Illinois holiday rentals

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Booking Insights
Recommended by KAYAK

Best Illinois holiday rentals

Most recommended holiday rentals in Illinois

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Kirkham Train House; Pets Welcome - Litchfield
Kirkham Train House; Pets Welcome
Litchfield, IL, United States
Pet-friendly
Air conditioning
Route 66 House; Litchfield Il; Pets Welcome - Litchfield - Kitchen
Free Wi-Fi
Pet-friendly
Air conditioning
Lincoln House; Litchfield, Il; Pets Welcome - Litchfield
Pet-friendly
Air conditioning
Hip Urban Loft - Small Town Charm - 124 Lofts #4 - West Dundee - Bedroom
Parking
Free Wi-Fi
Air conditioning
Family-Friendly home in Rochelle, IL - Rochelle - Living room
Family-Friendly home in Rochelle, IL
Rochelle, IL, United States
Air conditioning
Postcard Cabins Starved Rock - Ottawa - Bedroom
Postcard Cabins Starved Rock
Ottawa, IL, United States
Pet-friendly
Air conditioning
Bunkies-The Commissioner - Ottawa - Building
Bunkies-The Commissioner
Ottawa, IL, United States
Free Wi-Fi
Pet-friendly
Air conditioning
Apartment Attached to a 1900 historic Farm house - Wadsworth - Living room
Free Wi-Fi
Pet-friendly
Air conditioning
Lovely 1BR Apt in Evanston - Elmwood 105 - Evanston - Living room
Free Wi-Fi
Pet-friendly
Air conditioning
Extravagance in Schaumburg - Schaumburg - Living room
Extravagance in Schaumburg
Schaumburg, IL, United States
10Wonderful(3)
Free Wi-Fi
Pet-friendly
Air conditioning
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 90 days before your stay begins to get the best price for your Illinois vacation rental.

Good to know

Low season

High season

Average price (weeknight)

Average price (weekend night)

February
August
£188
£203
Cheapest month to stay with an average 38% drop in price.
Most expensive month to stay with an average 283% 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 June and August.
  • The cheapest night for renting a holiday home in Illinois is Wednesday. In contrast, the most expensive is Saturday.
  • 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, pet friendly, hot tub, and parking are the most popular holiday rental property amenities in Illinois
  • Holiday rentals in Illinois are around 34% 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 (82% of total searches to Illinois). The next most popular destinations are Kankakee (11%) and Naperville (4%). Searches for holiday rentals in Olney (4%) are also popular.

  • 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 £51. 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, cottages, cabins, campgrounds, condos, villas, homestays, lodges, caravans, bed & breakfasts, chalets, hotels, agritourism and castles.

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

    There are a number of dog and pet-friendly Illinois holiday rentals, with around 9% 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.

Not what you’re looking for? Find thousands of other hotels, flights, car hires and package deals with KAYAK.