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Featured Chicago Cottages

Amazing Summer Lake Escape in our Waterfront Cottage!!!
Amazing Summer Lake Escape in our Waterfront Cottage!!!
Ingleside, IL
At this cottage, guests have access to a garden.
A Diamond in the Rough
A Diamond in the Rough
Fox Lake, IL
This cottage features a water park and barbecue grills.
Cute Waterfront Cottage On Long Lake W/ 50 Foot Private Dock & Pier
Cute Waterfront Cottage On Long Lake W/ 50 Foot Private Dock & Pier
Ingleside, IL
At this cottage, guests have access to a garden.

Chicago Beach Accommodation

Sheraton Grand Chicago
Sheraton Grand Chicago
4.0 out of 5.0 301 E North Water St, Chicago, IL
4.0/5 (88 reviews)

All was good except they mixed up my room with my son's reservation. He checked in at 1am and I had to go down and straighten it out. I was still up as we had an engagement party for him that went late, but that was annoying. But all was resolved with no problems.

Reviewed on Jan 4, 2020
Guests of Sheraton Grand Chicago have access to an indoor pool, a 24-hour fitness center, and free WiFi in public areas. Valet parking is offered for USD 73 ...
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Cottages

Book a cottage in Chicago
Spend your next getaway treating yourself to a quieter, simpler way of life in a private cottage in Chicago. Cozy and charming, cottage rentals are the ideal spot when you want the comforts of home paired with a one-of-a-kind experience. They’re perfect for a single traveler looking for peace and quiet, or small groups who want to get to know Chicago better.

Cottage apartments in Chicago range from rustic to luxurious, with just about everything in between. Orbitz gives you the best deals on all of them.

Find the best cottages in Chicago
City cottages are great if you want a cozy, comfy place to stay without being far from the all the cool spots you want to check out. A cottage makes a great home base for a day filled with adventure in Chicago and the surrounding area. Not willing to give up all the comforts of a fine hotel? A luxury cottage turns up the charm while offering perks like room service, cable television, sunken spa tubs and housekeeping.

Stay in a Chicago cottage and swap busy days for peaceful evenings. Use the kitchenette or full kitchen to come up with a meal or reheat leftovers from your afternoon in Chicago. You may even be able to use a pool and laundry facilities. Whether you’re in the mood for quiet relaxation or a night on the town, a cottage puts you right where you want to be.

Hotel Options in Chicago

See all 1,941 Properties in Chicago
*Price based on the lowest price found within past 24 hours and based upon one night stay for two adults over the next thirty days. Prices and availability subject to change. Additional terms may apply.