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  3. Massachusetts
  4. Great Barrington

Great Barrington, Massachusetts

Short-Term Rental Market Data & Investment Analysis

Great Barrington, Massachusetts Short-Term Rental Market

Great Barrington caps non-resident STRs at 150 nights, with September 2026 ADR $312, occupancy 43.3%, revenue $3,673.

Quick Answer: Great Barrington, Massachusetts is an active short-term rental market. average occupancy in the The Berkshire Mtns market area is 43%. average monthly revenue in the The Berkshire Mtns market area is $3,673. average daily rate in the The Berkshire Mtns market area is $312. the top operator in the The Berkshire Mtns market area is Evolve with 60 listings. market score is 61/100 (grade C).

Avg Monthly Revenue
$3,673
↑ 7% YoY
43%
Occupancy
↑ 10.7% YoY
$312
Avg Daily Rate
↑ 6% YoY
74.8 days avg lead time3.9 avg length of stay

Market data reflects the The Berkshire Mtns regional market, which includes Great Barrington. Regulations, taxes, and permit details below are specific to Great Barrington.

Market Score Breakdown

Five dimensions StaySTRA evaluates per market.

Regulation71
Seasonality60
Investability76
Rental Demand51
Revenue Growth83

Market Overview

This profile uses data through September 2026 for the Great Barrington short-term rental market in the southern Berkshires of western Massachusetts. In September 2026 the average daily rate across all listings was $312, occupancy was 43.3%, and average monthly revenue per listing was $3,673. Compared with a year earlier, occupancy is up 10.7%, ADR is up 4.7%, and revenue is up 6.9%. Great Barrington is the commercial and dining hub of the southern Berkshires, a four-season cultural tourism region that draws weekenders and second-home owners from the New York City and Boston metros, especially during Tanglewood season in summer and peak fall foliage. The Great Barrington area STR market tracks 1,885 listings. Entire places make up 1,692 of them (89.8%), with 192 private rooms and 1 shared room. By bedroom count the area has 492 one-bedroom listings, 418 two-bedroom, 493 three-bedroom, 312 four-bedroom, and 167 five-bedroom listings, so supply is spread fairly evenly from small units to large houses. By channel, 920 listings are on Airbnb only, 188 are on Vrbo only, and 777 are on both platforms. The town has a population of 7,202, and the local rules matter for investors: STRs are permitted, annual registration is required, and owners who do not live on the premises are limited to 150 rental nights per year. Over the longer view, average monthly revenue per listing rose from $2,288 in 2019 to $3,700 in 2025, and the 2026 figure stands at $3,868 across the nine months reported so far.

Seasonal Patterns

Monthly seasonal data for Great Barrington, Massachusetts
MonthOccupancy
Jan37%
Feb47%
Mar34%
Apr43%
May49%
Jun56%
Jul67%
Aug67%
Sep44%
Oct51%
Nov38%
Dec44%

Month-by-month nightly rates and revenue figures for Great Barrington are available to StaySTRA Pro members. Unlock with StaySTRA Pro or analyze a specific address free.

Top Short-Term Rental Operators in The Berkshire Mtns market area

Ranked by total active listings. Useful for understanding the competitive landscape. Operator data is published for the The Berkshire Mtns market as a whole, which includes Great Barrington, so these counts are not Great Barrington-only figures.

#OperatorListingsReviewsRating
1Evolve602,327★ 4.74
2Evergreen Home312,154★ 4.96
3Mergo Realty 291,618★ 4.82
4Berkshire Vacation Rental23845★ 4.86
5Berkshire Rental Properties22481★ 4.95

What Kind of STR Should I Buy in Great Barrington?

Revenue and nightly-rate breakdowns by bedroom count, property tier, and dwelling type for Great Barrington are available to StaySTRA Pro members. Unlock with StaySTRA Pro or analyze a specific address free.

Booking Channel Mix

Distribution of bookings across major STR platforms.

Channel mix
ChannelShare
airbnb48.8%
vrbo10%
both41.2%

Investment Analysis

The full investment analysis for Great Barrington — gross-yield math against current home values, plus 5-year monthly revenue, nightly-rate, and occupancy trend charts — is available to StaySTRA Pro members and updates monthly. The figures shown elsewhere on this page are the free market snapshot.

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Home Value Trends (Great Barrington)

Typical home values, median sale prices, and the 10-year price trend for Great Barrington are available to StaySTRA Pro members. Unlock with StaySTRA Pro or analyze a specific address free.

Booking Insights

Booking-window and length-of-stay analysis for Great Barrington — how far ahead guests book and how to price around it — is available to StaySTRA Pro members. Unlock with StaySTRA Pro or analyze a specific address free.

Short-Term Rental Regulations

Short-term rentals are permitted in Great Barrington under Article 25, the Short-Term Rental Bylaw, adopted at the June 6, 2022 Annual Town Meeting and effective January 1, 2023. An STR is any rental of 30 days or less. Every unit must be registered annually with the town through the MuniRevs portal and also with the Massachusetts Department of Revenue. The town registration fee is $200 per year. An owner may register only one dwelling unit as an STR. Rental nights are capped at 150 per year unless the owner lives in a unit on the premises during the rental, in which case there is no cap. There is no general primary residence or owner occupancy requirement. Zoning allows STRs by right in residential dwellings, with owners able to rent up to two bedrooms or an entire secondary unit. Hotels, motels, and lodging houses are excluded, and STRs are prohibited in deed-restricted affordable housing units and on properties with outstanding building, fire, health, or bylaw violations. Units need working smoke and CO detectors and a fire extinguisher. Amplified music events, permitted tents, and advertising signs are prohibited. Guests pay the 5.7% state room occupancy excise plus the 6% local option tax, and the state allows a further 3% community impact fee. Enforcement is rated moderate, with escalating fines of $100, $200, and $300 for successive offenses. Local debate about tightening the rules to ease housing pressure was ongoing as of 2024 and 2025, so owners should confirm current requirements with the town.

Market Comparison

Great Barrington earns $312 ADR at 43.3% occupancy in September 2026, and even the August peak reaches only 67.3% occupancy, so the market depends on seasonal rate and demand concentration. Revenue growth is solid, with monthly revenue up 6.9% year over year. The Great Barrington area STR market is dominated by independent hosts alongside a few larger operators. The top five property managers by listing count are Evolve with 60 listings, Evergreen Home with 31, Mergo Realty with 29, Berkshire Vacation Rental with 23, and Berkshire Rental Properties with 22. Together they manage 165 of the 1,885 tracked listings, about 8.8%, so the field is fragmented and local operators remain competitive. Guest ratings for these managers range from 4.74 to 4.96, which sets a high service bar for new entrants. The market score for regulation is 71.4 and for investability is 75.8, and revenue growth scores 82.7, while rental demand scores 50.5.

Frequently Asked Questions About Great Barrington, Massachusetts

What is the average Airbnb ADR in Great Barrington?
Great Barrington short-term rentals average $312 per night across all listing types. Nightly-rate breakdowns by property tier are available with StaySTRA Pro.
What is the occupancy rate for short-term rentals in Great Barrington?
Occupancy was 43.3% in September 2026, up 10.7% year over year. The seasonal peak is August at 67.3% and the trough is March at 34.2%.
How much do Great Barrington short-term rentals earn?
Across all listing types, Great Barrington short-term rentals average $3,673 per month. Breakdowns by property type, bedroom count, and season are available with StaySTRA Pro, or run a free address-level estimate with the StaySTRA Analyzer.
Is there a night cap on short-term rentals in Great Barrington?
Yes. Rentals are capped at 150 nights per year unless the owner lives in a unit on the premises during the rental. Owners may also register only one dwelling unit as an STR.
What does it cost to register an STR in Great Barrington?
The town charges a flat $200 annual registration fee, and the unit must also be registered with the Massachusetts Department of Revenue. Guests pay the 5.7% state excise plus a 6% local option tax.
What is the gross yield for a Great Barrington short-term rental?
Annualized revenue of $38,948 against a typical home value of $612,872 gives a gross yield of 6.4%, before taxes, fees, insurance, and operating costs.
When is the best time to book out a Great Barrington rental?
Occupancy in Great Barrington peaks in Aug (67%) and is softest in Mar (34%). Month-by-month rate and revenue figures are available with StaySTRA Pro.
Great Barrington, MassachusettsRev $3,673ADR $312Occ 43%Score C (61)

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Table of Contents

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Quick Facts: The Berkshire Mtns market area

Avg Daily Rate
$312
Occupancy Rate
43%
Avg Revenue/Mo
$3,673
Great Barrington Population
7,202

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