Nantucket

Boston enforces some of the strictest short-term rental laws in the US, mandating that all units must be the host's primary residence. Investor-owned secondary units are strictly prohibited, and all hosts must register annually with the Inspectional Services Department.

Short-term rentals are regulated in Lenox under a bylaw passed in 2022, requiring annual registration with the Board of Health and a $100 fee. All units must undergo a safety inspection and hosts must collect a 6% local room occupancy tax in addition to state taxes.

Edgartown does not currently have a local municipal STR permit system, as recent attempts to pass a licensing bylaw have failed. However, hosts must comply with the Massachusetts State Registry (MassTaxConnect) and pay a combined total tax rate of 14.45%.

Amherst requires all short-term rentals to obtain a Residential Rental Permit, comply with strict occupancy limits, and prohibits STRs in accessory dwelling units (ADUs).