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Chicago Metropolitan Area >
Chicago >
Holiday homes

Vacation Rentals Chicago, Vacation Rentals

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4 Bedroom Home In Best Location Parking Fireplace Back Yard Pets Welcome

329 West Schiller Street, Hotel in Chicago, United States

Excellent
4 reviews

1049 US$

min. price/night

Art Downtown Fulton Market Entire 3 Bedroom Home Sleep10 Private Garage Roof Ev Tesla

467 North Armour Street, Hotel in Chicago, United States

Excellent
3 reviews

Woodlawn Oasis

6433 South Minerva Avenue, Hotel in Chicago, United States

Excellent
12 reviews

526 US$

min. price/night

Newly Updated Vintage 6 Bedroom Single Family Home Home

825 S Claremont, Hotel in Chicago, United States

Excellent
1 review

512 US$

min. price/night

3-Story Townhome Free Parking Private Patio Washer-Dryer

344 West Dickens Avenue, Hotel in Chicago, United States

Excellent
1 review

447 US$

min. price/night

Spacious Chicago Group Home! Walk To Train & Eats

4454 N Hermitage Ave, Hotel in Chicago, United States

Excellent
1 review

Near Lake & Museum • Modern • Game Area

2714 E 76Th Pl, Chicago, Il 60649, Usa, Hotel in Chicago, United States

Excellent
3 reviews

277 US$

min. price/night

Downtown Park - Mich Ave Ph Gym Plus Rooftop #11

820 South Michigan Avenue 1211, Hotel in Chicago, United States

Excellent
1 review

Mich Ave Downtown Penthouse - Rooftop Plus Gym #8

820 South Michigan Avenue 1208, Hotel in Chicago, United States

Average
1 review

Modern 3Br Apartment Near North Ave Shops

853 West Blackhawk Street, Hotel in Chicago, United States

Good
1 review

Spectacular Gilded Age 6 Bedroom Gold Coast Mansion With Deck

67 East Cedar Street, Hotel in Chicago, United States

Good
1 review

999 US$

min. price/night

2 Newly Built Luxury Condos With Private Roofdeck

811 N Sedgwick St, Hotel in Chicago, United States

Average
1 review

1374 US$

min. price/night

Chicago Home Near Navy Pier & Shedd Aquarium!

544 E 92Nd Pl, Hotel in Chicago, United States

Good
4 reviews

159 US$

min. price/night

Large Condo With Outdoor Deck In Historic Chicago District Home

1729 N St Michaels, Hotel in Chicago, United States

Acceptable
2 reviews

Amazing Wicker Park Penthouse With Skyline Views

1549 North Milwaukee Avenue #4, Hotel in Chicago, United States

Acceptable
1 review

Bronzeville 42 Art & Hospitality

615 East 42Nd Street, Hotel in Chicago, United States

Wicker Park 4Bd 3Ba, Steps From Cta, Parking Incl Home

1220 N Paulina, Hotel in Chicago, United States

Wrigley 4Br Home, Sleeps 10

3623 N Ashland Ave, Hotel in Chicago, United States

1753 US$

min. price/night

Beautiful 6-Bedroom, Private Mansion With Hot Tub

7157 South Perry Avenue, Hotel in Chicago, United States

619 US$

min. price/night

Giant 5Br, Pool Table, 15 Min To Cubs & Mag Mile

4204 North Ridgeway Avenue, Hotel in Chicago, United States

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

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

Quiet Chicago Townhome: Walk To Subway Stations

220 N Laporte Ave 1, Hotel in Chicago, United States

Historic 1930S Retreat! Walk To Wicker Park

2021 W Dickens Ave, Hotel in Chicago, United States

Chicago Home With Spacious Yard 14 Mi To Dtwn

10431 S Eberhart Ave, Hotel in Chicago, United States

112 US$

min. price/night

1 Mi To Wrigley! Quintessential Chi-Town Greystone

3622 N Hermitage Ave Unit 2, Hotel in Chicago, United States

Luxury Gold Coast Penthouse With Deck & Views

22 East Elm Street, Hotel in Chicago, United States

Chicago Treasure 4 Bed Getaway

712 North Willard Court, Hotel in Chicago, United States

231 US$

min. price/night

Commuter-Friendly Bungalow In Chicago'S South Side

8817 S Merrill Ave, Hotel in Chicago, United States

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

West Augusta Boulevard 1220, Hotel in Chicago, United States

179 US$

min. price/night

Dearborn Duplex L Sleeps 10 L Free Parking

642 North Dearborn Street, Hotel in Chicago, United States

Cute And Cozy Chicago Modern Condo

1625 W Superior St 3F, Chicago, Il 60622, Usa, Hotel in Chicago, United States

526 US$

min. price/night

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

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

2 Mi To Red Line: Chicago Home Near Sherman Park

5205 S May St, Hotel in Chicago, United States

Charming 5 Bedrooms 2 Bathrooms

8027 South Kimbark Avenue, Hotel in Chicago, United States

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

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

4 Bedroom • Theater Room • Gym • Walk To Lincoln Park!

210 W St Paul Ave, Chicago, Il 60614, Usa, Hotel in Chicago, United States

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

4505 North Harding Avenue, Hotel in Chicago, United States

Modern Wrigley Oasis With Parking!

3406 N Seminary Ave, 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

Sleeps 26 • Modern Multi-Unit • Gym • Workspaces

3114 West Waveland Avenue, Hotel in Chicago, United States

1624 US$

min. price/night

Modern 4 Bedroom Condo In Lakeview

West Barry Avenue 2100, Hotel in Chicago, United States

3 Bedroom Spacious Home In Ideal Location W Free Parking Back Yard Pets Welcome

1426 North North Park Avenue, Hotel in Chicago, United States

774 US$

min. price/night

The Addison Art Deco Manor Estate Garage

1128 West Addison Street, Hotel in Chicago, United States

Zen Escape-Chicago'S Urban Oasis

841 North Mozart Street, Hotel in Chicago, United States

79 US$

min. price/night

Spacious 3Br Urban Getaway W Gym

2550 South Wabash 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

Extended Stay: Walk To Uic Campus & Train!

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

King Bed L Cta L United Center L Near Kasama L Patio

924 North Wolcott Avenue G, Hotel in Chicago, United States

374 US$

min. price/night

Charming & Bright Multilevel Townhome With Parking

Chicago, United States

New Construction Building In River North

811 N Sedgwick St, Hotel in Chicago, United States

1119 US$

min. price/night

White Sox Best House

3801 South Calumet Avenue, Hotel in Chicago, United States

162 US$

min. price/night

2 Rooftops 2 Car Garage 4 Stories

North Hudson Avenue 1501, Hotel in Chicago, United States

Envitae Hotel 4Br Modern Sleek Apartment

853 West Blackhawk Street, Hotel in Chicago, United States

Immaculate Brand New Penthouse Chicago

1630 West Warren Boulevard, Hotel in Chicago, United States

799 US$

min. price/night

Cozy Downtown Mich Ave Gym And Rooftop #7

820 South Michigan Avenue 1207, Hotel in Chicago, United States

Downtown Mich Ave - 6 Penthouses, Sleep 25

820 South Michigan Avenue 1207, Hotel in Chicago, United States

5162 US$

min. price/night

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

2146 N Kilpatrick Ave, Hotel in Chicago, United States

Ultra Modern Luxury - New Construction 4 Bedrooms

5039 North Winthrop Avenue, Hotel in Chicago, United States

Modern 4 Bedroom Greystone

South Calumet Avenue 3626, Hotel in Chicago, United States

Cozy Wicker Park Home With Movie Room

1523 North Artesian Avenue, Hotel in Chicago, United States

Chicago Home In Quiet Area W/ Fenced-In Backyard

12827 S Morgan St, Hotel in Chicago, United States

Beautifully Remodeled Flat Downtown #3N

858 North Orleans Street #3N, Hotel in Chicago, United States

239 US$

min. price/night

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Hotels near Popular Places to visit in Chicago

City Center Chicago Wrigley Field Navy Pier Chicago Grant Park Michigan Avenue Chicago 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 Chicago Northwestern Memorial Hospital Water Tower Place Chicago 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 Goodman Theatre Skydeck Chicago 360 Chicago Chicago Museum of Contemporary Art Ogilvie Transportation Center Soldier Field Illinois Institute of Technology Columbia College-Science/math Chicago Chicago Symphony Center Chicago History Museum Hubbard Street Dance Chicago Rush University LaSalle Street Station Civic Opera House Harold Washington Library Center Foster Avenue Beach University of Illinois College of Medicine Peggy Notebaert Nature Museum Chicago Board of Trade Building Steppenwolf Theatre Company Wicker Park
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