Illinois holiday rentals

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Best Illinois holiday rentals

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€32 - €966€966 - €1,899€1,899 - €2,833€2,833 - €3,766€3,766+ per night

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ApartmentCondoCottageHomestayHouse

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Free cancellationFree breakfastFree parkingFree internet

Most recommended holiday rentals in Illinois

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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
€67+
Check availability
Chic Suite/Mins to L Train /Laundry/Free Parking - Oak Park - Living room
Chic Suite/Mins to L Train /Laundry/Free Parking
Oak Park, IL, United States
9.5Wonderful(36)
Free Wi-Fi
Air conditioning
€128+
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Mins to DT & Frank Lloyd Wright - Oak Park
Mins to DT & Frank Lloyd Wright
Oak Park, IL, United States
Air conditioning
€141+
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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
€171+
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Tiny Home Baby Friendly - Rantoul - Bedroom
Tiny Home Baby Friendly
Rantoul, IL, United States
8.0Very Good(2)
Parking
Pet friendly
Air conditioning
€180+
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Oak Park Queen - Oak Park - Bedroom
Oak Park Queen
Oak Park, IL, United States
8.0Very Good(20)
Free Wi-Fi
€195+
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8 Mi to Chicago: Oak Park Home w/ Fenced Backyard! - Oak Park - Living room
8 Mi to Chicago: Oak Park Home w/ Fenced Backyard!
Oak Park, IL, United States
Free Wi-Fi
Air conditioning
€207+
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The Shively House, A Cozy Country Home Retreat - Buckley - Living room
The Shively House, A Cozy Country Home Retreat
Buckley, IL, United States
Air conditioning
€223+
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Comfy, spacious 3 bedroom near Rantoul Family Sportsplex. - Rantoul - Bedroom
Comfy, spacious 3 bedroom near Rantoul Family Sportsplex.
Rantoul, IL, United States
10Wonderful(7)
Air conditioning
€236+
Check availability
Comfy 2-bedroom apartment with AC, WiFi in Oak Park - Oak Park
Comfy 2-bedroom apartment with AC, WiFi in Oak Park
Oak Park, IL, United States
10Wonderful(1)
Air conditioning
€238+
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Lovely vintage Oak Park 3bd 1ba perfectly located near public transit & Chicago - Oak Park - Dining room
Lovely vintage Oak Park 3bd 1ba perfectly located near public transit & Chicago
Oak Park, IL, United States
9.1Wonderful(18)
Parking
Free Wi-Fi
Air conditioning
€254+
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Quiet, Spacious and Comfy! - Rantoul
Quiet, Spacious and Comfy!
Rantoul, IL, United States
10Wonderful(6)
Free Wi-Fi
Air conditioning
€275+
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Hinsdale Haven, Pet Friendly! - Hinsdale
Hinsdale Haven, Pet Friendly!
Hinsdale, IL, United States
Air conditioning
€363+
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Oak Park 5bd 2bth sleeps 11 with 3 private parking - Oak Park - Living room
Oak Park 5bd 2bth sleeps 11 with 3 private parking
Oak Park, IL, United States
Free Wi-Fi
Pet friendly
Air conditioning
€440+
Check availability
Vintage Urban Retreat - Oak Park - Dining room
Vintage Urban Retreat
Oak Park, IL, United States
10Wonderful(7)
Air conditioning
€448+
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Spacious Comfy 2br Near Highwaytrain Station - Oak Park
Spacious Comfy 2br Near Highwaytrain Station
Oak Park, IL, United States
Parking
Free Wi-Fi
Pet friendly
Air conditioning
€3,766+
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)

February
August
€225
€304
Cheapest month to stay with an average 60% drop in price.
Most expensive month to stay with an average 41% 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, parking, pet friendly, and hot tub are the most popular holiday rental property amenities in Illinois
  • Holiday rentals in Illinois are around 28% 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 €59. 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, condos, homestays, bungalows, cottages, lodges, villas, cabins, caravans, agritourism, bed & breakfasts, campgrounds, chalets and hotels.

  • 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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