Illinois holiday rentals

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Best Illinois holiday rentals

Most recommended holiday rentals in Illinois

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Level studio suite with full kitchen and luxury bath - Chicago - Pool
Level studio suite with full kitchen and luxury bath
Near North Side
Free Wi-Fi
Pool
Pet friendly
$390+
Check availability
Chic 2br 2ba Condo With Balcony - River North Chicago - Chicago - Living room
Chic 2br 2ba Condo With Balcony - River North Chicago
Near North Side
Free Wi-Fi
$1,433+
Check availability
Level River North Luxury Two Bedroom Suite\n - Chicago
Level River North Luxury Two Bedroom Suite\n
Near North Side
Free Wi-Fi
Pool
Pet friendly
$615+
Check availability
Level River North - Junior 2 Bedroom Suite - Chicago - Living room
Level River North - Junior 2 Bedroom Suite
Near North Side
Free Wi-Fi
Pool
Pet friendly
$618+
Check availability
Cabin 101 by 747 Lofts - Chicago - Building
Cabin 101 by 747 Lofts
West Town
8.8Very Good(28)
Free Wi-Fi
$358+
Check availability
Wrigleyville Suites - Chicago - Living room
Wrigleyville Suites
Wrigleyville
6.2Okay(14)
Parking
Free Wi-Fi
$1,676+
Check availability
Luxéry Stay Chicago - Themed Units! Close to Downtown, McCormick Place & Wintrust Arena - Chicago - Bedroom
Luxéry Stay Chicago - Themed Units! Close to Downtown, McCormick Place & Wintrust Arena
Near South Side
8.9Very Good(122)
Free Wi-Fi
Pet friendly
$582+
Check availability
Just Minutes from Downtown Chicago - Chicago - Bedroom
Just Minutes from Downtown Chicago
South Side
9.2Wonderful(4)
Parking
Free Wi-Fi
$449+
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5430 Happy Home - Chicago
5430 Happy Home
South Side
8.2Very Good(260)
Parking
Free Wi-Fi
$150+
Check availability
Simplified Living Space - Chicago
Simplified Living Space
South Side
4.8Mediocre(61)
Parking
Free Wi-Fi
$133+
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Ginosi Chicago Apartel - Chicago
Ginosi Chicago Apartel
Near North Side
$885+
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Global Luxury Suites at the Chicago Loop - Chicago
Global Luxury Suites at the Chicago Loop
Downtown
8.9Very Good(30)
Free Wi-Fi
$272+
Check availability
Chicago Downtown River North - Chicago
Chicago Downtown River North
Near North Side
6.8Okay(16)
Free Wi-Fi
$222+
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Red Robin Rentals - Avenue on Kenwood - Chicago
Red Robin Rentals - Avenue on Kenwood
South Side
7.2Good(18)
Parking
Free Wi-Fi
$309+
Check availability
Entire Modern 2 Bedroom Apartment - Chicago
Entire Modern 2 Bedroom Apartment
Belmont Cragin
8.7Very Good(9)
Free Wi-Fi
$502+
Check availability
Cozy 1 Bedroom Close To Downtown Chicago - Chicago
Cozy 1 Bedroom Close To Downtown Chicago
West Town
8.6Very Good(45)
Parking
Free Wi-Fi
$482+
Check availability
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$0 - $388$388 - $776$776 - $1,164$1,164 - $1,553$1,553+ per night

Property type

ApartmentCondoHomestayHouse

Search by freebies

Free cancellationFree breakfastFree parkingFree internet

Good to know

Low season

November

High season

September

Average price (weeknight)

$375

Average price (weekend night)

$382
Cheapest month to stay with an average 16% drop in price.
Most expensive month to stay with an average 175% rise in price.
Average Sun - Thu price over the last 2 weeks.
Average Fri & Sat price over the last 2 weeks.

Top tips for finding the perfect Illinois holiday rental

FAQs when booking a holiday home in Illinois

  • How much is a holiday rental in Illinois for tonight?

    In the last 72 hours, users have found Illinois holiday rentals for tonight for as little as $128. Search here for similar prices

  • What types of holiday rentals are available in Illinois?

    There are loads of different property types that you can make your holiday home in Illinois. You’ll find houses, apartments, campgrounds, condos, cottages, villas, cabins, lodges, homestays, caravan parks, chalets and barns.

  • Are there any pet-friendly holiday rentals in Illinois?

    There are a number of dog and pet-friendly Illinois holiday rentals, with around 14% allowing you to bring your pet along with you.

Where to stay in Illinois?

Our map will help you find the perfect place to stay in Illinois by showing you the exact location of each holiday home.

Everything you need to know for your stay in Illinois

Complete your trip to Illinois

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