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    Real Estate

    Top 3 Reasons to Choose Mid-Term Rentals in Boston Over Long-Term Leases

    If you own property in Boston and you’re still leasing it long-term, you might be missing one of the most profitable rental...

    • Juan Murray
    • July 22nd, 2025
    • 5 min read

     

    If you own property in Boston and you’re still leasing it long-term, you might be missing one of the most profitable rental strategies available right now: mid-term rentals.

    These 1–6 month furnished rentals are exploding in popularity with travel nurses, grad students, and remote workers. Investors are finding that they earn more, deal with fewer headaches, and have more control than with year-long leases or short-term Airbnb churn.

    Here are the top three reasons savvy Boston investors are switching to mid-term—and how you can make the move without losing your mind.

     

    1. You’ll Earn More—With Less Drama

    In neighborhoods like Cambridge, Back Bay, Fenway, and South End, a mid-term furnished rental can bring in 20–50% more per month than a traditional lease.

    Let’s say your long-term tenant is paying $3,200/month. That same unit could pull $4,200/month mid-term, especially when rented to:

    • Traveling nurses on 13-week contracts
    • Grad students here for a semester
    • Families between homes
    • Corporate staff relocating to Boston

    These guests are low maintenance, stay longer than Airbnb tourists, and treat your unit like a hotel—not a permanent home they’re looking to “make theirs.”

    The best part? You dodge common long-term headaches:

    • No chasing rent
    • No year-long commitments
    • No eviction battles under Boston’s strict tenant laws

     

    2. Flexibility = More Options, More Control

    A long-term lease locks you in. If the market shifts, you’re stuck. Need to sell, renovate, or reclaim your unit? Too bad.

    Mid-term rentals give you options:

    • Adjust pricing during high-demand seasons (spring/fall in Boston are peak)
    • Block off weeks for maintenance or upgrades
    • Use your unit yourself or for family, between guests

    This level of flexibility is ideal in fast-changing neighborhoods like Jamaica Plain, Charlestown, or Allston-Brighton, where values are rising and you may want to pivot quickly.

    Flexibility also lets you:

    • Test different income models
    • Accommodate emergencies
    • Avoid extended vacancies

     

    3. You Stay Compliant—And Future-Proof

    Boston’s short-term rental crackdown has been brutal. Regulations, permits, taxes, and restrictions have made the Airbnb model harder to scale or even sustain.

    Mid-term rentals (30 days+) dodge that bullet:

    • Not taxed like hotels or short-term stays
    • Not restricted under Boston’s short-term rental laws
    • Not subject to potential rent control legislation

    You get the income boost of short-term rental pricing without breaking the rules.

    Plus, you’re not relying on unpredictable weekend tourism or seasonal demand. Traveling professionals are always rotating in and out of Boston’s hospitals, universities, and tech offices—year-round.

     

    Quick Example: How the Numbers Stack Up

    Beacon Hill 2-Bed Condo:

    • Long-Term Lease: $3,200/month = $38,400/year
    • Mid-Term Rental: $4,200/month = $50,400/year

    Even if you budget for 2–3 turnovers and cleaning per year, your net could still be $8K–$10K higher annually.

    That’s not chump change. That’s a property that cash flows.

     

    How to Set Up a Mid-Term Rental in Boston

    It’s not totally hands-off—but it’s very doable. Here’s what works:

    ✅ Furnish Right: Think comfortable, modern, and durable—not cheap or flashy.

    ✅ List Smart: Use sites like:

    Furnished Finder

    Zumper Monthly Rentals

    ✅ Screen Well: Get employment verification, background checks, and clear move-in/move-out dates.

    ✅ Automate Everything: Use digital leases, cleaning checklists, and recurring calendar reminders to make transitions seamless.

    ✅ Consider a Property Manager: If you’re busy, there are Boston-based managers who specialize in mid-term rentals and can handle it for a reasonable cut.

     

    Who Should Make the Switch?

    This model works best if you:

    • Own property near Mass General, Tufts, Harvard, BU, or MIT
    • Are tired of long-term tenant headaches
    • Want more income with legal protection
    • Have a condo or multi-family unit that stays vacant between leases
    • Are downsizing or planning to use the unit occasionally

    Even one unit rented mid-term could:

    • Offset your rising mortgage payment
    • Boost your tax benefits
    • Help you test the market for a future exit or sale

     

    Bottom Line: Mid-Term = Smart, Safe, Profitable

    The Boston rental market is shifting. Regulations are tightening. And the smartest investors are moving faster, staying flexible, and thinking like operators—not just landlords.

    Mid-term rentals let you:

    • Earn more than long-term leases
    • Avoid short-term restrictions
    • Keep full control of your asset
    • Attract quality, low-maintenance guests

    This isn’t a trend. It’s a smarter strategy for a tougher market.

     

    Ready to Start Earning More With Less Risk?

    Whether you’re buying your first investment property or looking to reposition an underperforming unit, we’ll help you find the right property for Boston’s mid-term market.

    📍 From Back Bay to Brookline, we know which neighborhoods, property types, and price points actually cash flow.

    Let’s run the numbers together and find a property that fits your goals.

    👉 Contact us to schedule a strategy session—no pressure, just smart investing.

    Author Photo
    About the author

    Juan Murray

    (617) 721-0961
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    Juan got his start in the residential real estate market in 1994 and has never looked back. His mission is to provide excellence to his clients, and he is always looking for ways to improve the real estate experience for his clients and colleagues in the industry. Early in his real estate career, he worked as the Housing Rehabilitation Director for a national non-profit organization, Neighborhood Assistance Corporation of America (NACA). His goal was to gain more knowledge of the construction and renovation of existing homes in conjunction with working with 1st-time buyers. He effectively managed over 25 residential construction project managers on the East & West coasts while implementing procedures to improve communication between contractors, property owners, and banking representatives. He also developed resources, designed processes, and organized all aspects of real estate property acquisition and renovation. Juan completed a home inspector licensing course on his way to becoming a licensed home inspector. But after completing 30 inspections as an apprentice observer, after crawling under numerous porches and “crawl spaces,” he decided it wasn’t his cup of tea. Juan has always had a sharp eye for market trends and an innate understanding of what his clients need. That’s why, as a top real estate agent in Boston, he is constantly ahead of the curve, anticipating changes in the market and helping his clients manage their real estate goals. His keen intellect, quick wit, and tireless work ethic make him an invaluable partner for anyone looking to buy or sell property in the Boston area (or via his referral partners worldwide). Although Real Estate is a large part of his life, it is not the only part. He loves hanging out with family and friends, being in the kitchen, enjoying great food, anything Apple or Cole Haan, gadgets, great cigars, F1, motorcycles, photography, and traveling (to name a few). He lives with integrity and tries not to take life too seriously.

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    Juan Real Estate Group

    769 Centre St, Suite 209, Jamaica Plain, MA 02130

    769 Centre St, Suite 209, Jamaica Plain, MA 02130

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    (978) 581.0801

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    [email protected]

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