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
Aug 7 - Aug 9
In two months
Sep 18 - Sep 20
In three months
Oct 16 - Oct 18
In four months
Nov 13 - Nov 15

Our top choices for Chicago cottages

House (4 Bedrooms) | Interior

Salem Vacation Home w/ Dock: Steps to Paddock Lake

Salem Vacation Home w/ Dock: Steps to Paddock Lake
3.0 star property
Salem
$852 nightly
The price is $899
Jul 26 - Jul 27
Total with taxes and fees
Salem Vacation Home w/ Dock: Steps to Paddock Lake
Beach nearby, sun loungers, beach towels

Fun w/Loft! Beach ~Nature Trails ~Grill~ Firepit ~Indiana Dunes National Park

Fun w/Loft! Beach ~Nature Trails ~Grill~ Firepit ~Indiana Dunes National Park
Miller Beach
10.0 out of 10, Exceptional, (54 reviews)
"Great place to stay with beach 3 blocks away with very little traffic so walking with kids is not stressful. Lake Michigan was wonderful. Amenities at property were next to none very thoughtful host with all beach apparel available to use. Wonderful stay"
United States
Kimberly
$1,009 nightly
The price is $1,130
Jul 31 - Aug 1
Total with taxes and fees
Fun w/Loft! Beach ~Nature Trails ~Grill~ Firepit ~Indiana Dunes National Park
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

The Chicago Hotel Collection Ambassador Gold Coast

The Chicago Hotel Collection Ambassador Gold Coast

10/10 Excellent
"The bar staff and manager were the absolute BEST!!! Thank you so much for trying so hard to find the random items I wanted for cocktails!!! Everything we had was very well done and made with utmost care! Absolutely A+++!!!"
Michael 3-night trip
Posted 1 hour ago
The Chicago Hotel Collection Ambassador Gold Coast

Find out more about Chicago

Chicago Cottages information

Number of reviews
54
Accommodation
24 Cottages
Lowest Price
$899
Highest Price
$1,130

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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