Chicago Vacation Rental Getaways


Refine Your Search
Check-In 
calendar

Check-Out
calendar
  • Property Options
  • Amenities
  • Location Type
  • Bed
  • Bath
  • Sleeps
Max Price Per Week $
  • Special Offers
  • Online Booking
  • Home/Villa
  • Cottage/Cabin
  • Condo/Townhome
  • Bed & Breakfast
  • Apt/Room/Suite
  • Air Conditioning
  • Washer/Dryer
  • Full Kitchen
  • Satellite/Cable TV
  • Handicap Access
  • High Speed Internet
  • Elevator
  • Maid Service
  • Garage Parking
  • Pets Allowed
  • Private Pool
  • Pool Access
  • Hot Tub
  • Fireplace
  • Smoking allowed
  • Beach Access
  • Beach Front
  • Golf on site
  • Golf nearby
  • Ocean Front
  • Ocean View
  • Lake Front
  • Lake View
  • Ski in/out
  • Walk to Slopes
  • Skiing nearby
 
Sort by: Type BR/BA/Sleeps Price

Giant Sunny Room in Rogers Park

Chicago
I've been hosting on Airbnb for about 4 years, now, I'm branching out, which means you probably won'...
Condo 1 / 1 / 4

$55 - $55
Per Night

$345 - $345
Per Week

2Br in Great Location Near Wrigley Field - Private Patio,...

Chicago
2Br in Great Location Near Wrigley Field - Private Patio, Balcony & Garage! PROPERTY OVERVIEW This...
Condo 2 / 2.5 / 6

*
Online booking available

$112 - $333
Per Night

Spacious 5Br w/ Yard in Irving Park ? Near Blue Line, On-...

Chicago
Spacious 5Br w/ Yard in Irving Park ? Near Blue Line, On-site Parking Experience city excitement wi...
Home 5 / 3.5 / 10

*
Online booking available

$199 - $371
Per Night

Lincoln Park Tri-Level w/ Outdoor Living & Skyline View ?...

Chicago
Lincoln Park Tri-Level w/ Outdoor Living & Skyline View ? Walk Everywhere! Just a 5-minute walk fro...
Condo 2 / 2 / 6

*
Online booking available

$110 - $225
Per Night

Modern Ukrainian Village 2Br w/ Outdoor Living & Gated Pa...

Chicago
Modern Ukrainian Village 2Br w/ Outdoor Living & Gated Parking, Near Train PROPERTY OVERVIEW Situa...
Condo 2 / 2.5 / 6

*
Online booking available

$113 - $301
Per Night

$802 - $2023
Per Week

 

More Getaway Locations and Properties