Illinois holiday rentals

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Best Illinois holiday rentals

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€35 - €211€211 - €386€386 - €561€561 - €736€736+ per night

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Free cancellationFree breakfastFree parkingFree internet

Most recommended holiday rentals in Illinois

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Econo Lodge - Marion - Bedroom
Econo Lodge
Marion, IL, United States
4.3Mediocre(306)
Parking
Free Wi-Fi
Pool
Pet friendly
€45+
Check availability
Bright Evanston 1BR, 1 mile to Northwestern campus, by Blueground - Chicago - Building
Bright Evanston 1BR, 1 mile to Northwestern campus, by Blueground
Chicago, IL, United States
6.0Okay(1)
Air conditioning
€73+
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Enjoy Evanston! Slow Down After a Busy Day Sight Seeing - Walking Distance from Public Transportation apts - Evanston
Enjoy Evanston! Slow Down After a Busy Day Sight Seeing - Walking Distance from Public Transportation apts
Evanston, IL, United States
10Wonderful(1)
Free Wi-Fi
Air conditioning
€155+
Check availability
Ideal 1-Bedroom Apartment - Hartrey G - Evanston - Bedroom
Ideal 1-Bedroom Apartment - Hartrey G
Evanston, IL, United States
6.0Okay(1)
Free Wi-Fi
Air conditioning
€167+
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Apartment Home close to NWU & Hospitals - Evanston
Apartment Home close to NWU & Hospitals
Evanston, IL, United States
8.5Very Good(10)
Parking
Free Wi-Fi
Pet friendly
Air conditioning
€177+
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Home with Fenced Yard 13 Mi to Downtown Chicago! - Evanston
Home with Fenced Yard 13 Mi to Downtown Chicago!
Evanston, IL, United States
4.0Mediocre(1)
Free Wi-Fi
Pet friendly
Air conditioning
€188+
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Urban Home near 80/94 - Hammond
Urban Home near 80/94
Hammond, IN, United States
9.6Wonderful(10)
Air conditioning
€212+
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Guesthouse Gem 2br, Smart Tvs, W/D, & Parking - La Grange - Bedroom
Guesthouse Gem 2br, Smart Tvs, W/D, & Parking
La Grange, IL, United States
Air conditioning
€212+
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1920s fully updated unique 2 BR open artist loft space - Brookfield
1920s fully updated unique 2 BR open artist loft space
Brookfield, IL, United States
Free Wi-Fi
Air conditioning
€215+
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Lovely 1BR Apt in Evanston - Elmwood 105 - Evanston - Living room
Lovely 1BR Apt in Evanston - Elmwood 105
Evanston, IL, United States
6.6Okay(8)
Free Wi-Fi
Pet friendly
Air conditioning
€239+
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Pet Friendly Brick House - Hammond - Living room
Pet Friendly Brick House
Hammond, IN, United States
Air conditioning
€311+
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2 Mi to Northwestern Updated Home with Game Room! - Evanston
2 Mi to Northwestern Updated Home with Game Room!
Evanston, IL, United States
10Wonderful(1)
Free Wi-Fi
Air conditioning
€361+
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Zen in La Grange Park - La Grange Park - Living room
Zen in La Grange Park
La Grange Park, IL, United States
10Wonderful(4)
Air conditioning
€404+
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A huge Sprawling House on a large lot -15 minutes to St Louis - Belleville - Living room
A huge Sprawling House on a large lot -15 minutes to St Louis
Belleville, IL, United States
9.2Wonderful(24)
Free Wi-Fi
Air conditioning
€411+
Check availability
Sleeps 10 + Coffee Bar + Game Room + Train To Chgo - Brookfield - Living room
Sleeps 10 + Coffee Bar + Game Room + Train To Chgo
Brookfield, IL, United States
Parking
Free Wi-Fi
Pet friendly
Air conditioning
€421+
Check availability
Elegant Escape by Downtown Burr Ridge with an easy access to Chicago Landmarks - La Grange - Dining room
Elegant Escape by Downtown Burr Ridge with an easy access to Chicago Landmarks
La Grange, IL, United States
10Wonderful(2)
Air conditioning
€579+
Check availability
Booking Insights

KAYAK’s insights for holiday rentals in Illinois

Discover seasonal trends, ideal booking windows, and other data-driven tips to plan your stay in Illinois with confidence.

How early should you book a vacation rental in Illinois?

Book at least 68 days before your stay begins to get the best price for your Illinois vacation rental.
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Good to know

Low season

High season

Average price (weeknight)

Average price (weekend night)

December
August
€209
€278
Cheapest month to stay with an average 38% drop in price.
Most expensive month to stay with an average 351% 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

  • If you’re looking for a cheap holiday rental in Illinois, you should consider visiting during the low season. The cheapest holiday homes in Illinois can be found in April and May.
  • The cheapest night for renting a holiday home in Illinois is Wednesday. In contrast, the most expensive is Tuesday.
  • Holiday rentals are a popular choice for both long and short-term stays. KAYAK users usually book their holiday rental in Illinois for 1 days.
  • Pool, hot tub, parking, and pet friendly are the most popular holiday rental property amenities in Illinois
  • Holiday rentals in Illinois are around 32% more expensive than hotels on average. Search here to compare prices for all accommodation types in Illinois.

FAQs when booking a holiday home in Illinois

  • What is the most popular holiday rental destination in Illinois?

    Based on KAYAK holiday rental searches, the most popular destination is Chicago (100% of total searches to 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 €60. 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 apartments, houses, hotels, condos, homestays, cottages, lodges, villas, cabins, caravans, agritourism, bed & breakfasts and chalets.

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

    There are a number of dog and pet-friendly Illinois holiday rentals, with around 7% 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

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