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Check prices for these dates

In two weeks
26 Sept - 28 Sept
In one month
10 Oct - 12 Oct
In two months
7 Nov - 9 Nov
In three months
5 Dec - 7 Dec

Our top choices for Chicago cottages

Wildwood Camper: Grill, Firepit & Pets OK
Floor plan

Wildwood Camper: Grill, Firepit & Pets OK

2.0 star property
The price is HK$968
HK$1,989 total
includes taxes & fees
17 Sept - 18 Sept
Wildwood Camper: Grill, Firepit & Pets OK
Salem Vacation Home w/ Dock: Steps to Paddock Lake
Interior

Salem Vacation Home w/ Dock: Steps to Paddock Lake

3.0 star property
The price is HK$1,684
HK$5,227 total
includes taxes & fees
10 Sept - 11 Sept
Salem Vacation Home w/ Dock: Steps to Paddock Lake
Pet Friendly ($50) 2b/1b Cottage with large yard just off the lake!
Exterior

Pet Friendly ($50) 2b/1b Cottage with large yard just off the lake!

10.0 out of 10, Exceptional, (5)
"A pleasant and welcoming vibe near the lake. Very clean. Lots of special touches. Caring and attentive host. We would stay here again. "
The price is HK$866
HK$2,892 total
includes taxes & fees
30 Sept - 1 Oct
Pet Friendly ($50) 2b/1b Cottage with large yard just off the lake!
Little Fox Cottage - A Cozy Riverview Getaway
Property grounds

Little Fox Cottage - A Cozy Riverview Getaway

10.0 out of 10, Exceptional, (15)
"Really great place, the host thought of all the little things you would need which really makes it home away from home!"
The price is HK$1,521
HK$2,198 total
includes taxes & fees
30 Sept - 1 Oct
Little Fox Cottage - A Cozy Riverview Getaway
Spacious 3BR House With Firepit & Grill, Near Beach
Front of property

Spacious 3BR House With Firepit & Grill, Near Beach

2.0 star property
5.0 out of 10, (2)
"It is a beautiful residence. This is a relatively new residence, evidenced by all the brand new with tags furniture, lamps, appliances etc. No internet or cable, which was sort of a downer. Did not get the code until 15 minutes after check in time. No coffee or silverware. We only found one spoon. "
The price is HK$2,104
HK$3,526 total
includes taxes & fees
18 Sept - 19 Sept
Spacious 3BR House With Firepit & Grill, Near Beach
Cozy Cabin w/ Loft, Grill & Fire Pit
Floor plan

Cozy Cabin w/ Loft, Grill & Fire Pit

2.0 star property
4.0 out of 10, (1)
"No curtains at all. Small window air conditioning that doesn't cool the whole cabin down. Sketchy ladder screwed into the wall to got to the loft. Any mobility issues beware. Wifi has no internet. Was there less than 30 minutes no reund offered. It is new and clean. "
The price is HK$1,583
HK$2,941 total
includes taxes & fees
14 Sept - 15 Sept
Cozy Cabin w/ Loft, Grill & Fire Pit
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

Find out more about Chicago

Find out more about Chicago

Chicago Cottages information

Number of reviews
Accommodation
26 Cottages
Lowest Price
Highest Price

Frequently asked questions

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