A river with a yellow boat, surrounded by tall buildings and a bridge.

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Check prices for these dates

In two weeks
Oct 30 - Nov 1
In two months
Dec 11 - Dec 13
In three months
Jan 8 - Jan 10
In four months
Feb 5 - Feb 7

Our top choices for Chicago cottages

A two-story house with a front porch, a staircase leading to the second floor, and a well-maintained garden.

1. Classic Forest Park Foursquare < 1 Mi to Blue Line

Classic Forest Park Foursquare < 1 Mi to Blue Line
3.0 star property
Forest Park
The price is ￥38,255
￥75,061 total
includes taxes & fees
Oct 18 - Oct 19
Classic Forest Park Foursquare < 1 Mi to Blue Line
A covered deck with a table and chairs, overlooking a body of water.

2. Salem Vacation Home w/ Dock: Steps to Paddock Lake

Salem Vacation Home w/ Dock: Steps to Paddock Lake
3.0 star property
Salem
The price is ￥25,767
￥128,988 total
includes taxes & fees
Oct 17 - Oct 18
Salem Vacation Home w/ Dock: Steps to Paddock Lake
A residential area with a basketball hoop, stone steps, a red house, and a garage.

3. Little Fox Cottage - A Cozy Riverview Getaway

Little Fox Cottage - A Cozy Riverview Getaway
Fox River Grove
10.0 out of 10, Exceptional, (19 reviews)
"Host and amenities were great!"
United States
Jeff P.
The price is ￥17,784
￥29,738 total
includes taxes & fees
Oct 19 - Oct 20
Little Fox Cottage - A Cozy Riverview Getaway
A two-story house with a front porch, a chimney, and a small front yard with two bushes.

4. 1 Mi to Dtwn Elgin: Dutch Colonial w/ Lovely Patio

1 Mi to Dtwn Elgin: Dutch Colonial w/ Lovely Patio
3.0 star property
Elgin
1 Mi to Dtwn Elgin: Dutch Colonial w/ Lovely Patio
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 O'Hare Airport

Hilton Chicago O'Hare Airport

8/10 Good
"veru convenient for early flights from share."
arvind 1-night trip
Posted less than an hour ago
Hilton Chicago O'Hare Airport

Find out more about Chicago

Chicago Cottages information

Number of reviews
19
Accommodation
27 Cottages
Lowest Price
￥29,738
Highest Price
￥128,988

Frequently asked questions

Why book your cottage in Chicago with Expedia?
Expedia has some wonderful cottages in Chicago, so start packing for an unforgettable vacation 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.

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