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Chicago Vacation Rentals and Hotels

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HotStays.com will introduce you to discount Chicago hotel rooms with views of the city's breathtaking skyline or near the city's wide array of museums and cultural hangouts. No matter what your reason for visiting, you can browse for the best Chicago vacation rentals through HotStays.com. Whether jazz and blues clubs are your thing or the rock scene gets your heart pumping, we have a hotel close to it.

Are sports your favorite pastime? Book a cheap Chicago condo reservation near Wrigley Field. Like to eat? Try making a cheap Chicago resort reservation close to one of the city's fine dining establishments.

Whether you're going for a business meeting or traveling there for a family getaway, HotStays.com lists Chicago luxury villas with tons of amenities and nearby attractions. That's why you need to book your Chicago bed and breakfast reservations through HotStays.com. Book now!

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We have over 500 properties in the Chicago, Illinois area.
Please browse our top 30 properties below
Vacation Rentals in the Chicago area.
Downtown Chicago Furnished Rental - Millenium Park #2323 From $185/night
1 Beds 1 Baths Sleeps 1-3 Condo 10 photos
Just a few blocks from five-star hotels and chicago's most upscale shopping and dining, this cutting edge high-rise stands as proof that the Magnificent Mile is no longer confined to Michigan Avenue. Elegant and electric, refined in a trend-setting way, One Superior Place really is, well, superior. Great ...
Chicago Furnished Apt - Lake Michigan/Lincoln Park #2330 From $160/night
1 Beds 1 Baths Sleeps 2 Apartment 4 photos
Located in the heart of Chicago, these Corporate Furnished Apartments offer breathtaking views, rooftop deck with poolside service, premier gym, wireless internet lounge, and much more. Overlooking 1,200 acres of glorious Lincoln Park greenery and offering panoramic views of Lake Michigan, our Vacation ...
Furnished Downtown Rental - Near Magnificent Mile #2329 From $135/night
1 Beds 1 Baths Sleeps 2 Apartment 4 photos
Corporate furnished Apartments, East Lake, Chicago, Il Apartment Description The New East Side is a mixed-use neighborhood east of Michigan Avenue that includes apartments, homes, businesses and retailers surrounded by magnificent parks that are framed by the Chicago River to the North, Buckingham Fountain ...
 
Hotels in the Chicago area.
 
MDA City Apartments From $165.00/nt  
Overview | Map | Hotel
The bold 24 story architectural statement in a setting of magnificent prominence, downtown. In the Loop, in your mind. Create your own history. Daniel
 
Super 8 Chicago Il From $119.99/nt   A 1 Star Hotel! 1 Star Hotel
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Welcome to the Super 8 Motel Chicago Loyola University. We are located 1 block from Lake Michigan beaches where you can enjoy a evening stroll or a morning
 
Midway Inn Chicago From $89.33/nt   A 1 Star Hotel! 1 Star Hotel
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This property, near Midway Airport, offers a free shuttle to and from Midway airport. The property also offers free high speed internet, free breakfast
 
MDA City Apartments From $165.00/nt  
Overview | Map | Hotel
The bold 24 story architectural statement in a setting of magnificent prominence, downtown. In the Loop, in your mind. Create your own history. Daniel
 
Chicago Hotel 71 From $208.99/nt   A 4 Star Hotel! 4 Star Hotel
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This Chic, Sleek and Sophisticated Boutique Hotel Overlooks the Chicago River. It is a Modern 454-Room Hotel Offering Something Different in the Downtown
 
Homewood Chicago Downtown From $169.00/nt   A 3 Star Hotel! 3 Star Hotel
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Now offering free wireless high speed internet access. Step into the Homewood Suites by Hilton Chicago - Downtown, snuggled in Chicago's premier River
 
Hampton Inn - Majestic Chicago Theatre District From $169.00/nt   A 3 Star Hotel! 3 Star Hotel
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The Hampton Inn - Majestic Chicago Theatre District, IL hotel is a unique boutique style property located atop the newly renovated LaSalle Bank Theater
 
Four Points by Sheraton Chicago Downtown Magnificent Mile From $125.00/nt   A 3 Star Hotel! 3 Star Hotel
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The Four Points by Sheraton Chicago Downtown/Magnificent Mile features a spectacular river north location that's second to none. Just off Chicago's renowned
 
Eugenie Terrace Chicago A 4 Star Hotel! 4 Star Hotel
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Just steps from your door is all of Chicago s greatest restaurants and entertainment, as well as the Chicago Cubs.
 
Crowne Plaza Metro From $149.00/nt   A 3 Star Hotel! 3 Star Hotel
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Welcome to the Crowne Plaza Chicago Metro. Crowne Plaza Chicago Metro, the closest hotel to the United Center, is a winning choice for your lodging needs.
 
Continental Charter Services Chicago
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Chicago Club Quarters Wacker At Michigan From $79.90/nt   A 3 Star Hotel! 3 Star Hotel
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PRIVATE, FULL SERVICE HOTEL WITH ENTRY RESTRICTED TO GUESTS ONLY. SITUATED ON THE CHICAGO RIVER, THIS LANDMARK TOWER HAS BEEN FULLY RESTORED TO ITS HISTORIC
 
Club Quarters Central Loop Chicago From $79.90/nt   A 3 Star Hotel! 3 Star Hotel
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Experience peace and calm in a members-only, club-like atmosphere in Chicago's Central Loop.
 
Chinatown Hotel Sro Ltd Chicago From $80.00/nt   A 1 Star Hotel! 1 Star Hotel
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The Chinatown Hotel is a perfect hotel for the budget-minded traveler, situated four blocks from McCormick Place, approximately nine miles from Chicago
 
Amalfi Hotel Chicago From $116.10/nt   A 4 Star Hotel! 4 Star Hotel
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Amalfi Hotel Chicago, a luxury contemporary hotel located in Chicago's River North District, offers a unique experience.
 
Chicago Holiday Inn O Hare Area From $93.96/nt   A 3 Star Hotel! 3 Star Hotel
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Holiday Inn O'Hare Area is just minutes from Chicago O'Hare International Airport and about 12 miles from downtown Chicago.
 
Chicago Holiday Inn Express Magnificent Mile From $117.00/nt   A 3 Star Hotel! 3 Star Hotel
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The new Holiday Inn Express Mag Mile - Hotel Cass has 175 guest rooms, including 3 suites and features approximately 16 million in renovation scope. The
 
Ramada Inn Lake Shore From $139.01/nt   A 2 Star Hotel! 2 Star Hotel
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The Ramada - Lakeshore Chicago is located on Chicago's Lakeshore Drive with beautiful Lake Michigan as our view. We are located across the street from
 
Red Roof Inn Chicago Downtown From $109.99/nt   A 2 Star Hotel! 2 Star Hotel
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Red Roof Inn is renovating all of their inns nationwide. This location now features redesigned rooms with more comfort and added amenities such as T-Mobile
 
Travelodge Chicago From $99.00/nt   A 2 Star Hotel! 2 Star Hotel
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Enjoy The Charm and Ambience of Old Chicago in Our Comfortable, Renovated Rooms on Your Next Visit to Chicago Effective Jan. 15, 2008 this hotel will be
 
Hyatt Regency Mccormick Place Chicago From $119.00/nt   A 4 Star Hotel! 4 Star Hotel
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Opened June 2, 1998, this magnificent 33-story, 800-room hotel located in downtown Chicago adjacent and connected to the convention center. Near Chicagos
 
Chicago The Majestic Hotel From $193.70/nt   A 3 Star Hotel! 3 Star Hotel
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The Majestic Hotel affords the tranquility and dignity of a refined English country estate amidst the bustling, energetic city life of Chicago. A restful
 
Hyatt Regency Chicago From $159.00/nt   A 4 Star Hotel! 4 Star Hotel
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Discover unrivaled services and a cool and contemporary ambiance off Michigan Avenue.
 
City Suites Hotel From $178.60/nt   A 3 Star Hotel! 3 Star Hotel
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The historic City Suites Hotel offers the upscale traveler an unmatched degree of service with upgraded premier amenities to complement its beautiful Art
 
Comfort Inn and Suites Downtown From $179.50/nt   A 3 Star Hotel! 3 Star Hotel
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Along Michigan Avenue. Shopping, dining, entertainment, historical building. Modern amenities; suites and standard rooms. Complimentary Breakfast, fitness
 
Chicago The Willows Hotel From $182.00/nt   A 3 Star Hotel! 3 Star Hotel
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The Willows Hotel beckons the weary traveler to retreat from the Windy City's frenetic pace of life. Less than 2 blocks from Lake Michigan in the heart
 
The Park View Hotel From $69.00/nt  
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The Days Inn Gold Coast is approximately 13.5 miles from Chicago O'Hare International Airport and is eight blocks from downtown Chicago.
We have over 500 properties in the Chicago, Illinois area.
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