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Popular Illinois Vacation Rentals

Find the perfect Illinois vacation rental

House The Galena Territory
from $312 per night
House ∙ 8 guests ∙ 4 bedrooms

181 m² House

5.0
Outstanding(9 ratings)
The Galena Territory, Guilford Township, Illinois
Details
House Elizabeth
from $677 per night
House ∙ 14 guests ∙ 7 bedrooms

315 m² House

4.8
Outstanding(51 ratings)
Elizabeth, Woodbine Township, Illinois
Details
House Creal Springs
from $271 per night
18 guests ∙ 6 bedrooms

House

4.5
Excellent(16 ratings)
Creal Springs, Williamson County, Illinois
Details
House Round Lake Park
from $192 per night
House ∙ 12 guests ∙ 4 bedrooms

279 m² House

4.9
Outstanding(50 ratings)
Round Lake Park, Lake County, Illinois
Details
Lodge Stockton
from $916 per night
Lodge ∙ 15 guests ∙ 7 bedrooms

576 m² Lodge

5.0
Outstanding(38 ratings)
Stockton, Stockton Township, Illinois
Details
House The Galena Territory
from $981 per night
House ∙ 22 guests ∙ 9 bedrooms

455 m² House

4.9
Outstanding(98 ratings)
The Galena Territory, Guilford Township, Illinois
Details
House Edwardsville
from $346 per night
House ∙ 10 guests ∙ 4 bedrooms

557 m² House

4.5
Excellent(24 ratings)
Edwardsville, Madison County, Illinois
Details
House Creal Springs
from $761 per night
House ∙ 16 guests ∙ 6 bedrooms

595 m² House

5.0
Outstanding(25 ratings)
Creal Springs, Williamson County, Illinois
Details
House The Galena Territory
from $225 per night
House ∙ 4 guests ∙ 2 bedrooms

96 m² House

4.9
Outstanding(105 ratings)
The Galena Territory, Guilford Township, Illinois
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Vacation rentals with Wi-Fi

House  Monroe Center
from $758 per night
House ∙ 40 guests ∙ 10 bedrooms

465 m² House

4.9
Outstanding(186 ratings)
Monroe Center, Monroe Township, Illinois
Internet
Details
House  Hawthorn Woods
from $514 per night
14 guests ∙ 5 bedrooms

House

4.9
Outstanding(10 ratings)
Hawthorn Woods, Ela Township, Illinois
Internet
Details
Cabin  Herod
from $194 per night
Cabin ∙ 7 guests ∙ 3 bedrooms

260 m² Cabin

4.9
Outstanding(17 ratings)
Herod, Pope County, Illinois
Internet
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Apartments and vacation rentals with a kitchen

House  Olympia Fields
from $257 per night
House ∙ 10 guests ∙ 4 bedrooms

297 m² House

5.0
Outstanding(1 rating)
Olympia Fields, Rich Township, Illinois
Kitchen
Details
Cabin  Carbondale
from $175 per night
Cabin ∙ 2 guests ∙ 1 bedroom

70 m² Cabin

5.0
Outstanding(135 ratings)
Carbondale, Carbondale Township, Illinois
Kitchen
Details
House  Beach Park
from $762 per night
House ∙ 19 guests ∙ 9 bedrooms

669 m² House

4.9
Outstanding(7 ratings)
Beach Park, Benton Township, Illinois
Kitchen
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Vacation rentals and apartments with air conditioning

House  Fox Lake
from $254 per night
House ∙ 6 guests ∙ 3 bedrooms

106 m² House

Fox Lake, Grant Township, Illinois
Air conditioning
Details
House  The Galena Territory
from $346 per night
House ∙ 14 guests ∙ 6 bedrooms

372 m² House

The Galena Territory, Guilford Township, Illinois
Air conditioning
Details
House  Waukegan
from $441 per night
13 guests ∙ 5 bedrooms

House

4.9
Outstanding(34 ratings)
Waukegan, Lake County, Illinois
Air conditioning
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Frequently Asked Questions

How much does it cost to book a vacation rental in Illinois?

You can book a vacation rental in Illinois for as little as $70 per night.

Is it possible to compare different vacation rentals in Illinois?

Tripping.com offers great selection on vacation rentals with 33,243 offers currently available in Illinois.

Finding the perfect vacation home has never been easier. Tripping.com searches the world's top vacation rental sites to find the best properties in 190 countries worldwide. One search lets you filter, compare and sort over 10 million available vacation rentals from trusted partners including HomeAway, VRBO, TripAdvisor, Booking.com and more. When you use Tripping.com to plan your trip and book your vacation rental, you never have to wonder if you're getting the best deal.

Illinois Information

About Illinois

One of the most celebrated midwestern states, Illinois has everything from small town charm to the windiest of cities. Home to the city of Chicago, Illinois has a claim on one of the greatest cities in America. From a history of gangster activities, the the jazz-age, to raising Abraham Lincoln — Illinois has a rich culture to explore. With walking trails, lake-side vacations and manicured small-towns, the state displays a variety of life.

Things to do in Illinois

Chicago of course is the most popular area of Illinois as the state’s major and unparalleled city. Springfield, the capitol of Illinois, is famous for its ties to Abraham Lincoln who lived there for years. Springfield is like a living Lincoln museum, with historical sites all around.

Best cities to visit in Illinois

Chicago, the windy city on Lake Michigan, is one of the largest cities in the country. Chicago is famed for its gangster history and world-class attractions drawing hoards of visitors. See the Millennium Park, as well as the Lincoln Park Zoo and the Art Institute of Chicago. Aurora and Rockford are smaller cities in Illinois, but also worth checking out.

Best small towns in Illinois

Galena in Illinois is known throughout the Midwest as one of the best small towns to visit. Wirth wineries and breweries, Galena keeps you occupied — you can even rent a hot air balloon! Mount Carroll is another charming small town, with its beautiful streets to walk through and a vibrant art and theater community. Fulton is a town that celebrates its Dutch heritage, and is proud to feature a large windmill, as well as the “Dutch Days” festival.

Best lake vacations in Illinois

Chicago lies on Lake Michigan, meaning that getting to the water isn’t a long haul for locals or visitors. The largest lake in Illinois, Lake Michigan has many nearby rentals for a vacation. With beaches, boats and bike trails, Lake Michigan is at your fingertips. The Chain O’Lakes waterway has 15 lakes that are connected by channels, giving you a wide spread of land to choose from. Carlyle Lake is perfect for sailing, and is the largest lake in the area.

Best National Parks in Illinois

Illinois has many national parks that go through parts of the state. The Trail of Tears, commemorating the Cherokee people goes through Illinois. The Mormon Pioneer historic trail goes through five states, including Illinois. Lastly, the Lewis & Clark historic trail that covers a whopping eleven states can also be found through Illinois.

Popular Day Trips Near Illinois

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