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    Massachusetts Short Term Rental Properties for Sale

    19 results
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    Turnkey Rental Investment Opportunity
    $2,300,000
    5,760 SF

    Turnkey Rental Investment Opportunity

    156 Teaticket Hwy, Falmouth, MA 02540

    Fully furnished 6-bedroom home near Falmouth Heights Beach.

    • Turnkey, fully furnished 6‑bedroom home, ready for immediate rental income or personal use.
    • Prime location: Less than a mile from Falmouth Heights Beach, the Island Queen Ferry, and downtown Falmouth.
    • Includes a private 2‑bedroom, 2‑bath apartment with separate entrance for guests or additional rental income.
    • Unique post‑and‑beam construction with exposed beams, high ceilings, and distinctive architectural details.
    • Extensive outdoor living space: 800+\/- SF patio with built‑in seating, fire pit, fenced yard, and two outdoor showers.
    Updated: Jan 5
    View details
    Dennis Port Multi-Family Residence
    Pending
    $650,000
    1,646 SF

    Dennis Port Multi-Family Residence

    78 Upper County Rd, Dennis, MA 02638

    Updated multi-family near beaches, restaurants, and shops in Dennis Port.

    • Prime location near Dennis Port beaches, restaurants, Swan Pond Town Landing, and shops.
    • Four bedrooms and three bathrooms offer ample space and functionality.
    • Updated interior provides modern comforts while maintaining coastal charm.
    • Rental history provides an opportunity to generate income.
    • Unique design incorporates a former barn, including a hay boom in the dining room.
    Updated: Dec 20, 2025
    View details
    Edgartown Compound: Main and Guest House
    $2,650,000
    4,115 SF

    Edgartown Compound: Main and Guest House

    Edgartown property with main house, guest house, and pool.

    357 W Tisbury Rd, Edgartown, MA 02539
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    Historic Oak Bluffs Twin Cottages
    $1,830,000
    1,600 SF

    Historic Oak Bluffs Twin Cottages

    Two charming, furnished cottages in a prime Oak Bluffs location.

    12 Maple Ave, Oak Bluffs, MA 02557
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    Updated Multi-Family Home in Dennis
    $650,000

    Updated Multi-Family Home in Dennis

    Updated multi-family property near beaches, restaurants, and shops.

    78 Upper County Rd, Dennis Port, MA 02639
    View details
    Spacious Two-Family Home in Salem
    $1,150,000

    Spacious Two-Family Home in Salem

    Well-maintained two-family home with Airbnb potential near Salem attractions.

    52 Dunlap St, Salem, MA 01970
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    Edgartown Multifamily Residence For Sale
    $1,350,000

    Edgartown Multifamily Residence For Sale

    Rare multifamily residence in desirable location near shops and harbor.

    48 West Tisbury Rd, Edgartown, MA 02539
    View details
    Bay Village Portfolio For Sale
    $22,000,000

    Bay Village Portfolio For Sale

    Portfolio of four brownstone buildings with 58 furnished short-term rental units.

    1-5 Cortes St, Boston, MA 02116
    View details
    Rare Multifamily Residence in Edgartown
    $1,350,000

    Rare Multifamily Residence in Edgartown

    Multifamily property near shops, restaurants, and harbor.

    48 West Tisbry Rd, Edgartown, MA 02539
    View details
    Legal Two-Family Near T Station
    $858,000

    Legal Two-Family Near T Station

    Two-family home near Wood Island T Station with income potential.

    528 Bennington St, Boston, MA 02128
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    North Adams Triplex Investment Opportunity
    $325,000

    North Adams Triplex Investment Opportunity

    Well-maintained triplex with city views, ideal for short-term rentals.

    152 Furnance St, North Adams, MA 01247
    View details
    Renovated Duplex Near Old Silver Beach
    $699,000

    Renovated Duplex Near Old Silver Beach

    Charming, renovated North Falmouth duplex near Old Silver Beach.

    267 N Falmouth Hwy, Falmouth, MA 02556
    View details
    Furnished Short-Term Rentals in Boston
    Contact for pricing

    Furnished Short-Term Rentals in Boston

    Collection of 127 furnished short-term rentals in Boston's premier neighborhoods.

    Maverick Suites, Boston, MA 02116
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    Downtown Lee Mixed-Use Investment
    $475,000
    1,538 SF

    Downtown Lee Mixed-Use Investment

    Versatile three-unit building with residential and commercial income potential.

    208 Main St, Lee, MA 01238
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    Plymouth Two-Family Home
    $774,900

    Plymouth Two-Family Home

    Two-family home in Plymouth near downtown, ideal for rental.

    14-16 South St, Plymouth, MA 02360
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    Cape Cod Studio with Beach Access
    $299,000

    Cape Cod Studio with Beach Access

    Updated studio in Truro with deeded beach access.

    169 Shore Rd, North Truro, MA 02652
    View details
    Mixed-Use Property Near Park Avenue
    $1,000,000

    Mixed-Use Property Near Park Avenue

    Mixed-use property with commercial space and short-term rental income.

    227 Chandler St, Worcester, MA 01609
    View details
    Remodeled Two-Family Home in Montague
    $249,000

    Remodeled Two-Family Home in Montague

    Completely remodeled two-family home, ideal for Airbnb or owner-occupancy.

    5 Bridge St, Turners Falls, MA 01349
    View details
    Back Bay Lodging House Opportunity
    $5,900,000

    Back Bay Lodging House Opportunity

    Rare investment property with lodging license in prime Back Bay.

    11 Hereford St, Boston, MA 02115
    View details
    Based on your search, we've compiled Potential Opportunities for your consideration. Besides 19 Active Listings in Massachusetts

    Massachusetts Short Term Rental Properties Investment Opportunities Market Analysis

    Explore 19 short term rental properties for sale in Massachusetts, showcased through 19 active listings on our real estate platform. These investment opportunities span a total of 120,661 square feet of properties for sale, with an estimated market value of $9,328,000.

    Prices for short term rental properties in Massachusetts start at $650,000, averaging $1,554,666, and reaching up to $2,650,000 — offering options for a variety of budgets and business needs. Daily updated analytics ensure you have the most current data.

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