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Compare 493 Vacation Homes in Highland Park with updated reviews, rates, and availability.
Beautiful, Remodeled Penthouse Unit in Old Town!
Beautiful, Remodeled Penthouse Unit in Old Town!
9.6 out of 10, Exceptional, (7)
Luxury Downtown Penthouse with Private Rooftop!
Luxury Downtown Penthouse with Private Rooftop!
10.0 out of 10, Exceptional, (4)
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Chic 3bed 2bath Home with free parking close to United Center
Chic 3bed 2bath Home with free parking close to United Center
10.0 out of 10, Exceptional, (5)
The price is AED 918
AED 1,584 total
includes taxes & fees
10 Jun - 11 Jun
Brownstone in Gold Coast - Downtown
Brownstone in Gold Coast - Downtown
9.8 out of 10, Exceptional, (8)
Breathtaking home close to Schaumburg, Chicago
Breathtaking home close to Schaumburg, Chicago
9.8 out of 10, Exceptional, (38)
Home Away from Home! Budget-friendly Accommodation! Pets Allowed, Pool, Parking
Home Away from Home! Budget-friendly Accommodation! Pets Allowed, Pool, Parking
9.2 out of 10, Wonderful, (9)
The price is AED 657
AED 833 total
includes taxes & fees
17 Jun - 18 Jun
Modern & Stylish West Town Loft with Pool Table (Pets Allowed)
Modern & Stylish West Town Loft with Pool Table (Pets Allowed)
9.8 out of 10, Exceptional, (8)
Comfortable 2 bedroom house near Great Lakes Navy Base ideal for families
Comfortable 2 bedroom house near Great Lakes Navy Base ideal for families
9.6 out of 10, Exceptional, (8)
The price is AED 533
AED 966 total
includes taxes & fees
16 Jun - 17 Jun
Your Next Vacation Home
Your Next Vacation Home
10.0 out of 10, Exceptional, (11)
The price is AED 753
AED 1,287 total
includes taxes & fees
10 Jun - 11 Jun
Elegant 4 br Old Town Home; Private Yard; Parking; Amazing Location
Elegant 4 br Old Town Home; Private Yard; Parking; Amazing Location
9.6 out of 10, Exceptional, (71)
Huge 5 BR Home // Private Yard // Walk Everywhere // Parking for 2 Cars
Huge 5 BR Home // Private Yard // Walk Everywhere // Parking for 2 Cars
9.4 out of 10, Exceptional, (71)
Lincoln Park Single Family Home (4bdrm 3.5 bth)-2 Car Garage 4200sqft Sleeps 24
Lincoln Park Single Family Home (4bdrm 3.5 bth)-2 Car Garage 4200sqft Sleeps 24
10.0 out of 10, Exceptional, (150)
The Original Wrigleyville Coach House- 2 Story, Private, Single Family Residence
The Original Wrigleyville Coach House- 2 Story, Private, Single Family Residence
9.6 out of 10, Exceptional, (151)
Suite 1 on Southport 4 Queen Beds!
Suite 1 on Southport 4 Queen Beds!
10.0 out of 10, Exceptional, (2)
Spacious and Sleek 4BD/2.5BA - Logan Square!
Spacious and Sleek 4BD/2.5BA - Logan Square!
9.4 out of 10, Exceptional, (10)
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Other property types in Highland Park
Modern Luxe home w/Gameroom and Electric Fireplace
Modern Luxe home w/Gameroom and Electric Fireplace
8.4 out of 10, Very Good, (6)
Level Chicago – Old Town
Level Chicago – Old Town
8.8 out of 10, Excellent, (211)
The price is AED 1,091
AED 1,308 total
includes taxes & fees
16 Jun - 17 Jun
WoodSpring Suites Chicago Addison
WoodSpring Suites Chicago Addison
6.0 out of 10, (188)
The price is AED 331
AED 350 total
includes taxes & fees
9 Jun - 10 Jun
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Recent reviews of Highland Park hotelsExpedia verified reviews
5/5 Excellent
"Very clean, Super affordable, friendly staff, pretty good breakfast. Single guy traveling solo, just needed a safe place to sleep, shower and store my gear. This trip exceeded my expectations."
A verified traveler from Las vegas stayed at Chicago Getaway Hostel
Posted 10 hours ago
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