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Illinois Vacation Rentals

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Second City Suite - Chicago, IL Vacation Rental

Second City Suite

Chicago, IL
2 Bed 2 Bath Sleeps 6
- - - - - - - - - 188 - - - - - - -
Down on State Street - Chicago, IL Vacation Rental

Down on State Street

Chicago, IL
2 Bed 2 Bath Sleeps 6
- - - 132 174 - - 215 199 230 234 321 494 497 303 251 -
Windy City Wonder - Chicago, IL Vacation Rental

Windy City Wonder

Chicago, IL
2 Bed 2 Bath Sleeps 6
- - - - - - 348 215 - - - 261 - - - - -
Downtown Dreamer - Chicago, IL Vacation Rental

Downtown Dreamer

Chicago, IL
2 Bed 2 Bath Sleeps 6
- - - - - - - - - - - 305 494 497 303 251 -
Windy City Whispers - Chicago, IL Vacation Rental

Windy City Whispers

Chicago, IL
2 Bed 2 Bath Sleeps 6
- - - 132 174 - - 215 199 230 234 321 494 472 - - -
Grand Avenue Getaway - Chicago, IL Vacation Rental

Grand Avenue Getaway

Chicago, IL
2 Bed 2 Bath Sleeps 6
- - - - - - - - - - - 305 494 497 288 - -
Chicago Chic - Chicago, IL Vacation Rental

Chicago Chic

Chicago, IL
2 Bed 2 Bath Sleeps 6
- - - 132 174 - - - - - - - - 404 - - -
Chicago Wind - Chicago, IL Vacation Rental

Chicago Wind

Chicago, IL
1 Bed 1 Bath Sleeps 4
- - - - - - - - - 154 164 225 347 331 - - -
State Street Retreat - Chicago, IL Vacation Rental

State Street Retreat

Chicago, IL
2 Bed 2 Bath Sleeps 6
- - - 126 - - - - 189 230 234 321 494 497 288 - -
Top of the Lake - Chicago, IL Vacation Rental

Top of the Lake

Chicago, IL
2 Bed 2 Bath Sleeps 6
- - - - 166 - - 184 - - 222 321 494 497 288 - -
Urban Grandeur - Chicago, IL Vacation Rental

Urban Grandeur

Chicago, IL
2 Bed 2 Bath Sleeps 6
- - - - 166 - - - - - - - - - - - -
Chi-Town Splendor - Chicago, IL Vacation Rental

Chi-Town Splendor

Chicago, IL
1 Bed 1 Bath Sleeps 4
- - - - - - - - - - - - - - - - -
Grand Plaza Perfection - Chicago, IL Vacation Rental

Grand Plaza Perfection

Chicago, IL
2 Bed 2 Bath Sleeps 6
- - - - - - - 215 199 230 234 321 494 497 288 - -
Windy City Luxury - Chicago, IL Vacation Rental

Windy City Luxury

Chicago, IL
2 Bed 2 Bath Sleeps 6
- - - - - - - 215 199 230 234 321 494 497 303 251 -
Second City Comfort - Chicago, IL Vacation Rental

Second City Comfort

Chicago, IL
2 Bed 2 Bath Sleeps 6
- - - - - - - - - - 222 321 494 497 303 251 -
River North Retreat - Chicago, IL Vacation Rental

River North Retreat

Chicago, IL
2 Bed 2 Bath Sleeps 6
- - - - - - - 184 - - - - - - - - -
Grand Plaza Getaway  - Chicago, IL Vacation Rental

Grand Plaza Getaway

Chicago, IL
2 Bed 2 Bath Sleeps 6
- - - - - - - 184 - - - 305 494 497 288 - -
The Skyline - Chicago, IL Vacation Rental

The Skyline

Chicago, IL
2 Bed 2 Bath Sleeps 6
- - - - - - - - - - - 305 422 - - - -
Skyline Sparkler - Chicago, IL Vacation Rental

Skyline Sparkler

Chicago, IL
2 Bed 2 Bath Sleeps 6
- - - - - - - - - 219 234 321 494 497 288 - -
Magnificent Mile Majesty - Chicago, IL Vacation Rental

Magnificent Mile Majesty

Chicago, IL
2 Bed 2 Bath Sleeps 6
- - - - - - - 194 170 - - - 469 472 - - -
Grand Vista - Chicago, IL Vacation Rental

Grand Vista

Chicago, IL
1 Bed 1 Bath Sleeps 4
- - - - - 232 - - 133 162 164 225 347 348 203 - -
Fashionable on the 42nd Floor - Chicago, IL Vacation Rental
- - - - - - - 184 - - - - - - 246 - -

About Illinois

It's the Prairie State, the eastern terminus of Route 66, and the place where the Land of Lincoln meets the steel-and-glass skyscrapers of tomorrow. Welcome to Illinois, the fifth most populous state in America and home to nearly 13 million people. Whether you're catching a Chicago Cubs game or walking in the footsteps of the 16th president, you'll feel the magic all around you at our Illinois vacation rentals.

With borders that touch the Mississippi River, the corner of Lake Michigan, and the neighboring states of Indiana, Iowa, Kentucky, Missouri, and Wisconsin, Illinois achieved statehood in 1818 and has been a magnet for migration, industry, commerce, and tourism ever since.

Begin your visit in the nation's third-largest city, Chicago, where you can sunbathe on 15 miles of swimming beaches on Lake Michigan, shop your way along Magnificent Mile, and admire the classic architecture on a boat tour of the Chicago River. You'll still have time to sit in the stands at Wrigley Field, stroll through the Art Institute of Chicago, and catch a performance at The Second City or the Chicago Theatre. 

Follow Historic Route 66 south to the state capital of Springfield, which today is a living museum of the life of Abraham Lincoln. Pay a visit to the Lincoln Home National Historic Site, explore the Abraham Lincoln Presidential Library and Museum, and pay tribute to the late president at the Lincoln Tomb State Historic Site within Oak Ridge Cemetery.

If you'd rather get out into the great outdoors, take a drive on one of Illinois' seven scenic byways or make your way to Shawnee National Forest in the state's southern reaches. Climb majestic sandstone cliffs, take a hike on the Rim Rock Recreational Trail, and explore the aptly named Garden of the Gods.

Find a blend of the past and future in the heart of the American Midwest - plan your escape to one of our Illinois vacation homes today!

Photo Credit: Roman Boed via Flickr

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