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Check prices for these dates

In two weeks
30 Jan - 1 Feb
In two months
13 Mar - 15 Mar
In three months
10 Apr - 12 Apr
In four months
8 May - 10 May

Our top choices for Chicago cottages

House (3 Bedrooms) | Interior

Cottage in Forest Park

Classic Forest Park Foursquare < 1 Mi to Blue Line
3.0 star property
Classic Forest Park Foursquare < 1 Mi to Blue Line
House (4 Bedrooms) | Interior

Cottage in Salem

Salem Vacation Home w/ Dock: Steps to Paddock Lake
3.0 star property
The price is €559
includes taxes & fees
18 Jan - 19 Jan
Salem Vacation Home w/ Dock: Steps to Paddock Lake
Property grounds

Cottage in Fox River Grove

Little Fox Cottage - A Cozy Riverview Getaway
10.0 out of 10, Exceptional, (17 reviews)
"The perfect place for a quiet winter weekend getaway. Relax and enjoy!"
United States
Kelly F.
The price is €193
includes taxes & fees
18 Jan - 19 Jan
Little Fox Cottage - A Cozy Riverview Getaway
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.
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Top Chicago Hotel Reviews

Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites

10/10 Excellent
"10/10"
Ivan 1-night trip
Posted 1 day ago
Hilton Chicago/Magnificent Mile Suites

Find out more about Chicago

Chicago Cottages information

Number of reviews
15
Accommodation
29 Cottages
Lowest Price
€193
Highest Price
€559

Frequently asked questions

Why book your cottage in Chicago with Expedia?
Expedia has some wonderful cottages in Chicago, so start packing for an unforgettable holiday on nature's doorstep. If you need to stick to a budget, click on how much you'd like to spend and your preferred property star rating. Or, make the most of our filters to search for cottages with free WiFi or a pool. We'll help you find the perfect fit whatever your style of travel or plans.
How can I find cheap cottages in Chicago?
An excellent way to compare cheap cottages in Chicago is with Expedia's user-friendly filter tool. Refine your search results by amenities, budget and star rating to take advantage of awesome bargains with only a few clicks.
What is there to do in Chicago near my cottage?
Chicago has enough activities and experiences to keep you going for weeks, beginning with Anna and Frederick Douglass Park. Grant Park, Marquette Park and Midway Plaisance are other popular attractions. If you're hanging around a while, Ernest Hemingway Museum and House and Bridgehouse and Chicago River Museum are great additions to your itinerary.