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    Wisconsin Short Term Rental Properties for Sale

    29 results
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    Versatile Downtown La Crosse Property
    $749,000
    7,400 SF

    Versatile Downtown La Crosse Property

    422 Main St, La Crosse, WI 54601

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

    • Prime downtown La Crosse location, steps from restaurants, nightlife, and the riverfront.
    • Proven income‑generating luxury apartment (short‑term rental) at 424 Main.
    • Versatile space suitable for event venue or reimagining for other uses.
    • Includes stage, lighting, bar, and kitchen equipment (negotiable).
    • Corner office suite included.
    Updated: Feb 10
    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: Feb 23
    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
    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 St, Green Bay, WI 54304
    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
    Waterloo Multifamily Investment Property
    $339,900
    1,987 SF

    Waterloo Multifamily Investment Property

    Versatile investment property near downtown cafes, stores, and parks.

    355 W Madison St, Waterloo, WI 53594
    View details
    Renovated Mixed-Use Building in Hustisford
    $274,900
    2,588 SF

    Renovated Mixed-Use Building in Hustisford

    Remodeled commercial/mixed-use building with apartment and business space.

    109 S Lake St, Hustisford, WI 53034
    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
    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
    Driftless Area Short Term Rental Resort
    $4,800,000
    14.00 Acres

    Driftless Area Short Term Rental Resort

    Income-producing short-term rental resort with land and panoramic views.

    N7703 Wanlass Rd, Mindoro, WI 54644
    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
    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
    Oregon Triplex with Income Potential
    $799,000
    348.00 Acres

    Oregon Triplex with Income Potential

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

    270 Brook St, Oregon, WI 53575
    View details
    Short-Term Rental Portfolio in Warrens
    $2,349,500

    Short-Term Rental Portfolio in Warrens

    Lucrative short-term rental portfolio near Three Bears Resort.

    902 Yogi Cir, Warrens, WI 54666
    View details
    Scandinavia, WI Investment Opportunity
    $169,900
    2,010 SF

    Scandinavia, WI Investment Opportunity

    Turnkey mixed-use building with commercial tenant and Airbnb unit.

    320 N Main St, Scandinavia, WI 54977
    View details
    Luxury Condo in Downtown Fontana
    $1,295,000
    2,528 SF

    Luxury Condo in Downtown Fontana

    New construction condo with short-term rental potential in Fontana.

    567 Mill St, Fontana, WI 53125
    View details
    Resort-Style Condo in Wisconsin Dells
    Contact for pricing

    Resort-Style Condo in Wisconsin Dells

    Condo with water views, near Sundara, resort-style amenities.

    1093 Canyon Rd, Wisconsin Dells, WI 53965
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    Commodore Unit with Two Baths
    Contact for pricing

    Commodore Unit with Two Baths

    Turn-key, fully furnished unit with White River views.

    111 Center St, Lake Geneva, WI 53147
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    Investor Duplex Near Lake Winnebago
    Contact for pricing

    Investor Duplex Near Lake Winnebago

    Duplex near Lake Winnebago with rental or Airbnb potential.

    356 W 11Th Ave, Oshkosh, WI 54902
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    New Construction Door County Retreat
    Contact for pricing

    New Construction Door County Retreat

    Built in 2024, wooded lot, near lakeside amenities.

    6280 Breezewood Ln, Sturgeon Bay, WI 54235
    View details
    Furnished Condo with Geneva Lake Views
    $249,000

    Furnished Condo with Geneva Lake Views

    Turnkey 2-bedroom condo near Fontana amenities with lake views.

    227 Dewey Ave, Fontana, WI 53125
    View details
    Side-by-Side Duplex Near Colleges
    Contact for pricing

    Side-by-Side Duplex Near Colleges

    Duplex near colleges, ideal for owner-occupants or investors.

    614-616 S Linden Ave, Marshfield, WI 54449
    View details
    Lakefront 1-Bedroom Unit
    Contact for pricing
    990 SF

    Lakefront 1-Bedroom Unit

    Charming 1-bedroom unit with direct lake access.

    150 Summit Beach Dr, Algoma, WI 54201
    View details
    Luxury Condo in Downtown Fontana
    $995,000

    Luxury Condo in Downtown Fontana

    New construction condo with short-term rental potential near Abbey Resort.

    571 Mill St, Fontana, WI 53125
    View details

    Wisconsin Short Term Rental Properties Investment Opportunities Market Analysis

    Explore 29 short term rental properties for sale in Wisconsin, showcased through 29 active listings on our real estate platform. These investment opportunities span a total of 16,353,295 square feet of properties for sale, with an estimated market value of $11,787,399.

    Sale prices for short term rental properties in Wisconsin start at $159,900, averaging $785,826, and reaching up to $4,800,000 — 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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