Completed House Sits
Please don't apply if you need to bring your pet. My apartment is 450 sq ft- 3 ...House sitter found
My name is Yeyry and live with my husband and dog Angel. My husband and I work ...House sitter found
I'm a nonprofit consultant who travels for work and conferences on a semi-frequent basis, and I'm hoping ...House sitter found
I'm a young adult living in Uptown on the east side of Chicago. Phoebe is half boston ...House sitter found
We have 2 dogs and don't want to board the dog for our vacation. looking for a ...House sitter found
I'm going out of town for the weekend and need a sitter for my 2 dogs - ...House sitter found
We are an English family living near Lake Michigan, 20 miles north of Chicago. In the summer ...House sitter found
Hi, I have a 17 year old Jack Russell Terrier. Arlo is blind with cataracts and his ...House sitter found
My fiance and I, both musicians, live in a quiet, 2 bedroom apartment that is part of ...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.