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

Search Chicago Cottage Rentals from CA $306

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Check prices for these dates

In two weeks
Aug 21 - Aug 23
In two months
Oct 2 - Oct 4
In three months
Oct 30 - Nov 1
In four months
Nov 27 - Nov 29

Our top choices for Chicago cottages

House (3 Bedrooms) | Interior

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 CA $337
CA $662 total
includes taxes & fees
Aug 20 - Aug 21
Classic Forest Park Foursquare < 1 Mi to Blue Line
Property grounds

2. Little Fox Cottage - A Cozy Riverview Getaway

Little Fox Cottage - A Cozy Riverview Getaway
Fox River Grove
10.0 out of 10, Exceptional, (18 reviews)
"Host and amenities were great!"
United States
Jeff P.
The price is CA $195
CA $306 total
includes taxes & fees
Sep 7 - Sep 8
Little Fox Cottage - A Cozy Riverview Getaway
House (4 Bedrooms) | Interior

3. 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 CA $337
CA $1,254 total
includes taxes & fees
Aug 10 - Aug 11
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

Holiday Inn & Suites Chicago - Downtown by IHG

Holiday Inn & Suites Chicago - Downtown by IHG

10/10 Excellent
"Great stay! We enjoyed the pool, nice clean rooms and parking was so easy."
Cesar 1-night trip
Posted 1 hour ago
Holiday Inn & Suites Chicago - Downtown by IHG

Find out more about Chicago

Chicago Cottages information

Number of reviews
18
Accommodation
27 Cottages
Lowest Price
CA $306
Highest Price
CA $1,254

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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