Stockbridge, MA Airbnb Market Data, Statistics, and Occupancy Rates

Stockbridge Short-Term Rental Market Overview

Stockbridge, MA offers a distinctive short-term rental opportunity rooted in its Berkshires charm, drawing seasonal visitors for cultural attractions, outdoor recreation, and small-town New England appeal. With just 36 active Airbnb listings and an average annual revenue of $54,250, the market is intimate but competitive — average home values sit at $1,260,454, meaning investors need to be selective about deal sourcing to achieve strong returns. The 218% year-over-year growth in active listings signals rising investor interest, though the market's 27% average occupancy rate (well below the 44% state average) reflects its highly seasonal demand profile.

Key Market Statistics

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

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

Why Investors Consider Stockbridge

Investors are drawn to Stockbridge for its blend of Berkshires cultural tourism, limited supply, and the premium nightly rates that larger vacation homes can command in a high-value second-home market.

Expert Market Assessment

"Stockbridge presents a competitive but nuanced opportunity — the ROI score of 49 out of 100 reflects average revenue-to-price ratios and occupancy stability alongside below-average market growth trends. Seasonality is the defining characteristic here: August revenue ($9,153) is roughly four times what hosts earn in March ($2,277), so cash-flow planning around lean winter months is essential. Larger properties clearly outperform, with 4-bedroom homes generating $90,370 annually at 45% occupancy compared to just $16,772 for 1-bedroom units at 10% occupancy. For investors who can acquire the right property at the right price, the Berkshires brand and limited inventory create a defensible niche — but this is not a market where average-quality listings will thrive."

— Rabbu Market Analysis Team

Key Airbnb Metrics & Trends in Stockbridge

Average revenue by month in Stockbridge

Stockbridge exhibits extreme seasonality, with August ($9,153) and July ($8,636) generating roughly four times the revenue of the slowest months like March ($2,277) and April ($2,280). A secondary bump appears in October ($5,200) driven by fall foliage tourism, giving investors two distinct demand peaks to build their pricing strategy around.

Active Airbnb listings by property size in Stockbridge

Three-bedroom homes dominate the supply with 18 of 36 listings, while 4-bedroom properties (6) and 1-bedroom units (5) fill out the remainder. The absence of 2-bedroom and 5+ bedroom listings in the data may signal either limited supply or potential gaps that savvy investors could fill.

Average daily rate (ADR) by property size in Stockbridge

ADR scales sharply with size in Stockbridge: 1-bedroom units average $202 per night, 3-bedrooms command $358, and 4-bedroom homes reach $539. The jump from 3 to 4 bedrooms represents a 51% ADR premium, suggesting guests are willing to pay substantially more for larger Berkshires vacation homes.

Average RevPAN by property size in Stockbridge

Revenue per available night heavily favors larger properties, with 4-bedroom homes delivering $242 RevPAN compared to $108 for 3-bedrooms and just $21 for 1-bedroom units. This tenfold gap between the smallest and largest configurations underscores that occupancy and rate advantages compound dramatically at the larger end of the market.

Average occupancy rates by property size in Stockbridge

Occupancy rates increase steeply with property size — 4-bedroom homes average 45%, 3-bedrooms hit 30%, and 1-bedroom units lag at just 10%. For cash-flow stability, larger properties clearly offer a more reliable booking cadence, while 1-bedroom units may struggle to sustain consistent demand outside peak summer months.

Average monthly revenue by property size in Stockbridge

Four-bedroom homes lead with $7,530 in average monthly revenue, more than 5x the $1,397 that 1-bedroom units generate. Three-bedroom properties sit in the middle at $4,768 per month, making them a solid option for investors who want moderate revenue without the higher acquisition cost of a 4-bedroom home.

Average annual revenue by property size in Stockbridge

On an annual basis, 4-bedroom homes generate $90,370, making them the clear top earners in Stockbridge, while 3-bedroom properties bring in $57,225 and 1-bedroom units trail at $16,772. Given average home values of $1,260,454, investors targeting larger configurations will find the most favorable revenue-to-price ratios.

Most common amenities for Airbnb listings in Stockbridge

Parking is universal (100%) and clearly a baseline expectation for Berkshires guests arriving by car, while kitchen, washer, and dryer each appear in 92% of listings. Outdoor-focused amenities like backyards (83%), BBQ grills (75%), and patios (69%) reflect the nature-oriented appeal of the area, and the relatively low prevalence of hot tubs (11%) and lake access (22%) suggests these could serve as meaningful differentiators.

Understanding Stockbridge's ROI Score: 49/100

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

What This Means for Investors

Stockbridge's ROI Score of 49 out of 100 places it in the Competitive Opportunity band, reflecting average marks for revenue-to-price ratio, occupancy stability, and supply/demand balance, with a below-average market growth trend. The score suggests that while the Berkshires brand supports healthy nightly rates and seasonal demand, elevated home prices and expanding supply require investors to be disciplined about acquisition costs and property selection. Pairing this score with thorough local regulatory research and a clear understanding of the market's seasonal revenue curve will help investors identify deals where the numbers truly work.

Short-Term Rental Regulations in Stockbridge

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

Permit Requirements

Stockbridge, MA may require short-term rental operators to register or obtain a permit through the town or through Massachusetts state-level requirements. Investors should verify current permitting obligations directly with the Stockbridge town clerk and the Commonwealth of Massachusetts before listing a property.

Key Restrictions

Common restrictions in Massachusetts communities can include occupancy limits, minimum stay requirements, noise and parking rules, and caps on the number of permits issued. HOA covenants in residential areas may impose additional limitations, so reviewing property-specific deed restrictions is an important step in due diligence.

Tax Obligations

Massachusetts imposes a state-level room occupancy excise tax on short-term rentals, and municipalities like Stockbridge may levy an additional local option tax. Platforms such as Airbnb often collect and remit these taxes on behalf of hosts, but investors should confirm their specific obligations with a tax professional.

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

Future Outlook & Long-Term Forecast

"Over the next 12–18 months, Stockbridge's short-term rental performance will likely continue to hinge on its pronounced summer and fall peaks, with July and August driving the lion's share of annual revenue. ADR may see modest pressure as new supply enters the market following the 218% listing growth, though the small absolute number of properties (36) means demand-supply dynamics can shift quickly. Investors should plan for monthly revenue ranging from roughly $2,300 in shoulder months to $9,000+ in peak summer, and occupancy rates that could remain in the mid-20s to low-30s on an annualized basis. Properties that capture premium fall foliage and summer Berkshires demand — particularly larger homes — are best positioned to outperform."

— Rabbu Market Analysis Team

Frequently asked questions about Airbnb in Stockbridge, MA

What is the average Airbnb occupancy rate in Stockbridge?

The average Airbnb occupancy rate in Stockbridge is currently 27%, which falls below the Massachusetts state average of 44%. This reflects the market's heavily seasonal demand, with occupancy concentrated in the summer and fall months. Larger properties perform significantly better — 4-bedroom homes average 45% occupancy, while 1-bedroom units sit around 10%.

How much do Airbnb hosts make in Stockbridge?

Airbnb hosts in Stockbridge earn an average of $4,520 per month and approximately $54,250 per year based on trailing 12-month booking data. Revenue varies significantly by property size: 4-bedroom homes average $90,370 annually, while 1-bedroom units average $16,772. Summer months like July ($8,636) and August ($9,153) are the primary revenue drivers.

Is Stockbridge a good market for Airbnb investment?

Stockbridge carries a Rabbu ROI Score of 49 out of 100, categorized as a Competitive Opportunity. Strong Berkshires tourism demand and premium nightly rates are offset by high home values ($1,260,454 average), pronounced seasonality, and below-average occupancy. Investors who target larger properties and manage costs during off-peak months can find attractive returns, but selective deal sourcing is essential.

What is the average daily rate (ADR) for Airbnb in Stockbridge?

The average daily rate for Airbnb listings in Stockbridge is $386, which is below the Massachusetts state average of $582. ADR scales meaningfully with property size — 1-bedroom units average $202, 3-bedroom homes average $358, and 4-bedroom homes command $539 per night.

Are short-term rentals legal in Stockbridge?

Short-term rentals are generally permitted in Stockbridge, MA, though operators may need to comply with local permitting requirements and Massachusetts state regulations. Investors should check with the Stockbridge town offices and review any applicable HOA or deed restrictions before purchasing a property for STR use.

When is peak season for Airbnb in Stockbridge?

Peak season in Stockbridge runs from June through October, with July and August delivering the strongest revenue — averaging $8,636 and $9,153 per month respectively. October's fall foliage season also performs well at $5,200. The slowest months are March ($2,277) and April ($2,280), reflecting the typical Berkshires seasonal cycle.

How many Airbnbs are there in Stockbridge?

There are currently 36 active Airbnb listings in Stockbridge as of April 2026. The market has seen significant growth, with a 218% year-over-year increase in active listings. Three-bedroom properties make up the largest share at 18 listings, followed by 4-bedroom homes (6) and 1-bedroom units (5).

How is Airbnb revenue calculated in Stockbridge?

The annual and monthly revenue figures for Stockbridge are derived from the trailing 12 months of historical booking performance for active comparable Airbnb listings in the market — they are not forward-looking projections. We average each comparable listing's actual revenue per available night (RevPAN) by month over the past year, remove regional outliers, and aggregate the results into 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 because 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 the Stockbridge market
• Average daily rate, occupancy, and RevPAN trends by property size
• Monthly and annual revenue benchmarks based on trailing 12-month booking data
• Popular amenity prevalence across active listings to inform property setup decisions
• Home value data from the Zillow Home Value Index (ZHVI) for investment analysis

Sources and disclaimers

Rabbu proprietary analytics as of Apr, 27 2026 and Zillow Home Value Index (ZHVI) as of Apr, 27 2026. Revenue projections are estimates based on comparable properties and do not guarantee future performance. Data reflects trailing 12-month averages as of April 2026 and may not capture very recent market shifts. Local regulations, HOA rules, and tax obligations vary — investors should consult qualified professionals before acquiring a property.