My husband and I live in Chicago with our two sharpeis, Samson and Harley. We travel occasionally ...
Completed House Sits
House sitter found
Spend your time with Spiff and Yampa in the NW Suburbs of Chicago. Close to forest preserves, ...House sitter found
We have a 2 year old Jack Russell terrier mix named Duke who is very friendly.House sitter found
We travel a bit and have a few living beings that need tending while we're gone. Plants ...House sitter found
We live in a beautiful three bedroom, two bath condo two blocks from Lake Michigan and the ...House sitter found
My Coco is a snugglebug. She has a lot of energy for a dog of 18 years ...House sitter found
Hello! My name is Sarah and I'm a software developer who loves to write, read, laugh, and ...House sitter found
We are a couple that love to travel, eat well, and experience all the cultural offerings our ...House sitter found
We are looking for a house sitter to look after our three cats while we are on ...House sitter found
Sally and I live in Logan Square, she is a pastry chef and I work in insurance. ...House sitter found
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.