Illinois vacation rentals

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Latest Illinois vacation rental deals

MOST POPULARSpringfield
Vacation homes from $108
Rockford
Vacation homes from $36
Chicago
Vacation homes from $7

Best Illinois vacation rentals

Most recommended vacation rentals in Illinois

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1-Bedroom Nice Apartment in Skokie - Skokie - Living room
1-Bedroom Nice Apartment in Skokie
Skokie, IL
$234+
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Pet-Friendly Family Apartment - Near Nu Campus! - Evanston - Living room
Pet-Friendly Family Apartment - Near Nu Campus!
Evanston, IL
9.6Wonderful(25)
Free Wi-Fi
Pet friendly
$372+
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Simple and Roomy 1BR Apt in Evanston - Evanston - Building
Simple and Roomy 1BR Apt in Evanston
Evanston, IL
2.0Poor(2)
$249+
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Family Apartment with Deck and Yard Near Northwestern - Evanston - Living room
Family Apartment with Deck and Yard Near Northwestern
Evanston, IL
9.6Wonderful(16)
Free Wi-Fi
$299+
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Bright and Charming 2 Bed Apartment in Evanston by AllSet Turnover - Evanston - Living room
Bright and Charming 2 Bed Apartment in Evanston by AllSet Turnover
Evanston, IL
Free Wi-Fi
$324+
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Luxe Haus Of Love—Renovated 1938 Cape Cod |heated Flrs |420+ - Skokie - Living room
Luxe Haus Of Love—Renovated 1938 Cape Cod |heated Flrs |420+
Skokie, IL
$742+
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Walk to Train Convenient Skokie Condo! - Skokie - Kitchen
Walk to Train Convenient Skokie Condo!
Skokie, IL
Free Wi-Fi
$207+
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Adorable 1BR Apartment in Evanston - Evanston - Living room
Adorable 1BR Apartment in Evanston
Evanston, IL
$282+
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Econo Lodge - Marion - Bedroom
Econo Lodge
Marion, IL
4.3Mediocre(287)
Parking
Free Wi-Fi
Pool
Pet friendly
$72+
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Fascinating 1BR Apartment in Skokie - Skokie - Bedroom
Fascinating 1BR Apartment in Skokie
Skokie, IL
$234+
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Spacious Family Home, 8bd Gem In A Prime Location! - Lincolnwood - Living room
Spacious Family Home, 8bd Gem In A Prime Location!
Lincolnwood, IL
9.0Wonderful(1)
Parking
Free Wi-Fi
Pet friendly
$1,089+
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Mdrn Kid-Friendly Apt|charming|private|sunny|fast Wi-Fi| Parking - Evanston - Living room
Mdrn Kid-Friendly Apt|charming|private|sunny|fast Wi-Fi| Parking
Evanston, IL
Free Wi-Fi
$596+
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Beautiful Waterfront Dock. - Marion
Beautiful Waterfront Dock.
Marion, IL
$1,040+
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Paddle Boards for Water + Near Hiking & Wineries - Marion - Living room
Paddle Boards for Water + Near Hiking & Wineries
Marion, IL
$188+
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Stunning home in Skokie - Skokie
Stunning home in Skokie
Skokie, IL
10Wonderful(1)
Parking
Free Wi-Fi
Pet friendly
$647+
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Adorable 1BR Apt in Evanston with Onsite Laundry - Elmwood 105 - Evanston
Adorable 1BR Apt in Evanston with Onsite Laundry - Elmwood 105
Evanston, IL
7.2Good(6)
Free Wi-Fi
$294+
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$36 - $258$258 - $480$480 - $702$702 - $924$924+ per night

Property Types

ApartmentCondoHomestayHouse

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Free cancellationFree breakfastFree parkingFree internet

Good to know

Low season

January

High season

September

Average price (weeknight)

$218

Average price (weekend night)

$239
Cheapest month to stay with an average 20% drop in price.
Most expensive month to stay with an average 144% 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

  • Vacation rentals are a popular choice for both long and short-term stays. KAYAK users usually book their vacation rental in Illinois for 16 days.
  • The cheapest Illinois vacation rental found on KAYAK in the last 2 weeks was $141, while the most expensive was $375.
  • Pool, air-conditioned, hot tub, parking, pet friendly, and beachfront are the most popular vacation rental property amenities in Illinois
  • Vacation rentals in Illinois are around 15% 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 Downers Grove, with around 13 properties and an average price of $34. The most popular vacation rentals in Illinois among KAYAK users are Homestay - Location, Location, Location!, Downers Grove Rental, and Upscale Condo Close to, Free Parking, Fireplace, Non Smoking Community.
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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 (22% of total searches to Illinois). The next most popular destinations are Rockford (4%) and Oak Park (3%). Searches for vacation rentals in Marion (3%), Galena (2%) and Belleville (2%) 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 $76. 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 $1,451.

  • 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 $6,220.

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

  • 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 Forrestville Ave Large Suite and Entire Modern 2 Bedroom Apartment.

  • 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 14% allowing you to bring your pet along with you.

See more FAQs

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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Vacation rentals by topic

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The Penthouse at Grand Plaza - Chicago - Pool
The Penthouse at Grand Plaza
Near North Side
9.4Wonderful(270)
Free Wi-Fi
Pool
$516+
Check availability
Level Chicago - Old Town - Chicago - Living room
Level Chicago - Old Town
Near North Side
8.9Very good(297)
Free Wi-Fi
Pool
Pet friendly
$486+
Check availability
The Chicago Hotel Collection - Millennium Park - Chicago - Living room
The Chicago Hotel Collection - Millennium Park
Downtown
6.8Okay(2453)
Free Wi-Fi
Pet friendly
$170+
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Kasa South Loop Chicago - Chicago - Bedroom
Kasa South Loop Chicago
Downtown
8.7Very good(313)
Free Wi-Fi
Pet friendly
$295+
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5430 Happy Home - Chicago
5430 Happy Home
South Side
8.2Very good(260)
Parking
Free Wi-Fi
$87+
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China Doll Original - Chicago
China Doll Original
Lincoln Park
$54+
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Forrestville Ave Large Suite - Chicago
Forrestville Ave Large Suite
South Side
9.0Wonderful(135)
Parking
Free Wi-Fi
$186+
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Popular topics

Everything you need to know for your stay in Illinois

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