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View PropertiesAs of Apr, 27 2026
Rabbu ROI Score
Pittsfield offers attractive short-term rental potential, with a balance of healthy demand and revenue relative to property values.
Pittsfield, MA presents an appealing entry point for short-term rental investors, combining above-average revenue-to-price ratios with property values well below the state average. With an average home value of $431,980 and annual STR revenue averaging $33,747, the market offers a compelling yield picture — especially for larger properties that can command premium nightly rates. The 56 active listings suggest a compact, still-developing market where savvy operators can carve out a meaningful niche, particularly during the strong summer season driven by the Berkshires' cultural and outdoor tourism.
According to Rabbu market data, the Pittsfield short-term rental market shows:
| Metric | Context | Value |
|---|---|---|
| Active Airbnb Listings | As of Apr, 27 2026 | 56 |
| Average Daily Rate (ADR) | vs. $582 state avg. | $263 |
| Average Occupancy Rate | vs. 44% state avg. | 24% |
| RevPAN | ADR * Occupancy Rate | $62 |
| Average Monthly Revenue | Historical 12-month average | $2,812 |
| Average Annual Revenue | Historical 12-month average | $33,747 |
Data sources: Rabbu proprietary analytics as of Apr, 27 2026 and Zillow Home Value Index (ZHVI) as of Mar, 17 2026.
Pittsfield's combination of relatively affordable property prices, above-average revenue-to-price ratios, and growing tourism demand in the Berkshires region makes it an increasingly compelling market for STR investors.
Key investment factors
"With an ROI score of 69 out of 100 — rated as an "Attractive Opportunity" — Pittsfield delivers a solid balance of revenue potential and manageable acquisition costs. The market's pronounced seasonality is the defining characteristic: August peaks at $5,691 in average monthly revenue while March dips to $1,414, creating a roughly 4:1 spread that investors need to budget around. Larger properties clearly outperform, with 5-bedroom units pulling in $77,007 annually versus $14,796 for 1-bedrooms, suggesting the strongest returns come from group-friendly homes that can capitalize on Berkshires getaway demand. For investors willing to manage through quieter winter months, the summer upside and favorable price-to-revenue dynamics make this a market worth serious consideration."
— Rabbu Market Analysis Team
Revenue in Pittsfield follows a dramatic seasonal curve, peaking in August at $5,691 and bottoming out in March at $1,414 — a spread of more than 4x. Investors should plan for roughly five strong months (June–October) that need to carry the property through quieter winter and early spring periods.
| Month | Trend | Revenue |
|---|---|---|
| January |
|
$1,679 |
| February |
|
$2,145 |
| March |
|
$1,414 |
| April |
|
$1,419 |
| May |
|
$2,170 |
| June |
|
$2,833 |
| July |
|
$5,374 |
| August |
|
$5,691 |
| September |
|
$3,028 |
| October |
|
$3,236 |
| November |
|
$2,130 |
| December |
|
$2,621 |
Supply is remarkably balanced across smaller configurations, with 14 one-bedroom, 13 two-bedroom, and 14 three-bedroom listings each comprising roughly a quarter of the market. Larger 4- and 5-bedroom properties are less represented (6 and 7 listings respectively), which may signal an opportunity given their significantly higher revenue potential.
| Size | Trend | Value |
|---|---|---|
| 1 bedroom |
|
14 |
| 2 bedrooms |
|
13 |
| 3 bedrooms |
|
14 |
| 4 bedrooms |
|
6 |
| 5 bedrooms |
|
7 |
ADR scales sharply with property size, jumping from $106 for 1-bedrooms to $499 for 4-bedrooms — nearly a 5x premium. Interestingly, 5-bedroom properties average $462, slightly below 4-bedrooms, suggesting that the ADR premium plateaus beyond four bedrooms in this market.
| Size | Trend | Value |
|---|---|---|
| 1 bedroom |
|
$106 |
| 2 bedrooms |
|
$175 |
| 3 bedrooms |
|
$238 |
| 4 bedrooms |
|
$499 |
| 5 bedrooms |
|
$462 |
Revenue per available night climbs steadily with size, from $28 for 1-bedroom listings up to $91 for 5-bedroom properties. The 4- and 5-bedroom categories clearly deliver the strongest RevPAN at $79 and $91 respectively, making them the most efficient revenue generators on a per-night basis.
| Size | Trend | Value |
|---|---|---|
| 1 bedroom |
|
$28 |
| 2 bedrooms |
|
$53 |
| 3 bedrooms |
|
$45 |
| 4 bedrooms |
|
$79 |
| 5 bedrooms |
|
$91 |
Two-bedroom listings lead occupancy at 31%, followed by 1-bedrooms at 26%, while larger 3- and 4-bedroom properties sit lower at 19% and 16%. Despite lower occupancy rates, the significantly higher nightly rates of larger properties more than compensate, resulting in superior overall revenue.
| Size | Trend | Value |
|---|---|---|
| 1 bedroom |
|
26% |
| 2 bedrooms |
|
31% |
| 3 bedrooms |
|
19% |
| 4 bedrooms |
|
16% |
| 5 bedrooms |
|
20% |
Monthly revenue scales dramatically with property size — 5-bedroom listings earn $6,417 per month, more than five times the $1,233 that 1-bedroom units generate. The jump from 3-bedroom ($2,659) to 4-bedroom ($5,033) is particularly notable, nearly doubling monthly income.
| Size | Trend | Value |
|---|---|---|
| 1 bedroom |
|
$1,233 |
| 2 bedrooms |
|
$2,290 |
| 3 bedrooms |
|
$2,659 |
| 4 bedrooms |
|
$5,033 |
| 5 bedrooms |
|
$6,417 |
Five-bedroom properties lead with $77,007 in average annual revenue, followed by 4-bedrooms at $60,402, while 1-bedroom listings generate $14,796. For investors targeting meaningful cash flow, properties with four or more bedrooms offer the strongest return potential, though acquisition and operating costs scale accordingly.
| Size | Trend | Value |
|---|---|---|
| 1 bedroom |
|
$14,796 |
| 2 bedrooms |
|
$27,486 |
| 3 bedrooms |
|
$31,909 |
| 4 bedrooms |
|
$60,402 |
| 5 bedrooms |
|
$77,007 |
Parking (96%) and a full kitchen (95%) are near-universal among Pittsfield listings, reflecting the car-dependent Berkshires market and guest expectations for home-like stays. Outdoor amenities like backyards (75%), patios (64%), and BBQ grills (64%) are also prevalent, while differentiators like hot tubs (9%) and lake access (11%) remain rare — offering potential competitive advantages for listings that include them.
| Amenity | Trend | Value |
|---|---|---|
| Parking |
|
96% |
| Kitchen |
|
95% |
| Self Check-in |
|
88% |
| Washer |
|
79% |
| Backyard |
|
75% |
| Dryer |
|
73% |
| Workspace |
|
71% |
| Patio or Balcony |
|
64% |
| BBQ Grill |
|
64% |
| Outdoor Furniture |
|
59% |
| Pets |
|
50% |
| Lake Access |
|
11% |
| Hot Tub |
|
9% |
| Pool |
|
7% |
Rabbu's ROI Score is a proprietary metric that evaluates short-term rental investment potential based on multiple factors.
| Factor | Pittsfield Performance | Weight |
|---|---|---|
| Revenue-to-Price Ratio | Above average | 40% |
| Occupancy Stability | Average | 30% |
| Market Growth Trend | Above average | 15% |
| Supply/Demand Balance | Average | 15% |
Pittsfield's ROI score of 69 out of 100 places it in the "Attractive Opportunity" band, driven primarily by an above-average revenue-to-price ratio — meaning STR income stacks up well against the cost of acquiring property here. Occupancy stability and supply/demand balance both register as average, reflecting the market's pronounced seasonality and recent rapid supply growth. Investors should pair these metrics with thorough local regulatory research and a realistic cash-flow model that accounts for the winter slowdown.
Understanding local STR regulations is essential before investing in Pittsfield. Here's the current regulatory landscape:
Short-term rental operators in Pittsfield, MA may be required to register or obtain a permit from the city before listing their property. Massachusetts has a statewide STR registration framework, so investors should verify current requirements with both the City of Pittsfield and the Commonwealth of Massachusetts before operating.
Common restrictions in Massachusetts markets can include occupancy limits, minimum stay requirements, noise and nuisance ordinances, and parking regulations. Some properties may also be subject to HOA rules or local zoning restrictions that limit or prohibit short-term rentals, so thorough due diligence is essential before purchasing.
Massachusetts imposes a state excise tax on short-term rentals, and municipalities like Pittsfield may levy an additional local option tax on top of it. Major platforms such as Airbnb typically collect and remit these taxes on behalf of hosts, but operators should confirm their specific obligations with a local tax professional.
Regulations subject to change. Always verify with local authorities before purchasing. A Rabbu partner agent specializing in Pittsfield can provide current regulatory guidance.
Financing an Airbnb investment in Pittsfield requires lenders who understand STR income. Rabbu partner lenders offer:
"Over the next 12–18 months, Pittsfield's STR market is likely to continue expanding, with year-over-year listing growth already at 93% signaling strong investor interest. Summer months should remain the primary revenue driver, with July and August revenues estimated in the $5,000–$5,700 range, while shoulder seasons may see modest ADR gains of 2–5% as the Berkshires' appeal broadens. Occupancy — currently at 24% against a 44% state average — has room to improve as the market matures and operators refine their pricing strategies, though investors should plan conservatively around the pronounced seasonality when forecasting cash flow."
— 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 Mar, 17 2026. Revenue projections are estimates based on comparable properties and do not guarantee future performance. Data reflects trailing 12-month performance as of April 2026 and may not capture very recent market shifts. Local regulations, permit requirements, and tax obligations may change; investors should verify current rules with Pittsfield city officials and Massachusetts state agencies before operating.
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