Compare Chicago Cottage Rentals

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Featured Chicago Cottages

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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.

Chicago Beach Accommodation

    Sheraton Grand Chicago Riverwalk

    Sheraton Grand Chicago Riverwalk

    301 E North Water St, Chicago, IL
    $268 nightly
    The price is $314 total per night from Aug 4 to Aug 5
    $314 total
    Aug 4 - Aug 5
    Total includes taxes and fees
    8.2/10 Very Good! (1,380 reviews)

Hotel Options in Chicago

    Congress Plaza Hotel

    Congress Plaza Hotel

    520 South Michigan Avenue, Chicago, IL
    $179 nightly
    The price is $210 total per night from Jul 27 to Jul 28
    $210 total
    Jul 27 - Jul 28
    Total includes taxes and fees
    7.8/10 Good! (8,958 reviews)
    InterContinental Chicago Magnificent Mile by IHG

    InterContinental Chicago Magnificent Mile by IHG

    505 N Michigan Ave, Chicago, IL
    $231 nightly
    The price is $266 total per night from Aug 10 to Aug 11
    $266 total
    Aug 10 - Aug 11
    Total includes taxes and fees
    9/10 Wonderful! (2,026 reviews)
    Hilton Chicago/Magnificent Mile Suites

    Hilton Chicago/Magnificent Mile Suites

    198 E Delaware Pl, Chicago, IL
    $150 nightly
    The price is $177 total per night from Aug 10 to Aug 11
    $177 total
    Aug 10 - Aug 11
    Total includes taxes and fees
    8.8/10 Excellent! (2,428 reviews)

Cottages

Book a cottage in Chicago
Spend your next getaway treating yourself to a quieter, simpler way of life in a private cottage in Chicago. Cozy and charming, cottage rentals are the ideal spot when you want the comforts of home paired with a one-of-a-kind experience. They’re perfect for a single traveler looking for peace and quiet, or small groups who want to get to know Chicago better.

Cottage apartments in Chicago range from rustic to luxurious, with just about everything in between. Orbitz gives you the best deals on all of them.

Find the best cottages in Chicago
City cottages are great if you want a cozy, comfy place to stay without being far from the all the cool spots you want to check out. A cottage makes a great home base for a day filled with adventure in Chicago and the surrounding area. Not willing to give up all the comforts of a fine hotel? A luxury cottage turns up the charm while offering perks like room service, cable television, sunken spa tubs and housekeeping.

Stay in a Chicago cottage and swap busy days for peaceful evenings. Use the kitchenette or full kitchen to come up with a meal or reheat leftovers from your afternoon in Chicago. You may even be able to use a pool and laundry facilities. Whether you’re in the mood for quiet relaxation or a night on the town, a cottage puts you right where you want to be.

Chicago Cottages essential information

Accommodation
26 Cottages
Lowest Price
$177
Highest Price
$314
Popular accommodation
6 Mi to Naval Base: Spacious Waukegan Home w/ Yard, Des Plaines Vacation Rental w/ Spacious Backyard!, 8 Mi to Chicago: Oak Park Home w/ Fenced Backyard!, “The cottage” 2 bedrooms cozy and private home, Cozy Westmont Home: Walk to Metra Station!, 2 Mi to Northwestern: Updated Home w/ Game Room!, Home w/ Office + Yard: 25 Mi to Downtown Chicago!, Oak Park Home w/ Fire Pit - 5 Mi to Garfield Park!, Home w/ Fenced Yard: 13 Mi to Downtown Chicago!