Chicago Vacation Rentals

Looking for a Vacation Rental in Chicago?

Looking for a vacation home in Chicago, Illinois? We've got them! Renting a vacation home in Chicago, IL is a great way to unwind. By booking Chicago vacation rentals, you can typically get a better deal than just standard Chicago hotel rooms and many are much larger, more private with more amenities (i.e. full kitchens, more bathrooms, more bedrooms, more privacy). Might as well get the most for your vacation dollars as possible and by booking a Chicago vacation rental, you'll do just that! Search through the vacation rentals in Chicago, IL below and find one that will ensure your vacation is great!


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Furnished 2 Bedroom Condo in Davao, Philippines for Rent near SM Mall

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Bedrooms: 2

Bathrooms: 1

Sleeps: 4


BRAND NEW! FULLY FURNISHED LARGE 2 BEDROOM CONDO FOR RENT IN DAVAO CITY, PHILIPPINES I have for r ...More Details

Average Rates:
$40.00-$40.00 Weekday
$40.00-$40.00 Weekend
$280.00-$280.00 Weekly
$1,240.00-$1,240.00 Monthly

United States > > Illinois > Chicago Vacation Rentals

Penthouse Views! - Edgewater Condo Rentals

Bedrooms: 1


Do you want to visit Chicago? You can rent furnished luxury condos with PENTHOUSE views of downtown ...More Details

Rates Staring at:
$150.00

United States > Illinois > Chicagoland > Chicago Vacation Rentals

The Villa Verdone - 2 Bedroom - Magnificent Mile

Bedrooms: 2


In the magnificent Gold Coast neighborhood of Chicago is this stunning 1890s vintage Georgian, only ...More Details

Rates Staring at:
$300.00

United States > Illinois > Chicagoland > Chicago Vacation Rentals

Spacious 4 Bedroom In The Heart Of Lincoln Park

Bedrooms: 4


This stylish 3rd floor, four bedroom apartment has one king size bed and three queen size beds, on ...More Details

Rates Staring at:
$275.00

United States > Illinois > Chicagoland > Chicago Vacation Rentals

The Maud House Of Lincoln Park - DePaul/3 Bedroom

Bedrooms: 3


Located in the heart of Lincoln Park, the Maud House offers the warmth of a classic Bed and Breakfa ...More Details

Rates Staring at:
$165.00

United States > Illinois > Chicagoland > Chicago Vacation Rentals

Great Deal near Downtown & McCormick Place

Bedrooms: 2


Promotion: $160 - Specials for early Sept through early October
We are offering $25 per night discounts on 4 night or longer rentals for 9-2 to 9-11 and 9-19 to 10-8. Our cleaning costs will be added to each rental. Rentals for Labor Day weekend will be higher if 5 nights or less.
...More Details

Rates Staring at:
$115.00

United States > Illinois > Chicagoland > Chicago Vacation Rentals

Relax in an Affordable, Clean & Attractive Space!

Bedrooms: 3


Surburban Park Forest - Furnished 3Bed & 1bth

Stainless Refrigerator, Stove & Wall
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Rates Staring at:
$130.00

United States > Illinois > Chicagoland > Chicago Vacation Rentals

3bd/2.5ba **W**O**W** Heart of Downtown**Stunning

Bedrooms: 3


Walk to Everything Downtown! Enjoy Stunning Views of the City Skyline and Grant Park!


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...More Details

Rates Staring at:
$250.00

United States > Illinois > Chicagoland > Chicago Vacation Rentals

Writers' Retreat Homey in Lakeview/Wrigleyville

Bedrooms: 2


Writers' Retreat is an immaculate two bedroom apartment less than a mile from Wrigley Field, h ...More Details

Rates Staring at:
$150.00

United States > Illinois > Chicagoland > Chicago Vacation Rentals

Beautiful Furnished Condo

Bedrooms: 2


Corporate rental or Vacation Condo



Beautiful furnished lake Michigan view, condo 1s
...More Details

Rates Staring at:
$115.00

United States > Illinois > Chicagoland > Chicago Vacation Rentals

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