Countryside Vacation Rentals

Name: Free Parking! Designed for Work and Play - Perfect for Any Traveler with 2 Work Spaces and Old Town Charm by RedAwning
Address: Chicago

Get more for your budget and save up to 50% off select Secret Bargain hotels

Get even more value with CheapTickets Price Guarantee!

Change your flight without a fee on select flights

Vacation Rentals in Countryside

Lincoln Park Living - Suite 2!

With a stay at this vacation home in Chicago (Lincoln Park), you'll be within a 5-minute drive of Wrigley Field and Lake Michigan.

Luxury Downtown Penthouse with Private Rooftop!

With a stay at this vacation home in Chicago (Downtown Chicago), you'll be within a 5-minute drive of Michigan Avenue and Lake Michigan.

Beautiful, Remodeled Penthouse Unit in Old Town!

Located in Chicago (Near North Side), this vacation home is within a 15-minute walk of Lake Michigan and Lincoln Park Zoo.

Your Next Vacation Home

$195

per night

Jun 3 - Jun 4

With a stay at this vacation home in Des Plaines, you'll be within a 5-minute drive of Allstate Arena and Rivers Casino.

Breathtaking Downtown Penthouse B - Sleeps 11

With a stay at this vacation home in Chicago (Downtown Chicago), you'll be within a 5-minute drive of Michigan Avenue and Chicago Riverwalk.

Luxury Home Away From Your Home

With a stay at this vacation home in Chicago (East Garfield Park), you'll be within a 5-minute drive of United Center and University of Illinois Chicago.

Breathtaking Downtown Penthouse A - Sleeps 11!

With a stay at this vacation home in Chicago (Downtown Chicago), you'll be within a 5-minute drive of Michigan Avenue and Lake Michigan.

LUXE 3 BR, 2 BA + Hot Tub

$200

per night

May 28 - May 29

With a stay at this vacation home in Elmhurst, you'll be within a 5-minute drive of York Woods County Forest Preserve and Elmhurst Hospital - Main Campus.

Relax & enjoy private house, green and quiet

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

✽ Charming Cottage ✽ close to College/Town/Station

With a stay at this vacation home in Wheaton, you'll be within a 5-minute drive of Wheaton College and Billy Graham Center Museum.

Stylish 5BR/3BA - 2 Units - 2 Kitchens + Parking!

Located in Chicago (Humboldt Park), Stylish 5BR/3BA - 2 Units - 2 Kitchens + Parking! is within a 10-minute drive of United Center and Michigan Avenue.

Free Parking! Designed for Work and Play - Perfect for Any Traveler with 2 Work Spaces and Old Town Charm by RedAwning

With a stay at this vacation home in Chicago (Lincoln Park), you'll be within a 5-minute drive of Michigan Avenue and Lake Michigan.

Don't see what you're looking for?

See all available properties in Countryside

View all properties

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.