STR Investment Grade
Transparent ScoringSTR Regulations Apply
Investor-owned apartment STRs banned; primary residence only
Boston's 2019 ordinance banned STRs of investor-owned apartments. Only owner's primary residence or owner-adjacent unit in 2-3 family home allowed. ~2,000 units removed.
2. What permits or licenses are required?
3. Are there owner-occupancy requirements?
4. Any caps on rental nights per year or number of permits?
Why Boston?
Rural MarketWhat drives short-term rental demand here
Privacy seekers and remote workers fuel growing demand for secluded, nature-adjacent stays.
Population and economic growth signal increasing demand and property appreciation potential.
Will This Deal Work?
This market has STR regulations to be aware of. Many hosts operate successfully with proper permits. Research local ordinances before committing.
Market estimates · Updated Feb 2026
📊 Income by Property Size
Monthly revenue estimates by bedroom count
🏠 Top Amenities for This Market
Add these to boost your revenue
🎯 Your Next Steps
📋 Regulation Status
Regulations vary by city and county. Always verify local STR ordinances, permit requirements, and zoning laws before purchasing.
Research Comparable Listings
See active short-term rentals in this market
Opens Airbnb.com in a new tab to view real listings and pricing in this market
Take the Next Step
Find homes, agents, and lenders in this market
Find a Home in Boston
Browse properties for sale on Zillow
Find an Agent to Buy Remotely
Top-rated real estate agents near Boston
Get Pre-Approved for a Loan
Compare lenders and get pre-approved today
Opens Zillow.com in a new tab
Want Jeff's Team to Help You Close?
Our coaching students get matched with vetted agents and STR-friendly lenders
More Markets in MA
Springfield
$4,095/mo
Worcester
$5,031/mo
Provincetown
$8,864/mo
Dennis Port
$5,179/mo
Edgartown
$7,457/mo
Wellfleet
$6,596/mo
Similar Markets Nationwide
Markets with similar grade and price range in other states
Run the Numbers on a Property
Free STR calculator with comp data for any address
Ready to Invest?
See how our students earn $2K–$4K/mo from rural Airbnbs — even as first-time investors.
Apply NowBoston, Massachusetts is rated D for Airbnb investment with a score of 36/100 (CAUTION). The market has an average daily rate (ADR) of $225, 72% occupancy, and estimated monthly STR revenue of $4,860. Median home value is $772,838 with a cash-on-cash return of -6.4%. STR regulation status: Regulated. Data powered by Edge by Teeco using estimated market data.