Compare Chicago Cottage Rentals

Featured Cottages in Chicago

2 br, 2 bt, UChicago Coachman's Guesthouse

At this cottage, guests have access to features like laundry facilities.

Kitchen

Washer

Pet-friendly Abode, 2 Mi to Dtwn Evanston!

Guests of this cottage have access to free WiFi in public areas. You can take advantage of free parking if you drive.

Kitchen

Washer

Westmont Home w/ Hot Tub! Walk to Metra Station

Guests staying at this cottage enjoy free WiFi in public areas, an arcade/game room, and barbecue grills. You can put free parking to good use if you drive.

Kitchen

Washer

Guests of this cottage have access to free WiFi in public areas. You can put free parking to good use if you drive.

Classic Forest Park Foursquare < 1 Mi to Blue Line

$444 nightly

$475 total

Oct 27 - Oct 28

Total with taxes and fees

Guests of this cottage enjoy features like free WiFi in public areas. There's free parking if you drive.

Peaceful Warrenville Home: 1 Mi to Herrick Lake!

At this cottage, guests have access to free WiFi in public areas. If you drive, take advantage of free parking.

Kitchen

Washer

Oak Park Home w/ Grill - 5 Mi to Garfield Park!

This cottage features free WiFi in public areas and barbecue grills. Free parking is available if you drive.

2 Mi to Northwestern: Updated Home w/ Game Room!

This cottage features free WiFi in public areas and an arcade/game room. Free parking is included with your stay.

Pet Friendly: 8 Mi to Chicago - Fenced Backyard!

Guests of this cottage have access to free WiFi in public areas. You can put free parking to good use if you drive.

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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.

Hotel Options in Chicago

Congress Plaza Hotel

520 South Michigan Avenue Chicago IL

$108 nightly

$129 total

Nov 10 - Nov 11

Total with taxes and fees

The Chicago Hotel Collection Ambassador Gold Coast

1301 N State Pkwy Chicago IL

$122 nightly

$145 total

Nov 22 - Nov 23

Total with taxes and fees

River Hotel

75 East Wacker Drive Chicago IL

$116 nightly

$138 total

Nov 22 - Nov 23

Total with taxes and fees

8.8/10 Excellent! (5,564 reviews)

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	27 Cottages
Lowest Price	$129
Highest Price	$475
Popular accommodation	2 br, 2 bt, UChicago Coachman's Guesthouse, Pet-friendly Abode, 2 Mi to Dtwn Evanston!, Westmont Home w/ Hot Tub! Walk to Metra Station, Riverfront Libertyville Retreat w/ Outdoor Kitchen, Classic Forest Park Foursquare < 1 Mi to Blue Line, Peaceful Warrenville Home: 1 Mi to Herrick Lake!, Oak Park Home w/ Grill - 5 Mi to Garfield Park!, 2 Mi to Northwestern: Updated Home w/ Game Room!, Pet Friendly: 8 Mi to Chicago - Fenced Backyard!