Illinois holiday rentals

Search hundreds of travel sites at once for holiday home deals in Illinois

Here is why travellers choose KAYAK

Free to useThere are no hidden charges or fees.

Filter your dealsFilter by free cancellation, free breakfast and more.

Millions of reviewsCheck ratings based on millions of real guest reviews.

Recommended by KAYAK
Useful Info
Recommended by KAYAK

Best Illinois holiday rentals

Most recommended holiday rentals in Illinois

Show all
Chic Suite/Mins to L Train /Laundry/Free Parking - Oak Park - Living room
Free Wi-Fi
Air conditioning
Oak Park Queen - Oak Park - Bedroom
Oak Park Queen
Oak Park, IL, United States
Free Wi-Fi
Gallery Loft of Oak Park #1 Top Host in IL - Oak Park - Dining room
Parking
Free Wi-Fi
Pet friendly
Air conditioning
Westchester Retreat King bed - Westchester - Kitchen
Westchester Retreat King bed
Westchester, IL, United States
10Wonderful(1)
Parking
Free Wi-Fi
Pet friendly
Air conditioning
Home with Fenced Yard 13 Mi to Downtown Chicago! - Evanston - Living room
Free Wi-Fi
Pet friendly
Air conditioning
Quick Access to O'Hare and Chicago downtown - Melrose Park - Dining room
Quick Access to O'Hare and Chicago downtown
Melrose Park, IL, United States
Air conditioning
Useful Info

Good to know

Low season

High season

Average price (weeknight)

Average price (weekend night)

January
November
€186
€222
Cheapest month to stay with an average 17% drop in price.
Most expensive month to stay with an average 240% 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 August and May.
  • The cheapest night for renting a holiday home in Illinois is Wednesday. In contrast, the most expensive is Sunday.
  • Holiday rentals are a popular choice for both long and short-term stays. KAYAK users usually book their holiday rental in Illinois for 2 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 33% 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 (100% of total searches to Illinois).

  • 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 €66. 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, condos, homestays, cottages, villas, cabins, campgrounds, caravan parks, chalets, lodges and barns.

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

    There are a number of dog and pet-friendly Illinois holiday rentals, with around 11% 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.