Compare Chicago Guest House Rentals

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Featured Guest Houses in Chicago

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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Hotel Options in Chicago

    Congress Plaza Hotel

    Congress Plaza Hotel

    520 South Michigan Avenue, Chicago, IL
    The price is $179 per night from Aug 25 to Aug 26
    $179
    includes taxes & fees
    $152 per night
    Aug 25 - Aug 26
    7.6/10 Good! (7,419 reviews)
    River Hotel

    River Hotel

    75 East Wacker Drive, Chicago, IL
    The price is $175 per night from Aug 26 to Aug 27
    $175
    includes taxes & fees
    $149 per night
    Aug 26 - Aug 27
    8.6/10 Excellent! (3,125 reviews)
    Palmer House a Hilton Hotel

    Palmer House a Hilton Hotel

    17 E Monroe St, Chicago, IL
    The price is $237 per night from Aug 23 to Aug 24
    $237
    includes taxes & fees
    $205 per night
    Aug 23 - Aug 24
    8/10 Very Good! (1,365 reviews)

Chicago guest houses give you a warm welcome to the Windy City

Chicago lies next to Lake Michigan, Illinois. It’s a city famous for its architecture, music and seriously trendy shopping malls. It never fails to impress visitors, and Chicago guest houses are ideally located for travelers to enjoy all that the “Windy City” has to offer.

About Chicago guest houses

Whether you want to take in some Chicago Blues in downtown, or gain a bird’s eye view of the city from Sear’s Tower, you’ve got everything right on your doorstep. Most Chicago guest houses are centrally located, meaning you never have to go too far to find a bar, a place to eat, attractions for children, or top shopping spots.

Expect spacious, comfortable guest rooms in your Chicago guest house, free Wi-Fi, a laundry service, excellent food and room service facilities, and that all-important expert local knowledge.

Shopping

Chicago is a large city with excellent shopping malls and boutique stores. Visit Michigan Avenue for major brand flagship stores, or if you are after something quirky and unique, Randolph Street Market is the place to go. Don’t miss the opportunity to visit State Street, with its stunning 19th-century architecture and high-end boutiques. It also boasts the world’s second-largest department store, Macy’s.

Chicago guest houses are within easy reach of all these locations, so you won’t have too far to carry those heavy shopping bags.

Tourist attractions

Visitor attractions in Chicago range from sophisticated art galleries to kid-friendly theme parks. For a free day out, visit the city’s inland beaches. Chicago is also brimming with culture. Make sure to visit the Museum of Contemporary Art, which has one of the country’s most extensive collections of modern art. The Wrigley Field Baseball Stadium is a must-see for sports fans. Built in 1914, it’s an iconic piece of architectural design.

Getting around

Although Chicago is a large city, the central location of most Chicago guest houses means you can easily enjoy all there is to see on foot. To explore a little further out, hop onto Chicago’s subway system, or hire a car from one of the many vehicle rental offices located across the city.

Chicago Guest Houses essential information

Accommodation
9 Guest Houses
Lowest Price
$175
Highest Price
$509
Popular accommodation
Mccormick Place Guest House, Villa Dubois Guest House, Wrigleyville Inn, MultiManor: A Renovated Bucktown Coach House, Villa Christina, Oakwood at 73 E. LAKE, A5 Luxurious Garden Unit Near Chicago, Oakwood at AMLI RIVER NORTH, Oakwood Chicago River North