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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 600 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.

	Chicago Springhill Suites Marriott Downtown				From $90.00/nt 3 Star Hotel
	Overview \| Map \|			Hotel
SPRINGHILL SUITES DOWNTOWN CHICAGO MARRIOTT HOTEL / RIVER NORTH Located in the trendy River North neighborhood, this Marriott Chicago hotel allows


	Chicago The Blackstone A Renaissance Hotel				From $149.00/nt 4 Star Hotel
	Overview \| Map \|			Hotel
Discover The Blackstone Renaissance, a downtown Chicago luxury hotel near Grant Park. This downtown Chicago hotel has been a favorite of movie stars, sports


	Super 8 Chicago Il				From $84.99/nt 2 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


	Chicago Springhill Suites Marriott Downtown				From $90.00/nt 3 Star Hotel
	Overview \| Map \|			Hotel
SPRINGHILL SUITES DOWNTOWN CHICAGO MARRIOTT HOTEL / RIVER NORTH Located in the trendy River North neighborhood, this Marriott Chicago hotel allows


	Chicago Residence Inn Marriott Midway				From $95.20/nt 3 Star Hotel
	Overview \| Map \|			Hotel
The Residence Inn by Marriott Chicago Midway Airport is located eight miles from downtown Chicago and all of its attractions, including shopping on Chicago's


	Residence Inn Marriott River North Chicago				From $87.20/nt 3 Star Hotel
	Overview \| Map \|			Hotel
RESIDENCE INN CHICAGO MARRIOTT HOTEL DOWNTOWN / RIVER NORTH Experience the sweeping grandeur and excitement of the Windy City from this downtown


	Midway Inn Chicago				From $89.33/nt 1 Star Hotel
	Overview \| Map \|			Hotel
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 $170.00/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


	Hotel Felix Chicago				From $129.00/nt 4 Star Hotel
	Overview \| Map \|			Hotel
The Hotel Felix NOW OPEN after a 30 million dollar redevelopment. As downtown Chicago s first hotel designed to meet Silver LEED certification Hotel Felix


	Hotel 71 Chicago				From $98.10/nt 3 Star Hotel
	Overview \| Map \|			Hotel
Hotel 71 is a sleek and sophisticated boutique-style hotel swimmingly located on the Chicago River.


	Homewood Chicago Downtown				From $99.00/nt 3 Star Hotel
	Overview \| Map \|			Hotel
The Homewood Suites by Hilton Chicago-Downtown hotel is conveniently located in the heart of the River North/Magnificent Mile area in downtown Chicago.


	Holiday Inn Chicago Midway Airport				From $93.00/nt 3 Star Hotel
	Overview \| Map \|			Hotel
Our Chicago hotel near Midway Airport offers a free airport shuttle. Whether you're coming to Chicago to shop on the Magnificent Mile or to meet with business


	Hampton Inn - Majestic Chicago Theatre District				From $92.66/nt 3 Star Hotel
	Overview \| Map \|			Hotel
The Hampton Inn - Majestic Chicago Theatre District IL hotel is conveniently located atop the Bank of America Theatre in Chicago*s Loop business and theatre


	Four Points by Sheraton Chicago Downtown Magnificent Mile				From $115.00/nt 3 Star Hotel
	Overview \| Map \|			Hotel
Magnificent Mile. Four Points by Sheraton Chicago Downtown is just off of Magnificent Mile. Shopping, sights and food sounds magnificent to us. Not a home


	Chicago Eugenie Terrace City Apartments				From $150.00/nt
	Overview \| Map \|			Hotel
Be pampered by your own professional concierge, 24 hour doorman and an award winning staff. Eugenie Terrace is the perfect location for corporate housing


	Dana Hotel And Spa				From $149.00/nt 4 Star Hotel
	Overview \| Map \|			Hotel
The sleek exterior facade, designed by Chicagos Eckenhoff Saunders Architects, will feature a stunning 28 foot high clear glass curtain wall offering passersby


	Crowne Plaza Metro Chicago				From $99.00/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.


	Chicago Club Quarters Wacker At Michigan				From $88.40/nt 3 Star Hotel
	Overview \| Map \|			Hotel
Club Quarters is an exclusive and club-like hotel that ensures privacy and tranquility.


	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 $169.00/nt 4 Star Hotel
	Overview \| Map \|			Hotel
The Amalfi Hotel Chicago is situated two blocks from the Magnificent Mile and the Theater District, approximately 13 miles from Midway Airport, and 17


	Holiday Inn O Hare Area Chicago				From $75.95/nt 3 Star Hotel
	Overview \| Map \|			Hotel
Comfort meets convenience at Chicago O'Hare International Airport hotel. The Holiday Inn Chicago O'Hare Airport Hotel (ORD), just minutes from downtown


	Holiday Inn Express Magnificent Mile				From $117.00/nt 3 Star Hotel
	Overview \| Map \|			Hotel
Welcome to our Holiday Inn Express Magnificent Mile Hotel. Our downtown Chicago hotel, conveniently located off Michigan Avenue on the Magnificent Mile,


	Ramada Inn Lake Shore Chicago				From $119.01/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 $79.99/nt 2 Star Hotel
	Overview \| Map \|			Hotel
This Well Situated Hotel is an Excellent Choice For Students or Others On a Budget. There Are 195 Rooms Spread Over 19 Floors.


	Travelodge Chicago				From $63.20/nt 2 Star Hotel
	Overview \| Map \|			Hotel
Built in 1928 as the Harrison Hotel, the Travelodge Hotel Downtown has been a mainstay in the area of Chicago now known as the South Loop, for generations.


	Hyatt Regency Mccormick Place Chicago				From $149.00/nt 4 Star Hotel
	Overview \| Map \|			Hotel
Renovated in 2005, This Hotel Comprises a Total of 800 Rooms Spread Over 33 Floors. Guests Are Welcomed in the Lobby With a 24-Hour Reception Desk, Safe,

We have over 600 properties in the Chicago, Illinois area.
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Chicago Vacation Rentals | Hotels