Pittsfield Airbnb Market Analysis 2025: Short Term Rental Data & Vacation Rental Statistics in Massachusetts, United States

Source: AirROI
Last updated: 2025-06-01

Is Airbnb profitable in Pittsfield in 2025? Explore comprehensive Airbnb analytics for Pittsfield, Massachusetts, United States to uncover income potential. This 2025 STR market report for Pittsfield, based on AirROI data from June 2024 to May 2025, reveals key trends in the niche market of 110 active listings.

Whether you're considering an Airbnb investment in Pittsfield, optimizing your existing vacation rental, or exploring rental arbitrage opportunities, understanding the Pittsfield Airbnb data is crucial. Leveraging the low regulation environment is key to maximizing your short term rental income potential. Let's dive into the specifics.

Key Pittsfield Airbnb Performance Metrics Overview

Avg. Daily Rate (ADR)(?)
$205
The average rental revenue earned for an occupied room per day in Pittsfield.
Occupancy Rate(?)
42.9%
Moderate demand with booking opportunities.
Median Annual Revenue(?)
$24,243
Typical annual income for an Airbnb listing in Pittsfield. Factors like property type, size, and location influence actual earnings.
Revenue Growth YoY(?)
-9.4%
Slight decrease (-9.4%) vs. last year.
Peak Revenue Month(?)
August
The month with the highest average earnings, indicating peak season in Pittsfield.
Lowest Revenue Month(?)
April
The month with the lowest average earnings, indicating the low season in Pittsfield.
STR Regulation Level(?)
Low
Fewer regulations, offering more operational flexibility.
Active Airbnb Listings(?)
110
Total number of active short-term rentals listed.

Monthly Airbnb Revenue Variations & Income Potential in Pittsfield (2025)

Understanding the monthly revenue variations for Airbnb listings in Pittsfield 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 Pittsfield is typically August, while April often presents the lowest earnings, highlighting opportunities for strategic pricing adjustments during shoulder and low seasons. Explore the typical Airbnb income in Pittsfield across different performance tiers:

  • Best-in-class properties (Top 10%) achieve $7,022+ monthly, often utilizing dynamic pricing and superior guest experiences.
  • Strong performing properties (Top 25%) earn $3,716 or more, indicating effective management and desirable locations/amenities.
  • Typical properties (Median) generate around $2,054 per month, representing the average market performance.
  • Entry-level properties (Bottom 25%) see earnings around $921, often with potential for optimization.

Average Monthly Airbnb Earnings Trend in Pittsfield

Pittsfield Airbnb Occupancy Rate Trends (2025)

Maximize your bookings by understanding the Pittsfield STR occupancy trends. Seasonal demand shifts significantly influence how often properties are booked. Typically, Julysees the highest demand (peak season occupancy), while May 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 Pittsfield:

  • Best-in-class properties (Top 10%) achieve 82%+ occupancy, indicating high desirability and potentially optimized availability.
  • Strong performing properties (Top 25%) maintain 65% or higher occupancy, suggesting good market fit and guest satisfaction.
  • Typical properties (Median) have an occupancy rate around 41%.
  • Entry-level properties (Bottom 25%) average 22% occupancy, potentially facing higher vacancy.

Average Monthly Occupancy Rate Trend in Pittsfield

Average Daily Rate (ADR) Airbnb Trends in Pittsfield (2025)

Effective short term rental pricing strategy in Pittsfield involves understanding monthly ADR fluctuations. The Average Daily Rate (ADR) for Airbnb in Pittsfield typically peaks in May and dips lowest during November. 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 $353+ per night, often due to premium features or locations.
  • Strong performing properties (Top 25%) achieve nightly rates of $228 or more.
  • Typical properties (Median) charge around $146 per night.
  • Entry-level properties (Bottom 25%) earn around $90 per night.

Average Daily Rate (ADR) Trend by Month in Pittsfield

Get Live Pittsfield Market Intelligence 👇

Discover Pittsfield Airbnb Analytics
🏠
🏠
🏠

Explore Real-time Analytics

Airbnb Seasonality Analysis & Trends in Pittsfield (2025)

Peak Season (August, July, June)
  • Revenue averages $4,612 per month
  • Occupancy rates average 52.8%
  • Daily rates average $173
Shoulder Season
  • Revenue averages $2,661 per month
  • Occupancy maintains around 42.6%
  • Daily rates hold near $180
Low Season (March, April, May)
  • Revenue drops to average $2,126 per month
  • Occupancy decreases to average 37.9%
  • Daily rates adjust to average $207

Seasonality Insights for Pittsfield

  • The Airbnb seasonality in Pittsfield shows highly seasonal trends requiring careful strategy. While the sections above show seasonal averages, it's also insightful to look at the extremes:
  • During the high season, the absolute peak month showcases Pittsfield's highest earning potential, with monthly revenues capable of climbing to $5,280, occupancy reaching a high of 58.9%, and ADRs peaking at $215.
  • Conversely, the slowest single month of the year, typically falling within the low season, marks the market's lowest point. In this month, revenue might dip to $2,004, occupancy could drop to 34.5%, and ADRs may adjust down to $166.
  • Understanding both the seasonal averages and these monthly peaks and troughs in revenue, occupancy, and ADR is crucial for maximizing your Airbnb profit potential in Pittsfield.

Seasonal Strategies for Maximizing Profit

  • Peak Season: Maximize revenue through premium pricing and potentially longer minimum stays. Ensure high availability.
  • Low Season: Offer competitive pricing, special promotions (e.g., extended stay discounts), and flexible cancellation policies. Target off-season travelers like remote workers or budget-conscious guests.
  • Shoulder Seasons: Implement dynamic pricing that balances peak and low rates. Target weekend travelers or specific events. Offer slightly more flexible terms than peak season.
  • Regularly analyze your own performance against these Pittsfield seasonality benchmarks and adjust your pricing and availability strategy accordingly.

Best Areas for Airbnb Investment in Pittsfield (2025)

Exploring the top neighborhoods for short-term rentals in Pittsfield? This section highlights key areas, outlining why they are attractive for hosts and guests, along with notable local attractions. Consider these locations based on your target guest profile and investment strategy.

Neighborhood / AreaWhy Host Here? (Target Guests & Appeal)Key Attractions & Landmarks
Downtown Pittsfield
The central hub of the city, Downtown Pittsfield offers easy access to shops, restaurants, and cultural venues. It's ideal for guests who want to experience the local lifestyle and participate in events.
Berkshire Museum, Colonial Theatre, Pittsfield City Hall, Museum Facade, local dining options
Lenox
A charming town known for its luxurious accommodations and proximity to cultural landmarks like Tanglewood. Ideal for guests looking to experience the Berkshires' music and art scene.
Tanglewood, The Mount, Berkshire Botanical Garden, Lenox Village, local wineries
Lee
Located near major attractions in the Berkshires, Lee is popular for its quaint shops and restaurants. An attractive spot for guests looking for a peaceful retreat close to outdoor activities.
Lee Premium Outlets, October Mountain State Forest, local nature trails, quaint downtown area
Great Barrington
A popular destination for tourists seeking outdoor activities and a vibrant arts scene. Offers numerous dining and shopping options for guests looking to explore.
Mahaiwe Performing Arts Center, Bash Bish Falls, Great Barrington Fairgrounds, local farms and markets
Stockbridge
Famous for its picturesque scenery and cultural heritage. A prime location for guests who appreciate history and nature, with easy access to various attractions.
Norman Rockwell Museum, Berkshire Theatre Festival, Stockbridge Bowl, Naumkeag, local hiking trails
Pittsfield State Forest
Ideal for nature enthusiasts, this area offers beautiful landscapes and outdoor activities such as hiking and camping. Attracts guests seeking adventure and tranquility.
Pittsfield State Forest trails, hiking and camping opportunities, local picnic areas
Mount Greylock
The highest peak in Massachusetts, Mount Greylock is a great destination for those who enjoy hiking and breathtaking views. Attracts visitors looking for outdoor adventure and natural beauty.
Mount Greylock State Reservation, War Memorial Tower, spectacular views, hiking trails
Western Massachusetts
Known for its stunning nature and rich cultural offerings, this area is great for attracting a diverse range of travelers looking for both relaxation and entertainment.
Berkshire Mountains, local art galleries, historic sites, outdoor recreational activities

Understanding Airbnb License Requirements & STR Laws in Pittsfield (2025)

While Pittsfield, Massachusetts, United States currently shows low STR regulations, specific Airbnb license requirements might still exist or change. Always verify the latest short term rental regulations and Airbnb license requirements directly with local government authorities for Pittsfield to ensure full compliance before hosting.

(Source: AirROI data, 2025, based on 5% licensed listings)

Top Performing Airbnb Properties in Pittsfield (2025)

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

Grand Berkshire Manor By Evergreen Home

Grand Berkshire Manor By Evergreen Home

Entire Place • 5 bedrooms

$123,632
Revenue
43.0%
Occupancy
$768.58
Daily Rate
Berkshire Lakefront Home W/Pool-100%Renovated

Berkshire Lakefront Home W/Pool-100%Renovated

Entire Place • 6 bedrooms

$122,785
Revenue
35.1%
Occupancy
$747.08
Daily Rate
Hidden Oasis in the Mountains by Evergreen Home

Hidden Oasis in the Mountains by Evergreen Home

Entire Place • 5 bedrooms

$120,146
Revenue
54.1%
Occupancy
$543.29
Daily Rate
The Guest House at Cottage Farm

The Guest House at Cottage Farm

Entire Place • 3 bedrooms

$108,134
Revenue
70.0%
Occupancy
$390.07
Daily Rate
Berkshire Lakeside Retreat

Berkshire Lakeside Retreat

Entire Place • 5 bedrooms

$97,400
Revenue
60.5%
Occupancy
$889.95
Daily Rate
Lakefront home in the heart of the Berkshires

Lakefront home in the heart of the Berkshires

Entire Place • 4 bedrooms

$94,208
Revenue
33.3%
Occupancy
$622.18
Daily Rate

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

Top Performing Airbnb Hosts in Pittsfield (2025)

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

Host NamePropertiesGrossing RevenueStay ReviewsAvg Rating
Evergreen Home5$440,4472864.96/5.0
Evolve6$138,085364.59/5.0
Jay1$122,785534.98/5.0
Cameron1$97,400174.94/5.0
Andrey1$94,208404.93/5.0
Jacquelyn1$92,217664.97/5.0
Margaret1$91,5151814.81/5.0
Allison1$87,121874.77/5.0
Anait1$81,909554.98/5.0
Sarah4$80,5221095.00/5.0

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 Pittsfield.

Dive Deeper: Advanced Pittsfield STR Market Data (2025)

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

Explore Advanced Metrics

Pittsfield Short-Term Rental Market Composition (2025): Property & Room Types

Room Type Distribution

Property Type Distribution

Market Composition Insights for Pittsfield

  • The Pittsfield Airbnb market composition is heavily skewed towards Entire Home/Apt listings, which make up 73.6% of the 110 active rentals. This indicates strong guest preference for privacy and space.
  • Looking at the property type distribution in Pittsfield, House properties are the most common (57.3%), reflecting the local real estate landscape.
  • Houses represent a significant 57.3% portion, catering likely to families or larger groups.
  • The presence of 8.2% Hotel/Boutique listings indicates integration with traditional hospitality.
  • Smaller segments like others, outdoor/unique (combined 3.6%) offer potential for unique stay experiences.

Pittsfield Airbnb Room Capacity Analysis (2025): Bedroom Distribution

Distribution of Listings by Number of Bedrooms

Room Capacity Insights for Pittsfield

  • The dominant room capacity in Pittsfield is 1 bedroom listings, making up 24.5% of the market. This suggests a strong demand for properties suitable for couples or solo travelers.
  • Together, 1 bedroom and 2 bedrooms properties represent 46.3% of the active Airbnb listings in Pittsfield, indicating a high concentration in these sizes.
  • A significant 35.5% of listings offer 3+ bedrooms, catering to larger groups and families seeking more space in Pittsfield.

Pittsfield Vacation Rental Guest Capacity Trends (2025)

Distribution of Listings by Guest Capacity

Guest Capacity Insights for Pittsfield

  • The most common guest capacity trend in Pittsfield vacation rentals is listings accommodating 8+ guests (19.1%). This suggests the primary traveler segment is likely larger groups.
  • Properties designed for 8+ guests and 2 guests dominate the Pittsfield STR market, accounting for 36.4% of listings.
  • 35.4% of properties accommodate 6+ guests, serving the market segment for larger families or group travel in Pittsfield.
  • On average, properties in Pittsfield are equipped to host 4.0 guests.

Pittsfield Airbnb Booking Patterns (2025): Available vs. Booked Days

Available Days Distribution

Booked Days Distribution

Booking Pattern Insights for Pittsfield

  • The most common availability pattern in Pittsfield falls within the 271-366 days range, representing 45.5% of listings. This suggests many properties have significant open periods on their calendars.
  • Approximately 81.9% of listings show high availability (181+ days open annually), indicating potential for increased bookings or specific owner usage patterns.
  • For booked days, the 91-180 days range is most frequent in Pittsfield (36.4%), reflecting common guest stay durations or potential owner blocking patterns.
  • A notable 20.0% of properties secure long booking periods (181+ days booked per year), highlighting successful long-term rental strategies or significant owner usage.

Pittsfield Airbnb Minimum Stay Requirements Analysis

Distribution of Listings by Minimum Night Requirement

1 Night (30.8%)

1 Night

33 listings

30.8% of total

2 Nights (29%)

2 Nights

31 listings

29% of total

3 Nights (7.5%)

3 Nights

8 listings

7.5% of total

4-6 Nights (3.7%)

4-6 Nights

4 listings

3.7% of total

7-29 Nights (7.5%)

7-29 Nights

8 listings

7.5% of total

30+ Nights (21.5%)

30+ Nights

23 listings

21.5% of total

Key Insights

  • The most prevalent minimum stay requirement in Pittsfield is 1 Night, adopted by 30.8% of listings. This highlights the market's preference for shorter, flexible bookings.
  • A significant segment (21.5%) caters to monthly stays (30+ nights) in Pittsfield, pointing to opportunities in the extended-stay market.

Recommendations

  • Align with the market by considering a 1 Night minimum stay, as 30.8% of Pittsfield hosts use this setting.
  • Explore offering discounts for stays of 30+ nights to attract the 21.5% of the market seeking extended stays.
  • Adjust minimum nights based on seasonality – potentially shorter during low season and longer during peak demand periods in Pittsfield.

Pittsfield Airbnb Cancellation Policy Trends Analysis (2025)

Flexible (27.6%)

Flexible

29 listings

27.6% of total

Moderate (26.7%)

Moderate

28 listings

26.7% of total

Firm (22.9%)

Firm

24 listings

22.9% of total

Strict (22.9%)

Strict

24 listings

22.9% of total

Cancellation Policy Insights for Pittsfield

  • The prevailing Airbnb cancellation policy trend in Pittsfield is Flexible, used by 27.6% of listings.
  • There's a relatively balanced mix between guest-friendly (54.3%) and stricter (45.8%) policies, offering choices for different guest needs.

Recommendations for Hosts

  • Consider adopting a Flexible policy to align with the 27.6% market standard in Pittsfield.
  • Regularly review your cancellation policy against competitors and market demand shifts in Pittsfield.

Pittsfield STR Booking Lead Time Analysis (2025)

Average Booking Lead Time by Month

Booking Lead Time Insights for Pittsfield

  • The overall average booking lead time for vacation rentals in Pittsfield is 52 days.
  • Guests book furthest in advance for stays during June (average 86 days), likely coinciding with peak travel demand or local events.
  • The shortest booking windows occur for stays in March (average 34 days), indicating more last-minute travel plans during this time.
  • Seasonally, Summer (85 days avg.) sees the longest lead times, while Spring (39 days avg.) has the shortest, reflecting typical travel planning cycles.

Recommendations for Hosts

  • Use the overall average lead time (52 days) as a baseline for your pricing and availability strategy in Pittsfield.
  • For June stays, consider implementing length-of-stay discounts or slightly higher rates for bookings made less than 86 days out to capitalize on advance planning.
  • Target marketing efforts for the Summer season well in advance (at least 85 days) to capture early planners.
  • Monitor your own booking lead times against these Pittsfield averages to identify opportunities for dynamic pricing adjustments.

Popular & Essential Airbnb Amenities in Pittsfield (2025)

Amenity Prevalence

Amenity Insights for Pittsfield

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

Recommendations for Hosts

  • Ensure your listing includes all essential amenities for Pittsfield: Wifi, Smoke alarm, Free parking on premises, Carbon monoxide alarm.
  • Prioritize adding missing essentials: Smoke alarm, Free parking on premises, Carbon monoxide alarm.
  • Consider adding popular differentiators like Hot water or Kitchen 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 Pittsfield to stay competitive.

Pittsfield Airbnb Guest Demographics & Profile Analysis (2025)

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 Pittsfield

  • The typical guest profile for Airbnb in Pittsfield consists of primarily domestic travelers (95%), 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 94.9% of guests.
  • Key international markets include United States (94.9%) and Canada (1%).
  • Top languages spoken are English (67.5%) followed by Spanish (9.6%).
  • 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.

Nearby Short-Term Rental Market Comparison

How does the Pittsfield 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.

MarketActive PropertiesMonthly RevenueDaily RateAvg. Occupancy
Middletown Springs11$8,107$545.8635%
Frankford Township11$6,564$549.9047%
Mountain Lodge Park10$5,570$593.7150%
Brookfield12$5,384$540.5250%
Town of East Hampton1,471$5,335$968.7336%
Town/Village of Harrison10$5,205$562.4755%
Fort Ann31$5,146$823.1235%
Pomfret15$5,068$501.2344%
Town of Pawling16$5,041$387.6653%
Town of Pleasant Valley32$4,915$514.9941%

Maximize Your Airbnb Income in Pittsfield

Access granular Airbnb data and short term rental analytics. Understand Airbnb occupancy rates, ADR trends, and revenue potential. Optimize your pricing strategy!

Discover Market Insights