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South Boston, MA
Challenging To Investors
Local STR Agent

Overview: Are short-term rentals allowed in Boston (including South Boston)?
How to start a short-term rental business in Boston (including South Boston) Step 1 — Confirm eligibility and unit type
Step 2 — Prepare documentation
Step 3 — Register the STR unit
Step 4 — Obtain a Business Certificate
Step 5 — Taxes and insurance
Step 6 — Neighbor notification
Step 7 — Operations
Required documents, permits, licenses, and guidelines
Specific regulations for STRs in Boston (city and state)
City/state contact information for STRs (Boston)
Key links and source pages
Notes for investors




South Boston (colloquially Southie) is a densely populated neighborhood of Boston, Massachusetts, located south and east of the Fort Point Channel and abutting Dorchester Bay. It has undergone several demographic transformations since being annexed to the city of Boston in 1804. The neighborhood, once primarily farmland, is popularly known by its twentieth century identity as a working class Irish Catholic community. Throughout the twenty-first century, the neighborhood has become increasingly popular with millennial professionals. South Boston contains Dorchester Heights, where George Washington forced British troops to evacuate during the American Revolutionary War. South Boston has undergone gentrification, and consequently, its real estate market has seen property values join the highest in the city. South Boston has also left its mark on history with Boston busing desegregation. South Boston is also home to the St. Patrick's Day Parade, a celebration of the Irish-American culture and the Evacuation Day observance. The headquarters of Reebok is in South Boston.
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