Compare Chicago Cottage Rentals
Earn Orbucks instantly: $1 Orbuck = $1 USD, good toward hotels
Save 10% or more on select hotels with Insider Prices
Book on the app to instantly earn 5% on 350,000+ hotels
Featured Chicago Cottages
![Stay near family or close to downtown, this cottage in Beverly has it all!](https://images.trvl-media.com/lodging/103000000/102300000/102296500/102296482/eadb5cdb_y.jpg?impolicy=fcrop&w=420&h=224&q=medium)
Stay near family or close to downtown, this cottage in Beverly has it all!
![Cozy Westmont Home: Walk to Metra Station!](https://images.trvl-media.com/lodging/94000000/93610000/93600500/93600477/6525b88b_y.jpg?impolicy=fcrop&w=420&h=224&q=medium)
Cozy Westmont Home: Walk to Metra Station!
![Country Club Hills Home w/ Charcoal Grill + Yard!](https://images.trvl-media.com/lodging/102000000/101420000/101417700/101417658/236042cb_y.jpg?impolicy=fcrop&w=420&h=224&q=medium)
Country Club Hills Home w/ Charcoal Grill + Yard!
![Classic Oak Park Home, 11 Mi to Downtown Chicago!](https://images.trvl-media.com/lodging/94000000/93550000/93548100/93548069/6419b81c_y.jpg?impolicy=fcrop&w=420&h=224&q=medium)
Classic Oak Park Home, 11 Mi to Downtown Chicago!
![Charming Oak Park Home w/ Private Fire Pit!](https://images.trvl-media.com/lodging/94000000/93200000/93198800/93198704/f417005a_y.jpg?impolicy=fcrop&w=420&h=224&q=medium)
Charming Oak Park Home w/ Private Fire Pit!
![Glendale Heights Home With Office and Backyard!](https://images.trvl-media.com/lodging/95000000/94420000/94418000/94417925/710632c9_y.jpg?impolicy=fcrop&w=420&h=224&q=medium)
Glendale Heights Home With Office and Backyard!
Chicago Beach Accommodation
![Sheraton Grand Chicago Riverwalk](https://images.trvl-media.com/lodging/1000000/20000/12200/12167/4c66a6c1_y.jpg?impolicy=resizecrop&rw=402&ra=fit)
Sheraton Grand Chicago Riverwalk
Hotel Options in Chicago
![Congress Plaza Hotel](https://images.trvl-media.com/lodging/1000000/10000/6500/6452/41255425_y.jpg?impolicy=resizecrop&rw=402&ra=fit)
Congress Plaza Hotel
![River Hotel](https://images.trvl-media.com/lodging/3000000/2680000/2675400/2675313/a97325e3_y.jpg?impolicy=resizecrop&rw=402&ra=fit)
River Hotel
![Palmer House a Hilton Hotel](https://images.trvl-media.com/lodging/1000000/10000/8100/8079/ac62e1c3_y.jpg?impolicy=resizecrop&rw=402&ra=fit)
Palmer House a Hilton Hotel
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.
Chicago Cottages essential information
Accommodation | 23 Cottages |
---|---|
Lowest Price | $175 |
Highest Price | $353 |
Popular accommodation | Stay near family or close to downtown, this cottage in Beverly has it all!, Cozy Westmont Home: Walk to Metra Station!, “The cottage” 2 bedrooms cozy and private home, Country Club Hills Home w/ Charcoal Grill + Yard!, Classic Oak Park Home, 11 Mi to Downtown Chicago!, Charming Oak Park Home w/ Private Fire Pit!, Glendale Heights Home With Office and Backyard!, Des Plaines Vacation Rental w/ Spacious Backyard!, Charming Oak Park Retreat w/ Fenced Backyard! |