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View PropertiesAs of Apr, 27 2026
Rabbu ROI Score
Great Barrington offers attractive short-term rental potential, with a balance of healthy demand and revenue relative to property values.
Great Barrington, MA — a scenic Berkshires destination known for its cultural attractions, outdoor recreation, and weekend getaway appeal — presents an attractive short-term rental opportunity with a market-wide average annual revenue of $49,175 across 147 active listings. While the 30% average occupancy rate sits below the Massachusetts state average of 44%, a strong $399 ADR and pronounced summer peak create meaningful revenue windows, particularly for larger properties that command premium nightly rates.
According to Rabbu market data, the Great Barrington short-term rental market shows:
| Metric | Context | Value |
|---|---|---|
| Active Airbnb Listings | As of Apr, 27 2026 | 147 |
| Average Daily Rate (ADR) | vs. $582 state avg. | $399 |
| Average Occupancy Rate | vs. 44% state avg. | 30% |
| RevPAN | ADR * Occupancy Rate | $120 |
| Average Monthly Revenue | Historical 12-month average | $4,098 |
| Average Annual Revenue | Historical 12-month average | $49,175 |
Data sources: Rabbu proprietary analytics as of Apr, 27 2026 and Zillow Home Value Index (ZHVI) as of Mar, 17 2026.
Great Barrington draws investor attention thanks to its combination of premium nightly rates, a loyal seasonal leisure travel base, and above-average market growth trends in the Berkshires region.
Key investment factors
"With an ROI score of 59 out of 100 — placing it in the "Attractive Opportunity" band — Great Barrington offers genuine upside for investors who choose their property size wisely and manage around the market's sharp seasonality. Revenue is heavily concentrated in July and August, when listings earn roughly four times what they pull in during the slowest months of March and April. The sweet spot appears to be larger properties: 5-bedroom units average $122,164 annually and 6+ bedroom homes reach $202,398, far exceeding the market-wide average. However, the below-average supply/demand balance and rapid listing growth warrant caution — new entrants should differentiate on quality, amenities, and pricing strategy to capture share in an increasingly competitive field."
— Rabbu Market Analysis Team
Great Barrington's revenue is sharply seasonal, peaking in August at $8,297 and July at $7,830 — roughly four times the revenue of the slowest months (March at $2,062 and April at $2,065). A secondary bump in September–October ($4,413–$4,714) extends the earning window into fall, but investors should budget for lean winter and early spring periods.
| Month | Trend | Revenue |
|---|---|---|
| January |
|
$2,446 |
| February |
|
$3,127 |
| March |
|
$2,062 |
| April |
|
$2,065 |
| May |
|
$3,162 |
| June |
|
$4,129 |
| July |
|
$7,830 |
| August |
|
$8,297 |
| September |
|
$4,413 |
| October |
|
$4,714 |
| November |
|
$3,106 |
| December |
|
$3,817 |
Supply is most concentrated in 3-bedroom (34 listings) and 1-bedroom (33 listings) categories, while 5-bedroom (11) and 6+ bedroom (8) properties remain relatively scarce. This limited supply of larger homes, paired with their outsized revenue potential, may signal an opportunity for investors willing to acquire premium-sized properties.
| Size | Trend | Value |
|---|---|---|
| Studio |
|
11 |
| 1 bedroom |
|
33 |
| 2 bedrooms |
|
21 |
| 3 bedrooms |
|
34 |
| 4 bedrooms |
|
29 |
| 5 bedrooms |
|
11 |
| 6+ bedrooms |
|
8 |
ADR climbs steeply with bedroom count, from $110 for studios to $1,412 for 6+ bedroom homes — a nearly 13x premium. The jump from 4 bedrooms ($411) to 5 bedrooms ($868) is especially pronounced, suggesting that larger Berkshires properties tap into a distinct high-end group-travel market willing to pay significantly more per night.
| Size | Trend | Value |
|---|---|---|
| Studio |
|
$110 |
| 1 bedroom |
|
$196 |
| 2 bedrooms |
|
$254 |
| 3 bedrooms |
|
$377 |
| 4 bedrooms |
|
$411 |
| 5 bedrooms |
|
$868 |
| 6+ bedrooms |
|
$1,412 |
Revenue per available night peaks dramatically at the top end: 6+ bedroom listings deliver $464 RevPAN and 5-bedroom units earn $322, dwarfing the $23–$59 range for studios through 2-bedroom properties. Three-bedroom units offer a solid middle ground at $150 RevPAN, making them the best-performing option among smaller property sizes.
| Size | Trend | Value |
|---|---|---|
| Studio |
|
$23 |
| 1 bedroom |
|
$50 |
| 2 bedrooms |
|
$59 |
| 3 bedrooms |
|
$150 |
| 4 bedrooms |
|
$116 |
| 5 bedrooms |
|
$322 |
| 6+ bedrooms |
|
$464 |
Three-bedroom properties lead occupancy at 40%, followed by 5-bedroom units at 37% and 6+ bedrooms at 33%, while studios and 2-bedrooms lag at 21–24%. The higher occupancy for mid-to-large properties suggests these sizes better match traveler demand in the Berkshires, offering more consistent cash flow despite the market's overall 30% average.
| Size | Trend | Value |
|---|---|---|
| Studio |
|
21% |
| 1 bedroom |
|
26% |
| 2 bedrooms |
|
24% |
| 3 bedrooms |
|
40% |
| 4 bedrooms |
|
28% |
| 5 bedrooms |
|
37% |
| 6+ bedrooms |
|
33% |
Monthly revenue scales dramatically with size — 6+ bedroom properties average $16,866 per month compared to just $730 for studios, a 23x difference. Even moving from 3 bedrooms ($4,539/month) to 5 bedrooms ($10,180/month) more than doubles monthly income, underscoring the premium that group-accommodation properties command in this market.
| Size | Trend | Value |
|---|---|---|
| Studio |
|
$730 |
| 1 bedroom |
|
$2,423 |
| 2 bedrooms |
|
$2,840 |
| 3 bedrooms |
|
$4,539 |
| 4 bedrooms |
|
$5,736 |
| 5 bedrooms |
|
$10,180 |
| 6+ bedrooms |
|
$16,866 |
At the top end, 6+ bedroom properties generate an average of $202,398 annually and 5-bedroom homes earn $122,164, both well above the market average of $49,175. For investors weighing acquisition costs against revenue potential, 3-bedroom units at $54,469 annual revenue offer a balanced entry point, while studios at $8,768 are unlikely to cover carrying costs on Great Barrington's $970,699 average home values.
| Size | Trend | Value |
|---|---|---|
| Studio |
|
$8,768 |
| 1 bedroom |
|
$29,081 |
| 2 bedrooms |
|
$34,080 |
| 3 bedrooms |
|
$54,469 |
| 4 bedrooms |
|
$68,833 |
| 5 bedrooms |
|
$122,164 |
| 6+ bedrooms |
|
$202,398 |
Parking dominates at 95% prevalence — essentially a requirement in this rural market — followed by kitchens (83%) and backyards (74%), reflecting guest expectations for self-sufficient, nature-oriented stays. Differentiators like hot tubs (12%), lake access (12%), and waterfront locations (8%) are rare enough to provide a meaningful competitive edge for listings that offer them.
| Amenity | Trend | Value |
|---|---|---|
| Parking |
|
95% |
| Kitchen |
|
83% |
| Backyard |
|
74% |
| Self Check-in |
|
73% |
| Washer |
|
73% |
| Dryer |
|
72% |
| Patio or Balcony |
|
64% |
| Outdoor Furniture |
|
63% |
| Workspace |
|
63% |
| BBQ Grill |
|
60% |
| Pets |
|
54% |
| Lake Access |
|
12% |
| Hot Tub |
|
12% |
| Waterfront |
|
8% |
Rabbu's ROI Score is a proprietary metric that evaluates short-term rental investment potential based on multiple factors.
| Factor | Great Barrington Performance | Weight |
|---|---|---|
| Revenue-to-Price Ratio | Average | 40% |
| Occupancy Stability | Average | 30% |
| Market Growth Trend | Above average | 15% |
| Supply/Demand Balance | Below average | 15% |
Great Barrington's ROI score of 59 out of 100 places it in the "Attractive Opportunity" band, reflecting average revenue-to-price ratios and occupancy stability alongside an above-average market growth trend. The below-average supply/demand balance — driven by an 85% year-over-year surge in new listings — is the primary factor tempering the score, signaling that competition is intensifying even as traveler interest grows. Investors should pair these data points with thorough local regulatory research and a realistic seasonal cash-flow model before committing capital.
Understanding local STR regulations is essential before investing in Great Barrington. Here's the current regulatory landscape:
Operators in Great Barrington should verify whether a short-term rental permit or registration is required by the town, as Massachusetts state law enables municipalities to regulate and register STR properties. Investors are strongly encouraged to check with Great Barrington's local planning or zoning office and the Massachusetts Department of Revenue before listing.
Common restrictions that may apply include occupancy limits tied to bedroom count, minimum-stay requirements, noise and nuisance ordinances, parking mandates, and HOA or condo association rules that can prohibit or limit short-term rentals. Some Massachusetts communities also impose caps on the number of permits issued or restrict non-owner-occupied rentals, so due diligence on local bylaws is essential.
Massachusetts imposes a state room occupancy excise tax on short-term rentals, and municipalities may levy an additional local option tax. Platforms like Airbnb often collect and remit these taxes automatically, but hosts should confirm compliance with both state and local tax obligations.
Regulations subject to change. Always verify with local authorities before purchasing. A Rabbu partner agent specializing in Great Barrington can provide current regulatory guidance.
Financing an Airbnb investment in Great Barrington requires lenders who understand STR income. Rabbu partner lenders offer:
"Over the next 12–18 months, Great Barrington's STR market should benefit from above-average growth trends already evident in the data, though the 85% year-over-year increase in active listings signals rising competition that could put downward pressure on occupancy. Summer months — particularly July and August, which historically generate $7,830–$8,297 in monthly revenue — will remain the primary revenue engine, with fall foliage season in September and October providing a solid secondary peak. Investors can reasonably expect ADRs to hold steady or edge up 1–3% as the Berkshires continue attracting leisure travelers, but occupancy may settle in the 28–33% range marketwide as new supply absorbs. Strategic pricing during shoulder months and investing in amenities that differentiate a listing will be key to outperforming the market average."
— 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 performance as of the dates noted and may not capture very recent market shifts. Local regulations, HOA rules, and tax obligations vary and should be independently verified before investing.
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