Boston Short-Term Rental Investment Decision
A Boston acquisition starts with owner occupancy, lawful residential use, and City eligibility rather than projected nightly revenue.
- Boston limits short-term rentals to eligible owner-occupied condominiums and one-, two-, or three-family homes.
- A non-owner-occupied investment unit generally does not fit the City program, even if a platform permits a listing.
- For two- and three-family buildings, the owner-occupant must own every unit in the property.
- Confirm deed, condominium rules, affordability restrictions, open violations, and lawful dwelling status before underwriting.
- Build revenue, occupancy, nightly rate, financing, and operating costs from property-level evidence rather than citywide averages.

