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
279 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 18, 2024 through May 25, 2024
Google map showing 296 properties
Chicago is popular!
Only 8% of properties are available on our site for your dates.
Photo gallery for Walk to AH downtown, close to shops and restaurants, fenced yard, baby ready!
Private kitchen
Show previous image for Walk to AH downtown, close to shops and restaurants, fenced yard, baby ready!
Show next image for Walk to AH downtown, close to shops and restaurants, fenced yard, baby ready!
Premier Host
House · 0.5 mi (0.8 km) to Arlington Heights center
Walk to AH downtown, close to shops and restaurants, fenced yard, baby ready!
Sleeps 4 · 2 bedrooms · 1+ bathroom
10/10
Exceptional
(4 reviews)
10 out of 10 Exceptional (4 reviews)
The price was $220
$220
The price is $198
$198
$1,823 total
$1,823 total
More information about Walk to AH downtown, close to shops and restaurants, fenced yard, baby ready! , opens in a new tab
Photo gallery for Sonder Market Hall | Studio Apartment w/ City View
Room
Show previous image for Sonder Market Hall | Studio Apartment w/ City View
Show next image for Sonder Market Hall | Studio Apartment w/ City View
Premier Host
Apartment · Within Downtown Chicago
Sonder Market Hall | Studio Apartment w/ City View
Sleeps 2 · 1 bathroom
Free cancellation until May 15
8.4/10
Very Good
(15 reviews)
8.4 out of 10 Very Good (15 reviews)
The price was $322
$322
The price is $296
$296
$2,075 total
$2,075 total
More information about Sonder Market Hall | Studio Apartment w/ City View, opens in a new tab
Photo gallery for Sonder Greektown | One-Bedroom Apartment
Living area
Show previous image for Sonder Greektown | One-Bedroom Apartment
Show next image for Sonder Greektown | One-Bedroom Apartment
Premier Host
Apartment · Within Downtown Chicago
Sonder Greektown | One-Bedroom Apartment
Sleeps 4 · 1 bedroom · 1 bathroom
Free cancellation until May 15
9.8/10
Exceptional
(9 reviews)
9.8 out of 10 Exceptional (9 reviews)
The price was $436
$436
The price is $401
$401
$2,806 total
$2,806 total
More information about Sonder Greektown | One-Bedroom Apartment, opens in a new tab
House · 12 min walk to Oak Street Beach
Explore Chicago! Free Breakfast, Fully-equipped Kitchen, Pet-friendly Property!
Sleeps 3 · 1 bedroom · 1 bathroom
10/10
Exceptional
(2 reviews)
10 out of 10 Exceptional (2 reviews)
The price is $327
$327
$2,611 total
$2,611 total
More information about Explore Chicago! Free Breakfast, Fully-equipped Kitchen, Pet-friendly Property!, opens in a new tab
Apartment · 0.6 mi (0.9 km) to Pecatonica center
Quite- relaxing country living with pool/hot tub and sauna!
Sleeps 2 · 1 bedroom · 1 bathroom
10/10
Exceptional
(13 reviews)
10 out of 10 Exceptional (13 reviews)
The price is $175
$175
$1,471 total
$1,471 total
More information about Quite- relaxing country living with pool/hot tub and sauna!, opens in a new tab
Apartment · 10 min drive to the beach
Found Chicago powered by Sonder | Queen Room
Sleeps 2 · 1 bathroom
Free cancellation until May 15
9.0/10
Wonderful
(7 reviews)
9.0 out of 10 Wonderful (7 reviews)
The price was $255
$255
The price is $235
$235
$1,644 total
$1,644 total
More information about Found Chicago powered by Sonder | Queen Room, opens in a new tab
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 $86
$86
$771 total
$771 total
More information about Nicely Appointed Budget Stay in Rockford, opens in a new tab
Apartment · 2.3 mi (3.6 km) to Elgin center
Entire 1 bed 1 bath apt /Nurses/Contractors/Laundry/FREE Wifi/Parking
Sleeps 2 · 1 bedroom · 1 bathroom
10/10
Exceptional
(3 reviews)
10 out of 10 Exceptional (3 reviews)
The price is $85
$85
$830 total
$830 total
More information about Entire 1 bed 1 bath apt /Nurses/Contractors/Laundry/FREE Wifi/Parking, opens in a new tab
House · 2.4 mi (3.8 km) to Roselle center
Cozy Cabin In Roselle
Sleeps 2 · 1 bedroom · 1 bathroom
9.0/10
Wonderful
(8 reviews)
9.0 out of 10 Wonderful (8 reviews)
The price is $145
$145
$1,259 total
$1,259 total
More information about Cozy Cabin In Roselle, opens in a new tab
House · 1.8 mi (2.9 km) to Des Plaines center
Our home is a perfect spot for a stay in Chicago area. Your home away from home!
Sleeps 8 · 3 bedrooms · 2 bathrooms
9.6/10
Exceptional
(5 reviews)
9.6 out of 10 Exceptional (5 reviews)
The price was $371
$371
The price is $296
$296
$2,599 total
$2,599 total
More information about Our home is a perfect spot for a stay in Chicago area. Your home away from home!, opens in a new tab
Cabin · 3 mi (4.8 km) to Byron center
Restore Retreat Cabin-2950sq ft, River Front
Sleeps 11 · 4 bedrooms · 2 bathrooms
The price was $465
$465
The price is $326
$326
$2,915 total
$2,915 total
More information about Restore Retreat Cabin-2950sq ft, River Front, opens in a new tab
Condo · 2.9 mi (4.7 km) to Glenview center
King Suite in "The Glen" District. Free Breakfast Daily. Indoor Pool
Sleeps 2 · 1 bedroom · 1 bathroom
Free cancellation until May 13
10/10
Exceptional
(2 reviews)
10 out of 10 Exceptional (2 reviews)
The price is $181
$181
$1,429 total
$1,429 total
More information about King Suite in "The Glen" District. Free Breakfast Daily. Indoor Pool, opens in a new tab
Condo · Within Bronzeville
Bright 2 Bed/2 Bath Condo With Patio Less Than 10 Mins From Major Attractions
Sleeps 4 · 2 bedrooms · 2 bathrooms
5.0/10
(2 reviews)
5.0 out of 10 (2 reviews)
The price is $150
$150
$1,281 total
$1,281 total
More information about Bright 2 Bed/2 Bath Condo With Patio Less Than 10 Mins From Major Attractions, opens in a new tab
House · 1.3 mi (2.1 km) to Oak Park center
Oak Park, IL, entire house, short walk to train.
Sleeps 8 · 3 bedrooms · 1 bathroom
9.2/10
Wonderful
(16 reviews)
9.2 out of 10 Wonderful (16 reviews)
The price was $294
$294
The price is $264
$264
$2,140 total
$2,140 total
More information about Oak Park, IL, entire house, short walk to train., opens in a new tab
Apartment · 11 min drive to the beach
Sonder The Burnham | Queen Studio Apartment
Sleeps 2 · 1 bathroom
Free cancellation until May 15
10/10
Exceptional
(1 review)
10 out of 10 Exceptional (1 review)
The price was $350
$350
The price is $322
$322
$2,252 total
$2,252 total
More information about Sonder The Burnham | Queen Studio Apartment, opens in a new tab
Condo · 7 min drive to the beach
UNIQUE VERSACE LOFT DOWNTOWN CHICAGO RiverNorth
Sleeps 5 · 1 bedroom · 1+ bathroom
10/10
Exceptional
(2 reviews)
10 out of 10 Exceptional (2 reviews)
The price is $324
$324
$2,669 total
$2,669 total
More information about UNIQUE VERSACE LOFT DOWNTOWN CHICAGO RiverNorth, opens in a new tab
Condo · 0.7 mi (1.1 km) to Oakbrook Terrace center
Air-Conditioned King Suite | Complimentary Breakfast
Sleeps 4 · 1 bedroom · 1 bathroom
Free cancellation until May 13
7.6/10
Good
(5 reviews)
7.6 out of 10 Good (5 reviews)
The price is $177
$177
$1,391 total
$1,391 total
More information about Air-Conditioned King Suite | Complimentary Breakfast, opens in a new tab
Tell us how we can improve our site
Share feedback