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 Key™
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
46 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 15, 2024 through May 21, 2024
Google map showing 291 properties
Chicago is popular!
Only 8% of properties are available on our site for your dates.
Photo gallery for Riverfront cabin on Rock River
Property grounds
Show previous image for Riverfront cabin on Rock River
Show next image for Riverfront cabin on Rock River
Premier Host
House · 6.8 mi (11 km) to Rockford center
Riverfront cabin on Rock River
Sleeps 4 · 2 bedrooms · 1 bathroom
May 15 - May 21
10/10
Exceptional
(155 reviews)
10 out of 10 Exceptional (155 reviews)
View details for price
More information about Riverfront cabin on Rock River, opens in a new tab
Photo gallery for Nicely Appointed Budget Stay in Rockford
Living area
Show previous image for Nicely Appointed Budget Stay in Rockford
Show next image for Nicely Appointed Budget Stay in Rockford
House · 2.4 mi (3.8 km) to Rockford center
Nicely Appointed Budget Stay in Rockford
Sleeps 4 · 2 bedrooms · 1 bathroom
10/10
Exceptional
(1 review)
10 out of 10 Exceptional (1 review)
The price is $88
$88
$675 total
$675 total
More information about Nicely Appointed Budget Stay in Rockford, opens in a new tab
Photo gallery for 51/52nd Floor MagMile Penthouse - VIEWS, Fireplace, Balcony, Fitness Center
Living area
Show previous image for 51/52nd Floor MagMile Penthouse - VIEWS, Fireplace, Balcony, Fitness Center
Show next image for 51/52nd Floor MagMile Penthouse - VIEWS, Fireplace, Balcony, Fitness Center
Premier Host
Aparthotel · 16 min walk to Ohio Street Beach
51/52nd Floor MagMile Penthouse - VIEWS, Fireplace, Balcony, Fitness Center
Sleeps 7 · 2 bedrooms · 2 bathrooms
May 15 - May 21
10/10
Exceptional
(173 reviews)
10 out of 10 Exceptional (173 reviews)
View details for price
More information about 51/52nd Floor MagMile Penthouse - VIEWS, Fireplace, Balcony, Fitness Center, opens in a new tab
House · 0.3 mi (0.5 km) to Byron center
Duplex overlooking Rock River
Sleeps 4 · 2 bedrooms · 1+ bathroom
May 15 - May 21
10/10
Exceptional
(12 reviews)
10 out of 10 Exceptional (12 reviews)
View details for price
More information about Duplex overlooking Rock River, opens in a new tab
Condo · 13 min walk to Rosemont Avenue Beach
STYLISH-LOCAL-COMFY-SAFE / 5 night min. stay
Sleeps 6 · 3 bedrooms · 1 bathroom
May 15 - May 21
10/10
Exceptional
(65 reviews)
10 out of 10 Exceptional (65 reviews)
View details for price
More information about STYLISH-LOCAL-COMFY-SAFE / 5 night min. stay, opens in a new tab
House · 0.8 mi (1.4 km) to Elmhurst center
Newly Remodeled Furnished Home In Elmhurst
Sleeps 6 · 3 bedrooms · 1+ bathroom
9.8/10
Exceptional
(34 reviews)
9.8 out of 10 Exceptional (34 reviews)
The price is $243
$243
$1,774 total
$1,774 total
More information about Newly Remodeled Furnished Home In Elmhurst, opens in a new tab
Apartment · 7 min drive to the beach
❤️ Modern 2BR Apt Right next to Wrigley Field & Transit
Sleeps 5 · 2 bedrooms · 1 bathroom
May 15 - May 21
7.8/10
Good
(8 reviews)
7.8 out of 10 Good (8 reviews)
View details for price
More information about ❤️ Modern 2BR Apt Right next to Wrigley Field & Transit , opens in a new tab
Apartment · Within Greater Grand Crossing
LONG STAY,4BED,UC 2MI,FREE PRKG,DWTN 15MIN
Sleeps 8 · 4 bedrooms · 1 bathroom
May 15 - May 21
9.6/10
Exceptional
(4 reviews)
9.6 out of 10 Exceptional (4 reviews)
View details for price
More information about LONG STAY,4BED,UC 2MI,FREE PRKG,DWTN 15MIN, opens in a new tab
Apartment · 1.1 mi (1.7 km) to Westmont center
Spacious clean full apartment 20 min from downtown chicago
Sleeps 3 · 1 bedroom · 1 bathroom
May 15 - May 21
View details for price
More information about Spacious clean full apartment 20 min from downtown chicago, opens in a new tab
Apartment · 10 min drive to the beach
Unique Apt. in Upscale Evanston with Easy Access to Chicago
Sleeps 3 · 1 bedroom · 1 bathroom
9.8/10
Exceptional
(68 reviews)
9.8 out of 10 Exceptional (68 reviews)
The price is $195
$195
$1,450 total
$1,450 total
More information about Unique Apt. in Upscale Evanston with Easy Access to Chicago, opens in a new tab
Apartment · 14 min walk to Humboldt Park Beach
*Comfortable & Spacious Home Close to Downtown*
Sleeps 8 · 4 bedrooms · 3 bathrooms
May 15 - May 21
9.6/10
Exceptional
(8 reviews)
9.6 out of 10 Exceptional (8 reviews)
View details for price
More information about *Comfortable & Spacious Home Close to Downtown*, opens in a new tab
House · 11 min walk to North Avenue Beach
Opulent 3bdr2bth Old Town Luxury + Parking prmts
Sleeps 4 · 3 bedrooms · 2 bathrooms
May 15 - May 21
10/10
Exceptional
(52 reviews)
10 out of 10 Exceptional (52 reviews)
View details for price
More information about Opulent 3bdr2bth Old Town Luxury + Parking prmts, opens in a new tab
Apartment · 8 min drive to the beach
Sonder South Wabash | Queen Studio Apartment
Sleeps 4 · 1 bathroom
May 15 - May 21
10/10
Exceptional
(1 review)
10 out of 10 Exceptional (1 review)
View details for price
More information about Sonder South Wabash | Queen Studio Apartment, opens in a new tab
Apartment · 8 min drive to the beach
Sonder South Wabash | Superior One-Bedroom Apartment w/ Balcony
Sleeps 4 · 1 bedroom · 1 bathroom
Free cancellation until May 12
8.0/10
Very Good
(2 reviews)
8.0 out of 10 Very Good (2 reviews)
The price is $524
$524
$3,141 total
$3,141 total
More information about Sonder South Wabash | Superior One-Bedroom Apartment w/ Balcony, opens in a new tab
House · Within Lakeview
Luxurious Four-Level Home with Personal Touches Everywhere
Sleeps 17 · 6 bedrooms · 5 bathrooms
10/10
Exceptional
(43 reviews)
10 out of 10 Exceptional (43 reviews)
The price is $1,592
$1,592
$11,717 total
$11,717 total
More information about Luxurious Four-Level Home with Personal Touches Everywhere, opens in a new tab
Condo · 2.9 mi (4.7 km) to Glenview center
1 Bedroom | Free Breakfast Buffet, Indoor Pool
Sleeps 2 · 1 bedroom · 1 bathroom
6.0/10
(1 review)
6.0 out of 10 (1 review)
The price is $179
$179
$1,184 total
$1,184 total
More information about 1 Bedroom | Free Breakfast Buffet, Indoor Pool, opens in a new tab
Apartment · Within Near West Side
Chateau de Elegante - Near United Center & Downtown w/ Free Street Parking
Sleeps 4 · 2 bedrooms · 2 bathrooms
9.4/10
Exceptional
(6 reviews)
9.4 out of 10 Exceptional (6 reviews)
The price is $252
$252
$1,832 total
$1,832 total
More information about Chateau de Elegante - Near United Center & Downtown w/ Free Street Parking , opens in a new tab
Tell us how we can improve our site
Share feedback