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Chicago Metropolitan Area >
Chicago >
Holiday homes

Vacation Rentals Chicago, Vacation Rentals

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5Br 5Ba Architectural Estate-Theatre Gym Rooftop

1856 North Fairfield Avenue, Hotel in Chicago, United States

Windy City Getaway - 3Br 2Ba Chicago Townhouse Home

3721 North Milwaukee Avenue, Hotel in Chicago, United States

Excellent
2 reviews

304 US$

min. price/night

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

420 Friendly 12 Pm Check Out 1 Bedroom Basement

8132 South Harvard Avenue, Hotel in Chicago, United States

Average
5 reviews

131 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

2Br Travelers Favorite Modern

5425 W Drummond Pl, Chicago, Il 60639, Usa, Hotel in Chicago, United States

Acceptable
2 reviews

261 US$

min. price/night

Amazing Wicker Park Penthouse With Skyline Views

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

Acceptable
1 review

Sleeps 18 6Br Gym, Game Room And Theater

33 S Waller Ave, Chicago, Il 60644, Usa, Hotel in Chicago, United States

Acceptable
1 review

1261 US$

min. price/night

Modern 4 Bedroom Greystone

South Calumet Avenue 3626, Hotel in Chicago, United States

8Br Kids Room, Game Room, Gym Andtheater

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

2 Rooftops 2 Car Garage 4 Stories

North Hudson Avenue 1501, Hotel in Chicago, United States

Game Room, Firepit, Playground, Gym, Billiard

2146 N Kilpatrick Ave, Hotel in Chicago, United States

Envitae Hotel 4Br Modern Sleek Apartment

853 West Blackhawk Street, Hotel in Chicago, United States

River West Modern 4-Bd Home With Patio & Balcony

657 North Carpenter Street, Hotel in Chicago, United States

Charming 5 Bedrooms 2 Bathrooms

8027 South Kimbark Avenue, Hotel in Chicago, United States

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

1220 N Paulina, Hotel in Chicago, United States

Luxury Gold Coast Penthouse With Deck & Views

22 East Elm Street, Hotel in Chicago, United States

Top 1 Rated 4Br Lincoln Park House - King Bed

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

Modern 4 Bedroom Condo In Lakeview

West Barry Avenue 2100, Hotel in Chicago, United States

Wrigley 4Br Home, Sleeps 10

3623 N Ashland Ave, Hotel in Chicago, United States

2047 US$

min. price/night

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

1220 N Paulina, 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

New Construction Building In River North

811 N Sedgwick St, Hotel in Chicago, United States

1119 US$

min. price/night

Bronzeville 42 Art & Hospitality

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

Chic 4-Bedroom Haven: Designer'S Dream Home

2655 West Huron Street, Hotel in Chicago, United States

1155 US$

min. price/night

2 Mi To Red Line Chicago Home Near Sherman Park

5205 S May St, Hotel in Chicago, United States

Chicago Chic, Cozy 1Br With Stylish Workspace

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

3Br Gym Workspace Chicago Condo

3656 North Osage Avenue Unit 2, Hotel in Chicago, United States

440 US$

min. price/night

Quiet Chicago Townhome: Walk To Subway Stations

220 N Laporte Ave 1, 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

Huge Projector And Designated Workspace, Near Wrigley

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

992 US$

min. price/night

Spacious 3-Bed West Loop Townhouse, 1 Car Garage

920 W Van Buren St, Hotel in Chicago, United States

Commuter-Friendly Bungalow In Chicagos South Side

8817 S Merrill Ave, Hotel in Chicago, United States

Cozy Wicker Park Home With Movie Room

1523 North Artesian Avenue, Hotel in Chicago, United States

Chic Green L Near Downtown & Il Medical District

602 South Western Avenue, Hotel in Chicago, United States

118 US$

min. price/night

Hello Again, Chicago!

1856 West Huron Street, 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

949 US$

min. price/night

Pet-Friendly With Pool Table Walk To Wrigley Field

1045 W Dakin St Unit 1, Hotel in Chicago, United States

1249 US$

min. price/night

Spacious 3Br Urban Getaway W Gym

2550 South Wabash Avenue, Hotel in Chicago, United States

Downtown Mich Ave - 6 Penthouses, Sleep 25

820 South Michigan Avenue 1207, 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

Immaculate Brand New Penthouse Chicago

1630 West Warren Boulevard, Hotel in Chicago, United States

799 US$

min. price/night

Chicago 1Br, Stylish Stay With Workspace

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

Ultra Modern Luxury - New Construction 4 Bedrooms

5039 North Winthrop Avenue, Hotel in Chicago, United States

Chicago Home With Spacious Yard 14 Mi To Dtwn

Chicago, United States

112 US$

min. price/night

Breathtaking Chi Unit In River North With Rooftop Deck - Penthouse A - Sleeps 11

North Sedgwick Street 811, Hotel in Chicago, United States

1205 US$

min. price/night

Sleeps 22 • Modern Multi-Unit • Gym • Workspaces

3114 West Waveland Avenue, Hotel in Chicago, United States

1377 US$

min. price/night

Beautifully Remodeled Flat Downtown #3N

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

239 US$

min. price/night

Luxe 4Br With Hot Tub & Game Room

1654 West Ohio Street, Hotel in Chicago, United States

967 US$

min. price/night

Charming & Bright Multilevel Townhome With Parking

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

Zen Escape-Chicago'S Urban Oasis

841 North Mozart Street, Hotel in Chicago, United States

79 US$

min. price/night

White Sox Best House

3801 South Calumet Avenue, Hotel in Chicago, United States

162 US$

min. price/night

2 Newly Built Luxury Condos With Private Roofdeck

811 N Sedgwick St, Hotel in Chicago, United States

2399 US$

min. price/night

Breathtaking Downtown Penthouse A - Sleeps 11

811 N Sedgwick St, Hotel in Chicago, United States

329 US$

min. price/night

Other Places to Stay in Chicago

Types of Accomodations in Chicago

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Hotels near Popular Places to visit in 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 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 Steppenwolf Theatre Company Peggy Notebaert Nature Museum Chicago Board of Trade Building Wicker Park
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