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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.

	Furnished Downtown Rental - Near Magnificent Mile #2329				From $185/night
	1 Beds	1 Baths	Sleeps 2	Apartment
These Vacation Rentals are located in the New East Side, 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 to the South, Michigan Avenue to the ...


	Lincoln Park, Lake Michigan, the Chicago Skyline! #2323				From $185/night
	1 Beds	1 Baths	Sleeps 1-3	Condo
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 ...


	Affordable Hotel Alternatives - PRATT SHORE #2330				From $60/night
	1 Beds	1 Baths	Sleeps 2	Apartment
Pratt Shore another great Chicago Hotel Alternative, extended stay - temporary housing solution 8 story midrise near the lake, beach, tennis court, park. Living with beach and university close at hand Beaches, parks, vintage apartments -- these features and more make Rogers Park a desirable Chicago ...


Hotels in the Chicago area.

	Springhill Suites by Marriott Chicago Downtown River North				From $149.00/nt 3 Star Hotel
	Overview \| Map \|			Hotel
Experience an exciting innovation in Chicago lodging at the Residence Inn/SpringHill Suites Downtown Chicago.


	The Blackstone A Renaissance Hotel Chicago				From $187.29/nt 4 Star Hotel
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Discover a legend with the remarkable revival of The Blackstone, A Renaissance Hotel in Chicago. A dynamic mix of contemporary design and historical grandeur,


	Super 8 Chicago Il				From $89.99/nt 1 Star Hotel
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This Super 8 Motel is situated in Chicago within a block of the beach, approximately a mile from Loyola University, seven miles from downtown, 15 miles


	Springhill Suites by Marriott Chicago Downtown River North				From $149.00/nt 3 Star Hotel
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Experience an exciting innovation in Chicago lodging at the Residence Inn/SpringHill Suites Downtown Chicago.


	Residence Inn by Marriott Chicago Downtown River North				From $159.00/nt 3 Star Hotel
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Experience the sweeping grandeur and excitement of the Windy City from this downtown Chicago Marriott Residence Inn.


	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 Chicago				From $165.00/nt
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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
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Hotel 71 is a sleek and sophisticated boutique-style hotel swimmingly located on the Chicago River.


	Homewood Chicago Downtown				From $179.00/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 $159.00/nt 3 Star Hotel
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Relax at a unique boutique-style hotel atop the newly renovated LaSalle Bank Theater in downtown's Theater District. The property offers a complimentary


	Four Points by Sheraton Chicago Downtown Magnificent Mile				From $165.00/nt 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 City Apartments Chicago				From $150.00/nt 4 Star Hotel
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Be pampered by your own professional concierge, 24 hour doorman and an award winning staff. Eugenie Terrace is the perfect location for corporate housing


	Chicago Dana Hotel and Spa				From $255.00/nt
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	Crowne Plaza Metro				From $135.00/nt 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
	Overview \| Map \|			Hotel


	Club Quarters Wacker At Michigan Chicago				From $79.90/nt 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 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				From $85.33/nt 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 $169.00/nt 4 Star Hotel
	Overview \| Map \|			Hotel
Amalfi Hotel Chicago is a luxury boutique hotel in the fashionable River North District, surrounded by the city's best restaurants and nightlife. Centrally


	Holiday Inn O Hare Area Chicago				From $89.96/nt 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.


	Holiday Inn Express Magnificent Mile Chicago				From $135.00/nt 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 Chicago				From $139.01/nt 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 $87.99/nt 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 $129.01/nt 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


	Chicago Hyatt Regency Mccormick Place				From $149.00/nt 4 Star Hotel
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Hyatt is connected to the McCormick Place and Arie Crown Theater via a grand concourse pedestrian walkway.


	The Majestic Hotel				From $149.50/nt 3 Star Hotel
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One of the most exquisite boutique hotels in Chicago, the property affords the tranquility and dignity of a refined English country estate amidst the bustling


	Hyatt Regency Chicago				From $161.00/nt 4 Star Hotel
	Overview \| Map \|			Hotel
Discover unrivaled services and a cool and contemporary ambiance off Michigan Avenue.

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