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The Top 5 Airbnb Rentals in Chicago

Chicago Hotel
    The Top 5 Airbnb Rentals in Chicago

    Airbnb rents everything from European chalets to tiny homes, but some of its most profitable markets are here in the US. According to data from Smartasset, Chicago is Airbnb's third-most-profitable domestic market. An average Chicago two-bedroom rented through Airbnb generates an expected annual profit of $24,175. We obtained data of Airbnb's most profitable Chicago listings from Airdna, to find the top studio, one-, two-, three- and four-bedroom offerings.

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    Title: Stylish Loft with Pool Table & Hot Tub

    Bedrooms: Studio

    Annual Bookings: 131

    Nightly Rate: $99

    Annual Revenue: $42,117

    This studio near Clark and Division has a Queen size bed, island kitchen, Netflix and Hulu on the TV, and shared amenities including a game room with a pool table, a rooftop deck with outdoor hot tub, a fitness center and an Internet café.

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    One Bedroom

    One Bedroom

    Title: 40th Floor Unparalleled Luxury

    Bedrooms: 1

    Annual Bookings: 80

    Nightly Rate: $269

    Annual Revenue: $65,875

    This listing in a 50-story high-rise at 71 W Hubbard features a resort-style pool, an outdoor fire pit and BBQ area with outdoor TVs, and stunning views of downtown. Common amenities include a library, a rec room, a 24-hour gym and a private indoor movie theater.

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    Two Bedoom

    Two Bedoom

    Title: Luxury 2BR in Heart of Gold Coast

    Bedrooms: 2

    Annual Bookings: 109

    Nightly Rate: $225

    Annual Revenue: $73,705

    This listing on the 14th floor of the Bernardin apartments is steps from Michigan Avenue retail. The unit has a private balcony, two King size beds, two flat-screen TVs and an oversized tub. Common amenities include an outdoor pool and hot tub, outdoor grilling, a 24-hour fitness center and concierge service on-site.

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    Three Bedroom

    Three Bedroom

    Title: Amazing Rooftop Decks with Hot Tub

    Bedrooms: 3

    Annual Bookings: 58

    Nightly Rate: $499

    Annual Revenue: $96,816

    This three-bedroom, two-bath apartment overlooks Halsted Street (which makes for a bird's-eye view of the Pride Parade) and is walking distance from Wrigley Field. It has a 25-foot-wide floor plan, a Bluetooth shower head for streaming music, a balcony off the master bedroom, and a private sunning deck above the rooftop deck. Guests can access the decks, hot tub, grill and WiFi during their stay.


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    Four Bedroom

    Four Bedroom

    Title: The Historic Florsheim Mansion

    Bedrooms: 4+

    Annual Bookings: 22

    Nightly Rate: $1,255

    Annual Revenue: $86,040

    Built by architect Andrew Rebori in 1938, this place was bought by shoe heiress and sculptor Lillian Florsheim in 1946. This 4,500 SF home is actually two houses, a main home and a guest house. The main house has three bedrooms, three baths and a den. The guest house has two bedrooms, two baths, 20-foot ceilings and a hearth. The property contains a huge outdoor garden and lots of open gathering spaces.