Illinois holiday rentals

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Booking Insights
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Latest Illinois holiday rental deals

MOST POPULARChicago
Holiday homes from £187

Best Illinois holiday rentals

Econo Lodge Quincy - Quincy - Building
Econo Lodge Quincy
Quincy, IL, United States
6.3Okay(279)
Lodge
Parking
Free Wi-Fi
Pet-friendly
Air conditioning
£58+
Check availability
Casa 22 • Luxury Modern House for 6 • 3 Bed, 2 Bath - Skokie - Dining room
Casa 22 • Luxury Modern House for 6 • 3 Bed, 2 Bath
Skokie, IL, United States
10Wonderful(10)
House
Free Wi-Fi
Air conditioning
£401+
Check availability
Cozy cape cod - Feels like home Skokie with WiFi and AC - Skokie - Bedroom
Cozy cape cod - Feels like home Skokie with WiFi and AC
Skokie, IL, United States
8.0Very Good(1)
House
Air conditioning
£498+
Check availability
Historic Mansion - Quincy - Patio
Historic Mansion
Quincy, IL, United States
9.7Wonderful(14)
House
Air conditioning
£484+
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Luxe Limewash Getaway w/Sun Deck - Skokie - Living room
Luxe Limewash Getaway w/Sun Deck
Skokie, IL, United States
10Wonderful(3)
House
Air conditioning
£311+
Check availability
Stokes Stay: 4 BR-2.5BA Modern house in wonderful Skokie! - Skokie - Living room
Stokes Stay: 4 BR-2.5BA Modern house in wonderful Skokie!
Skokie, IL, United States
10Wonderful(1)
House
Air conditioning
£417+
Check availability
Luxe Home 20 min from Downtown Chicago ,heated indoor pool, Spa bath, tree house - Skokie - Living room
Luxe Home 20 min from Downtown Chicago ,heated indoor pool, Spa bath, tree house
Skokie, IL, United States
9.3Wonderful(3)
House
Pool
Air conditioning
£770+
Check availability
Stunning home in Skokie - Skokie - Bedroom
Stunning home in Skokie
Skokie, IL, United States
9.7Wonderful(2)
House
Parking
Free Wi-Fi
Pet-friendly
Air conditioning
£329+
Check availability
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
£491+
Check availability
1-Bedroom Pad | Cozy + All-Set - Skokie - Bedroom
1-Bedroom Pad | Cozy + All-Set
Skokie, IL, United States
Apartment
£122+
Check availability
Peaceful, Country Cottage with Open Floor Plan - Quincy - Living room
Peaceful, Country Cottage with Open Floor Plan
Quincy, IL, United States
9.8Wonderful(128)
House
Free Wi-Fi
Air conditioning
£184+
Check availability
Stunning downtown Skokie mid-century modern Luxury four bedroom ranch home - Skokie - Dining room
Stunning downtown Skokie mid-century modern Luxury four bedroom ranch home
Skokie, IL, United States
House
Air conditioning
£490+
Check availability
1-Bedroom Nice Apartment in Skokie - Skokie - Living room
1-Bedroom Nice Apartment in Skokie
Skokie, IL, United States
2.0Poor(1)
Apartment
Air conditioning
£107+
Check availability
Spacious 2BR Close to it All - Chic Apt in Skokie - Elm 3A - Skokie - Bedroom
Spacious 2BR Close to it All - Chic Apt in Skokie - Elm 3A
Skokie, IL, United States
Apartment
Free Wi-Fi
£196+
Check availability
Urban Oasis - Kid Friendly - Quiet Street - Skokie - Living room
Urban Oasis - Kid Friendly - Quiet Street
Skokie, IL, United States
9.3Wonderful(8)
House
Parking
Free Wi-Fi
Pet-friendly
Air conditioning
£289+
Check availability
4 bedrooms, 6 beds, 2 full baths, and open basement loft - Skokie - Kitchen
4 bedrooms, 6 beds, 2 full baths, and open basement loft
Skokie, IL, United States
9.7Wonderful(7)
House
Free Wi-Fi
Air conditioning
£291+
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 68 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)

December
August
£229
£179
Cheapest month to stay with an average 58% drop in price.
Most expensive month to stay with an average 203% 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 May and June.
  • 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 1,996 properties and an average price of £140. The most popular holiday rentals in Illinois among KAYAK users are Stylish 6 Bedroom Home in Trendy Logan Square!, Bright and Cozy 1BR Apartment in Logan Square!, 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 (83% of total searches to Illinois). The next most popular destinations are Kankakee (13%) 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 £53. 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 £60 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 £977.

  • 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 £4,185.

  • 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.

  • What are some of the most-loved holiday rentals available in Illinois?

    If you’re looking for something special, the holiday rental most loved by KAYAK users is Econo Lodge Quincy.

  • 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