Illinois holiday rentals

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Best Illinois holiday rentals

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6+ Okay7+ Good8+ Great9+ Excellent

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R776 - R2 953R2 953 - R5 129R5 129 - R7 306R7 306 - R9 465R9 465+ per night

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Free cancellationFree breakfastFree parkingFree internet

Most recommended holiday rentals in Illinois

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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
Air conditioning
R2 267+
Check availability
5430 Happy Home - Chicago
5430 Happy Home
South Side
8.0Very Good(323)
Homestay
Parking
Free Wi-Fi
Air conditioning
R2 278+
Check availability
Cozy Coach House In Central Wheaton Illinois - Wheaton - Living room
Cozy Coach House In Central Wheaton Illinois
Wheaton, IL, United States
9.8Wonderful(48)
Apartment
Free Wi-Fi
Air conditioning
R2 598+
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
R2 842+
Check availability
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
R2 868+
Check availability
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
R2 917+
Check availability
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
R3 300+
Check availability
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
R3 796+
Check availability
Discover Wheaton's charm. - Wheaton - Kitchen
Discover Wheaton's charm.
Wheaton, IL, United States
9.3Wonderful(19)
House
Air conditioning
R4 235+
Check availability
The Love Shack close to U of I - Champaign - Bedroom
The Love Shack close to U of I
Champaign, IL, United States
8.8Very Good(5)
House
Air conditioning
R5 095+
Check availability
✽ Charming Cottage ✽ close to College/Town/Station - Wheaton - Building
✽ Charming Cottage ✽ close to College/Town/Station
Wheaton, IL, United States
9.9Wonderful(44)
House
Air conditioning
R5 264+
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
R6 244+
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
R6 883+
Check availability
Feel good, live well in this cozy Wheaton 3 bedroom! - Wheaton - Living room
Feel good, live well in this cozy Wheaton 3 bedroom!
Wheaton, IL, United States
10Wonderful(3)
House
Air conditioning
R7 036+
Check availability
Charming 3-bedroom house just minutes from Downtown Wheaton! - Wheaton - Bedroom
Charming 3-bedroom house just minutes from Downtown Wheaton!
Wheaton, IL, United States
10Wonderful(3)
House
Air conditioning
R7 272+
Check availability
Wildflower - Wheaton Home! - Wheaton - Living room
Wildflower - Wheaton Home!
Wheaton, IL, United States
8.5Very Good(7)
House
Air conditioning
R8 942+
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.

Find deals

Good to know

Low season

High season

Average price (weeknight)

Average price (weekend night)

January
February
R4 519
R3 764
Cheapest month to stay with an average 55% drop in price.
Most expensive month to stay with an average 174% 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 January and May.
  • The cheapest night for renting a holiday home in Illinois is Thursday. 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 10 days.
  • Pool, hot tub, parking, and pet friendly are the most popular holiday rental property amenities in Illinois
  • Holiday rentals in Illinois are around 41% 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 (78% of total searches to Illinois). The next most popular destination is Champaign (22%).

  • 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 R1 191. 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 R1 363 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, hotels, condos, homestays, cottages, lodges, villas, cabins, caravans, agritourism, bed & breakfasts, chalets and motels.

  • 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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