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Chicago >
Vacation Rentals

Vacation Rentals in Chicago

Sorting by

Double Play Wrigley - Prime Location Across From Wrigley Field & Transit - 2Br Apts

3558 North Wilton Avenue, Hotel in Chicago, United States

Excellent
356 reviews

82 US$

min. price/night

5430 Happy Home

5430 South Dearborn Street, Hotel in Chicago, United States

Excellent
507 reviews

51 US$

min. price/night

2F Chicago'S Little Italy Near West Loop & Downtown

1506 West Polk Street 3F, Hotel in Chicago, United States

Excellent
227 reviews

215 US$

min. price/night

Luxery Stay Chicago - Themed Units! Close To Downtown, Mccormick Place & Wintrust Arena

125 East 21St Street, Hotel in Chicago, United States

Excellent
168 reviews

238 US$

min. price/night

Perfect Place To Enjoy The City Or Just Relax

1902 South Sawyer Avenue, Hotel in Chicago, United States

Excellent
169 reviews

107 US$

min. price/night

Pulaski Point Properties

3936 North Pulaski Road, Hotel in Chicago, United States

Excellent
143 reviews

53 US$

min. price/night

Lincoln Park 3 Bedroom Penthouse

2633 North Sheffield Avenue, Hotel in Chicago, United States

Good
1 review

234 US$

min. price/night

Adorable 2 Bedroom With Free Street Parking

1902 South Sawyer Avenue, Hotel in Chicago, United States

Good
149 reviews

175 US$

min. price/night

The Avondale Guesthouse

2973 North Elston Avenue, Hotel in Chicago, United States

Excellent
130 reviews

240 US$

min. price/night

Forrestville Ave Large Suite

4510 South Forrestville Avenue, Hotel in Chicago, United States

Excellent
109 reviews

145 US$

min. price/night

Experience Downtown Chicago At Millennium - Luxury Apartments In The Loop

29 South La Salle Street, Hotel in Chicago, United States

Excellent
99 reviews

259 US$

min. price/night

Red Robin Rentals - Wicker Park

1446 North Artesian Avenue, Hotel in Chicago, United States

Excellent
70 reviews

153 US$

min. price/night

1F Cozy Home In Little Italy Near Downtown West Loop United Center

1506 West Polk Street, Hotel in Chicago, United States

Excellent
102 reviews

200 US$

min. price/night

Linea Luxury Living With Indoor Pool And Rooftop Views In The Loop

215 West Lake Street, Hotel in Chicago, United States

Excellent
57 reviews

418 US$

min. price/night

The Bernardin Gold Coast Luxury Apartments Near Magnificent Mile

747 North Wabash Avenue, Hotel in Chicago, United States

Excellent
72 reviews

585 US$

min. price/night

2 Bed Apt W/ Office, Free Parking, Near Wrigley

3623 North Ashland Avenue, Hotel in Chicago, United States

Excellent
59 reviews

507 US$

min. price/night

Bucktown Private Condo

1913 West Armitage Avenue Apt 2Rw, Hotel in Chicago, United States

Excellent
44 reviews

347 US$

min. price/night

Luxury Chicago Suite

2910 West Farragut Avenue, Hotel in Chicago, United States

Good
58 reviews

173 US$

min. price/night

Chic Retreat

612 East 95Th Street, Hotel in Chicago, United States

Excellent
55 reviews

292 US$

min. price/night

Fulbrix Bright Designer Apartments With West Loop Views

160 North Elizabeth Street, Hotel in Chicago, United States

Excellent
53 reviews

123 US$

min. price/night

Aurelien Spacious Apartments In The Heart Of Gold Coast

833 North Clark Street, Hotel in Chicago, United States

Excellent
62 reviews

266 US$

min. price/night

Lincoln Park Living - 3 Queen Beds - Sleeps 6

1147 West Diversey Parkway, Hotel in Chicago, United States

Excellent
53 reviews

112 US$

min. price/night

Boho Bliss - 1Br, 1Bath W/Patio!

1813 North Kedzie Avenue 3, Hotel in Chicago, United States

Excellent
35 reviews

197 US$

min. price/night

Kenwood Apartments, Downtown Hyde Park

6156 South Kenwood Avenue, Hotel in Chicago, United States

Good
86 reviews

87 US$

min. price/night

Irving Park Updated Vintage Top Unit 2-Flat

4036 North Saint Louis Avenue, Hotel in Chicago, United States

Excellent
58 reviews

124 US$

min. price/night

Beautifully Remodeled Second Floor Flat In River North With Private Rooftop - 2S

North Orleans Street 858, Hotel in Chicago, United States

Excellent
37 reviews

877 US$

min. price/night

Wrigley Oasis! Steps From The Field! - 3Bd 1Ba

1207 West Eddy Street, Hotel in Chicago, United States

Excellent
31 reviews

457 US$

min. price/night

Superior

1467 W. Superior, Hotel in Chicago, United States

Excellent
47 reviews

448 US$

min. price/night

The Lyons' Lair

1831 West Belle Plaine Avenue, Hotel in Chicago, United States

Excellent
28 reviews

306 US$

min. price/night

Lincoln Park Living - Suite 1

West Diversey Parkway, Hotel in Chicago, United States

Good
43 reviews

383 US$

min. price/night

Northside Famlynest Lincoln Sq 4Br 2Ba 2P Rare Find

2713 West Balmoral Avenue, Hotel in Chicago, United States

Excellent
39 reviews

270 US$

min. price/night

Chicago Charm

2139 West Granville Avenue, Hotel in Chicago, United States

Excellent
72 reviews

242 US$

min. price/night

Cozy & Near Downtown & Hyde Park

7556 South Kenwood Avenue, Hotel in Chicago, United States

Excellent
44 reviews

103 US$

min. price/night

Goose Island Central Downtown Prime Location With Access To Patio Chi - 1

West Augusta Boulevard, Hotel in Chicago, United States

Excellent
36 reviews

491 US$

min. price/night

Retro 2 Bedroom Home 6 Mins To United Center With Parking

408 South Hamlin Boulevard, Hotel in Chicago, United States

Good
38 reviews

334 US$

min. price/night

Historic And Unique Brownstone In Gold Coast - Downtown - 3

East Cedar Street 57, Hotel in Chicago, United States

Good
34 reviews

91 US$

min. price/night

Chicago Exquisite Haven 2Bed 2Bath Near Downtown And United Center

2527 West Congress Parkway, Hotel in Chicago, United States

Good
28 reviews

Stunning Condo #2 - Downtown River North

811 N Sedgwick St, Hotel in Chicago, United States

Excellent
34 reviews

39 US$

min. price/night

Flexhome Ukrainian Village • 2Br • Walkable + Private Balcony - Sleeps 6

908 N Damen Ave, Chicago, Il 60622, Usa, Hotel in Chicago, United States

Good
30 reviews

624 US$

min. price/night

The Penthouse, Lux Stay Near Downtown, Uofc & Lake

4419 South Greenwood Avenue, Hotel in Chicago, United States

Excellent
39 reviews

240 US$

min. price/night

Avenir West Loop Penthouses With Iconic City Views

730 North Milwaukee Avenue, Hotel in Chicago, United States

Excellent
33 reviews

354 US$

min. price/night

Hyde Park Modern Private Room - Near Univ Of Chicago

4808 South Drexel Boulevard Unit #E, Hotel in Chicago, United States

Excellent
33 reviews

111 US$

min. price/night

La Villita - Gateway To Chicago

2419 South Troy Street, Hotel in Chicago, United States

Good
49 reviews

215 US$

min. price/night

Spacious 5-Br Apt Next To Transit Free Parking

1847 South Millard Avenue, Hotel in Chicago, United States

Good
41 reviews

376 US$

min. price/night

City-View Chicago 3-Br Rooftop

1619 North Clybourn Avenue C, Hotel in Chicago, United States

Excellent
27 reviews

949 US$

min. price/night

Beautiful Big 3 Bedroom Quiet Apt Near Downtown

7825 South Cregier Avenue, Hotel in Chicago, United States

Good
29 reviews

369 US$

min. price/night

Modern 2Br In South Loop Near Soldier Field, Grant Park, Downtown, & Lakefront Trail

61 East 21St Street Unit 612, Hotel in Chicago, United States

Excellent
41 reviews

446 US$

min. price/night

Lincoln Park Apartment With Backyard!

722 West Wrightwood Avenue, Hotel in Chicago, United States

Excellent
42 reviews

204 US$

min. price/night

The Black And White Suite

611 East 41St Street, Hotel in Chicago, United States

Good
21 reviews

313 US$

min. price/night

Wrigley Garden Unit

820 W. Newport Ave, Hotel in Chicago, United States

Good
25 reviews

303 US$

min. price/night

Other Places to Stay in Chicago

Types of Accomodations in Chicago

Apartments Holiday homes

Homestays

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Hotels near Popular Places to visit in Chicago

City Center Wrigley Field Navy Pier Grant Park Michigan Avenue United Center McCormick Place Chicago Union Station Chicago Theater Millennium Park Loyola University Chicago Chicago Riverwalk CIBC Theatre House of Blues Chicago Art Institute of Chicago Willis Tower Northwestern Memorial Hospital Water Tower Place Cloud Gate Museum of Science and Industry Guaranteed Rate Field University of Chicago Field Museum of Natural History Union Park Lincoln Park Zoo Aragon Ballroom DePaul University - Lincoln Park Campus Cadillac Palace Theatre Rush University Medical Center Arie Crown Theater Credit Union 1 Arena Oak Street Beach Millennium Station Briar Street Theatre Second City Buckingham Memorial Fountain Old Water Tower Chicago Ford City Mall Skydeck Chicago Goodman Theatre 360 Chicago Chicago Museum of Contemporary Art Ogilvie Transportation Center Soldier Field Illinois Institute of Technology Columbia College-Science/math Chicago History Museum Hubbard Street Dance Chicago Chicago Symphony Center Rush University LaSalle Street Station Civic Opera House Foster Avenue Beach Harold Washington Library Center University of Illinois College of Medicine Peggy Notebaert Nature Museum Chicago Board of Trade Building Steppenwolf Theatre Company Wicker Park

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