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Compare 27 Cottages in Chicago with updated reviews, rates, and availability.

Stay near family or close to downtown, this cottage in Beverly has it all!
10.0 out of 10, Exceptional, 2 reviews
"Recommend staying here"
Stay near family or close to downtown, this cottage in Beverly has it all!
Cozy Westmont Home: Walk to Metra Station!
3.5 star property
2.0 out of 10, 1 review
"Very upset with the communication of this rental. I booked this rental for a weekend getaway with the family. I received an email a couple of days ahead of the booking reminding me of my trip and that I was all set. Then on check in day, I realized that I needed the check in information. I sent a message through the app to the renter. The response was "it may take a few days for the property to get back with you" so I called the number on the response. The operator then tried to look up my...
Cozy Westmont Home: Walk to Metra Station!
Park Ridge Vacation Rental: 17 Mi to Chicago
3.0 star property
Park Ridge Vacation Rental: 17 Mi to Chicago
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“The cottage” 2 bedrooms cozy and private home
9.6 out of 10, Exceptional, 4 reviews
"It was and amazing place me and May family enjoyed it so much."
“The cottage” 2 bedrooms cozy and private home
Cottage in a Garden
8.0 out of 10, Very Good, 1 review
"We were visiting daughter and family which was close by. Very cozy place. Host was helpful. The sofa needs to be replaced. The gardens are probably beautiful in the summer. Tv had buffering problems."
Cottage in a Garden
Country Club Hills Home w/ Charcoal Grill + Yard!
3.0 star property
Country Club Hills Home w/ Charcoal Grill + Yard!
Classic Oak Park Home, 11 Mi to Downtown Chicago!
3.5 star property
Classic Oak Park Home, 11 Mi to Downtown Chicago!
Glendale Heights Home With Office and Backyard!
3.5 star property
6.0 out of 10, 1 review
Glendale Heights Home With Office and Backyard!
Des Plaines Vacation Rental w/ Spacious Backyard!
3.0 star property
Des Plaines Vacation Rental w/ Spacious Backyard!
Markham Retreat Near Parks ~ 24 Mi to Chicago!
3.0 star property
Markham Retreat Near Parks ~ 24 Mi to Chicago!
Spacious Family Glenwood Estates Home w/ Hot Tub!
3.0 star property
Spacious Family Glenwood Estates Home w/ Hot Tub!
Riverfront Libertyville Retreat w/ Outdoor Kitchen
3.0 star property
Riverfront Libertyville Retreat w/ Outdoor Kitchen
Charming Oak Park Home w/ Private Fire Pit!
3.5 star property
Charming Oak Park Home w/ Private Fire Pit!
Maywood Vacation Rental w/ Electric Fireplace
3.0 star property
Maywood Vacation Rental w/ Electric Fireplace
Bright Westchester Escape ~ 13 Mi to Downtown
3.0 star property
Bright Westchester Escape ~ 13 Mi to Downtown
Quaint Homewood Haven ~ 1 Mi to Metra Station!
3.0 star property
Quaint Homewood Haven ~ 1 Mi to Metra Station!
Cozy Lisle Home w/ Fenced Backyard: Pets Welcome!
3.0 star property
Cozy Lisle Home w/ Fenced Backyard: Pets Welcome!
Pet-friendly Bartlett Farmhouse w/ Deck!
3.5 star property
Pet-friendly Bartlett Farmhouse w/ Deck!
Classy Lakefront Home w/ Charcoal Grill & Deck!
3.5 star property
Classy Lakefront Home w/ Charcoal Grill & Deck!
Home w/ Office + Yard: 25 Mi to Downtown Chicago!
3.0 star property
Home w/ Office + Yard: 25 Mi to Downtown Chicago!
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See all available properties in Chicago
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.

Other property types in Chicago

Sentral Michigan Avenue
4.0 star property
9.2 out of 10, Wonderful, 418 reviews
"Everything was prefect the front desk staff was excellent and went above and beyond every time i saw them only thing i will say was their first aid kits had nothing useful in them but the front desk was fast to act! "
The price is $199
$263 total
includes taxes & fees
Jul 1 - Jul 2
Sentral Michigan Avenue
Sonder Market Hall
3.5 star property
8.4 out of 10, Very Good, 92 reviews
"It was perfect for my needs for the week! Great area, right across the street from a park! Within walking distance/delivery distance to several dining options! Walking distance to Rush (about 20 minutes) & had 2 bike stations within a 10 minute walk in 2 different directions! Downside was it was near a train station so it was loud when you were outside but I could barely hear it when in the apartment. Plus there was construction going on so that added to the noise. Everything in the apartment...
The price is $101
$118 total
includes taxes & fees
Jun 30 - Jul 1
Sonder Market Hall
Sonder South Wabash
3.5 star property
8.8 out of 10, Excellent, 307 reviews
"I loved staying at Sonder South while in Chicago. It was like home away from home. "
The price is $182
$214 total
includes taxes & fees
Jun 6 - Jun 7
Sonder South Wabash
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.

Chicago Cottages information

Number of reviews
8
Accommodation
27 Cottages
Lowest Price
Highest Price

Frequently asked questions

Why book your cottage in Chicago with Expedia?
Expedia has some terrific cottages in Chicago, so get ready for an unforgettable stay on nature’s doorstep. If you have a fixed budget, select how much you’re willing to spend and the preferred star rating of your property. Or take advantage of our filters to search for cottages with free WiFi or a pool. We’ll help you find the perfect place whatever your escape looks like.
How can I find cheap cottages in Chicago?
With Expedia’s convenient filter tool, getting your hands on cheap cottages in Chicago is a cinch. To view accommodations that’ll make your wallet happy, narrow your search by budget, amenities and star rating.
What is there to do in Chicago near my cottage?
Chicago has enough sights and experiences to keep you busy for weeks (or months!), starting with Art Institute of Chicago. Chicago Riverwalk, Shedd Aquarium and Field Museum of Natural History are other well-known attractions. If you’re lingering longer, Chicago Theatre and Chicago Museum of Science and Industry are nice finishing touches to your itinerary.

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