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Highland Park Vacation Rentals and Hotels

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We have over 500 properties in the Highland Park, Illinois area.
Please browse our top 30 properties below
Vacation Rentals in the Highland Park/Chicago area. (18 miles away)
Furnished Downtown Rental - Near Magnificent Mile #2329 From $185/night
1 Beds 1 Baths Sleeps 2 Apartment 11 photos
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 10 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 ...
Affordable Hotel Alternatives - PRATT SHORE #2330 From $60/night
1 Beds 1 Baths Sleeps 2 Apartment 4 photos
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 Highland Park/Northbrook area. (4 miles away)
 
Sheraton Chicago Northbrook From $89.10/nt   A 4 Star Hotel! 4 Star Hotel
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The Sheraton Chicago Northbrook Hotel is situated in the heart of Chicago's prestigious North Shore, on Willow and Waukegan road, accessible to many highways
Hotels in the Highland Park/Lake Forest area. (3 miles away)
 
Hilton Garden Inn Lake Forest M From $59.52/nt   A 3 Star Hotel! 3 Star Hotel
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The Hilton Garden Inn Lake Forest Mettawa Illinois hotel nearby Chicago is located in Lake Forest at Town Line Road/Route 60 exit and Interstate I-94.
 
Deer Path Inn Lake Forest From $255.30/nt   A 3 Star Hotel! 3 Star Hotel
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Charming three-story, 53 room Hotel, whose design is based on a 15th century English manor. There is in excess of 8000 square feet of banquet and meeting
Hotels in the Highland Park/Northbrook area. (4 miles away)
 
Sheraton Chicago Northbrook From $89.10/nt   A 4 Star Hotel! 4 Star Hotel
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The Sheraton Chicago Northbrook Hotel is situated in the heart of Chicago's prestigious North Shore, on Willow and Waukegan road, accessible to many highways
 
Northbrook Crowne Plaza Chicago Northbrk From $75.66/nt   A 3 Star Hotel! 3 Star Hotel
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The Crowne Plaza Chicago Northbrook is situated approximately nine miles from O'Hare International Airport and 34 miles from Chicago Midway Airport.
 
Renaissance North Shore Hotel From $99.00/nt   A 4 Star Hotel! 4 Star Hotel
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The Renaissance Chicago North Shore Hotel in Northbrook, Illinois is located in the prestigious North Shore area of Chicago.
 
Hilton Northbrook From $69.00/nt   A 3 Star Hotel! 3 Star Hotel
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Hilton Northbrook, 10 miles from O'Hare International Airport and 40 miles from Chicago Midway Airport, is across from the River Trail Nature Center and
Hotels in the Highland Park/Bannockburn area. (5 miles away)
 
La Quinta Inn and Suites Chicago North Shore Bannockburn From $59.00/nt   A 3 Star Hotel! 3 Star Hotel
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La Quinta Inn and Suites Chicago North Shore is situated approximately 14 miles from O'Hare International Airport and 40 miles from Midway Airport.
Hotels in the Highland Park/Deerfield area. (5 miles away)
 
Deerfield Chicago - Northbrook/deerfield Red Roof From $47.69/nt   A 2 Star Hotel! 2 Star Hotel
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The Chicago Northbrook Red Roof Inn is conveniently located in the northeastern suburbs of Chicago. Allstate, Baxter, Caremark and Underwriters Laboratories
 
Hyatt Deerfield From $84.15/nt   A 4 Star Hotel! 4 Star Hotel
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Located in the north shore area of metropolitan Chicago, the 6-floor, 301-room Hyatt Deerfield is 40-minutes from downtown and convenient to Great America
 
Courtyard by Marriott Chicago Deerfield From $89.00/nt   A 3 Star Hotel! 3 Star Hotel
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Courtyard Chicago Deerfield is approximately 18 miles from O'Hare International Airport, 12 miles from Gurnee Mills Outlet Center and Six Flags Great America
 
Residence Inn by Marriott Deerfield Chicago From $109.00/nt   A 3 Star Hotel! 3 Star Hotel
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This Residence Inn is located approximately 30 miles downtown Chicago and 15 miles from O'Hare International Airport.
 
Chicago Marriott Suites Deerfield From $99.00/nt   A 3 Star Hotel! 3 Star Hotel
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Set on Chicago's North Shore just off of the Tri-State Tollway (I-294), the all-suite Marriott Suites Chicago-Deerfield is approximately 18 miles from
 
Deerfield Embassy Suites Chicago - North Shore/deerfield From $79.20/nt   A 3 Star Hotel! 3 Star Hotel
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Embassy Suites Hotel Chicago North Shore Deerfield is located approximately five miles from the Chicago Botanic Gardens and 14 miles north of O'Hare International
Hotels in the Highland Park/Lake Bluff area. (5 miles away)
 
Sunset Motel Lake Bluff From $62.99/nt   A 2 Star Hotel! 2 Star Hotel
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Three miles from the Great Lakes Navel Base and 25 miles from Chicago O?Hare; 6 miles from Six Flags Great America, 15 miles from Baxter International
 
Sleep Inn Lake Bluff From $67.99/nt   A 2 Star Hotel! 2 Star Hotel
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This Sleep Inn is located approximately eight miles from Six Flags Great America and 30 miles from O'Hare International Airport.
Hotels in the Highland Park/Riverwoods area. (5 miles away)
 
Holiday Inn Exp Suites Deerfield Riverwoods From $64.00/nt   A 2 Star Hotel! 2 Star Hotel
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The Holiday Inn Express Suites Deerfield is easily accessible off I-294, approximately 25 miles from downtown Chicago, 13 miles from O'Hare International
Hotels in the Highland Park/Lincolnshire area. (6 miles away)
 
Staybridge Suites Lincolnshire From $70.00/nt   A 3 Star Hotel! 3 Star Hotel
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The Staybridge Suites is an affordable all-suite property offering accommodations approximately 20 miles from the Chicago O'Hare International Airport
 
Courtyard By Marriott Lincolnshire From $64.00/nt   A 3 Star Hotel! 3 Star Hotel
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This hotel offers moderately priced accommodations in Lincolnshire. The hotel has an indoor pool, whirlpool, and fitness room. The Chicago O'Hare airport
 
Homewood Suites by Hilton Chicago-lincolnshire Il Lincolnshire From $59.25/nt   A 2 Star Hotel! 2 Star Hotel
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The Homewood Suites by Hilton Chicago-Lincolnshire, IL hotel is conveniently located at Route 22 (Half Day Road) and Interstate I-94.
 
Springhill Suites by Marriott Lincolnshire From $69.00/nt   A 3 Star Hotel! 3 Star Hotel
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This Springhill Suites is located approximately 35 miles from downtown Chicago and 20 miles from O'Hare International Airport.
 
Hampton Inn & Suites Chicago/Lincolnshire From $69.00/nt   A 2 Star Hotel! 2 Star Hotel
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The Hampton Inn and Suites Lincolnshire is conveniently accessible to Route 22 and I-294, approximately 33 miles from Chicago Midway Airport and 54 miles
 
Marriott Lincolnshire Resort From $99.00/nt   A 4 Star Hotel! 4 Star Hotel
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It is located minutes from downtown and O'Hare Airport, this renowned Chicago golf resort caters to every need.
Hotels in the Highland Park/Palatine area. (8 miles away)
 
Comfort Inn Palatine From $59.99/nt   A 2 Star Hotel! 2 Star Hotel
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This Comfort Inn is situated approximately two miles from Arlington Race Track and eight miles from O'Hare International Airport.
 
Holiday Inn Express Palatine From $76.00/nt   A 3 Star Hotel! 3 Star Hotel
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Holiday Inn Express Palatine is located approximately five miles from the Woodfield Shopping Mall, 15 miles from O'Hare International Airport, and 30 miles
Hotels in the Highland Park/Vernon Hills area. (8 miles away)
 
Extended Stay America Vernon Hills-lincolnshire From $59.99/nt   A 2 Star Hotel! 2 Star Hotel
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Extended Stay America Chicago-Vernon Hills is designed specifically for people who need more than just a room while away from home.
 
Vernon Hills Homestead Chicago-vernon Hills From $64.99/nt   A 2 Star Hotel! 2 Star Hotel
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This Homestead property is conveniently located approximately 14 miles from Six Flags and 27 miles from the Chicago O Hare International Airport.
We have over 500 properties in the Highland Park, Illinois area.
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