House Sitting in Chicago, IL
14 vetted sitters offer house sitting in and around Chicago (9 in Chicago itself) · from $35 per night · median $60. A sitter stays overnight in your home and cares for your pets there — the option for dogs who do badly away from home, multi-pet households and cats. This is paid pet care by a vetted local sitter, not a free house-swap or home-exchange arrangement.
Care details across these sitters: 11 of the 14 are home full-time; 2 can give oral medication, 2 can give injections such as insulin, 2 have senior-pet experience, 2 take special-needs pets, 13 accept giant breeds, 12 take puppies, 10 also take cats, 1 handle multi-pet households.
House Sitting sitters near Chicago
Naimah B.
5.0 (1)
Chicago, IL · 2.6 mi from the centre
Experienced Dog Lover
from $70/night
Bruce M.
5.0 (1)
Chicago, IL · 5.7 mi from the centre
Looking to share my pet vibes
from $45/night
Cristian S.
5.0 (1)
Chicago, IL · 6.1 mi from the centre
Any Size, Any Breed, Count On Me
from $65/night
Faye L.
5.0 (1)
Chicago, IL · 7.3 mi from the centre
Excited to Meet Your Pet!
from $50/night
Bianca C.
5.0 (4)
Chicago, IL · 7.4 mi from the centre
We can work “PAW-fectly”
from $35/night
Maria C.
5.0 (2)
Chicago, IL · 8 mi from the centre
All dogs are welcome here
from $80/night
Miller G.
5.0 (2)
Chicago, IL · 8.4 mi from the centre
Loving Care for Dogs & Cats
from $60/night
Alicia J.
5.0 (2)
Berwyn, IL · 8.6 mi from the centre
Pets are better than people
from $75/night
Sofiia L.
5.0 (1)
Chicago, IL · 9.4 mi from the centre
Caring & Reliable Pet Sitter
from $35/night
J S.
5.0 (1)
Chicago, IL · 9.6 mi from the centre
A crafty dog lover
from $75/night
Sarah R.
5.0 (1)
Norridge, IL · 10.5 mi from the centre
GIVE ME THE BABIES
from $45/night
Taylor W.
5.0 (1)
Skokie, IL · 11.3 mi from the centre
animal lover
from $35/night
Tamara C.
5.0 (2)
Brookfield, IL · 11.8 mi from the centre
Dog Mom of 2 & Dog Rescuer!
from $70/night
Claire C.
5.0 (1)
Morton Grove, IL · 12.4 mi from the centre
Enrichment & Personalized Care
from $150/night
Also serving nearby
How house sitting works in Chicago
Pick a house sitter, share your pets' routine and the house basics, and send a request for your dates. After a meet-and-greet the sitter moves in for the stay; you pay in the app and get updates every day.
Before you book house sitting in Chicago
Frequently asked questions
How much does house sitting cost in Chicago, IL?
SitterNation sitters offering house sitting in and around Chicago list rates from $35 per night; the median is $60 and most charge between $45 and $75 per night (as of 2026-10-22, 14 sitters). Owners pay an 11% service fee capped at $50 per booking; sitters keep 100% of their rate.
How many house sitting sitters are there near Chicago?
14 SitterNation sitters offer house sitting within about 15 miles of Chicago, 9 of them in Chicago itself.
Are SitterNation sitters in Chicago, IL vetted?
Yes. Every sitter completes identity verification, a safety course with a quiz, and a profile review by the SitterNation team before they can accept bookings. Reviews on sitter pages come from pet owners after completed bookings.
Which Chicago house sitting sitters can give medication?
2 of the 14 sitters can give oral medication, and 2 can give injections such as insulin. Look for the "Gives medication" badge on the sitter cards above.
Which sitters near Chicago are home all day?
11 of the 14 sitters are home full-time, so your pet is not left alone during the day.
Do any Chicago sitters take giant breeds?
13 of the 14 sitters accept giant dogs (Great Danes, Mastiffs, Newfoundlands and similar).