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    Massachusetts Short Term Rental Properties for Sale

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    28 properties
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    Mixed-Use Commercial Building
    Updated: Mar 22
    Mixed-Use Commercial Building

    5030 State Highway, Eastham, MA 02642

    $899,000
    2,442 sqft 0.22 AC lot
    2,442‑square‑foot mixed‑use property on a 0.22‑acre corner lot
    Full‑size commercial kitchen with extended kitchen space
    New walk‑in freezer and Ansul fire suppression system
    Second‑floor unit currently used as a short‑term rental
    New rear delivery deck, kitchen flooring, and updated kitchen wiring
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    Post-and-Beam Short-Term Rental with Patio
    Updated: Nov 3, 2025
    Post-and-Beam Short-Term Rental with Patio

    156 Teaticket Highway, Falmouth, MA 02540

    $2,300,000
    5,760 sqft 0.32 AC lot
    0.32‑acre lot with a 5,760 SF fully furnished post‑and‑beam home
    800+/- SF outdoor patio with built‑in seating, fire pit, fenced yard, and two outdoor showers
    Two large bunk rooms plus a secondary TV lounge for flexible group hosting
    Private 2‑bedroom, 2‑bath apartment with separate entrance
    Full yoga studio on the second floor
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    Three-Unit Office/Commercial Condos
    Three-Unit Office/Commercial Condos

    374 Commercial Street, Provincetown, MA 02657

    $1,549,000
    3,397 sqft 0.05 AC lot

    Two commercial units on the lower/main level plus a two-bedroom residential condo with public water and sewer.

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    Licensed Two-Unit Short-Term Rental
    Licensed Two-Unit Short-Term Rental

    589 Saratoga St, Boston, MA 02128

    $949,900
    2,025 sqft

    Two updated residences include separate electrical utilities and access to a partially finished basement.

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    Renovated Two-Unit Duplex
    Renovated Two-Unit Duplex

    49 Northern Blvd, Newbury, MA 01951

    $1,640,000
    2,246 sqft 0.18 AC lot

    Two-floor configuration supports separate living areas with updated kitchens, baths, systems, and expansive decks.

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    Two-Property Apartment Building Portfolio
    Two-Property Apartment Building Portfolio

    16 & 18 North Summer St, Adams, MA 01220

    $1,375,000
    7,464 sqft

    Two apartment buildings totaling nine renovated units with off-street parking are offered for sale in Adams, Massachusetts.

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    Duplex With Ocean Views
    Duplex With Ocean Views

    13-15 Saltonstall Parkway, Salem, MA 01970

    $1,200,000
    2,688 sqft

    Two-story property with updated interiors, separate living areas, and central air conditioning.

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    Historic Vineyard Estate
    Historic Vineyard Estate

    11 Marbleridge Road, North Andover, MA 01845

    $2,950,000
    6,426 sqft

    Winery property with historic barns, three guesthouses, and a separately buildable lot.

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    Waterfront Short-Term Rental Property
    Waterfront Short-Term Rental Property

    232 Robbins Hill Rd, Brewster, MA 02631

    $2,492,000
    1,502 sqft

    Main house and seasonal cottage provide separate living arrangements with direct beach access.

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    Two-Family Residential Income Duplex
    Two-Family Residential Income Duplex

    722 Highland Ave, Malden, MA 02148

    $923,000
    2,013 sqft

    Well-maintained two-family home with two separate units, in-unit laundry, and private outdoor space for each unit.

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    Mixed-Use Condos with Retail
    Mixed-Use Condos with Retail

    1-3-374 Commercial St, Provincetown, MA 02657

    $1,549,000
    2,540 sqft

    Three-condo mixed-use property with two street-level commercial units and a two-bedroom upper residential unit.

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    Turnkey Two-Family with Roof Deck
    Turnkey Two-Family with Roof Deck

    19 Walker Street, Boston, MA 02129

    $1,800,000
    2,224 sqft

    Two-family property with private outdoor decks for each unit, including a private roof deck.

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    Renovated Beachside Duplex Home
    Renovated Beachside Duplex Home

    49 Northern Blvd, Newbury, MA 01951

    $1,640,000
    2,246 sqft

    Turnkey property offers flexible 5-bedroom layout or a 2-family setup, currently used for weekly Saturday-to-Saturday rentals.

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    Furnished Short-Term Rental Property
    Furnished Short-Term Rental Property

    25 Oakwood Road, Eastham, MA 02642

    $995,000
    2,314 sqft

    Includes a main residence and a one-bedroom apartment positioned above a two-car garage.

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    Turnkey Income-Producing West Brookfield Duplex
    Turnkey Income-Producing West Brookfield Duplex

    11 Central Street, West Brookfield, MA 01585

    $489,000
    2,332 sqft

    Fully furnished duplex with established rental history in West Brookfield.

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    Furnished Short-Term Rental Property
    Furnished Short-Term Rental Property

    156 Teaticket Hwy, Teaticket, MA 02540

    $2,300,000
    6,000 sqft

    The property includes six bedrooms, four baths, multiple living areas, and a separate two-bedroom apartment.

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    Multi-Family
    Multi-Family

    102 Revere St, Boston, MA 02114

    $3,199,999
    2,710 sqft

    Quadplexes · 2,710 SF

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    Multifamily Property with Guest House
    Multifamily Property with Guest House

    357 West Tisbury Road, Edgartown, MA 02539

    $2,650,000
    4,115 sqft 1.50 AC lot

    Two residences offer a renovated kitchen, custom interior details, and a private elevated pool area.

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    Well-Maintained Triplex with Vacant Units
    Well-Maintained Triplex with Vacant Units

    342 Bowdoin Street, Boston, MA 02122

    $1,250,000

    Two lower-level residences will be delivered vacant, while the top floor has an occupied Section 8 tenancy.

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    Oceanfront Duplex With Beach Access
    Oceanfront Duplex With Beach Access

    278 Nantasket Avenue, Hull, MA 02045

    $1,450,000

    Two occupied units offer private patios, coastal views, and access to a furnished beachfront setting.

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    Two-Family Residential Income Property
    Two-Family Residential Income Property

    498 Beech St, Boston, MA 02131

    $1,185,000

    Recently updated two-family home with separate utilities, central A/C, in-unit laundry, and off-street parking for six vehicles.

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    Mixed-Use Property with Vineyard
    Mixed-Use Property with Vineyard

    2628 Main Street, Brewster, MA 02631

    Contact for pricing
    15.24 AC lot

    Partially cleared multi-building estate includes vineyard, apartments used as Airbnb, and multiple retail storefronts.

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    11-Unit Apartment Building
    11-Unit Apartment Building

    32 Market St, Newburyport, MA 01950

    $3,200,000

    Furnished rental units operate near the waterfront, restaurants, shops, public transportation, and other Newburyport amenities.

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    Bay Village Portfolio For Sale
    Bay Village Portfolio For Sale

    1-5 Cortes Street, Boston, MA 02116

    $22,000,000

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

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    Massachusetts Short Term Rental Properties Market Trends and Statistics

    Explore 28 short term rental properties for sale in Massachusetts, showcased through 28 active listings on our real estate platform. These investment opportunities span a total of 60,444 square feet of properties for sale, with an estimated market value of $59,985,899.

    Sale prices for short term rental properties in Massachusetts start at $489,000, averaging $2,608,082, and reaching up to $22,000,000 — offering options for a variety of budgets and business needs. Daily updated analytics ensure you stay ahead with the latest data and market trends.

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