Help on Feeds
browse all 104 chicago vacation rentals

Apartment Rentals in Chicago, Illinois

$75 $118
rental results

availability


Weekly rate:

Min $0, Max $4000

$0
$2,000
$4,000+

Bedrooms: Min 0, Max 5

0
5+







Property Type:


legend

savings
freebies
has photos
has calendar
has swimming pool
has hot tub
pets allowed
owner badge

* Nightly rates and average rates per bedroom are based on actual rates in this area. Learn More .

Luxury and Value. City and McCormick Place. Skyline View
Chicago Apartment Rental Picture
  • bedrooms 2
  • community McCormick Place
  • rental type Apartment
  • owner badgeowner badge
  • sleeps 6
  • baths
  • rates (USD) $135 - $275 /nt
    $950 - $1,650 /wk
 
 
 
 
 

31 reviews write a review

Mag Mile- Beautiful, Spacious Brownstone!
Chicago Apartment Rental Picture
  • bedrooms 2
  • community Gold Coast
  • rental type Apartment
  • owner badgeowner badge
  • sleeps 8
  • baths 2
  • rates (USD) $305 - $460 /nt
 
 
 
 
 

61 reviews write a review

Luxury Resort in the Heart of Downtown Chicago
Chicago Apartment Rental Picture
  • bedrooms 2
  • community The Loop
  • rental type Apartment
  • owner badgeowner badge
  • sleeps 6
  • baths 2
  • rates (USD) $399 - $429 /nt
    $9,200 - $12,997 /mth
 
 
 
 
 

59 reviews write a review

Millennium Park - walk out on Michigan Ave, near public tran
Chicago Apartment Rental Picture
  • bedrooms 1
  • community Millennium Park
  • rental type Apartment
  • sleeps 3
  • baths 1
  • rates (USD) $150 - $200 /nt
    $1,000 - $1,400 /wk
    $2,800 - $3,500 /mth
 
 
 
 
 

write a review

Loop - be close to your office, Loop, Millennium Park
Chicago Apartment Rental Picture
  • bedrooms 1
  • community The Loop
  • rental type Apartment
  • sleeps 4
  • baths 1
  • rates (USD) $120 - $280 /nt
    $1,000 - $1,800 /wk
    $2,800 - $6,000 /mth
 
 
 
 
 

1 reviews write a review

Magnolia Studios
Chicago Apartment Rental Picture
  • bedrooms 1
  • community Edgewater Beach
  • rental type Apartment
  • sleeps 4
  • baths 1
  • rates (USD) $99 - $149 /nt
    $693 - $1,043 /wk
    $2,772 - $4,172 /mth
 
 
 
 
 

1 reviews write a review

2/1 Lincoln Park Chicago - Red Line/Fullerton L 1 Blk Away
Chicago Apartment Rental Picture
  • bedrooms 2
  • community Lincoln Park
  • rental type Apartment
  • owner badgeowner badge
  • sleeps 6
  • baths 1
  • rates (USD) $150 - $300 /nt
    $1,000 - $1,800 /wk
    $3,695 - $4,495 /mth
 
 
 
 
 

2 reviews write a review

Ride the Rails From West Chicago to the Windy City
Chicago Apartment Rental Picture
  • bedrooms 1
  • community West Chicago
  • rental type Apartment
  • owner badgeowner badge
  • sleeps 8
  • baths 1
  • rates (USD) $75 - $100 /nt
    $450 - $600 /wk
 
 
 
 
 

4 reviews write a review

Beautiful 1-2 bedroom apartments, 1-2 baths, internet
Chicago Apartment Rental Picture
  • bedrooms 2
  • community Lincoln Park
  • rental type Apartment
  • owner badgeowner badge
  • sleeps 3
  • baths 2
  • rates (USD) $1,975 - $2,800 /mth
 
 
 
 
 

3 reviews write a review

Historic Blvd 2 bdrm, 2 bath,near blue line
Chicago Apartment Rental Picture
  • bedrooms 2
  • community Logan Square
  • rental type Apartment
  • owner badgeowner badge
  • sleeps 4
  • baths 2
  • rates (USD) $120 - $160 /nt
    $800 - $1,100 /wk
    $2,100 - $2,600 /mth
 
 
 
 
 

2 reviews write a review

Urban Heaven! Affordable Luxury, Amazing Views ... Walk Everywhere!
Chicago Apartment Rental Picture
  • bedrooms 3
  • rental type Apartment
  • owner badgeowner badge
  • sleeps 6
  • baths 2
  • rates (USD)
 
 
 
 
 

8 reviews write a review

Eurasian Chic Gold Coast... Dine/Shop/Swim... Walk To Everything
Chicago Apartment Rental Picture
  • bedrooms 1
  • rental type Apartment
  • owner badgeowner badge
  • sleeps 6
  • baths 1
  • rates (USD) $235 - $275 /nt
 
 
 
 
 

16 reviews write a review

New Luxury High Rise on 44th floor with 2 bed/2 bath and great views
Chicago Apartment Rental Picture
  • bedrooms 2
  • rental type Apartment
  • sleeps 6
  • baths 2
  • rates (USD) $225 - $465 /nt
    $1,675 - $3,358 /wk
    $6,490 - $11,850 /mth
 
 
 
 
 

1 reviews write a review

Luxury 2 bedroom on 47th Floor with great views in Magnificent Mile
Chicago Apartment Rental Picture
  • bedrooms 2
  • rental type Apartment
  • owner badgeowner badge
  • sleeps 6
  • baths 2
  • rates (USD) $225 - $465 /nt
    $1,675 - $3,358 /wk
    $6,490 - $11,850 /mth
 
 
 
 
 

16 reviews write a review

48th Floor high rise 2 bed / 2 bath with great views in the Magnificent Mile
Chicago Apartment Rental Picture
  • bedrooms 2
  • rental type Apartment
  • owner badgeowner badge
  • sleeps 6
  • baths 2
  • rates (USD) $225 - $465 /nt
    $1,675 - $3,358 /wk
    $6,490 - $11,850 /mth
 
 
 
 
 

53 reviews write a review

Magnificent Mile Luxury Corner Unit on 45th Floor with great views
Chicago Apartment Rental Picture
  • bedrooms 2
  • rental type Apartment
  • owner badgeowner badge
  • sleeps 6
  • baths 2
  • rates (USD) $225 - $465 /nt
    $1,675 - $3,358 /wk
    $6,490 - $11,850 /mth
 
 
 
 
 

50 reviews write a review

New Listing! Unique 1BR Chicago Apartment w/Vintage Features - Walking Distance to Wrigley Field!
Chicago Apartment Rental Picture
  • bedrooms 1
  • rental type Apartment
  • sleeps 4
  • baths 1
  • rates (USD) $150 /nt
    $900 /wk
    $3,500 /mth
 
 
 
 
 

write a review

Magnificent Mile luxury High Rise on 43rd floor with great views
Chicago Apartment Rental Picture
  • bedrooms 2
  • rental type Apartment
  • owner badgeowner badge
  • sleeps 6
  • baths 2
  • rates (USD) $225 - $465 /nt
    $1,675 - $3,358 /wk
    $6,490 - $11,850 /mth
 
 
 
 
 

31 reviews write a review

Great views-Luxury 2 bedroom on 32nd Floor Magnificent Mile
Chicago Apartment Rental Picture
  • bedrooms 2
  • rental type Apartment
  • owner badgeowner badge
  • sleeps 6
  • baths 2
  • rates (USD) $225 - $465 /nt
    $1,675 - $3,358 /wk
    $6,490 - $11,850 /mth
 
 
 
 
 

49 reviews write a review

Licensed VR 1bd sleep 4 in Logan Square, Historic Apartment in Historic Neighborhood !!!
Chicago Apartment Rental Picture
  • bedrooms 1
  • rental type Apartment
  • sleeps 4
  • baths 1
  • rates (USD) $119 /nt
    $699 /wk
    $2,200 /mth
 
 
 
 
 

1 reviews write a review

Walk to everywhere! Millennium Park location
Chicago Apartment Rental Picture
  • bedrooms 1
  • rental type Apartment
  • sleeps 2
  • baths 1
  • rates (USD) $139 /nt
    $903 /wk
    $2,970 /mth
 
 
 
 
 

write a review

3bds unit close to GRANT PARK
Chicago Apartment Rental Picture
  • bedrooms 3
  • rental type Apartment
  • sleeps 6
  • baths 2
  • rates (USD) $319 /nt
    $2,000 /wk
    $5,700 /mth
 
 
 
 
 

1 reviews write a review

Corporate Residences Millennium Park- Short Term or Extended S
Chicago Apartment Rental Picture
  • bedrooms 1
  • rental type Apartment
  • owner badgeowner badge
  • sleeps 4
  • baths 1
  • rates (USD) $150 /nt
    $950 /wk
    $3,500 /mth
 
 
 
 
 

6 reviews write a review

Chicago Loop Business District. Close to Sears Tower and Public Transportation
Chicago Apartment Rental Picture
  • bedrooms 1
  • rental type Apartment
  • sleeps 3
  • baths 1
  • rates (USD) $149 /nt
    $900 /wk
    $3,200 /mth
 
 
 
 
 

write a review

Wicker Park Russian Bathhouse 2bd LOFT
Chicago Apartment Rental Picture
  • bedrooms 1
  • rental type Apartment
  • sleeps 4
  • baths 1
  • rates (USD) $179 /nt
    $1,113 /wk
    $3,900 /mth
 
 
 
 
 

write a review

Millennium Park 2bd/2ba, WALK EVERYWHERE!!!
Chicago Apartment Rental Picture
  • bedrooms 2
  • rental type Apartment
  • sleeps 4
  • baths 2
  • rates (USD) $279 /nt
    $1,400 /wk
    $4,900 /mth
 
 
 
 
 

2 reviews write a review

$129/night in August. Downtown DISCOUNTED RATES!!!!!
Chicago Apartment Rental Picture
  • bedrooms 1
  • rental type Apartment
  • sleeps 2
  • baths 1
  • rates (USD) $149 /nt
    $945 /wk
    $3,200 /mth
 
 
 
 
 

write a review

Location is Fabulous~Cozy 2bd/2BA in Brownstone on Gold Coast
Chicago Apartment Rental Picture
  • bedrooms 2
  • rental type Apartment
  • owner badgeowner badge
  • sleeps 8
  • baths 2
  • rates (USD) $335 - $460 /nt
 
 
 
 
 

15 reviews write a review

3BR Luxury Suite w/Double Kings: Amenities, Location, Views! Have it All!
Chicago Apartment Rental Picture
  • bedrooms 3
  • rental type Apartment
  • owner badgeowner badge
  • sleeps 6
  • baths 2
  • rates (USD)
 
 
 
 
 

3 reviews write a review

Spacious&Charming in Wonderful Lincoln Square! Sleeps Up to 4!
Chicago Apartment Rental Picture
  • bedrooms 2
  • rental type Apartment
  • owner badgeowner badge
  • sleeps 4
  • baths 1
  • rates (USD) $195 /nt
 
 
 
 
 

29 reviews write a review

Roscoe Village/Lakeview Close to Downtown Must See**
Chicago Apartment Rental Picture
  • bedrooms 4
  • rental type Apartment
  • sleeps 10
  • baths 2
  • rates (USD) $250 - $275 /nt
 
 
 
 
 

1 reviews write a review

Great Location!! Roscoe Village, Lakeview, Close to Wrigley
Chicago Apartment Rental Picture
  • bedrooms 3
  • rental type Apartment
  • owner badgeowner badge
  • sleeps 8
  • baths 2
  • rates (USD) $250 - $275 /nt
 
 
 
 
 

4 reviews write a review

Great Location!! Oldtown/Lincolnpark Close to Downtown & El
Chicago Apartment Rental Picture
  • bedrooms 2
  • rental type Apartment
  • sleeps 18
  • baths 1
  • rates (USD) $225 - $250 /nt
 
 
 
 
 

write a review

Roscoe Village Guesthouse Close to Wrigley Great Neighborhood!
Chicago Apartment Rental Picture
  • bedrooms 2
  • rental type Apartment
  • owner badgeowner badge
  • sleeps 14
  • baths 2
  • rates (USD) $225 - $250 /nt
 
 
 
 
 

4 reviews write a review

Amazing Shopping Location- Family Friendly and Newly Renovated!
Chicago Apartment Rental Picture
  • bedrooms 1
  • rental type Apartment
  • sleeps 4
  • baths 1
  • rates (USD) $179 - $249 /nt
 
 
 
 
 

write a review

Stunning Luxe Condo for your enjoyment - Ideally located, Stunning Views
Chicago Apartment Rental Picture
  • bedrooms 1
  • rental type Apartment
  • sleeps 6
  • baths 1
  • rates (USD) $3,617 - $4,650 /mth
 
 
 
 
 

6 reviews write a review

Just 2 blocks to the Brown Line 'L' Train...
Chicago Apartment Rental Picture
  • bedrooms 2
  • rental type Apartment
  • sleeps 4
  • baths
  • rates (USD) $225 - $275 /nt
 
 
 
 
 

1 reviews write a review

Last minute Sun-Thur Estate SPECIALS! Shop/Dine/Nightlife/Swim
Chicago Apartment Rental Picture
  • bedrooms 7
  • rental type Apartment
  • owner badgeowner badge
  • sleeps 22
  • baths 5
  • rates (USD) $95 - $995 /nt
    $2,850 /mth
 
 
 
 
 

19 reviews write a review

Bucktown, Urban Luxury And Convenience. Easy Access To All Chicago
Chicago Apartment Rental Picture
  • bedrooms 3
  • rental type Apartment
  • sleeps 8
  • baths 2
  • rates (USD) $3,300 - $4,250 /mth
 
 
 
 
 

1 reviews write a review

Charming&Spacious in Wonderful Lincoln Square! Sleeps 1 to 4!
Chicago Apartment Rental Picture
  • bedrooms 2
  • rental type Apartment
  • owner badgeowner badge
  • sleeps 4
  • baths 1
  • rates (USD) $195 /nt
 
 
 
 
 

20 reviews write a review

Lakeview/LincolnPark 2BR/1BA Updated Vintage Apartment
Chicago Apartment Rental Picture
  • bedrooms 2
  • rental type Apartment
  • owner badgeowner badge
  • sleeps 6
  • baths 1
  • rates (USD) $195 - $250 /nt
    $950 - $1,450 /wk
    $2,450 - $4,500 /mth
 
 
 
 
 

26 reviews write a review

An Architectural Icon - Award-winning, Chicago's Newest Address
Chicago Apartment Rental Picture
  • bedrooms 1
  • rental type Apartment
  • sleeps 3
  • baths 1
  • rates (USD) $140 - $325 /nt
    $4,200 /mth
 
 
 
 
 

write a review

Super Week Day Value-Magnificent Mile Shopping, Rush St. Nightlife & Oak Beach !
Chicago Apartment Rental Picture
  • bedrooms 3
  • rental type Apartment
  • sleeps 22
  • baths 1
  • rates (USD) $93 - $375 /nt
    $2,775 /mth
 
 
 
 
 

13 reviews write a review

Lakeview/Wrigleyville Modern 2 Bedroom + Close to Train + Rooftop Deck
Chicago Apartment Rental Picture
  • bedrooms 2
  • rental type Apartment
  • sleeps 6
  • baths 1
  • rates (USD) $200 - $500 /nt
 
 
 
 
 

10 reviews write a review

Charming&Spacious in Wonderful Lincoln Square! Sleeps Up to 4!
Chicago Apartment Rental Picture
  • bedrooms 1
  • rental type Apartment
  • sleeps 4
  • baths 1
  • rates (USD) $185 /nt
 
 
 
 
 

5 reviews write a review

Convenience Is Key... Just 2 Blocks To The Brown Line 'L'!
Chicago Apartment Rental Picture
  • bedrooms 3
  • rental type Apartment
  • owner badgeowner badge
  • sleeps 5
  • baths 1
  • rates (USD) $265 /nt
 
 
 
 
 

6 reviews write a review

penthouse with stunning view of Chicago
Chicago Apartment Rental Picture
  • bedrooms 2
  • rental type Apartment
  • owner badgeowner badge
  • sleeps 6
  • baths 2
  • rates (USD)
 
 
 
 
 

9 reviews write a review

3 bedroom with new kitchen bath, pet friendly with huge yard! Walk to Wrigley!
Chicago Apartment Rental Picture
  • bedrooms 3
  • rental type Apartment
  • sleeps 8
  • baths 1
  • rates (USD) $3,750 - $4,250 /mth
 
 
 
 
 

write a review

Massive 4 Bedroom Duplex In Lakeview! Sleeps 8 Comfortably! Blocks To Wrigley
Chicago Apartment Rental Picture
  • bedrooms 4
  • rental type Apartment
  • sleeps 10
  • baths 3
  • rates (USD) $6,000 /mth
 
 
 
 
 

write a review

Beautiful 3b/2ba on Damen Ave, in the Heart of Bucktown!
Chicago Apartment Rental Picture
  • bedrooms 3
  • rental type Apartment
  • sleeps 7
  • baths 2
  • rates (USD) $325 /nt
    $1,946 /wk
 
 
 
 
 

2 reviews write a review

view 104 more chicago vacation rentals