Illinois vacation rentals

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Latest Illinois vacation rental deals

MOST POPULARRockford
Vacation homes from $46
Chicago
Vacation homes from $11
Galena
Vacation homes from $301

Best Illinois vacation rentals

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6+ Okay7+ Good8+ Great9+ Excellent

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$44 - $223$223 - $401$401 - $580$580 - $758$758+ per night

Property Types

ApartmentCondoHomestayHouse

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Free cancellationFree breakfastFree parkingFree internet

Most recommended vacation rentals in Illinois

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Econo Lodge - Marion - Bedroom
Econo Lodge
Marion, IL
4.3Mediocre(302)
Parking
Free Wi-Fi
Pool
Pet friendly
$69+
Check availability
Walk to Train Convenient Skokie Condo! - Skokie - Kitchen
Walk to Train Convenient Skokie Condo!
Skokie, IL
5.0Fair(1)
Free Wi-Fi
$196+
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Spacious, Clean. 2 bedroom Getaway in Evanston - Evanston
Spacious, Clean. 2 bedroom Getaway in Evanston
Evanston, IL
$197+
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1-Bedroom Pad | Cozy + All-Set - Skokie - Bedroom
1-Bedroom Pad | Cozy + All-Set
Skokie, IL
$208+
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Gl- Great Location, Free Parking, Spacious, Private Office & Family Friendly - Evanston
Gl- Great Location, Free Parking, Spacious, Private Office & Family Friendly
Evanston, IL
8.3Very good(1)
Parking
Free Wi-Fi
Pet friendly
$216+
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
10Wonderful(1)
Free Wi-Fi
$236+
Check availability
Special Skevanston Space 2mi to Northwestern University & beach - Evanston - Bedroom
Special Skevanston Space 2mi to Northwestern University & beach
Evanston, IL
8.8Very good(13)
Free Wi-Fi
$239+
Check availability
Lovely 1BR Apt in Evanston - Elmwood 105 - Evanston - Living room
Lovely 1BR Apt in Evanston - Elmwood 105
Evanston, IL
6.6Okay(8)
Free Wi-Fi
Pet friendly
$280+
Check availability
Extravagance in Schaumburg - Schaumburg - Living room
Extravagance in Schaumburg
Schaumburg, IL
10Wonderful(3)
Free Wi-Fi
Pet friendly
$400+
Check availability
'Serenity Of Evanston' 2 Bdr/2bath Modern-Luxe Suite - Evanston - Living room
'Serenity Of Evanston' 2 Bdr/2bath Modern-Luxe Suite
Evanston, IL
9.9Wonderful(29)
Free Wi-Fi
Pool
$446+
Check availability
4 bedrooms, 6 beds, 2 full baths, and open basement loft - Skokie - Dining room
4 bedrooms, 6 beds, 2 full baths, and open basement loft
Skokie, IL
9.6Wonderful(5)
Free Wi-Fi
$461+
Check availability
2 Mi to Northwestern: Updated Home w/ Game Room! - Evanston - Bedroom
2 Mi to Northwestern: Updated Home w/ Game Room!
Evanston, IL
10Wonderful(6)
$466+
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Luxe Limewash Getaway w/Sun Deck - Skokie - Living room
Luxe Limewash Getaway w/Sun Deck
Skokie, IL
10Wonderful(1)
$513+
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Stunning home in Skokie - Skokie - Bedroom
Stunning home in Skokie
Skokie, IL
9.7Wonderful(2)
Parking
Free Wi-Fi
Pet friendly
$531+
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
10Wonderful(5)
Free Wi-Fi
$609+
Check availability
Cozy 4-Bedroom Apartment in Evanston - Evanston - Living room
Cozy 4-Bedroom Apartment in Evanston
Evanston, IL
9.5Wonderful(4)
Parking
Free Wi-Fi
Pet friendly
$646+
Check availability
Booking Insights

KAYAK’s insights for vacation 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 90 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
August
$258
$260
Cheapest month to stay with an average 44% drop in price.
Most expensive month to stay with an average 221% 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 vacation rental

  • If you’re looking for a cheap vacation rental in Illinois, you should consider visiting during the low season. The cheapest vacation homes in Illinois can be found in February and January.
  • The cheapest night for renting a vacation home in Illinois is Monday. In contrast, the most expensive is Thursday.
  • Vacation rentals are a popular choice for both long and short-term stays. KAYAK users usually book their vacation rental in Illinois for 26 days.
  • The cheapest Illinois vacation rental found on KAYAK in the last 2 weeks was $140, while the most expensive was $827.
  • Pool, pet friendly, hot tub, and parking are the most popular vacation rental property amenities in Illinois
  • Vacation rentals in Illinois are around 4% 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 vacation homes is Aurora, with around 47 properties and an average price of $63. The most popular vacation rentals in Illinois among KAYAK users are Aurora Apartment with fast Wi-Fi, in the unit laundry and garage., Rustic Spacious Studio/Aurora Area/Sleeps 2/Pet Friendly/Free Wi-Fi & Parking, and Showstopper: 5 Br+, 3.5ba.

FAQs when booking a vacation home in Illinois

  • What is the most popular vacation rental destination in Illinois?

    Based on KAYAK vacation rental searches, the most popular destination is Chicago (21% of total searches to Illinois). The next most popular destinations are Rockford (3%) and Marion (2%). Searches for vacation rentals in Oak Park (2%), Galena (2%) and Belleville (1%) are also popular.

  • How much is a vacation rental in Illinois for tonight?

    In the last 72 hours, users have found Illinois vacation rentals for tonight for as low as $69. Search here for similar prices

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

    The average price for a weekly Illinois vacation rental found by KAYAK users in the last 2 weeks is $1,506.

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

    The average price for a monthly Illinois vacation rental found by KAYAK users in the last 2 weeks is $6,454.

  • What types of vacation rentals are available in Illinois?

    There are loads of different property types that you can make your vacation home in Illinois. You’ll find apartments, houses, homestays, condos, villas, cabins, caravans, cottages, bed & breakfasts, campgrounds, chalets, hotels, lodges, barns and motels.

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

    There are many types of properties available for Illinois vacation rentals. If you’re looking for something special, vacation rentals most loved by KAYAK users are 5430 Happy Home and Sonder by Marriott Bonvoy The Burnham Apartments Loop.

  • What are the most popular Illinois vacation rentals for a large group?

    If you’re a large group then you’ll need plenty of space. The highest rated vacation homes that can sleep 6 people or more by KAYAK users are Forrestville Ave Large Suite and Entire Modern 2 Bedroom Apartment.

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

    There are a number of dog and pet-friendly Illinois vacation rentals, with around 9% 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 vacation home.

What Illinois vacation rental guests are talking about

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Popular topics

Vacation rentals by topic

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The Penthouse at Grand Plaza - Chicago
The Penthouse at Grand Plaza
Near North Side
9.3Wonderful(282)
Free Wi-Fi
Pool
$769+
Check availability
Level Chicago - Old Town - Chicago - Living room
Level Chicago - Old Town
Near North Side
8.8Very good(317)
Free Wi-Fi
Pool
Pet friendly
$436+
Check availability
The Chicago Hotel Collection Millennium - Chicago
The Chicago Hotel Collection Millennium
Downtown
6.8Okay(2441)
Free Wi-Fi
$170+
Check availability
Kasa South Loop Chicago - Chicago - Bedroom
Kasa South Loop Chicago
Downtown
8.6Very good(340)
Free Wi-Fi
Pet friendly
$343+
Check availability
5430 Happy Home - Chicago
5430 Happy Home
South Side
8.0Very good(303)
Parking
Free Wi-Fi
$189+
Check availability
China Doll Original - Chicago
China Doll Original
Lincoln Park
$54+
Check availability
Forrestville Ave Large Suite - Chicago
Forrestville Ave Large Suite
South Side
8.9Very good(147)
Parking
Free Wi-Fi
$165+
Check availability

Everything you need to know for your stay in Illinois

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