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TrustedHousesitters

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HouseCarers

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House sitting jobs for...

Fox Lake, Illinois, United States Fox Lake, Illinois, United States Visit Website

Chicago-land Coton de Tulears looking for a loving sitter!

Thu 21 May '26 to Mon 25 May '26
(4 nights)
1d
Fox Lake, Illinois, United States Fox Lake, Illinois, United States Visit Website

Chicago-land Coton de Tulears looking for a loving sitter!

Fri 05 Jun '26 to Fri 12 Jun '26
(7 nights)
1d
Savoy, Illinois, United States Savoy, Illinois, United States Visit Website

Cat and House Sitter Needed

Wed 20 May '26 to Mon 25 May '26
(5 nights)
1d
Chicago, Illinois, United States Chicago, Illinois, United States Visit Website

Motown Modern comfy and cozy urban neighborhood retreat

Tue 03 Mar '26 to Thu 05 Mar '26
(2 nights)
1d
Bloomington, Illinois, United States Bloomington, Illinois, United States Visit Website

Dogs, cats, and birds in Central Illinois

Sat 07 Mar '26 to Mon 16 Mar '26
(9 nights)
1d
Evanston, Illinois, United States Evanston, Illinois, United States Visit Website

Small town feel, Close to Chicago

Mon 20 Apr '26 to Sat 16 May '26
(26 nights)
1d
Chicago, Illinois, United States Chicago, Illinois, United States Visit Website

Lakeview Apartment Dog Sit

Sat 28 Feb '26 to Sun 08 Mar '26
(8 nights)
1d
Chicago, Illinois, United States Chicago, Illinois, United States Visit Website

Downtown Chicago with a Swiss Shepherd

Sun 22 Feb '26 to Fri 27 Feb '26
(5 nights)
1d
Chicago, Illinois, United States Chicago, Illinois, United States Visit Website

Downtown Chicago with a Swiss Shepherd

Thu 09 Apr '26 to Sun 12 Apr '26
(3 nights)
1d
Chicago, Illinois, United States Chicago, Illinois, United States Visit Website

Downtown Chicago with a Swiss Shepherd

Fri 10 Jul '26 to Sun 12 Jul '26
(2 nights)
1d
Chicago, Illinois, United States Chicago, Illinois, United States Visit Website

5 days in Fulton Market, great location

Wed 04 Mar '26 to Sun 08 Mar '26
(4 nights)
3d
Chicago, Illinois, United States Chicago, Illinois, United States Visit Website

Pluto awaits

Sun 29 Mar '26 to Sun 05 Apr '26
(7 nights)
3d
Chicago, Illinois, United States Chicago, Illinois, United States Visit Website

Beautiful Home in Chicago for a Week in December

Sun 14 Jun '26 to Sat 20 Jun '26
(6 nights)
3d
Chicago, Illinois, United States Chicago, Illinois, United States Visit Website

Sweet sister cats (2) in single family home in Northside neighborhood

Tue 17 Mar '26 to Sat 21 Mar '26
(4 nights)
5d
Chicago, Illinois, United States Chicago, Illinois, United States Visit Website

10 days in Chicago

Wed 18 Feb '26 to Sat 28 Feb '26
(10 nights)
5d
Chicago, Illinois, United States Chicago, Illinois, United States Visit Website

Stay in our single family home in the heart of Chicago with two senior cats!

Mon 16 Mar '26 to Mon 23 Mar '26
(7 nights)
5d
Chicago, Illinois, United States Chicago, Illinois, United States Visit Website

Come to see the bean, stay for all the cuddles

Fri 27 Feb '26 to Fri 13 Mar '26
(14 nights)
7d
Chicago, Illinois, United States Chicago, Illinois, United States Visit Website

Classic Lincoln Park flat, close to park, amazing pets inside

Thu 02 Apr '26 to Mon 06 Apr '26
(4 nights)
7d
Chicago, Illinois, United States Chicago, Illinois, United States Visit Website

Enjoy Chicago with 2 (mostly) easy kitties!

Tue 21 Apr '26 to Sun 10 May '26
(19 nights)
7d
Chicago, Illinois, United States Chicago, Illinois, United States Visit Website

Lovely pup looking for someone awesome to care for him in the heart of Chicago.

Tue 17 Feb '26 to Tue 24 Feb '26
(7 nights)
2w
Chicago, Illinois, United States Chicago, Illinois, United States Visit Website

Lovely pup looking for someone awesome to care for him in the heart of Chicago.

Sat 18 Apr '26 to Thu 23 Apr '26
(5 nights)
2w
Oak Lawn, Illinois, United States Oak Lawn, Illinois, United States Visit Website

Stay with Burt Reynolds and Basil

Fri 31 Jul '26 to Sat 08 Aug '26
(8 nights)
2w
Oak Lawn, Illinois, United States Oak Lawn, Illinois, United States Visit Website

Stay with Burt Reynolds and Basil

Mon 21 Sep '26 to Tue 06 Oct '26
(15 nights)
2w
Chicago, Illinois, United States Chicago, Illinois, United States Visit Website

Looking for Pet Sitter

Thu 12 Mar '26 to Mon 16 Mar '26
(4 nights)
4w

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