amenities like Free parking on premises, TV, Carbon monoxide alarm are common but not universal. Offering these can provide a competitive edge.

Recommendations for Hosts

  • Ensure your listing includes all essential amenities for Chilmark: Wifi, Smoke alarm.
  • Prioritize adding missing essentials: Smoke alarm.
  • Consider adding popular differentiators like Free parking on premises or TV to increase appeal.
  • Highlight unique or less common amenities you offer (e.g., hot tub, dedicated workspace, EV charger) in your listing description and photos.
  • Regularly check competitor amenities in Chilmark to stay competitive.

Which Airbnb Amenities Boost Revenue in Chilmark?

Not every amenity matters equally. This table focuses on the amenities most associated with higher revenue in Chilmark, which makes it more useful for prioritizing upgrades than a simple popularity list alone.

AmenityPrevalenceRevenue WithRevenue WithoutRevenue Uplift
Baking sheet
47.2%$59,584$33,82876.1%
Freezer
47.2%$59,584$33,82876.1%
Outdoor shower
62.3%$54,880$31,28775.4%
Ethernet connection
9.4%$73,255$43,13569.8%
Barbecue utensils
43.4%$59,790$35,38769.0%
Dining table
50.9%$56,769$34,77063.3%
Sound system
9.4%$69,890$43,48660.7%
Dryer
73.6%$51,045$31,85860.2%
Cooking basics
67.9%$52,204$32,79059.2%
Hot water kettle
50.9%$55,761$35,81655.7%

Revenue Impact Insights for Chilmark

  • Baking sheet tops the revenue impact list with a 76.1% uplift — listings with this amenity earn $59,584 vs. $33,828 without it.

Recommendations for Hosts

  • Focus your upgrade budget on amenities in the top half of this table. Below-median amenities may improve guest experience but contribute less to revenue growth.
  • Highlight revenue-impacting amenities prominently in your listing title, photos, and description — guests can't value what they don't notice.

Dive Deeper: Advanced Chilmark STR Market Data (2026)

Ready to unlock more insights? AirROI provides access to advanced metrics and comprehensive Airbnb data for Chilmark. Explore detailed analytics beyond this report to refine your investment strategy, optimize pricing, and maximize your vacation rental profits.

Explore Advanced Metrics

Chilmark Airbnb Guest Demographics & Profile Analysis (2026)

Guest Origin: Domestic vs. International
Top 5 Cities of Origin
Top 5 Countries of Origin
Top 5 Languages Spoken
Guest Age Distribution (Birth Decade)

Guest Profile Summary for Chilmark

  • The typical guest profile for Airbnb in Chilmark consists of primarily domestic travelers (98%), often arriving from nearby New York, typically belonging to the Post-2000s (Gen Z/Alpha) group (50%), primarily speaking English or Spanish.
  • Domestic travelers account for 97.8% of guests.
  • Key international markets include United States (97.8%) and DC (1.5%).
  • Top languages spoken are English (68.8%) followed by Spanish (12.5%).
  • A significant demographic segment is the Post-2000s (Gen Z/Alpha) group, representing 50% of guests.

Recommendations for Hosts

  • Target domestic marketing efforts towards travelers from New York and Boston.
  • Tailor amenities and listing descriptions to appeal to the dominant Post-2000s (Gen Z/Alpha) demographic (e.g., highlight fast WiFi, smart home features, local guides).
  • Highlight unique local experiences or amenities relevant to the primary guest profile.
  • Consider seasonal promotions aligned with peak travel times for key origin markets.

What Are Airbnb Guest Ratings in Chilmark?

Listings in Chilmark average 4.88 out of 5 overall, with about 26.5 reviews per active listing and 35.8% of listings carrying the Guest Favorite badge.

Rating Breakdown by Category

Guest Rating Insights for Chilmark

  • With an overall rating of 4.88, Chilmark listings meet an exceptionally high bar. Guests consistently report strong satisfaction, which drives repeat bookings and referral traffic.
  • The strongest subcategory is Check-in (4.94), while Value (4.74) trails behind — a useful signal for hosts looking to prioritize upgrades.
  • 35.8% of listings carry the Guest Favorite badge, a strong trust signal that can meaningfully lift click-through and booking rates.

Recommendations for Hosts

  • Focus improvement efforts on Value — even small gains in the weakest subcategory can lift overall ratings and search ranking.
  • Encourage guests to leave reviews after checkout. Listings with more reviews rank higher in search results and convert browsers into bookers more effectively.

Chilmark Airbnb Booking Patterns (2026): Available vs. Booked Days

Available Days Distribution

Booked Days Distribution

Booking Pattern Insights for Chilmark

  • The most common availability pattern in Chilmark falls within the 271-366 days range, representing 75.5% of listings. This suggests many properties have significant open periods on their calendars.
  • Approximately 98.1% of listings show high availability (181+ days open annually), indicating potential for increased bookings or specific owner usage patterns.
  • For booked days, the 31-90 days range is most frequent in Chilmark (49.1%), reflecting common guest stay durations or potential owner blocking patterns.
  • A notable 1.9% of properties secure long booking periods (181+ days booked per year), highlighting successful long-term rental strategies or significant owner usage.

How Far in Advance Do Guests Book Airbnb in Chilmark?

Average Booking Lead Time by Month

Booking Lead Time Insights for Chilmark

  • The overall average booking lead time for vacation rentals in Chilmark is 85 days.
  • Guests book furthest in advance for stays during August (average 126 days), likely coinciding with peak travel demand or local events.
  • The shortest booking windows occur for stays in January (average 1 days), indicating more last-minute travel plans during this time.
  • Seasonally, Fall (107 days avg.) sees the longest lead times, while Winter (9 days avg.) has the shortest, reflecting typical travel planning cycles.

Recommendations for Hosts

  • Use the overall average lead time (85 days) as a baseline for your pricing and availability strategy in Chilmark.
  • For August stays, consider implementing length-of-stay discounts or slightly higher rates for bookings made less than 126 days out to capitalize on advance planning.
  • During January, focus on last-minute booking availability and promotions, as guests book with very short notice (1 days avg.).
  • Target marketing efforts for the Fall season well in advance (at least 107 days) to capture early planners.
  • Monitor your own booking lead times against these Chilmark averages to identify opportunities for dynamic pricing adjustments.

What Is the Average Length of Stay for Airbnb in Chilmark?

Guests in Chilmark stay about 7.7 nights on average, generating roughly 465 reservations and 8.8 bookings per listing in the latest AirROI dataset. The most common check-in time is 4:00 PM and check-out is 10:00 AM.

Monthly Length of Stay in Chilmark

Check-in Time Distribution

Check-out Time Distribution

Stay Pattern Insights for Chilmark

  • Longer stays mean fewer turnovers and lower cleaning costs per revenue dollar. This pattern also opens the door to monthly discount strategies that attract remote workers and extended-stay travelers.
  • Stay lengths peak in Mar (15.1 nights) and shorten in Feb (1.7 nights). Adjust minimum-night requirements seasonally to match.

Recommendations for Hosts

  • Leverage the longer-stay pattern by offering weekly discounts — even 5-10% off can convert browsing into bookings for guests considering an extended stay.
  • Set your check-in time to match or beat the market standard of 4:00 PM. Offering early check-in flexibility can be a low-cost differentiator.
  • Monitor length-of-stay seasonality to adjust minimum-night requirements — longer minimums during peak periods maximize revenue while shorter minimums fill gaps in shoulder seasons.

Chilmark Airbnb Minimum Stay Requirements Analysis

Distribution of Listings by Minimum Night Requirement

2 Nights (7.5%)

2 Nights

4 listings

7.5% of total

3 Nights (9.4%)

3 Nights

5 listings

9.4% of total

4-6 Nights (13.2%)

4-6 Nights

7 listings

13.2% of total

7-29 Nights (15.1%)

7-29 Nights

8 listings

15.1% of total

30+ Nights (54.7%)

30+ Nights

29 listings

54.7% of total

Key Insights

  • The most prevalent minimum stay requirement in Chilmark is 30+ Nights, adopted by 54.7% of listings. This highlights the market's preference for longer commitments.
  • Very short stays (1-2 nights) are less common (7.5%), suggesting hosts prefer slightly longer bookings to optimize turnover.
  • A significant segment (54.7%) caters to monthly stays (30+ nights) in Chilmark, pointing to opportunities in the extended-stay market.

Recommendations

  • Align with the market by considering a 30+ Nights minimum stay, as 54.7% of Chilmark hosts use this setting.
  • Explore offering discounts for stays of 30+ nights to attract the 54.7% of the market seeking extended stays.
  • Adjust minimum nights based on seasonality – potentially shorter during low season and longer during peak demand periods in Chilmark.

Chilmark Airbnb Cancellation Policy Trends Analysis (2026)

Super Strict 30 Days

1 listings

1.9% of total

Super Strict 60 Days

1 listings

1.9% of total

Moderate

1 listings

1.9% of total

Firm (64.2%)

Firm

34 listings

64.2% of total

Strict (30.2%)

Strict

16 listings

30.2% of total

Cancellation Policy Insights for Chilmark

  • The prevailing Airbnb cancellation policy trend in Chilmark is Firm, used by 64.2% of listings.
  • A majority (94.4%) of hosts in Chilmark utilize Firm or Strict policies, indicating a market where hosts prioritize booking security.

Recommendations for Hosts

  • Consider adopting a Firm policy to align with the 64.2% market standard in Chilmark.
  • With 30.2% using Strict terms, this is a viable option in Chilmark, particularly for high-value properties or during peak demand periods.
  • Regularly review your cancellation policy against competitors and market demand shifts in Chilmark.

How Much Are Airbnb Cleaning Fees in Chilmark?

Cleaning fees in Chilmark are meaningful operating levers, not just pass-through charges. What matters most is how often hosts charge them, how high they run relative to market norms, and how large a share of gross revenue they consume.

Average Cleaning Fee
$440
Median Cleaning Fee
$337
Listings Charging a Fee
67.9%
Fee as Revenue Share
7.0%

Cleaning Fee Insights for Chilmark

  • About 67.9% of Chilmark listings charge a cleaning fee — a mixed market where some hosts absorb the cost into nightly rates while others break it out.
  • The gap between the average ($440) and median ($337) cleaning fee indicates some high-end properties are pulling the average up considerably.
  • Cleaning fees represent 7.0% of gross revenue on average — a modest component of the overall booking price.

Recommendations for Hosts

  • Price your cleaning fee competitively against the Chilmark median of $337. Fees significantly above market norms can deter bookings, especially for shorter stays.
  • Monitor competitor cleaning fees regularly. Airbnb's search algorithm factors in total price, so a well-calibrated cleaning fee can improve your listing's ranking.

What Do the Top Airbnb Listings in Chilmark Look Like?

Benchmark your potential! Explore examples of top-performing Airbnb properties in Chilmarkbased on Trailing Twelve Month (TTM) revenue. Analyze their characteristics, revenue, occupancy rate, and ADR to understand what drives success in this market.

Cool, Mid Century House  --  Lucy Vincent Beach!

Cool, Mid Century House -- Lucy Vincent Beach!

Entire Place • 4 bedrooms

$138,084
Revenue
41.9%
Occupancy
$1254.96
Daily Rate
3 Bedroom house w Guest Cottage off of Middle Road

3 Bedroom house w Guest Cottage off of Middle Road

Entire Place • 4 bedrooms

$120,700
Revenue
59.9%
Occupancy
$1098.29
Daily Rate
Luxury & Extreme Privacy & Seclusion W/ Ferry Tkts

Luxury & Extreme Privacy & Seclusion W/ Ferry Tkts

Entire Place • 4 bedrooms

$117,636
Revenue
64.5%
Occupancy
$1393.27
Daily Rate
The Field House

The Field House

Entire Place • 5 bedrooms

$105,661
Revenue
61.0%
Occupancy
$671.17
Daily Rate
Cozy Waterfront Cottage, Newly Remodeled!

Cozy Waterfront Cottage, Newly Remodeled!

Entire Place • 4 bedrooms

$98,566
Revenue
60.1%
Occupancy
$641.50
Daily Rate
Lovely Chilmark Home

Lovely Chilmark Home

Entire Place • 4 bedrooms

$93,022
Revenue
32.6%
Occupancy
$983.87
Daily Rate

Note: Performance varies based on location, size, amenities, seasonality, and management quality. Data reflects the past 12 months.

Who Are the Top Airbnb Hosts in Chilmark?

Learn from the best! This table showcases top-performing Airbnb hosts in Chilmark based on the number of properties managed and estimated total revenue over the past year. Analyze their scale and performance metrics.

Top Airbnb hosts in Chilmark by revenue
Host NamePropertiesGrossing RevenueStay ReviewsAvg Rating
Robert11$284,242674.92/5.0
Harriet1$138,084424.95/5.0
Sam1$120,700184.94/5.0
Alan1$117,6361Not Rated
Sara1$105,66195.00/5.0
Miranda1$98,566614.89/5.0
Bw1$93,0222Not Rated
Melissa1$79,755194.95/5.0
Jessica2$78,8872044.97/5.0
Whitney1$70,668605.00/5.0

Analyzing the strategies of top hosts, such as their property selection, pricing, and guest communication, can offer valuable lessons for optimizing your own Airbnb operations in Chilmark.

Who Are the Airbnb Hosts in Chilmark?

Chilmark has a relatively balanced host base.

Superhosts
49.1%
Professional Management
5.7%
Cohosted Listings
26.4%
Instant Book Enabled
5.7%
Simplified Pricing
37.7%

Host Profile Insights for Chilmark

  • A 49.1% Superhost share is healthy — enough experienced operators to anchor quality without making the market impenetrable for newcomers.
  • 5.7% of listings are professionally managed, reflecting a market still dominated by individual hosts.
  • 5.7% of listings have Instant Book enabled. Lower Instant Book adoption means many guests must request approval, which can slow conversions.
  • 37.7% of listings use Airbnb's simplified pricing (host-only fee), where the host pays the entire platform service fee and the guest sees one all-in price with no separate Airbnb service charge. Lower adoption suggests a market with more independent hosts managing listings directly through Airbnb.

Recommendations for Hosts

  • Earning Superhost status can significantly improve search ranking and guest trust. Focus on maintaining high response rates, low cancellations, and strong reviews.
  • Consider enabling Instant Book — it reduces booking friction and Airbnb's algorithm tends to favor Instant Book listings in search results.
  • With 26.4% cohosted listings, there may be a growing local market for property management services.
  • Benchmark your host metrics against these Chilmark averages regularly and adjust your hosting strategy based on what top performers do differently.

Top Professional Management Companies in Chilmark

These are the highest-grossing professional property management operations in Chilmark, ranked by total revenue across their portfolio. Their performance metrics offer a benchmark for what institutional-level hosting looks like in this market.

Top Airbnb management companies in Chilmark
CompanyListingsRevenueADROcc.Rating
Vacasa2$45,224$52326.7%4.67/5
Vacasa Massachusetts1$7,824$73532.3%4.00/5

Management Company Insights for Chilmark

  • The leading management company, Vacasa, operates 2 listings with $45,224 in gross revenue — a useful benchmark for what scale looks like in Chilmark.
  • Top managers average 2 properties each, suggesting professional management in Chilmark still operates at a relatively boutique scale.
  • Professionally managed listings in the top tier average 4.34/5 in guest ratings — suggesting room for quality improvement even among larger operators.

Recommendations

  • With only 5.7% of listings professionally managed, there may be an opportunity to differentiate through more structured operations and consistent guest experiences.
  • Study how top management companies price, position, and maintain their portfolios — their ADR and occupancy rates reflect strategies refined across dozens of listings.
  • If you're considering hiring a property manager, compare their portfolio performance against these benchmarks before committing.

How Does Chilmark's Airbnb Market Compare to Nearby Cities?

How does the Chilmark Airbnb market stack up against its neighbors? Compare key performance metrics like average monthly revenue, ADR, and occupancy rates in surrounding areas to understand the broader regional STR landscape.

Compared with Mattapoisett, Chilmark has 11 percentage points lower occupancy and about $285 higher ADR. That helps frame whether this market is winning more on demand, pricing, or both.

Airbnb markets near Chilmark — performance comparison
MarketActive PropertiesMonthly RevenueDaily RateAvg. Occupancy
Nantucket534$7,625$1081.8240%
North Hampton10$5,816$571.8137%
Middletown395$5,624$614.8644%
Nahant13$5,554$606.0544%
Duxbury15$5,350$595.1749%
Edgartown249$5,319$833.3041%
Wellesley21$5,292$546.3849%
New Shoreham120$5,232$662.4344%
North Andover12$5,229$454.4644%
Mattapoisett32$5,023$495.3450%

Frequently Asked Questions About Airbnb in Chilmark

These quick answers summarize the most common investor and operator questions using AirROI's latest market data for Chilmark.

How much do Airbnb hosts make in Chilmark?

Chilmark hosts earn about $45,977 per year on average, with an average nightly rate of $781 and RevPAR of $317. Those figures describe the typical revenue environment for active listings in Chilmark, Massachusetts, not the ceiling for the best operators. Source: AirROI 2026 data, Chilmark market, April 2025 to March 2026.

What is the average Airbnb occupancy rate in Chilmark?

The average Airbnb occupancy rate in Chilmark is 39.2%. August is the strongest month and January is the softest, so hosts should expect demand to move meaningfully throughout the year rather than stay flat.

What is the average Airbnb daily rate in Chilmark?

Listings in Chilmark average $781 per night. The broader pricing spread also matters: lower-performing listings cluster closer to the lower quartiles, while premium homes can price materially above the city average when demand spikes or listing quality stands out.

How many Airbnb listings are active in Chilmark?

Chilmark currently has about 53 active Airbnb listings in AirROI's market dataset. That supply count helps explain how competitive the market is, how much depth there is for benchmarking, and whether the market behaves like a niche destination or a scaled urban market.

How strict are short-term rental regulations in Chilmark?

AirROI currently classifies the short-term rental regulation level in Chilmark as Low. The dataset also shows about 0.0% of listings with registration evidence. That is a market signal, not legal advice, so hosts should still confirm current licensing and compliance rules locally before listing.

What is the RevPAR for Airbnb in Chilmark?

RevPAR in Chilmark is about $317. That metric combines pricing and occupancy into one efficiency number, so it is often a better quick benchmark than ADR alone when investors want to compare how well listings convert nightly rates into realized revenue.

Is Airbnb profitable in Chilmark?

Occupancy of 39.2% means Chilmark is a more selective market. Profitability is achievable but requires careful cost management, premium positioning, or targeting longer stays to reduce turnover. Average annual revenue is $45,977, but individual returns depend on property type, location within the city, and the host's operating efficiency.

How far in advance do guests book Airbnb in Chilmark?

The average booking lead time in Chilmark is about 85 days — a longer planning horizon typical of destination or vacation markets where travelers book well in advance. Hosts who understand their market's booking cadence can adjust minimum stays and pricing windows accordingly.

What are the best neighborhoods for Airbnb in Chilmark?

Based on AirROI's analysis, some of the top neighborhoods for short-term rentals in Chilmark include Menemsha, South Chilmark, Chilmark Harbor. Each area attracts different guest profiles — from business travelers to leisure visitors — so the best location depends on the property type and target audience a host is aiming for. See the full neighborhood breakdown above.

What type of property performs best on Airbnb in Chilmark?

entire_home listings make up 92.5% of the active supply in Chilmark. The most common configuration does not always mean the most profitable — operators who identify underserved property types or bedroom counts can sometimes outperform the market average by filling a gap in local supply.

How does Chilmark compare to nearby Airbnb markets?

Among neighboring markets, Nantucket posts $91,496 in average annual revenue with 40.0% occupancy, compared to Chilmark's $45,977 and 39.2%. Comparing nearby markets helps investors understand whether a destination's performance reflects local demand or broader regional trends.

What is the average length of stay in Chilmark?

The average Airbnb stay length in Chilmark is about 7.7 nights. That matters for turnover, cleaning operations, and pricing strategy because shorter stays increase changeovers while longer stays can smooth occupancy and reduce operational friction.

What is the average Airbnb guest rating in Chilmark?

Airbnb listings in Chilmark average 4.88 out of 5 overall. About 35.8% of listings carry the guest favorite badge, which suggests a meaningful share of inventory is competing on review quality rather than price alone.

Which amenities boost Airbnb revenue in Chilmark?

Baking sheet and Freezer are among the strongest revenue-linked amenities in Chilmark. In AirROI's latest dataset, listings with these amenities outperform those without on average revenue, which makes amenities analysis useful for prioritizing investment and listing upgrades.

Do Airbnb hosts charge cleaning fees in Chilmark?

Yes. About 67.9% of active Airbnb listings in Chilmark charge a cleaning fee, and the average fee is $440. The more important operating benchmark is how much of gross revenue that fee consumes, not just the absolute dollar amount.

What percentage of Airbnb hosts are Superhosts in Chilmark?

A 49.1% Superhost rate signals a highly competitive market where review quality and responsiveness are table stakes, not differentiators.

About AirROI Market Data

AirROI tracks over 20 million properties across 190+ countries and maintains 15+ years of historical performance data, making it one of the deepest Airbnb and STR intelligence platforms available. The analytics pipeline aggregates listing-level data monthly — revenue, occupancy, nightly rates, RevPAR, guest demographics, booking patterns, and competitive supply — so investors and operators can benchmark any market against its own history and against neighboring destinations.

Real estate investors, property managers, financial institutions, hedge funds, tourism boards, hospitality consultants, tech platforms, and academic researchers rely on AirROI data to underwrite acquisitions, optimize pricing, model macro trends, and conduct peer-reviewed research. Data is available through in-depth market reports like this one and the Airbnb API with 22 endpoints and an Airbnb MCP Server for AI agents.

AirROI proprietary analytics as of 2026-03-31. Metrics reflect trailing twelve-month aggregates from active listings. Revenue figures are market averages, not projections. Neighborhood descriptions are AI-generated and reviewed for accuracy. For full methodology, see the data methodology page.

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