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TrustedHousesitters

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HouseCarers

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House sitting jobs for...

Chicago, Illinois, United States Chicago, Illinois, United States Visit Website

Chicago’s Logan Square neighborhood and three sweet doggos!

Thu 19 Feb '26 to Sun 22 Feb '26
(3 nights)
24h
Chicago, Illinois, United States Chicago, Illinois, United States Visit Website

Laid back pup, spacious house in popular Chicago neighborhood!

Sun 28 Dec '25 to Fri 02 Jan '26
(5 nights)
24h
Chicago, Illinois, United States Chicago, Illinois, United States Visit Website

A perfect home in the city with beach view

Tue 13 Jan '26 to Sat 17 Jan '26
(4 nights)
24h
Naperville, Illinois, United States Naperville, Illinois, United States Visit Website

Welcome to our beautiful home in Naperville, Illinois!

Fri 09 Jan '26 to Fri 20 Mar '26
(70 nights)
1d
Chicago, Illinois, United States Chicago, Illinois, United States Visit Website

Spacious and clean home, sweet and laid back dog and cat need sitter in Chicago.

Sat 27 Dec '25 to Thu 01 Jan '26
(5 nights)
1d
Champaign, Illinois, United States Champaign, Illinois, United States Visit Website

Unique house near U of I with three easy-going cats!

Wed 24 Dec '25 to Thu 01 Jan '26
(8 nights)
2d
Chicago, Illinois, United States Chicago, Illinois, United States Visit Website

Easy and cute Chicago cats!

Fri 16 Jan '26 to Mon 19 Jan '26
(3 nights)
2d
Chicago, Illinois, United States Chicago, Illinois, United States Visit Website

Chicago's best kept secret - Lincoln Square - with adorable pets.

Sat 20 Dec '25 to Tue 30 Dec '25
(10 nights)
2d
Itasca, Illinois, United States Itasca, Illinois, United States Visit Website

Two Pups Looking for Love

Fri 16 Jan '26 to Mon 19 Jan '26
(3 nights)
2d
Chicago, Illinois, United States Chicago, Illinois, United States Visit Website

Peaceful home and fun-loving Frenchie seeking sitter!

Thu 18 Dec '25 to Mon 22 Dec '25
(4 nights)
3d
Evanston, Illinois, United States Evanston, Illinois, United States Visit Website

Evanston family home--2 cats for Christmas

Sat 20 Dec '25 to Tue 30 Dec '25
(10 nights)
3d
Chicago, Illinois, United States Chicago, Illinois, United States Visit Website

Lovable Luna

Thu 12 Feb '26 to Thu 12 Mar '26
(28 nights)
3d
Chicago, Illinois, United States Chicago, Illinois, United States Visit Website

A sweet husky and two turtles in a cozy condo

Sun 21 Dec '25 to Sun 28 Dec '25
(7 nights)
3d
Chicago, Illinois, United States Chicago, Illinois, United States Visit Website

A sweet husky and two turtles in a cozy condo

Wed 31 Dec '25 to Sat 03 Jan '26
(3 nights)
3d
Chicago, Illinois, United States Chicago, Illinois, United States Visit Website

A sweet husky and two turtles in a cozy condo

Wed 14 Jan '26 to Sun 18 Jan '26
(4 nights)
3d
Chicago, Illinois, United States Chicago, Illinois, United States Visit Website

A sweet husky and two turtles in a cozy condo

Mon 23 Nov '26 to Mon 30 Nov '26
(7 nights)
3d
Chicago, Illinois, United States Chicago, Illinois, United States Visit Website

A sweet husky and two turtles in a cozy condo

Tue 24 Feb '26 to Thu 05 Mar '26
(9 nights)
3d
Chicago, Illinois, United States Chicago, Illinois, United States Visit Website

A sweet husky and two turtles in a cozy condo

Wed 20 May '26 to Sun 24 May '26
(4 nights)
3d
Chicago, Illinois, United States Chicago, Illinois, United States Visit Website

A sweet husky and two turtles in a cozy condo

Wed 03 Jun '26 to Sun 07 Jun '26
(4 nights)
3d
Chicago, Illinois, United States Chicago, Illinois, United States Visit Website

A sweet husky and two turtles in a cozy condo

Wed 24 Jun '26 to Sun 28 Jun '26
(4 nights)
3d
Chicago, Illinois, United States Chicago, Illinois, United States Visit Website

A sweet husky and two turtles in a cozy condo

Wed 01 Jul '26 to Sun 05 Jul '26
(4 nights)
3d
Chicago, Illinois, United States Chicago, Illinois, United States Visit Website

A sweet husky and two turtles in a cozy condo

Wed 02 Sep '26 to Sun 06 Sep '26
(4 nights)
3d
Chicago, Illinois, United States Chicago, Illinois, United States Visit Website

Need sitter for the holidays for our two pugs!

Fri 19 Dec '25 to Mon 29 Dec '25
(10 nights)
3d
Highland Park, Illinois, United States Highland Park, Illinois, United States Visit Website

2 kitties and a split level

Tue 23 Dec '25 to Mon 29 Dec '25
(6 nights)
3d

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