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    Illinois Short Term Rental Properties for Sale

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    59 properties
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    Historic Duplex with Short-Term Rental
    Updated: Jun 30
    Historic Duplex with Short-Term Rental

    209 S Prospect Street, Galena, IL 61036

    $850,000
    4,608 sqft
    4,608 square feet arranged as two separate residences
    Each residence offers 3 bedrooms and 3 bathrooms
    City of Galena short‑term rental license for 4‑person occupancy
    Built in 1900 with Federal‑style brick construction and Greek Revival influences
    Elevated setting with panoramic views across Galena and surrounding countryside
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    12-Unit Resort Property
    Updated: Aug 28
    12-Unit Resort Property

    24366 Payne Road, Shannon, IL 61078

    $1,200,000
    2,720 sqft 10.00 AC lot
    12 individual rental units across four duplex‑style buildings and four individual cabins
    10‑acre resort property with approximately 3.5+/- acres of open space along the south side
    Mixed‑use office/shop building with approximately 1,520 sq. ft. of shop space and 1,200 sq. ft. of living space
    Interconnected driveways, designated parking areas, walking paths, and communal shelter/pavilion
    Year‑round rental operation with more than 20 years of operating history
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    6-Unit Riverfront Short-Term Rental
    6-Unit Riverfront Short-Term Rental

    1435 W Main Street, Grafton, IL 62037

    $750,000
    2,865 sqft 0.45 AC lot

    Nightly rental property with covered decks, outdoor gathering space, and public water and sewer service.

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    Turnkey Short-Term Rental Event Property
    Turnkey Short-Term Rental Event Property

    798 Karbers Ridge Rd, Elizabethtown, IL 62931

    $1,800,000
    5,600 sqft 88.00 AC lot

    Turnkey short-term rental and event property with a lodge-style home, partially finished pole barn, and seven rental units.

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    Historic Four-Unit Guest House
    Historic Four-Unit Guest House

    617 State Street, Alton, IL 62002

    $495,000
    4,300 sqft 0.21 AC lot

    Fully furnished hospitality property with separate kitchens and appliances in each living unit.

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    Remodeled Duplex with Attached Garage
    Remodeled Duplex with Attached Garage

    920 E Beaumont Avenue, Greenville, IL 62246

    $280,000
    2,069 sqft 0.72 AC lot

    Two separate units offer flexible short-term rental, long-term leasing, or owner-occupancy arrangements.

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    Mixed-Use Property with Airbnb
    Mixed-Use Property with Airbnb

    126 S Main Street, Stockton, IL 61085

    $119,000
    2,228 sqft 0.08 AC lot

    Two-level commercial property combines furnished short-term lodging with flexible office or retail space.

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    Two-Story Mixed-Use Building
    Two-Story Mixed-Use Building

    902 N Main St, Princeton, IL 61356

    $299,000
    9,200 sqft

    Two floors combine commercial areas with rental units and substantial building updates.

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    Waterfront Short-Term Rental Compound
    Waterfront Short-Term Rental Compound

    27717 W Grass Lake Drive, Spring Grove, IL 60081

    $749,900
    1.13 AC lot

    Three furnished units support short-term rental operations, personal use, or a combined ownership arrangement.

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    Furnished Triplex with Recent Updates
    Furnished Triplex with Recent Updates

    1136 N 8TH Street, Quincy, IL 62301

    $199,900
    0.27 AC lot

    Three-unit residential property with furnished units, separate gas and electric meters, and extensive improvements completed since 2022.

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    Remodeled Duplex with Attached Garage
    Remodeled Duplex with Attached Garage

    920 E Beaumont Ave, Greenville, IL 62246

    $280,000
    2,069 sqft

    The two-unit layout accommodates short-term rentals, long-term tenants, or owner occupancy with rental income.

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    Brick Triplex with Coach House
    Brick Triplex with Coach House

    214 Chicago Avenue, Oak Park, IL 60302

    $1,150,000
    0.14 AC lot

    Oak Park property combines three apartments, a renovated coach house, basement laundry, and a detached garage.

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    Mixed-Use Building with Rooftop Bar
    Mixed-Use Building with Rooftop Bar

    140 Washington Square, Washington, IL 61571

    $4,900,000
    0.11 AC lot

    Brick downtown property combines restaurant, brew pub, rooftop bar, and four short-term rental units.

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

    815 North Milwaukee Avenue, Chicago, IL 60642

    $1,450,000
    2,500 sqft

    Standalone commercial property with loft space, full basement, private rooftop, and access to nearby Blue Line transit.

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    Furnished Mixed-Use Property
    Furnished Mixed-Use Property

    815 N MILWAUKEE Avenue, Chicago, IL 60622

    $1,450,000
    0.06 AC lot

    Standalone commercial property with loft space, basement storage, and a private rooftop area.

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    Renovated Brick Triplex
    Renovated Brick Triplex

    6835 S Clyde Avenue, Chicago, IL 60649

    $749,900
    0.08 AC lot

    Fully renovated multifamily property with three spacious residences, a basement, detached garage, and outdoor space.

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    Mixed-Use Building with Rooftop Bar
    Mixed-Use Building with Rooftop Bar

    140 Washington Sq, Washington, IL 61571

    $4,900,000
    10,510 sqft

    Renovated hospitality and residential spaces combine restaurant, brew pub, rooftop, and short-term rental uses.

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    Updated Georgian Triplex
    Updated Georgian Triplex

    4836 S Dorchester Avenue, Chicago, IL 60615

    $925,000

    Brick three-unit property with a front porch, fenced grounds, public utilities, and a mix of original and updated interior finishes.

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    Restaurant and Residential Building
    Restaurant and Residential Building

    10 E CHESTER ST, Champaign, IL 61820

    Contact for pricing
    7,000 sqft

    Two-level property combines an established restaurant with a large two-bedroom residential unit.

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    Historic Mixed-Use Building
    Historic Mixed-Use Building

    902 N Main Street, Princeton, IL 61356

    $299,000
    0.11 AC lot

    Two-story commercial property with adaptable interior areas, rental accommodations, and prominent street-facing glazing in Princeton’s Art District.

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    Front and Rear Access Office Rental
    Front and Rear Access Office Rental

    126 S Main St, Stockton, IL 61085

    Contact for pricing
    2,228 sqft

    Main-level office layout with four rooms and half bath, plus furnished upstairs two-bedroom Airbnb with kitchen and porch.

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    Brick Duplex with In-Unit Laundry
    Brick Duplex with In-Unit Laundry

    5632 S Wabash Avenue, Chicago, IL 60637

    $299,999
    0.09 AC lot

    Two residences feature three bedrooms and one full bathroom each.

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    Two-Level Brewery and Concert Venue
    Two-Level Brewery and Concert Venue

    18967 US-51, Elkville, IL 62932

    Contact for pricing
    23,500 sqft 7.37 AC lot

    Includes a banquet hall, beer garden, commercial kitchen, and furnished short-term rental suites.

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    Three-Unit Building with Rear Decks
    Three-Unit Building with Rear Decks

    2516 W Lyndale Street, Chicago, IL 60647

    $1,045,000

    Legal triplex with updated interiors, separate HVAC systems, laundry, storage, and gated off-street parking.

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    Illinois Short Term Rental Properties Market Trends and Statistics

    Explore 59 short term rental properties for sale in Illinois, showcased through 59 active listings on our real estate platform. These investment opportunities span a total of 129,200 square feet of properties for sale, with an estimated market value of $30,299,850.

    Sale prices for short term rental properties in Illinois start at $119,000, averaging $1,009,995, and reaching up to $4,900,000 — 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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