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 16 - Oct 18
In two months
Nov 27 - Nov 29
In three months
Dec 25 - Dec 27
In four months
Jan 22 - Jan 24

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
$444 nightly
The price is $475
Sep 29 - Sep 30
Total with taxes and fees
Classic Forest Park Foursquare < 1 Mi to Blue Line
A residential area with a basketball hoop, stone steps, a red house, and a garage.

2. 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.
$198 nightly
The price is $210
Sep 29 - Sep 30
Total with taxes and fees
Little Fox Cottage - A Cozy Riverview Getaway
A covered deck with a table and chairs, overlooking a body of water.

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

Salem Vacation Home w/ Dock: Steps to Paddock Lake
3.0 star property
Salem
$773 nightly
The price is $816
Sep 30 - Oct 1
Total with taxes and fees
Salem Vacation Home w/ Dock: Steps to Paddock Lake
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

InterContinental Chicago Magnificent Mile by IHG

InterContinental Chicago Magnificent Mile by IHG

10/10 Excellent
"we were upgraded to a high floor corner room. It was lovely"
Phyllis 1-night trip
Posted less than an hour ago
InterContinental Chicago Magnificent Mile by IHG

Find out more about Chicago

Chicago Cottages information

Number of reviews
19
Accommodation
26 Cottages
Lowest Price
$210
Highest Price
$816

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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