Completed House Sits
4 cats, Cozy & warm 2-BR, North side Chicago, steps from brown line/trainHouse sitter found
Hello! My name is Sarah and I'm a software developer who loves to write, read, laugh, and ...House sitter found
Hello. I will be traveling at Christmas, and Lulu needs a companion during my absence. My cat ...House sitter found
I own a business and travel often for work, mostly in the US and occasionally Internationally. Usually ...House sitter found
I moved about 18 months ago from Los Angeles to a large 3 bedroom condo in the ...House sitter found
I am a 64 year old widow who enjoys living on the Northwest side of Chicago, with ...House sitter found
Hi there, we're a family of four who moved from Chicago to Santa Fe, NM a few ...House sitter found
We have four cats that love attention and cuddles! Just curl up on the couch with a ...House sitter found
We travel a bit and have a few living beings that need tending while we're gone. Plants ...House sitter found
In exchange for a free retreat
More on Chicago, United States
Looking for free accommodation in Chicago, IL, USA? Have you considered utilizing a house sitting assignment to subsidize the cost of your trip? Join TrustedHousesitters.com today to start your search for a house sitting assignment in Chicago, and live rent free during your stay in this vibrant lake-front city.
TrustedHousesitters.com is the best place to find free accommodation when you travel. Avoid overpriced hotel rooms and reduce the cost of your self-catered stay by choosing to live rent free with a house sitting assignment in Chicago.
Step into the shoes of a Chicago resident and sample life in this diverse cultural hub by caring for a property in exchange for free accommodation. It’s easy to find a house sitting assignment that fits with your travel plans when you are a member of TrustedHousesitters.com.
Simply search through the listings below for current opportunities to live rent free in Chicago. You can use our interactive map to find assignments in locations across the whole of Illinois, and create a house sitter listing which will be accessible to thousands of home owners currently searching for a house and pet sitter just like you.
Whether you’re looking for a property with a view of Lake Michigan, an apartment just a stone’s throw from Millennium Park, or a base from which to explore the city’s vibrant neighborhoods, TrustedHousesitters.com is the perfect place to start your search.
House sit in Irving Park and care for a Victorian property or classic Chicago-style two-flat. Listed on the National Register of Historic Places, this neighborhood is packed full of European influence that is also visible on the menus of the many gastro pubs and eateries for which the area is well-known.
A hub of creativity and entertainment, house sitting in River North would be ideal for anyone keen to immerse themselves in all that Chicago has to offer. Modern galleries, interior designers, and antique shops offer daytime distraction, while craft cocktail bars and buzzing eateries liven the streets on an evening.
Wherever you plan to stay, join TrustedHousesitters.com and choose a house sitting assignment in Chicago to reduce the cost of your visit.