Chicago, Illinois Vacation Rentals & Homes - Chicago, Illinois Cabins, Cottages & Condo Rentals

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Chicago, Illinois Vacation Rentals
Find a Chicago, Illinois vacation rental home for your vacation. Stay at one of our rustic Chicago, Illinois cabins, cozy cottages, or authentic condos. We have everything from large rental homes to small villas. Rent for a weekend, week, month, or entire season! Vacation rentals are great accommodations for families and large groups. Enjoy the convenience of a full kitchen and save money by eating in. Living like the locals at a vacation rental assures you an authentic travel experience. Browse our Chicago, Illinois vacation rentals and plan your vacation today! » Read More...

Find a Chicago, Illinois vacation rental home for your vacation. Stay at one of our rustic Chicago, Illinois cabins, cozy cottages, or authentic condos. We have everything from large rental homes to small villas. Rent for a weekend, week, month, or entire season! Vacation rentals are great accommodations for families and large groups. Enjoy the convenience of a full kitchen and save money by eating in. Living like the locals at a vacation rental assures you an authentic travel experience. Browse our Chicago, Illinois vacation rentals and plan your vacation today!

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Lincoln Park 3 Bedroom Victorian


Lincoln Park 3 Bedroom Victorian Lincoln Park, Illinois Vacation Rentals
Starting At
US $275
per Night


Bedrooms: 3  Sleeps: 6  Bathrooms: 1  
Lincoln Park, Illinois Vacation Rentals
Located near the intersection of Clark and Webster. This sunny, 2nd floor, 3 bedroom, 1 bathroom apartment is ideally located near Clark and Webster in close proximity to the park, DePaul University a...

The Bellevue Suites


The Bellevue Suites Magnificent Mile, Illinois Vacation Rentals
Starting At
US $165
per Night


Bedrooms: 1  Sleeps: 2  Bathrooms: 1  
Magnificent Mile, Illinois Vacation Rentals
Located in the Heart of Chicago’s prestigious Gold Coast these 5 studio apartments offer an exclusive location, comfortable living and unbeatable value. You are within a few moments walk of some of ...

Villa Verdone


Villa Verdone Magnificent Mile, Illinois Vacation Rentals
Starting At
US $225
per Night


Bedrooms: 1  Sleeps: 2  Bathrooms: 1  
Magnificent Mile, Illinois Vacation Rentals
In the magnificent Gold Coast neighborhood of Chicago is this stunning 1890’s vintage Georgian, only 1/2 block from Oak Beach, Chicago’s premier restaurants and nightlife on Rush Street and one bl...

Boutique Condo On The Lake


Boutique Condo On The Lake Chicago, Illinois Vacation Rentals
Starting At
US $1,000
per Month


Bedrooms: 0  Sleeps: 4  Bathrooms: 1  
Chicago, Illinois Vacation Rentals
This 600 sq. ft. large studio condo apartment boasts comfort, convenience, and sleeps up to 4 with a spacious living area. This unit is also located in a traditional highrise directly on Chicago's la...

Chicago Lincoln Park - 2 Blocks from Zoo


Chicago Lincoln Park - 2 Blocks from ZooChicago, Illinois Vacation Rentals
Contact For Rates & Specials!


Bedrooms: 2  Sleeps: 4  Bathrooms: 1  
Chicago, Illinois Vacation Rentals
The condominium is 1 block from Lincoln Park and the Lakefront, 2 blocks from Lincoln Park Zoo. Restaurants, coffee shops, grocery stores, cafes, and shopping are located one block away...


Other Listings You May Be Interested In

At Home Inn Chicago


At Home Inn Chicago Northwest, Illinois Vacation Rentals
Contact For Rates & Specials!


Bedrooms: 1  Sleeps: 2  Bathrooms: 1  
Northwest, Illinois Vacation Rentals
At Home Inn Chicago is a reservation service for a select group of city style "bed & breakfast-type" accommodations. Our fully furnished apartment suites and traditional bed and breakfasts are located...

River House B&B Getaway Retreat


River House B&B Getaway Retreat Rockford, Illinois Bed & Breakfasts
Starting At
US $109
per Night/Room


Rockford, Illinois Bed & Breakfasts
Two riverfront B&B homes offer both Jacuzzi & fireplace luxury suites for couples or child-friendly lodging for family vacation travel; Packages for Romantic Getaway, Weddings, Murder Mystery, Scrapbooking, Cooking; Rent Entire Lodge.

Lincoln Park Guest House


Lincoln Park Guest House Chicago, Illinois Bed & Breakfasts
Starting At
US $215
per Night


Chicago, Illinois Bed & Breakfasts
A luxurious, pristine and modern guest house in the heart of Chicago's Lincoln Park neighborhood: perfect for business and leisure travelers. Located in the spot center of lively city life; minutes from the Loop, Millennium Park and Magnificent Mile.

River Rose Inn Bed & Breakfast


River Rose Inn Bed & Breakfast Elizabethtown, Illinois Bed & Breakfasts
Starting At
US $95
per Night/Room


Elizabethtown, Illinois Bed & Breakfasts
This Elegant Greek Revival Mansion is nestled in the sleepy little rivertown of Elizabethtown, IL. Luxurious accomodations include queen bed, private bath, in-room whirlpool tubs, fireplaces, cable TV/VCR, In-ground pool and Hot tub

Voted Best of Illinois -Illinois Magazine


Voted Best of Illinois -Illinois Magazine Alton, Illinois Bed & Breakfasts
Starting At
US $119
per Night/Room


Alton, Illinois Bed & Breakfasts
Voted "Best of Illinois" -Illinois Magazine Readers Poll. All private baths. Whirlpools for two. Fireplaces. Expanded cable TV/DVD/VCR. Wi-Fi. Need we say more?



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