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Vacation Rentals

Vacation Rentals in Chicago

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Mich Ave Downtown Grant Park, Museums 2Bd-2Ba #5

1212 South Michigan Avenue 501, Hotel in Chicago, United States

Blueground Gold Coast Rooftop Gym Nr Hancock Chi-1126

East Delaware Place 1, Hotel in Chicago, United States

Updated 3 Bedroom Chicago Downtown Pilsen

1730 West 18Th Street, Hotel in Chicago, United States

Vibrant 1Br Apartment In Roscoe Village - Marshfield N3

3429 North Marshfield Avenue, Hotel in Chicago, United States

266 US$

min. price/night

Modern 3Br King Chicago Stay Near United Center

3211 W Le Moyne St, Hotel in Chicago, United States

Loop 1Br W Fitness Center Nr W Loop The L Chi-194

330 S Wells St, Chicago, Il 60606, Usa, Hotel in Chicago, United States

Blueground Central Station Pool Nr Grant Park Chi-1243

South Indiana Avenue 1210, Hotel in Chicago, United States

Luxurious Bronzeville Apartment With Rooftop

4232 South Langley Avenue Unit G, Hotel in Chicago, United States

Cozy Logan Square Studio Easy City Access

3138 W Wabansia Ave, Hotel in Chicago, United States

Lux Dtown Penthouses 9Bd-9Ba Sleep 25 Parking, Pool, Gym

2 E 8Th St #2801, Chicago, Il 60605, Hotel in Chicago, United States

5808 US$

min. price/night

Spacious 3Br Urban Getaway W Gym

2550 South Wabash Avenue, Hotel in Chicago, United States

7 Star The Malia Oasis 3Br 1 Half Bath Office Space

3733 South Indiana Avenue 1St Floor, Hotel in Chicago, United States

144 US$

min. price/night

Blueground Chicago Loop Pool Ac Nr Park Chi-1266

East Randolph Street 60, Hotel in Chicago, United States

1Br Modern Apartment In Chicago - Del Prado 811

5307 South Hyde Park Boulevard, Hotel in Chicago, United States

236 US$

min. price/night

River North 1Br W Pool Fitness 1 Block To L Chi-1039

751 North Hudson Avenue, Chicago, Il 60610, Us, Hotel in Chicago, United States

1Br Serene And Cozy Chicago Apartment - Manor 2

4657 North Manor Avenue, Hotel in Chicago, United States

124 US$

min. price/night

Mich Ave Downtown 2Bd, Grant Park Museums #25

1212 South Michigan Avenue 2501, Hotel in Chicago, United States

Loop Studio W Pool Gym Nr Theatre District Chi-272

210 N Wells St, Chicago, Il 60606, Usa, Hotel in Chicago, United States

2Bd River North Million Dollar Views! Parking Incl Condo

30 E Huron 1404, Hotel in Chicago, United States

North Chicago Home

5808 North Winthrop Avenue, Hotel in Chicago, United States

Loop 1Br W Gym Pool Nr Financial District Chi-233

210 N Wells St, Chicago, Il 60606, Usa, Hotel in Chicago, United States

Blueground West Loop Pool Gym Nr Willis Chi-1180

North Desplaines Street 165, Hotel in Chicago, United States

Gold Coast 2Br W Gym Lounge 1 Block To L Chi-801

1 E Delaware Pl, Chicago, Il 60611, Usa, Hotel in Chicago, United States

Chic Spacious 3Br South Loop Apartment Near Mccormick Place, Roosevelt Cta & Shopping Area In Chicago

2036 South Michigan Avenue Unit 204, Hotel in Chicago, United States

674 US$

min. price/night

Downtown Guild Magnificent Mile Gold Coast The Lake #3

215 East Chestnut Street 1603, Hotel in Chicago, United States

Spacious 3Br 420-Friendly | Mccormick & Uic Campus

2001 South State Street, Hotel in Chicago, United States

Blueground Gold Coast Rooftop Gym Nr Hancock Chi-1128

East Delaware Place 1, Hotel in Chicago, United States

W Loop Studio W Deck Pool Gym 3 Blocks To L Chi-643

165 N Des Plaines St, Chicago, Il 60661, Usa, Hotel in Chicago, United States

Downtown Penthouse I Vintage , Gym & Balcony #5

731 S Plymouth Ct 805, Chicago, Il 60605, Hotel in Chicago, United States

River N 1Br W Gym Pool Lounge Nr L Chi-817

311 W Illinois St, Chicago, Il 60654, Usa, Hotel in Chicago, United States

Wicker Park Loft Style Apartment

1635 West North Avenue 1, Hotel in Chicago, United States

267 US$

min. price/night

Chicago Home In Quiet Area W/ Fenced-In Backyard

12827 S Morgan St, Hotel in Chicago, United States

Blueground River N Gym Pool Nr Riverwalk Chi-128

311 W Illinois St, Chicago, Il 60654, Usa, Hotel in Chicago, United States

Chicago Spacious 3Br Smoke Ok Near Mccormick Place

2001 South State Street, Hotel in Chicago, United States

Loop 1Br W Lounge Gym Roof Nr L Chi-692

330 S Wells St, Chicago, Il 60606, Usa, Hotel in Chicago, United States

Modern 4 Bedroom Condo In Lakeview

West Barry Avenue 2100, Hotel in Chicago, United States

Designer 3Br With Balcony & Elevator On Clark! Apts

4421 North Clark Street 305, Hotel in Chicago, United States

Charming 5 Bedrooms 2 Bathrooms

8027 South Kimbark Avenue, Hotel in Chicago, United States

W Loop 1Br W Gym Coworking Nr Uic Chi-754

1035 W Van Buren St, Chicago, Il 60607, Usa, Hotel in Chicago, United States

Cornerstone House

8928 South Bennett Avenue, Hotel in Chicago, United States

South Loop 2Br W Rooftop 3 Blocks To Grant Park Chi-1018

1401 S State St, Chicago, Il 60605, Usa, Hotel in Chicago, United States

Blueground River North Pool Gym Nr Mile Chi-1143

North State Street 505, Hotel in Chicago, United States

Loop 1Br W Gym Pool Lounge 1 Block From L Chi-699

210 N Wells St, Chicago, Il 60606, Usa, Hotel in Chicago, United States

Game Room • Fire-Pit • Playground • Gym • Billiard

2146 N Kilpatrick Ave, Hotel in Chicago, United States

Modern Belden

2863 West Belden Avenue, Hotel in Chicago, United States

Adults Only - Walk To The United Center! Modern Touches Surround You - Check Out The Open Staircase! Apts

226 South Hoyne Avenue G, Hotel in Chicago, United States

Best Skyrise In Downtown Chicago

323 W Wacker Dr, Hotel in Chicago, United States

Chic River North Retreat

642 North Dearborn Street, Hotel in Chicago, United States

River North 1Br W Gym Pool Roof Nr Riverwalk Chi-816

311 W Illinois St, Chicago, Il 60654, Usa, Hotel in Chicago, United States

Downtown Penthouse 5Bd Views Parking Gym

2 East 8Th Street 2802, Hotel in Chicago, United States

2925 US$

min. price/night

3 Flat Building Downtown - With Private Patios

1220 West Augusta Boulevard, Hotel in Chicago, United States

1910 US$

min. price/night

Chic River North Condo 2Br 2Ba With Private Balcony

312 West Grand Avenue, Hotel in Chicago, United States

The Beverly, Super Location Near Downtown, Medical District And United Center

2527 West Congress Parkway, Hotel in Chicago, United States

The Avondale Retreat

3068 North Davlin Court, Hotel in Chicago, United States

624 US$

min. price/night

King Bed, Great Wifi, United Center, Walk To Train

3254 West Fulton Boulevard, Hotel in Chicago, United States

Welcome To West Town! 2 Bedrooms And Pet Friendly Apts

1519 W Superior 2R, Hotel in Chicago, United States

2Br Near Obama Presidential Ctr And Uofc Med Ctr

6135 South Drexel Avenue 3B, Hotel in Chicago, United States

W Loop 1Br W Pool Coworking Gym 1 Block To L Chi-522

1035 W Van Buren St, Chicago, Il 60607, Usa, Hotel in Chicago, United States

Private Workspace • Sleeps4 • Modern Stylish Stay

3114 W Waveland Ave Unit 1A, Chicago, Il 60618, Usa, Hotel in Chicago, United States

South Loop 1Br Nr L Grant Park Chi-804

30 E Roosevelt Rd, Chicago, Il 60605, Usa, Hotel in Chicago, United States

Streeterville 2Br W Pool Gym Nr Riverwalk Chi-881

200 E Illinois St, Chicago, Il 60611, Usa, Hotel in Chicago, United States

W Loop Studio W Gym Pool Nr Restaurant Row Chi-234

939 W Washington Blvd, Chicago, Il 60607, Usa, Hotel in Chicago, United States

Norwood Park/Edison Park! Workstation & In-Unit Laundry! 2Nd Floor Apt

6478 North Newark Avenue, Hotel in Chicago, United States

347 US$

min. price/night

Brownstone 2 Entire Units Gold Coast

57 East Cedar Street #2U, Hotel in Chicago, United States

540 US$

min. price/night

Gorgeous North Kenwood Hyde Park Unit

4326 South Greenwood Avenue, Hotel in Chicago, United States

371 US$

min. price/night

River North 1Br W Sky Terrace Yoga Studio Chi-1029

411 West Chicago Avenue, Chicago, Il 60610, Us, Hotel in Chicago, United States

Lincoln Park Studio W Wd Nr L New City Chi-316

1515 N Fremont St, Chicago, Il 60642, Usa, Hotel in Chicago, United States

Great 1 Bedroom Apartment In West Town

1519 W Superior 1F, Hotel in Chicago, United States

W Loop Studio W Gym Pool Coworking Nr Uic Chi-438

1035 W Van Buren St, Chicago, Il 60607, Usa, Hotel in Chicago, United States

Streeterville Studio W Pool Gym Nr Navy Pier Chi-787

445 E Ohio St, Chicago, Il 60611, Usa, Hotel in Chicago, United States

River North Jr 1Br W Game Room Nr Beach L Chi-971

8 E Huron St, Chicago, Il 60611, Usa, Hotel in Chicago, United States

2Bd River North Condo With Million Dollar Views! Condo

30 E Huron 4904, Hotel in Chicago, United States

Sleeps 7 • Huge Projector • Designated Workspace

3116 W Waveland Ave, Unit 2B, Chicago, Il 60618, Usa, Hotel in Chicago, United States

992 US$

min. price/night

Luxury 3Br Spacious Suite Sleeps 8 Guests With Patio, Skyline View, Optional Parking And Gym Access Near Mccormick Place And Lakefront

2036 South Michigan Avenue Unit 309, Hotel in Chicago, United States

545 US$

min. price/night

Fully Updated Jr, 1 Bed, Steps From Lincoln Park Condo

560 W Fullerton Pkwy Unit 1, Hotel in Chicago, United States

Extended Stay: Walk To Uic Campus & Train!

1070 W 15Th St Unit 147, Hotel in Chicago, United States

Cozy Wicker Park Home With Movie Room

1523 North Artesian Avenue, Hotel in Chicago, United States

W Loop 1Br W Gym Pool In Heart Of Greektown Chi-533

808 W Van Buren St, Chicago, Il 60661, Usa, Hotel in Chicago, United States

Blueground West Loop Rooftop Pool Gym Chi-1140

North Desplaines Street 165, Hotel in Chicago, United States

The Orleans - Entire Building - With Rooftop Deck

858 North Orleans Street, Hotel in Chicago, United States

2482 US$

min. price/night

870 1&2 - 2 Separate Suites In Same Building

870 North Orleans Street, Hotel in Chicago, United States

757 US$

min. price/night

Downtown 2Bd Gym Near Park Lake Museums #6

829 South Wabash Avenue 1306, Hotel in Chicago, United States

Loop Studio W Theater Games Nr Millennium Park Chi-1017

201 N Garland Ct, Chicago, Il 60601, Usa, Hotel in Chicago, United States

Downtown Mich Ave, Grant Park, Museums 2Bd-2Ba #20

1212 South Michigan Avenue 2001, Hotel in Chicago, United States

Chicago Treasure 4 Bed Getaway

712 North Willard Court, Hotel in Chicago, United States

231 US$

min. price/night

Modern 3Br South Loop Living Family Unit Near Adler Planetarium & Mccormick Convention Center

2036 South Michigan Avenue Unit 409, Hotel in Chicago, United States

557 US$

min. price/night

The Addison Art Deco Manor Estate Garage

1128 West Addison Street, Hotel in Chicago, United States

Sleeps 18 • 8Br • Game Room • Gym • Theater

4038 N Central Ave, Chicago, Il 60634, Usa, Hotel in Chicago, United States

Artistic Loft Rooftop Uptown Montrose Beach Gymwfh

1049 West Lawrence Avenue Apt 702, Hotel in Chicago, United States

148 US$

min. price/night

Dearborn Duplex L Sleeps 10 L Free Parking

642 North Dearborn Street, Hotel in Chicago, United States

Modern Condo By Med District With Parking & Laundry

2354 West Polk Street, Hotel in Chicago, United States

Downtown 3Bd Near Park Museums #7

829 South Wabash Avenue #1307, Hotel in Chicago, United States

Loop 1Br W Gym Roof Lounge Same Block As L Chi-668

330 S Wells St, Chicago, Il 60606, Usa, Hotel in Chicago, United States

Spacious 2Br Near Univ Of Chicago Home Away From Home

1231 East 63Rd Street, Hotel in Chicago, United States

Loop 1Br W Pool Gym Nr Financial District Chi-261

210 N Wells St, Chicago, Il 60606, Usa, Hotel in Chicago, United States

Gold Coast 1Br W Doorman Gym 2 Blocks To L Chi-549

1400 N Lake Shore Dr, Chicago, Il 60610, Usa, Hotel in Chicago, United States

Gold Coast Mag Mile Best Location #2

215 East Chestnut Street 1602, Hotel in Chicago, United States

W Loop Studio W Gym Pool Coworking Nr Uic Chi-435

430 S Halsted St, Chicago, Il 60607, Usa, Hotel in Chicago, United States

Loop 1Br W Gym Roofdeck Nr Financial District Chi-192

330 S Wells St, Chicago, Il 60606, Usa, Hotel in Chicago, United States

Downtown Chicago 2Br Getaway South Loop Comfort Near Mccormick Place, Soldier Field And Grant Park

2036 South Michigan Avenue Unit 405, Hotel in Chicago, United States

491 US$

min. price/night

Streeterville Studio W Gym Pool Nr Navy Pier Chi-406

445 E Ohio St, Chicago, Il 60611, Usa, Hotel in Chicago, United States

Loop 1Br W Gym Pool Wd Nr Millennium Park Chi-237

201 N Garland Ct, Chicago, Il 60601, Usa, Hotel in Chicago, United States

Landing Modern 2Bd Clubhouse Gym

8900 Archer Ave, Hotel in Chicago, United States

Gold Coast Convertible W Terrace Nr The L Chi-82

1 E Delaware Pl, Chicago, Il 60611, Usa, Hotel in Chicago, United States

Blueground The Loop Pool Wd Nr Park Chi-1189

North Garland Court 201, Hotel in Chicago, United States

Downtown 2Bd 5 Gym Near Park Lake Museums

829 South Wabash Avenue 1305, Hotel in Chicago, United States

Streeterville 2Br W Pool Gym Nr Riverwalk Chi-880

200 E Illinois St, Chicago, Il 60611, Usa, Hotel in Chicago, United States

Sleep 14 Downtown, Vintage 5Bd-2Ba Gym & Patio

731 South Plymouth Court 801+802, Hotel in Chicago, United States

W Loop Studio W Gym Pool Coworking Nr Uic Chi-396

1035 W Van Buren St, Chicago, Il 60607, Usa, Hotel in Chicago, United States

Pet Friendly And Room For 7! Large Common Areas To Converse And Connect Apts

1200 West Huron Street 2, Hotel in Chicago, United States

River N 1Br W Gym Wd Nr Mag Mile By Bluegound Chi-127

8 E Huron St, Chicago, Il 60611, Usa, Hotel in Chicago, United States

Mccormick 2Br-2Ba For 8 Guests With Optional Parking & Gym

2036 South Michigan Avenue, Hotel in Chicago, United States

1678 US$

min. price/night

W Loop Studio W Gym Pool Coworking Nr Uic Chi-397

1035 W Van Buren St, Chicago, Il 60607, Usa, Hotel in Chicago, United States

Downtown 9Bd - Sleep 18 -

829 South Wabash Avenue #1307, Hotel in Chicago, United States

Mins From O'Hare • Safe Location • Private Parking

5113 North East River Road Unit 1K, Chicago, Il 60656, Hotel in Chicago, United States

174 US$

min. price/night

The Retreat - Hot Tub, Theater, Game Room, Fire Pit, Bar, Sleeps 14

4505 North Harding Avenue, Hotel in Chicago, United States

South Loop 4 Bedroom Apt

South Wabash Avenue, Hotel in Chicago, United States

Loop 1Br W Pool Gym Nr The L Riverwalk Chi-242

210 N Wells St, Chicago, Il 60606, Usa, Hotel in Chicago, United States

Blueground West Loop Roof Gym Grills Nr Park Chi-1061

150 N Ashland Ave, Chicago, Il 60607, Usa, Hotel in Chicago, United States

Hancock Lookout|Steps To Beach&Transit, Chi Views

1701, 1220 North State Parkway, Hotel in Chicago, United States

1 Garage Parking, Skyline Rooftop, Pingpong, Balcony

951 West Huron Street, Hotel in Chicago, United States

787 US$

min. price/night

Loop Studio W Gym Pool Lounge 1 Block From L Chi-694

210 N Wells St, Chicago, Il 60606, Usa, Hotel in Chicago, United States

W Loop 2Br W Gym Pool In Heart Of Greektown Chi-561

808 W Van Buren St, Chicago, Il 60661, Usa, Hotel in Chicago, United States

Penthouse With Private Rooftop And Skyline Views - Sleeps 6

734 N Throop St, Chicago, Il 60642, Usa, Hotel in Chicago, United States

W Loop 1Br W Pool Gym Nr Restaurant Row Chi-274

939 W Washington Blvd, Chicago, Il 60607, Usa, Hotel in Chicago, United States

Chic Luxe Spa Retreat Light Filled King Bed Garage

3704 West George Street, Hotel in Chicago, United States

Mixed Rustic Vibes

320 South Richmond Street 1, Hotel in Chicago, United States

Logan Square Monthly Apartament

2438 North Maplewood Avenue, Hotel in Chicago, United States

241 US$

min. price/night

3Bd 3Ba Bronzeville Beauty

250 East 37Th Street, Hotel in Chicago, United States

West Loop - City Views With In & Out Parking 3

315 South Peoria Street, Hotel in Chicago, United States

Sleeps 4 • New Modern 1Br • Private Workspace

3114 W Waveland Ave, Unit 2A, Chicago, Il 60618, Usa, Hotel in Chicago, United States

Lakeview 1Br W Wd Gym Nr Lakefront Trail Chi-203

450 W Belmont Ave, Chicago, Il 60657, Usa, Hotel in Chicago, United States

Skyline 2Br In South Loop Chicago With Optional Parking & Gym Access Near Mccormick Place, Soldier Field And Lakefront

2036 South Michigan Avenue Unit 607, Hotel in Chicago, United States

1179 US$

min. price/night

W Loop 2Br W Pool Gym Lounge Nr L Chi-748

165 N Des Plaines St, Chicago, Il 60661, Usa, Hotel in Chicago, United States

Loop 1Br W Lounge Gym Roof Nr L Chi-693

330 S Wells St, Chicago, Il 60606, Usa, Hotel in Chicago, United States

Modern 6Br House Steps To Wrigleyville

3824 North Clark Street Unit 2 & 3, Hotel in Chicago, United States

2 Rooftops 2 Car Garage 4 Stories

North Hudson Avenue 1501, Hotel in Chicago, United States

Queen Beds, Long Stay, Garage Parking, Near Train

2823 North Whipple Street Unit 2, Hotel in Chicago, United States

Dwntn 10Mins And Sleeps 10 In Vintage And Free Parking

2721 West Congress Parkway Apt 2, Hotel in Chicago, United States

Chrissy Place

S Maryland Ave 2 West, Hotel in Chicago, United States

River North 1Br W Outdoor Pool 1 Block To L Chi-1035

411 West Chicago Avenue, Chicago, Il 60610, Us, Hotel in Chicago, United States

Ultra Modern Luxury - New Construction 4 Bedrooms

5039 North Winthrop Avenue, Hotel in Chicago, United States

Downtown Mich Ave Gym Plus Rooftop #10

820 South Michigan Avenue 1210, Hotel in Chicago, United States

Walk To Devon Avenue & Warren Park: Chicago Apt!

6435 N Leavitt St Unit 2, Hotel in Chicago, United States

River North 1Br W Terrace Grills Yoga Studio Chi-1032

411 West Chicago Avenue, Chicago, Il 60610, Us, Hotel in Chicago, United States

River North 1Br W Yoga Studio Nr Riverwalk Chi-1036

411 West Chicago Avenue, Chicago, Il 60610, Us, Hotel in Chicago, United States

West Loop 2Br W Wd Gym Lounge Nr L Chi-781

730 W Couch Pl, Chicago, Il 60661, Usa, Hotel in Chicago, United States

Living Like A Local In The Heart Of Bronzeville

4232 South Langley Avenue, Hotel in Chicago, United States

Downtown Penthouse - Mich Ave 2Bd Gym And Views #12

820 South Michigan Avenue 1212, Hotel in Chicago, United States

Blueground Near North Pool Nr Riverwalk Chi-1010

North State Street 505, Hotel in Chicago, United States

Comfy Condo - Gym Free Parking & Modern Amenities

6044 North Winthrop Avenue, Hotel in Chicago, United States

Wicker Park 6Bd 4Ba, Steps From Cta, Parking Incl Home

1220 N Paulina, Hotel in Chicago, United States

1010 US$

min. price/night

W Loop Studio W Pool Gym Nr Fulton Mkt Chi-273

939 W Washington Blvd, Chicago, Il 60607, Usa, Hotel in Chicago, United States

Historic 1930S Retreat! Walk To Wicker Park

2021 W Dickens Ave, Hotel in Chicago, United States

Hermosa House Apartment - Peaceful Quiet 3Br, Free Street Parking, Solar Powered, By Logan Square

2223 North Keeler Avenue, Hotel in Chicago, United States

15Mins Dt Wicker Park Gem Sleeps 8 Freepark

2724 W Division St Apt #1R Chicago Il 60622, Hotel in Chicago, United States

5 Mi To Midway: Walkable Chicago Apartment

8136 S Kedzie Ave Unit 202, Hotel in Chicago, United States

Loop 1Br W Deck Gym Wd Nr W Loop The L Chi-220

330 S Wells St, Chicago, Il 60606, Usa, Hotel in Chicago, United States

Other Places to Stay in Chicago

Types of Accomodations in Chicago

Apartments Holiday homes

Homestays

Villas

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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