Skip to Main Content.
Download the app button
Download the app button with download icon
Get the app
United States
Trip Boards
List your property
Help
My trips
Sign in
Vrbo just got better
Earn rewards across our family of brands with One Keyâ„¢
Sign in
Sign in as an owner
Learn about One Key
Feedback
Going to
Going to
Dates
Travelers
Adults
Adults
Decrease the number of adults
Increase the number of adults
Children
Ages 0 to 17
Decrease the number of children
Increase the number of children
I am traveling with pets
If checked, only properties that allow pets will be shown
Done
Search
Filters
Popular
Price
Rooms & spaces
Sort by recommended
300+ properties
How our sort order works
Opens in a new window
Search results showing properties in Chicago, IL, United States of America (CHI-All Airports). May 29, 2024 through May 31, 2024
Google map showing 500 properties
Chicago is popular!
Only 22% of properties are available on our site for your dates.
Photo gallery for Wrigley/Southport Corridor Garden Oasis +parking!
Living area
Show previous image for Wrigley/Southport Corridor Garden Oasis +parking!
Show next image for Wrigley/Southport Corridor Garden Oasis +parking!
Premier Host
Apartment · 9 min drive to the beach
Wrigley/Southport Corridor Garden Oasis +parking!
Sleeps 4 · 1 bedroom · 1 bathroom
9.8/10
Exceptional
(36 reviews)
9.8 out of 10 Exceptional (36 reviews)
The price is $147
$147
$419 total
$419 total
More information about Wrigley/Southport Corridor Garden Oasis +parking!, opens in a new tab
Photo gallery for Chic Furnished Studio w/ Laundry
Image of Chic Furnished Studio w/ Laundry
Show previous image for Chic Furnished Studio w/ Laundry
Show next image for Chic Furnished Studio w/ Laundry
Apartment · 13 min walk to Belmont Harbor Dog Beach
Chic Furnished Studio w/ Laundry
Sleeps 2 · 1 bathroom
10/10
Exceptional
(1 review)
10 out of 10 Exceptional (1 review)
The price is $154
$154
$421 total
$421 total
More information about Chic Furnished Studio w/ Laundry, opens in a new tab
Photo gallery for Sunny Coach House in Historic Oak Park
Living area
Show previous image for Sunny Coach House in Historic Oak Park
Show next image for Sunny Coach House in Historic Oak Park
Premier Host
Apartment · 0.9 mi (1.4 km) to Oak Park center
Sunny Coach House in Historic Oak Park
Sleeps 3 · 1 bedroom · 1 bathroom
9.8/10
Exceptional
(32 reviews)
9.8 out of 10 Exceptional (32 reviews)
The price is $155
$155
$420 total
$420 total
More information about Sunny Coach House in Historic Oak Park, opens in a new tab
Apartment · Within Downtown Chicago
Sonder Market Hall | Studio Apartment w/ City View
Sleeps 2 · 1 bathroom
Free cancellation until May 26
8.4/10
Very Good
(15 reviews)
8.4 out of 10 Very Good (15 reviews)
The price is $220
$220
$440 total
$440 total
More information about Sonder Market Hall | Studio Apartment w/ City View, opens in a new tab
House
Country Guesthouse at Wind Ridge Herb Farm
Sleeps 6 · 3 bedrooms · 1 bathroom
9.8/10
Exceptional
(58 reviews)
9.8 out of 10 Exceptional (58 reviews)
The price is $129
$129
$377 total
$377 total
More information about Country Guesthouse at Wind Ridge Herb Farm, opens in a new tab
House · 3.6 mi (5.7 km) to Byron center
The Rock River Cabin
Sleeps 4 · 2 bedrooms · 1 bathroom
9.8/10
Exceptional
(19 reviews)
9.8 out of 10 Exceptional (19 reviews)
The price is $138
$138
$424 total
$424 total
More information about The Rock River Cabin, opens in a new tab
Apartment · Within Downtown Chicago
Sonder Greektown | One-Bedroom Apartment
Sleeps 4 · 1 bedroom · 1 bathroom
Free cancellation until May 26
9.8/10
Exceptional
(9 reviews)
9.8 out of 10 Exceptional (9 reviews)
The price is $213
$213
$426 total
$426 total
More information about Sonder Greektown | One-Bedroom Apartment, opens in a new tab
Condo · Within Ravenswood
Best Lincoln Square Location - Spacious 2 bedroom
Sleeps 4 · 2 bedrooms · 1 bathroom
10/10
Exceptional
(43 reviews)
10 out of 10 Exceptional (43 reviews)
The price is $205
$205
$640 total
$640 total
More information about Best Lincoln Square Location - Spacious 2 bedroom, opens in a new tab
House · 0.9 mi (1.4 km) to Byron center
Cozy Happy RiverHouse with panoramic views of the Rock River
Sleeps 4 · 2 bedrooms · 1 bathroom
Free cancellation until May 15
9.8/10
Exceptional
(19 reviews)
9.8 out of 10 Exceptional (19 reviews)
The price is $153
$153
$435 total
$435 total
More information about Cozy Happy RiverHouse with panoramic views of the Rock River, opens in a new tab
Apartment · 1.1 mi (1.8 km) to Oak Park center
Cozy, Comfortable and Convenient apartment. Close to everything!
Sleeps 4 · 2 bedrooms · 1 bathroom
9.8/10
Exceptional
(31 reviews)
9.8 out of 10 Exceptional (31 reviews)
The price is $168
$168
$495 total
$495 total
More information about Cozy, Comfortable and Convenient apartment. Close to everything!, opens in a new tab
Tell us how we can improve our site
Share feedback