Add Listing
    For Sale
    • For Sale
    • For Lease
    • Recently Sold
    • Property Lookup
    • Brokers
    Residential Income
    1
    • Retail
    • Office
    • Residential Income
    • Restaurants
    • Industrial
    • Mixed-Use
    • Hospitality
    • Health Care
    • Sports & Entertainment
    • Land
    • Agricultural
    • Specialty
    Price
    Price range
    $
    $
    Size
    Property size / sq.ft.
    AI Search

    Meet Realmo: The Largest Hub
    of Commercial Real     Estate in the US

    Over 1 million active listings and over 150 million property profiles

    Illinois Short Term Rental Properties for Sale

    List
    Map
    Chicago, IL Springfield, IL Hoffman Estates, IL
    31 results
    Contemporary Multifamily Property in Chicago
    $850,000

    Contemporary Multifamily Property in Chicago

    2832 W WILCOX Street, Chicago, IL 60612

    Move-in ready duplex in West Loop, ideal for investors.

    • Flexible 2‑flat design allows for varied living arrangements or rental income.
    • Move‑in ready, new construction with contemporary design and high‑end finishes.
    • Spacious duplex‑up owner's unit featuring 3 beds, 2.5 baths, 2100 sq ft, open concept layout, fireplace, professional grade kitchen, and luxurious primary suite.
    • English garden level rental unit (2 bed, 2 bath, 1050 sq ft) with private side entry and full kitchen.
    • Dual primary suites, HVAC systems, laundry centers, and kitchens offer maximum flexibility.
    Updated: Mar 24
    View details
    Turnkey Furnished Rental Portfolio
    $320,000

    Turnkey Furnished Rental Portfolio

    718 Seminary, Rockford, IL 61104

    Fully occupied 6-unit rental property with proven income.

    • Turnkey furnished 6‑unit rental portfolio with consistent occupancy.
    • Proven income: Approximately $115,200 effective gross income and $100,680 Net Operating Income.
    • Excellent tenant reviews and well‑established reputation.
    • Fully furnished units catering to travel professionals and extended‑stay tenants.
    • Professionally managed with immediate cash flow.
    Updated: Apr 6
    View details
    Turnkey Furnished Rental Portfolio
    $320,000

    Turnkey Furnished Rental Portfolio

    Fully occupied 2-unit rental property with proven income.

    712 Seminary, Rockford, IL 61104
    View details
    Ottawa Multifamily Investment Opportunity
    $360,000
    0.32 Acres

    Ottawa Multifamily Investment Opportunity

    Four-unit multifamily property with potential for a fifth unit.

    621 Chapel Street, Ottawa, IL 61350
    View details
    Two-Unit Brick Building in Chicago
    $324,500
    0.09 Acres

    Two-Unit Brick Building in Chicago

    Well-maintained two-unit building with income potential in Chicago.

    5632 S Wabash Avenue, Chicago, IL 60637
    View details
    Six-Unit Multifamily Investment Opportunity
    $595,000
    0.07 Acres

    Six-Unit Multifamily Investment Opportunity

    Well-maintained Chicago multifamily property with income potential.

    8624 S Maryland Avenue, Chicago, IL 60619
    View details
    Furnished Historic Apartment Building Investment
    $675,000

    Furnished Historic Apartment Building Investment

    Turnkey, furnished 12-unit apartment building with income potential.

    520 E S Grand Avenue, Springfield, IL 62703
    View details
    Furnished Historic Apartment Building Investment
    $675,000

    Furnished Historic Apartment Building Investment

    Well-maintained, fully furnished 12-unit building in Springfield, Illinois.

    520 E S Grand Avenue, Springfield, IL 62703
    View details
    Chicago Multifamily Investment Opportunity
    $525,000

    Chicago Multifamily Investment Opportunity

    Well-maintained 2-unit building with income potential near DePaul University.

    1903 W Fullerton Avenue, Chicago, IL 60614
    View details
    Chicago Two-Unit Flat Opportunity
    $344,900

    Chicago Two-Unit Flat Opportunity

    Solid brick 2-unit flat in Grand Crossing neighborhood.

    7140 S Eberhart Avenue, Chicago, IL 60619
    View details
    Budlong Woods Multi-Unit Property
    $999,900
    0.09 Acres

    Budlong Woods Multi-Unit Property

    Impeccably maintained multi-unit property in Budlong Woods.

    5429 N Campbell Avenue, Chicago, IL 60625
    View details
    Victorian Three-Flat in Oak Park
    $723,000

    Victorian Three-Flat in Oak Park

    Charming Victorian three-flat in Oak Park's historic district.

    227 N MARION Street, Oak Park, IL 60302
    View details
    Renovated Duplex with Income Potential
    $520,000

    Renovated Duplex with Income Potential

    Fully renovated duplex in Berwyn with immediate income potential.

    2108 Highland Avenue, Berwyn, IL 60402
    View details
    Two Homes, One Property
    $404,900
    0.67 Acres

    Two Homes, One Property

    Two separate homes on a .67 acre lot.

    11471 W Leland Avenue, Beach Park, IL 60099
    View details
    Wicker Park Income Property
    $950,000
    0.05 Acres

    Wicker Park Income Property

    Turnkey income-producing property in Wicker Park with Airbnb potential.

    1730 W Beach Avenue, Chicago, IL 60622
    View details
    Chicago Multifamily Investment Opportunity
    $945,000

    Chicago Multifamily Investment Opportunity

    Updated multifamily property in booming East Humboldt Park.

    843 N Francisco Avenue, Chicago, IL 60622
    View details
    Tangled Roots Investment Opportunity
    $5,099,999
    0.11 Acres

    Tangled Roots Investment Opportunity

    Multifaceted commercial hub with restaurant, brew pub, and Airbnb units.

    140 Washington Square, Washington, IL 61571
    View details
    Two-Story Commercial Building in Washington
    $209,900
    0.12 Acres

    Two-Story Commercial Building in Washington

    Two-story commercial building with renovation potential in Washington, Illinois.

    120 Walnut Street, Washington, IL 61571
    View details
    Multi-Unit Building Near Logan Square
    $785,000

    Multi-Unit Building Near Logan Square

    Meticulously maintained multi-unit building near public transportation and local dining.

    3036 N Kedzie Avenue, Chicago, IL 60618
    View details
    Beverly Mixed-Use Investment Opportunity
    $945,000
    6,250 SF

    Beverly Mixed-Use Investment Opportunity

    Renovated Chicago mixed-use building with restaurant, office, and residential units.

    2022 W 95th Street, Chicago, IL 60643
    View details
    Multi-Use Commercial Property, Stockton, IL
    $125,000

    Multi-Use Commercial Property, Stockton, IL

    Income potential and flexibility in Stockton, Illinois.

    126 S Main, Stockton, IL 61085
    View details
    River North Mixed-Use Investment Opportunity
    $2,150,000

    River North Mixed-Use Investment Opportunity

    Income-producing property with five units, billboard income, and shared patio.

    642 North Dearborn Street, Chicago, IL 60654
    View details
    River North Mixed-Use Investment Property
    $2,150,000

    River North Mixed-Use Investment Property

    Income-producing property with five units, billboard income, and shared patio.

    642 North Dearborn Street, Chicago, IL 60654
    View details
    Riverfront Tiny Home Community
    $135,000

    Riverfront Tiny Home Community

    Investment opportunity near Mississippi River with tiny homes and amenities.

    207 Railroad Street, New Boston, IL 61272
    View details

    Illinois Short Term Rental Properties Investment Opportunities Market Analysis

    Explore 31 short term rental properties for sale in Illinois, showcased through 31 active listings on our real estate platform. These investment opportunities span a total of 70,916 square feet of properties for sale, with an estimated market value of $9,869,199.

    Sale prices for short term rental properties in Illinois start at $209,900, averaging $1,096,577, and reaching up to $5,099,999 — offering options for a variety of budgets and business needs. Daily updated analytics ensure you stay ahead with the latest data and market trends.

    List
    Map

    Short term rental properties by market

    Popular cities

    Popular Categories

    Select Neighborhood

    Google sign-in failed. Please try again or use another login method.
    Sign Up Successful!
    You now have access to more from Realmo!