Illinois holiday rentals

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Latest Illinois holiday rental deals

MOST POPULARChicago
Holiday homes from £187

Best Illinois holiday rentals

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£27 - £127£127 - £226£226 - £325£325 - £424£424+ per night

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Most recommended holiday rentals in Illinois

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Exquisite Victorian - Springfield
Exquisite Victorian
Springfield, IL, United States
9.8Wonderful(152)
Parking
Free Wi-Fi
Pet-friendly
Air conditioning
£71+
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Drexel Apartments, Downtown Hyde Park - Chicago
Drexel Apartments, Downtown Hyde Park
South Side
6.3Okay(59)
Parking
Free Wi-Fi
Air conditioning
£77+
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Kenwood Apartments, Downtown Hyde Park - Chicago
Kenwood Apartments, Downtown Hyde Park
South Side
6.0Okay(36)
Parking
Free Wi-Fi
Air conditioning
£82+
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The Burnham, Sonder Apartment by Marriott Bonvoy - Chicago - Living room
The Burnham, Sonder Apartment by Marriott Bonvoy
Near West Side
8.1Very Good(237)
Free Wi-Fi
Air conditioning
£115+
Check availability
Sonder Apartment by Marriott Bonvoy Onterie Apartments, Magnificent Mile - Chicago - Living room
Sonder Apartment by Marriott Bonvoy Onterie Apartments, Magnificent Mile
Near North Side
8.1Very Good(56)
Free Wi-Fi
Air conditioning
£119+
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The Opal, Sonder Apartment by Marriott Bonvoy - Chicago - Balcony
The Opal, Sonder Apartment by Marriott Bonvoy
Near North Side
8.6Very Good(229)
Free Wi-Fi
Air conditioning
£127+
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5430 Happy Home - Chicago
5430 Happy Home
South Side
8.0Very Good(318)
Parking
Free Wi-Fi
Air conditioning
£130+
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Charming 2-bedroom house with WiFi, AC in adorable Sycamore - Sycamore - Living room
Charming 2-bedroom house with WiFi, AC in adorable Sycamore
Sycamore, IL, United States
Free Wi-Fi
Air conditioning
£131+
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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(10)
Parking
Free Wi-Fi
Air conditioning
£154+
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Robin Crest with Hot Tub - Sleepy Hollow - Balcony
Robin Crest with Hot Tub
Sleepy Hollow, IL, United States
8.8Very Good(5)
Free Wi-Fi
Air conditioning
£174+
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Beautiful Big 3 bedroom Quiet Apt near downtown - Chicago
Beautiful Big 3 bedroom Quiet Apt near downtown
South Side
8.6Very Good(16)
Parking
Free Wi-Fi
Air conditioning
£176+
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Downtown Luxury Farmhouse Apartment #1 - West Dundee - Living room
Downtown Luxury Farmhouse Apartment #1
West Dundee, IL, United States
9.7Wonderful(10)
Parking
Free Wi-Fi
Pet-friendly
Air conditioning
£185+
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Downtown Luxury Farmhouse Apartment #2 - West Dundee - Living room
Downtown Luxury Farmhouse Apartment #2
West Dundee, IL, United States
9.9Wonderful(12)
Parking
Free Wi-Fi
Pet-friendly
Air conditioning
£193+
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Downtown Luxury Farmhouse Apartment #4 - West Dundee - Living room
Downtown Luxury Farmhouse Apartment #4
West Dundee, IL, United States
9.8Wonderful(15)
Parking
Free Wi-Fi
Pet-friendly
Air conditioning
£198+
Check availability
The Main Event Game House on the Huntley Square! - Huntley - Living room
The Main Event Game House on the Huntley Square!
Huntley, IL, United States
9.6Wonderful(13)
Free Wi-Fi
Air conditioning
£335+
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Ginosi Chicago Apartel - Chicago
Ginosi Chicago Apartel
Near North Side
£395+
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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)

January
August
£206
£205
Cheapest month to stay with an average 43% drop in price.
Most expensive month to stay with an average 293% 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 Tuesday. In contrast, the most expensive is Wednesday.
  • 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.
  • The cheapest Illinois holiday rental found on KAYAK in the last 2 weeks was £140, while the most expensive was £140.
  • Pool, hot tub, parking, and pet friendly are the most popular holiday rental property amenities in Illinois
  • Holiday rentals in Illinois are around 31% more expensive than hotels on average. Search here to compare prices for all accommodation types in Illinois.
  • The city in Illinois with the most affordable holiday homes is Chicago, with around 2,122 properties and an average price of £140. The most popular holiday rentals in Illinois among KAYAK users are 5430 Happy Home, The Burnham, Sonder Apartment by Marriott Bonvoy, and Sonder Apartment by Marriott Bonvoy Onterie Apartments, Magnificent Mile.

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 (14%) and Olney (5%).

  • 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 £52. 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 £52 per night. Search here for similar prices

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

    The average price for a weekly Illinois holiday rental found by KAYAK users in the last 2 weeks is £980.

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

    The average price for a monthly Illinois holiday rental found by KAYAK users in the last 2 weeks is £4,200.

  • 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, cottages, cabins, campgrounds, condos, villas, bungalows, homestays, lodges, caravans, agritourism, bed & breakfasts, chalets 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 8% 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

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