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    Wisconsin Short Term Rental Properties for Sale

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    Milwaukee, WI Madison, WI Green Bay, WI
    28 results
    Northwoods Duplex on Lost Lake
    $425,000
    5.20 Acres

    Northwoods Duplex on Lost Lake

    2554 DORWAY DR, St Germain, WI 54558

    Charming, furnished duplex with lake access and income potential.

    • Lakefront property on Lost Lake, known for sandy swimming and great fishing.
    • Turnkey duplex with two fully furnished units offering immediate use and rental income potential.
    • Extensive recent updates including new plumbing, electrical, windows, private well, and septic.
    • Shared sandy swimming frontage, an 80' pier with boat docking, and a fire pit area.
    • Features Starlink internet and a 2‑car garage.
    Updated: Apr 14
    View details
    Victorian with Rental and Commercial
    $600,000
    10,700 SF

    Victorian with Rental and Commercial

    200 West State St, Westby, WI 54667

    Historic Westby Victorian with rental units and commercial kitchen.

    • Strong cash‑flow potential from established short‑term rental business with bookings into 2026.
    • Flexible rental options: 5BR main house (rentable as a whole or by individual suites) plus separate duplex lodge.
    • Historic Victorian charm in downtown Westby.
    • Commercial kitchen (previously a restaurant/bakery) on the main level.
    • Five bedrooms on the second floor, each with a private bath.
    Updated: Dec 22, 2025
    View details
    Updated Milwaukee Townhouse Duplex
    $430,000
    0.21 Acres

    Updated Milwaukee Townhouse Duplex

    Updated duplex perfect for investors or first-time buyers.

    6555 N Bourbon St, Milwaukee, WI 53224
    View details
    Updated Milwaukee Triplex Potential
    $430,000
    0.09 Acres

    Updated Milwaukee Triplex Potential

    Updated triplex with Airbnb potential near Bay View amenities.

    1821 E Oklahoma Ave, Milwaukee, WI 53207
    View details
    Updated Bay View Income Property
    $430,000
    0.09 Acres

    Updated Bay View Income Property

    Updated duplex/triplex with Airbnb potential in the heart of Bay View.

    1821 E Oklahoma Ave, Milwaukee, WI 53207
    View details
    Versatile Downtown La Crosse Property
    $699,999
    7,400 SF

    Versatile Downtown La Crosse Property

    Historic property with event venue, office, and rental income.

    422 Main St, La Crosse, WI 54601
    View details
    Mixed-Use Investment Opportunity in Baldwin
    $1,500,000
    4,108 SF

    Mixed-Use Investment Opportunity in Baldwin

    3.14 acres with Airbnb, retail, event center, and land.

    1813 11th Avenue, Baldwin, WI 54002
    View details
    Mixed-Use Building with Storefront
    $215,000
    2,200 SF

    Mixed-Use Building with Storefront

    Mixed-use property featuring a storefront and residential unit.

    1717 Winter St, Superior, WI 54880
    View details
    Fitchburg Redevelopment Opportunity
    $5,990,000
    9.80 Acres

    Fitchburg Redevelopment Opportunity

    9.8-acre parcel with redevelopment potential in Fitchburg, WI.

    3080 COUNTY Road MM, Fitchburg, WI 53711
    View details
    Versatile Mixed-Use Investment Opportunity
    $1,500,000
    3.14 Acres

    Versatile Mixed-Use Investment Opportunity

    Six parcels totaling 3.14 acres in Baldwin, Wisconsin.

    1813 11th Avenue, Baldwin, WI 54002
    View details
    Winter, WI Investment Opportunity
    $299,900
    1.07 Acres

    Winter, WI Investment Opportunity

    Multifamily property near Tuscobia Trail, ideal for recreational enthusiasts.

    6628W MARION ST, Winter, WI 54896
    View details
    Short-Term Rental Portfolio in Warrens
    $1,975,500

    Short-Term Rental Portfolio in Warrens

    Lucrative short-term rental portfolio near Three Bears Resort.

    902 Yogi Circle, Warrens, WI 54666
    View details
    Winter WI Fourplex Investment Opportunity
    $299,900
    1.07 Acres

    Winter WI Fourplex Investment Opportunity

    Income-producing fourplex near Doc Smith Park and Tuscobia Trail.

    6628W MARION ST, Winter, WI 54896
    View details
    Oregon Triplex with Pool
    $799,000
    348.00 Acres

    Oregon Triplex with Pool

    Well-maintained triplex in Oregon, WI with income potential.

    270 Brook Street, Oregon, WI 53575
    View details
    Riverfront Duplex Ideal for Airbnb
    $425,000
    3,800 SF

    Riverfront Duplex Ideal for Airbnb

    Spacious duplex with river access, perfect for rental income.

    204 S Mill St, Albany, WI 53502
    View details
    Spacious Riverfront Duplex Opportunity
    $425,000
    3,800 SF

    Spacious Riverfront Duplex Opportunity

    Large duplex with river access, ideal for rental or conversion.

    204 South Mill Street, Albany, WI 53502
    View details
    Eagle River Resort Business Opportunity
    $1,195,000
    9.80 Acres

    Eagle River Resort Business Opportunity

    Thriving business with real estate on Sugar Camp Chain.

    8250 MAPLEWOOD LN, Eagle River, WI 54521
    View details
    Scandinavia Commercial Investment Opportunity
    $169,900
    2,010 SF

    Scandinavia Commercial Investment Opportunity

    Turn-key building with commercial tenant and successful Airbnb.

    320 N MAIN STREET, Scandinavia, WI 54977
    View details
    Turn-Key Duplex Near Lambeau Field
    $999,999
    2,048 SF

    Turn-Key Duplex Near Lambeau Field

    Duplex near Lambeau Field with high-end finishes and rental income.

    1839 S ONEIDA Street, Green Bay, WI 54304
    View details
    Historic Building with Business Opportunity
    $522,000

    Historic Building with Business Opportunity

    Charming building with restaurant, Airbnb, and conversion potential.

    400 Railroad Street, New Glarus, WI 53574
    View details
    Income-Generating Triplex with Private Pool
    $799,000

    Income-Generating Triplex with Private Pool

    Well-maintained triplex with income potential and a private pool.

    270 Brook Street, Oregon, WI 53575
    View details
    Versatile Mixed-Use Investment Opportunity
    $1,500,000
    4,500 SF

    Versatile Mixed-Use Investment Opportunity

    Six parcels totaling 3.14 acres with diverse potential.

    1813 11th Ave, Baldwin, WI 54002
    View details
    Student Housing Complex in Wausau
    $6,698,000
    75,000 SF

    Student Housing Complex in Wausau

    Premier student housing complex near Northcentral Technical College.

    1636 N 3rd Ave, Wausau, WI 54401
    View details
    Mixed-Use Building on Winter Street
    $215,000
    2,200 SF

    Mixed-Use Building on Winter Street

    Mixed-use building with storefront and apartment near downtown.

    1717 Winter Street, Superior, WI 54880
    View details

    Wisconsin Short Term Rental Properties Investment Opportunities Market Analysis

    Explore 28 short term rental properties for sale in Wisconsin, showcased through 28 active listings on our real estate platform. These investment opportunities span a total of 16,656,473 square feet of properties for sale, with an estimated market value of $15,983,698.

    Sale prices for short term rental properties in Wisconsin start at $169,900, averaging $998,981, and reaching up to $5,990,000 — 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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