Illinois holiday rentals

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Best Illinois holiday rentals

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£0 - £668£668 - £1,336£1,336 - £2,003£2,003 - £2,670£2,670+ per night

Property Types

ApartmentCondoHomestayHouse

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Free cancellationFree breakfastFree parkingFree internet

Most recommended holiday rentals in Illinois

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5430 Happy Home - Chicago
5430 Happy Home
South Side
8.2Very Good(279)
Parking
Free Wi-Fi
Air conditioning
£41+
Check availability
Simplified Living Space - Chicago
Simplified Living Space
South Side
4.6Mediocre(64)
Parking
Free Wi-Fi
Air conditioning
£58+
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Econo Lodge - Rockford - Bedroom
Econo Lodge
Rockford, IL, United States
7.6Good(164)
Parking
Free Wi-Fi
Pet-friendly
Air conditioning
£64+
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Hip Urban Loft - Small Town Charm -124 Lofts #3 - West Dundee - Bedroom
Hip Urban Loft - Small Town Charm -124 Lofts #3
West Dundee, IL, United States
10Wonderful(15)
Parking
Free Wi-Fi
Air conditioning
£155+
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Hip Urban Loft - Small Town Charm - 124 Lofts #4 - West Dundee - Bedroom
Hip Urban Loft - Small Town Charm - 124 Lofts #4
West Dundee, IL, United States
9.9Wonderful(5)
Parking
Free Wi-Fi
Air conditioning
£171+
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Beautiful Big 3 bedroom Quiet Apt near downtown - Chicago - Living room
Beautiful Big 3 bedroom Quiet Apt near downtown
South Side
9.5Wonderful(10)
Parking
Free Wi-Fi
Air conditioning
£207+
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Sonder by Marriott Bonvoy The Opal Apartments River North - Chicago - Balcony
Sonder by Marriott Bonvoy The Opal Apartments River North
Near North Side
8.7Very Good(194)
Free Wi-Fi
Air conditioning
£232+
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Ginosi Chicago Apartel - Chicago
Ginosi Chicago Apartel
Near North Side
£388+
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Amazing Mid-Term Rental Entire Home In Glenview - Northbrook - Bedroom
Amazing Mid-Term Rental Entire Home In Glenview
Northbrook, IL, United States
Air conditioning
£400+
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Luxury House minutes away from O'Hare and Downtown Chicago - Schiller Park - Kitchen
Luxury House minutes away from O'Hare and Downtown Chicago
Schiller Park, IL, United States
Free Wi-Fi
Air conditioning
£448+
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Outstanding Ohare Oasis - Des Plaines - Dining room
Outstanding Ohare Oasis
Des Plaines, IL, United States
Free Wi-Fi
Air conditioning
£456+
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Wrigleyville Suites - Chicago
Wrigleyville Suites
Wrigleyville
6.6Okay(19)
Parking
Free Wi-Fi
Air conditioning
£472+
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Serene & Charming 5br Des Plaines Getaway 5 Bedroom Home by RedAwning - Des Plaines - Living room
Serene & Charming 5br Des Plaines Getaway 5 Bedroom Home by RedAwning
Des Plaines, IL, United States
Free Wi-Fi
£661+
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Modern Suburban Oasis- 14 guest House. Family Friendly! - Elgin - Lounge
Modern Suburban Oasis- 14 guest House. Family Friendly!
Elgin, IL, United States
Air conditioning
£695+
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6 Bedrooms Home Suburbs of Chicago - Northbrook - Bedroom
6 Bedrooms Home Suburbs of Chicago
Northbrook, IL, United States
Air conditioning
£1,716+
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Contemporary house with partial lake views/quiet and private area/gut reno/2023 - Lake Forest - Living room
Contemporary house with partial lake views/quiet and private area/gut reno/2023
Lake Forest, IL, United States
Air conditioning
£2,670+
Check availability
Useful Info

Good to know

Low season

High season

Average price (weeknight)

Average price (weekend night)

January
November
£175
£186
Cheapest month to stay with an average 15% drop in price.
Most expensive month to stay with an average 239% 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 February and July.
  • The cheapest night for renting a holiday home in Illinois is Thursday. 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, air-conditioned, pet friendly, hot tub, parking, and beachfront are the most popular holiday rental property amenities in Illinois
  • Holiday rentals in Illinois are around 30% 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 (92% of total searches to Illinois). The next most popular destinations are Naperville (4%) and Olney (4%).

  • 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 £74. Search here for similar prices

  • How much is a holiday rental in Illinois for this weekend?

    In the last 72 hours, users have found Illinois holiday rentals for this weekend for as little as £70 per night. 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, cabins, campgrounds, condos, cottages, villas, homestays, lodges, caravan parks 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 13% 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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