Performance indicators for the Jamaica Plain short-term rental market based on reliable data.
Listings
Reliable / Active
Revenue
Middle-Earners Revenue
Occupancy
Middle-Earners Occupancy
Top Earners
Top-Earners Revenue
The highest-performing listings in Jamaica Plain.
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Challenging to Investors
Allowed only for owner‑occupied properties, with unit‑type caps and occupancy limits (Limited Share 3 bedrooms/6 guests; Home Share 5 bedrooms/10 guests; Owner‑Adjacent limited to 2–3 unit properties), annual registrations ($25/$200), business certificate, $1M insurance, taxes, abutters notification and strict violation thresholds (3 in 6 months) that create compliance risk for investors.
Local STR Agent
STR specialist · Jamaica Plain, MA
Jamaica Plain is a neighborhood of 4.4 square miles (11 km2) in Boston, Massachusetts. Settled by Puritans seeking farmland to the south, it was originally part of Roxbury, Massachusetts. The community seceded from Roxbury during the formation of West Roxbury in 1851 and became part of Boston when West Roxbury was annexed in 1874. In the 19th century, Jamaica Plain became one of the first streetcar suburbs in America and home to a significant portion of Boston's Emerald Necklace of parks, designed by Frederick Law Olmsted. In 2020, Jamaica Plain had a population of 41,012 according to the United States Census.