Compare Chicago Cottage Rentals

Featured Cottages in Chicago

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

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.

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.

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.

Kitchen

Parking included

Classic Forest Park Foursquare < 1 Mi to Blue Line

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

Kitchen

Washer

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

Shop, Dine & Unwind: Oak Park Home w/ Private Yard

At this cottage, guests have access to free WiFi in public areas. There's free parking if you drive.

Kitchen

Washer

Country Club Hills Home: Walk to Rec Center!

This cottage features free WiFi in public areas and barbecue grills. You can put free parking to good use if you drive.

Kitchen

Parking included

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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

Hyatt Regency O'Hare Chicago

9300 Bryn Mawr Ave Rosemont IL

$189 nightly

$215 total

Aug 6 - Aug 7

Total with taxes and fees

The Chicago Hotel Collection Ambassador Gold Coast

1301 N State Pkwy Chicago IL

$172 nightly

$204 total

Jul 26 - Jul 27

Total with taxes and fees

The Wade

644 N Lake Shore Dr Chicago IL

$254 nightly

$302 total

Aug 9 - Aug 10

Total with taxes and fees

8.6/10 Excellent! (1,932 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	26 Cottages
Lowest Price	$204
Highest Price	$302
Popular accommodation	Pet-friendly Abode, 2 Mi to Dtwn Evanston!, Westmont Home w/ Hot Tub! Walk to Metra Station, 2 Mi to Northwestern: Updated Home w/ Game Room!, Riverfront Libertyville Retreat w/ Outdoor Kitchen, Oak Park Home w/ Grill - 5 Mi to Garfield Park!, Classic Forest Park Foursquare < 1 Mi to Blue Line, Peaceful Warrenville Home: 1 Mi to Herrick Lake!, Shop, Dine & Unwind: Oak Park Home w/ Private Yard, Country Club Hills Home: Walk to Rec Center!