Search Cottages in Chicago

Start date: Check-in selected.
To Date
End date: Check-out

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
14 Nov - 16 Nov
In two weeks
21 Nov - 23 Nov
In one month
5 Dec - 7 Dec
In two months
2 Jan - 4 Jan

Cottages in Chicago

House (3 Bedrooms) | Interior
Classic Forest Park Foursquare < 1 Mi to Blue Line
Classic Forest Park Foursquare < 1 Mi to Blue Line
3.0 star property
The price is AED 639
AED 1,415 total
includes taxes & fees
9 Nov - 10 Nov
Classic Forest Park Foursquare < 1 Mi to Blue Line
House (3 Bedrooms) | Floor plan
Spacious 3BR Home Firepit & Grill
Spacious 3BR Home Firepit & Grill
2.0 star property
The price is AED 507
AED 1,471 total
includes taxes & fees
6 Nov - 7 Nov
Spacious 3BR Home Firepit & Grill
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
The price is AED 437
AED 2,090 total
includes taxes & fees
16 Nov - 17 Nov
Salem Vacation Home w/ Dock: Steps to Paddock Lake
Property grounds
Little Fox Cottage - A Cozy Riverview Getaway
Little Fox Cottage - A Cozy Riverview Getaway
10.0 out of 10, Exceptional, (15)
"Great place if you want to get away. Clean and cozy with a lot of nice little touches."
United States
Tim A.
The price is AED 463
AED 759 total
includes taxes & fees
6 Nov - 7 Nov
Little Fox Cottage - A Cozy Riverview Getaway
Front of property
Spacious 3BR House With Firepit & Grill, Near Beach
Spacious 3BR House With Firepit & Grill, Near Beach
2.0 star property
5.0 out of 10, (2)
"While this is a nice property on the inside, there were still a few issues we ran into while staying there. The pillows smelled like cigarette smoke, there weren’t really any dishes to use, and there’s only three beds for what was a 10 person booking. The biggest issue of all was the WiFi. We were unable to connect the TV so there wasn’t entertainment, you can only connect up to 5 devices at a time (again, this is a 10 person booking) and even when connected the internet didn’t run on the...
United States
Mikeba
The price is AED 507
AED 1,288 total
includes taxes & fees
6 Nov - 7 Nov
Spacious 3BR House With Firepit & Grill, Near Beach
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Chicago Hotel Reviews

Embassy Suites by Hilton Chicago Downtown River North

Embassy Suites by Hilton Chicago Downtown River North

10/10 Excellent
"awesome experience "
maddix 3-night trip
Posted 9 hours ago
Embassy Suites by Hilton Chicago Downtown River North

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.