Bolingbrook Vacation Rentals

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Vacation Rentals in Bolingbrook

AeroStay Retreat – 4BR Home Near O’Hare Airport!

Wood Dale IL

Located in Wood Dale, this vacation home is within a 15-minute drive of Donald E. Stephens Convention Center and Allstate Arena.

Kitchen

Washer

LUXE 3 BR, 2 BA + Hot Tub

Elmhurst IL

$309 nightly

$330 total

Dec 15 - Dec 16

Total with taxes and fees

With a stay at this vacation home in Elmhurst, you'll be within a 5-minute drive of Elmhurst Hospital - Main Campus and Oak Brook Golf Course.

Kitchen

Washer

Clarendon Hills Top Floor

Clarendon Hills IL

With a stay at this vacation home in Clarendon Hills, you'll be within a 5-minute drive of Ty Warner Park and Twin Lakes Park.

Kitchen

Free WiFi

Charming 2-bedroom house in Maywood with WiFi, AC full basement with sofa bed

Maywood IL

$223 nightly

$238 total

Dec 13 - Dec 14

Total with taxes and fees

With a stay at this vacation home in Maywood, you'll be within a 15-minute drive of United Center and State Street.

Kitchen

Washer

Your Next Vacation Home

Des Plaines IL

$282 nightly

$302 total

Jan 5 - Jan 6, 2026

Total with taxes and fees

With a stay at this vacation home in Des Plaines (Oakton), you'll be a 3-minute drive from Allstate Arena and 7 minutes from Donald E. Stephens Convention Center.

Kitchen

Washer

The Nicest House on VRBO in Chicago? Perhaps.. Custom Built 5 bdrm in West Town

Chicago IL

With a stay at this vacation home in Chicago (West Town), you'll be within a 5-minute drive of United Center and State Street.

Kitchen

Washer

Spacious open concept home w/ game room + firepit

Winfield IL

With a stay at this vacation home in Winfield, you'll be within a 5-minute drive of DuPage Event Center & Fairgrounds and Cosley Zoo.

Kitchen

Washer

Urban Farmhouse near O’Hare Airport

Des Plaines IL

When you stay at this vacation home in Des Plaines, you'll be on a river, within a 10-minute drive of Allstate Arena and Donald E. Stephens Convention Center.

Kitchen

Washer

3-bedroom building in lovely Westchester with AC, WiFi. Enjoy your stay

Westchester IL

When you stay at this vacation home in Westchester, you'll be within a 10-minute drive of Oak Brook Golf Course and Loyola University Medical Center.

Kitchen

Washer

Luxury Home Away From Your Home

Chicago IL

With a stay at this vacation home in Chicago (East Garfield Park), you'll be a 4-minute drive from United Center and 7 minutes from Millennium Park.

Kitchen

Free WiFi

Cozy 3-bedroom house in family-oriented Melrose Park.

Melrose Park IL

Located in Franklin Park, this vacation home is within a 15-minute drive of Donald E. Stephens Convention Center and Allstate Arena.

Hot Tub

Kitchen

Breathtaking home close to Schaumburg, Chicago

Palatine IL

With a stay at this vacation home in Schaumburg, you'll be within a 5-minute drive of Schaumburg Convention Center and Woodfield Mall.

Hot Tub

Kitchen

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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.