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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£32 - £295£295 - £559£559 - £822£822 - £1,084£1,084+ per night

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Most recommended holiday rentals in Illinois

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Postcard Cabins Starved Rock, Outdoor Collection by Marriott Bonvoy - Ottawa - Kitchen
Postcard Cabins Starved Rock, Outdoor Collection by Marriott Bonvoy
Ottawa, IL, United States
9.4Wonderful(15)
Cabin
Parking
Pet-friendly
Air conditioning
£154+
Check availability
The Lafayette Lounger Unit B, King Bed, Arcade Games - Ottawa - Living room
The Lafayette Lounger Unit B, King Bed, Arcade Games
Ottawa, IL, United States
10Wonderful(1)
House
Air conditioning
£91+
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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)
Apartment
Parking
Free Wi-Fi
Pet-friendly
Air conditioning
£190+
Check availability
Ottawa Apartment - Best Location! - Ottawa - Kitchen
Ottawa Apartment - Best Location!
Ottawa, IL, United States
8.5Very Good(11)
Apartment
Air conditioning
£208+
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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
House
Air conditioning
£675+
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Special Skevanston Space 2mi to Northwestern University & beach - Evanston - Bedroom
Special Skevanston Space 2mi to Northwestern University & beach
Evanston, IL, United States
8.9Very Good(14)
Apartment
Free Wi-Fi
Air conditioning
£132+
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Ideal 1-Bedroom Apartment - Hartrey G - Evanston - Bedroom
Ideal 1-Bedroom Apartment - Hartrey G
Evanston, IL, United States
6.0Okay(1)
Apartment
Free Wi-Fi
Air conditioning
£103+
Check availability
2 Mi to Northwestern: Updated Home w/ Game Room! - Evanston - Bedroom
2 Mi to Northwestern: Updated Home w/ Game Room!
Evanston, IL, United States
9.8Wonderful(11)
House
Air conditioning
£298+
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Sunny Work From Home Apt: Near Northwestern-Chicago-Beaches-Loyola - Evanston - Bedroom
Sunny Work From Home Apt: Near Northwestern-Chicago-Beaches-Loyola
Evanston, IL, United States
10Wonderful(1)
Apartment
Free Wi-Fi
Air conditioning
£170+
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Enjoy Evanston! Slow Down After a Busy Day Sight Seeing - Walking Distance from Public Transportation by AllSet Turnover - Evanston - Living room
Enjoy Evanston! Slow Down After a Busy Day Sight Seeing - Walking Distance from Public Transportation by AllSet Turnover
Evanston, IL, United States
8.4Very Good(10)
Apartment
Air conditioning
£126+
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Bunkies- The Hold - Ottawa - Pool
Bunkies- The Hold
Ottawa, IL, United States
8.0Very Good(2)
Condo
Free Wi-Fi
Air conditioning
£161+
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Splash Haven - Ottawa - Balcony
Splash Haven
Ottawa, IL, United States
9.4Wonderful(10)
House
Free Wi-Fi
Pet-friendly
Air conditioning
£282+
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Luxury Chic Villa with Fireplace - Ottawa - Dining room
Luxury Chic Villa with Fireplace
Ottawa, IL, United States
8.9Very Good(33)
Villa
Free Wi-Fi
Air conditioning
£229+
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Apartment Home close to NWU & Hospitals - Evanston
Apartment Home close to NWU & Hospitals
Evanston, IL, United States
8.6Very Good(12)
Apartment
Parking
Free Wi-Fi
Pet-friendly
Air conditioning
£146+
Check availability
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)
House
Free Wi-Fi
Air conditioning
£276+
Check availability
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)
Apartment
Free Wi-Fi
Air conditioning
£126+
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 37 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
February
£205
£184
Cheapest month to stay with an average 51% drop in price.
Most expensive month to stay with an average 325% 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.
  • Pool, hot tub, parking, and pet friendly are the most popular holiday rental property amenities in Illinois
  • Holiday rentals in Illinois are around 38% 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 1,984 properties and an average price of £140. The most popular holiday rentals in Illinois among KAYAK users are Bright and Cozy 1BR Apartment in Logan Square!, Perfect for Groups! Steps to the Beach and Room for All! Enjoy All Andersonville Has to Offer! by AllSet Turnover, and K2 Sky High Apartments with Stunning Chicago Views in West Loop.

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 (84% of total searches to Illinois). The next most popular destinations are Kankakee (12%) and Litchfield (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 £46. 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 £4,199.

  • 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 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