Search Cottages in Chicago

    Plan, book, stay with confidence
  • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
  • one key icon
    Treat yourself
    Save instantly and earn perks with One Key
  • today icon
    Change your mind
    Book hotels with free cancellation

Compare 35 Cottages in Chicago with updated reviews, rates, and availability.

Spin a record or flip through a novel.
Cottage in a Garden
8.0 out of 10, Very Good, (1)
"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."
The price is AED 551
AED 905 total
includes taxes & fees
4 Jun - 5 Jun
Cottage in a Garden
Living area
Stay near family or close to downtown, this cottage in Beverly has it all!
Stay near family or close to downtown, this cottage in Beverly has it all!
Exterior
Cozy Westmont Home: Walk to Metra Station!
3.5 star property
2.0 out of 10, (1)
"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!
Save an average of 15% on thousands of hotels when you're signed in
Living area
Park Ridge Vacation Rental: 17 Mi to Chicago
3.0 star property
Park Ridge Vacation Rental: 17 Mi to Chicago
Room
“The cottage” 2 bedrooms cozy and private home
9.4 out of 10, Exceptional, (3)
"The property was much bigger than we expected to it, the back and front patio were wonderful."
“The cottage” 2 bedrooms cozy and private home
Living area
Country Club Hills Home w/ Charcoal Grill + Yard!
3.0 star property
Country Club Hills Home w/ Charcoal Grill + Yard!
Living area
Classic Oak Park Home, 11 Mi to Downtown Chicago!
3.5 star property
Classic Oak Park Home, 11 Mi to Downtown Chicago!
Exterior
Glendale Heights Home With Office and Backyard!
3.5 star property
6.0 out of 10, (1)
Glendale Heights Home With Office and Backyard!
Living area
Des Plaines Vacation Rental w/ Spacious Backyard!
3.0 star property
Des Plaines Vacation Rental w/ Spacious Backyard!
Dining
Markham Retreat Near Parks ~ 24 Mi to Chicago!
3.0 star property
Markham Retreat Near Parks ~ 24 Mi to Chicago!
Living area
Spacious Family Glenwood Estates Home w/ Hot Tub!
3.0 star property
Spacious Family Glenwood Estates Home w/ Hot Tub!
Living area
Riverfront Libertyville Retreat w/ Outdoor Kitchen
3.0 star property
Riverfront Libertyville Retreat w/ Outdoor Kitchen
Exterior
Charming Oak Park Home w/ Private Fire Pit!
3.5 star property
Charming Oak Park Home w/ Private Fire Pit!
Living area
Maywood Vacation Rental w/ Electric Fireplace
3.0 star property
Maywood Vacation Rental w/ Electric Fireplace
Living area
Bright Westchester Escape ~ 13 Mi to Downtown
3.0 star property
Bright Westchester Escape ~ 13 Mi to Downtown
Interior
Quaint Homewood Haven ~ 1 Mi to Metra Station!
3.0 star property
Quaint Homewood Haven ~ 1 Mi to Metra Station!
Exterior
Cozy Lisle Home w/ Fenced Backyard: Pets Welcome!
3.0 star property
Cozy Lisle Home w/ Fenced Backyard: Pets Welcome!
Interior
Pet-friendly Bartlett Farmhouse w/ Deck!
3.5 star property
Pet-friendly Bartlett Farmhouse w/ Deck!
Interior
Classy Lakefront Home w/ Charcoal Grill & Deck!
3.5 star property
Classy Lakefront Home w/ Charcoal Grill & Deck!
Dining
Home w/ Office + Yard: 25 Mi to Downtown Chicago!
3.0 star property
Home w/ Office + Yard: 25 Mi to Downtown Chicago!
Don't see what you're looking for?
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

Garden
Sentral Michigan Avenue
4.0 star property
9.2 out of 10, Wonderful, (406)
"Great find!"
The price is AED 584
AED 793 total
includes taxes & fees
27 May - 28 May
Sentral Michigan Avenue
Living area
Sonder Market Hall
3.5 star property
8.2 out of 10, Very Good, (83)
"I loved having the whole space to ourselves. Felt the privacy of the entire building, more than a hotel. It was great. Would probably book again!"
The price is AED 359
AED 414 total
includes taxes & fees
27 May - 28 May
Sonder Market Hall
Room
Sonder South Wabash
3.5 star property
8.8 out of 10, Excellent, (298)
"What a nice surprise. First time I have used Sonder. But will not be the last. Great value for the money. "
The price is AED 713
AED 822 total
includes taxes & fees
28 May - 29 May
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.

Recent reviews of Chicago hotels
Expedia verified reviews