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Chicago Vacation Rentals and Hotels

Tour the Windy City—All from Discount Chicago Accommodations

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
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
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
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 1 Star Hotel
	Overview \| Map \|			Hotel
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 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 4 Star Hotel
	Overview \| Map \|			Hotel
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 3 Star Hotel
	Overview \| Map \|			Hotel
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 3 Star Hotel
	Overview \| Map \|			Hotel
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 3 Star Hotel
	Overview \| Map \|			Hotel
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				4 Star Hotel
	Overview \| Map \|			Hotel
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 3 Star Hotel
	Overview \| Map \|			Hotel
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
	Overview \| Map \|			Hotel


	Chicago Club Quarters Wacker At Michigan				From $79.90/nt 3 Star Hotel
	Overview \| Map \|			Hotel
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 3 Star Hotel
	Overview \| Map \|			Hotel
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 1 Star Hotel
	Overview \| Map \|			Hotel
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 4 Star Hotel
	Overview \| Map \|			Hotel
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 3 Star Hotel
	Overview \| Map \|			Hotel
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 3 Star Hotel
	Overview \| Map \|			Hotel
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 2 Star Hotel
	Overview \| Map \|			Hotel
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 2 Star Hotel
	Overview \| Map \|			Hotel
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 2 Star Hotel
	Overview \| Map \|			Hotel
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 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 3 Star Hotel
	Overview \| Map \|			Hotel
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 4 Star Hotel
	Overview \| Map \|			Hotel
Discover unrivaled services and a cool and contemporary ambiance off Michigan Avenue.


	City Suites Hotel				From $178.60/nt 3 Star Hotel
	Overview \| Map \|			Hotel
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 3 Star Hotel
	Overview \| Map \|			Hotel
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 3 Star Hotel
	Overview \| Map \|			Hotel
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
	Overview \| Map \|			Hotel
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.
Please continue your search by clicking "Search Now".

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Chicago Vacation Rentals | Hotels