Great Barrington, Mass., Code of Bylaws ch 145 § 145-3

A. No dwelling unit or part thereof may be offered as a short-term rental within the Town of Great Barrington unless it is registered annually with the Town through an application process approved by the Selectboard and in accordance with this chapter, and registered with the Commonwealth of Massachusetts Department of Revenue in accordance with applicable laws. B. An owner may register to operate only one dwelling unit as a short-term rental. If a person owns two properties, or owns one and is listed as a manager or agent for a second that is owned by an LLC, for example, that person must choose one or the other to be registered as a short-term rental. No person shall have more than one legal or equitable title or beneficial interest in any dwelling unit used for a short-term rental except as provided for above. An owner may hire a property management company to list and manage short-term rentals, but the registration must be in the owner's name. C. Up to two bedrooms in a dwelling unit or an entire secondary unit on the same parcel may be registered and rented as a short-term rental by right. The registered short-term rental may be rented for an unlimited number of days per year, provided that the owner is residing in one of the dwelling units on premises at the time of the rental. In cases where the owner is not residing on premises at the time of the rental, no unit or portion thereof may be rented more than 150 days per year. D. Short-term rentals are prohibited in dwelling units owned by a corporation. Short-term rentals are permitted in dwelling units owned by an LLC or trust only when every shareholder, partner, or member of the legal entity is a natural person, as established by documentation provided by the applicant at the time of registration. E. Short-term rentals are prohibited in dwelling units designated as affordable or otherwise income-restricted, which are subject to affordability covenants or are otherwise subject to housing or rental assistance under local, state, or federal programs or law. F. An owner shall not register or offer a rental unit subject to a long-term lease as a short-term rental. A long-term tenant, for whom it is a primary residence, may, if allowed by the property owner, do short-term rental subject to the same rules and regulations as a resident owner. [Amended 5-1-2023 ATM by Art. 39 ]