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TrustedHousesitters

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HouseCarers

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House sitting jobs for...

Aurora, Illinois, United States Aurora, Illinois, United States Visit Website

Comfy cozy chaotic zoo retreat!

Sat 21 Mar '26 to Tue 24 Mar '26
(3 nights)
1d
Rockton, Illinois, United States Rockton, Illinois, United States Visit Website

Bird Haven

Thu 04 Jun '26 to Tue 16 Jun '26
(12 nights)
1d
Batavia, Illinois, United States Batavia, Illinois, United States Visit Website

Historic & charming river town, Batavia IL

Fri 27 Mar '26 to Thu 02 Apr '26
(6 nights)
2d
Chicago, Illinois, United States Chicago, Illinois, United States Visit Website

Spring Break in Logan Square, Chicago!

Sat 21 Mar '26 to Sat 28 Mar '26
(7 nights)
3d
Chicago, Illinois, United States Chicago, Illinois, United States Visit Website

Modern Condo in Coveted River North (with a Lovable Small Dog)

Wed 10 Jun '26 to Tue 23 Jun '26
(13 nights)
3d
Chicago, Illinois, United States Chicago, Illinois, United States Visit Website

Modern Condo in Coveted River North (with a Lovable Small Dog)

Wed 22 Jul '26 to Tue 28 Jul '26
(6 nights)
3d
Chicago, Illinois, United States Chicago, Illinois, United States Visit Website

Very Best Cats in the Very Best City

Sun 03 May '26 to Mon 04 May '26
(1 night)
3d
Evanston, Illinois, United States Evanston, Illinois, United States Visit Website

Beautiful Evanston home with sweet, low-maintance, mature, anxious dog

Mon 23 Mar '26 to Wed 25 Mar '26
(2 nights)
2w
Chicago, Illinois, United States Chicago, Illinois, United States Visit Website

Loveable Aussie Labradoodle in quiet, secure, mid-rise bldg downtown Chicago

Thu 26 Mar '26 to Mon 30 Mar '26
(4 nights)
2w
Spring Grove, Illinois, United States Spring Grove, Illinois, United States Visit Website

Spacious Family Retreat Near Chicago & Lake Geneva

Thu 19 Mar '26 to Sat 28 Mar '26
(9 nights)
3w
Chicago, Illinois, United States Chicago, Illinois, United States Visit Website

Dog Lover’s Dream: House Sit in Roscoe Village with Our King Charles Cavalier

Thu 02 Apr '26 to Mon 06 Apr '26
(4 nights)
3w
Chicago, Illinois, United States Chicago, Illinois, United States Visit Website

Dog Lover’s Dream: House Sit in Roscoe Village with Our King Charles Cavalier

Fri 26 Jun '26 to Tue 30 Jun '26
(4 nights)
3w
Chicago, Illinois, United States Chicago, Illinois, United States Visit Website

Dog Lover’s Dream: House Sit in Roscoe Village with Our King Charles Cavalier

Sat 01 Aug '26 to Sun 09 Aug '26
(8 nights)
3w
Chicago, Illinois, United States Chicago, Illinois, United States Visit Website

Downtown Chicago (The Loop) with Two Charming Cats

Thu 26 Mar '26 to Sun 29 Mar '26
(3 nights)
>4w
Chicago, Illinois, United States Chicago, Illinois, United States Visit Website

Awesome friendly cat needs someone to hang out with while I'm gone.

Sat 04 Apr '26 to Tue 21 Apr '26
(17 nights)
>4w
Chicago, Illinois, United States Chicago, Illinois, United States Visit Website

Seeking sitter for young frenchie in Chicago!

Fri 20 Mar '26 to Sun 22 Mar '26
(2 nights)
>4w
Chicago, Illinois, United States Chicago, Illinois, United States Visit Website

Chicago cats seeking occasional sitters.

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

Cats in the City for Solo Sitter

Wed 08 Apr '26 to Tue 14 Apr '26
(6 nights)
>4w
Chicago, Illinois, United States Chicago, Illinois, United States Visit Website

Cozy home just outside Chicago

Thu 09 Jul '26 to Sun 19 Jul '26
(10 nights)
>4w
Chicago, Illinois, United States Chicago, Illinois, United States Visit Website

Felines in the city

Sun 05 Apr '26 to Mon 20 Apr '26
(15 nights)
>4w
Chicago, Illinois, United States Chicago, Illinois, United States Visit Website

Felines in the city

Fri 15 May '26 to Tue 19 May '26
(4 nights)
>4w
Chicago, Illinois, United States Chicago, Illinois, United States Visit Website

Low Maintenance Cat in Cute, Centrally Located Chicago Apartment!

Thu 25 Jun '26 to Tue 07 Jul '26
(12 nights)
>4w
Chicago, Illinois, United States Chicago, Illinois, United States Visit Website

Stay with our Kitties in a Cozy, Chicago (Lincoln Square) Apartment!

Fri 01 May '26 to Sun 03 May '26
(2 nights)
>4w
Chicago, Illinois, United States Chicago, Illinois, United States Visit Website

Lovely Chicago High-Rise in Great *SAFE* Neighborhood for Visitors!

Thu 26 Mar '26 to Sun 29 Mar '26
(3 nights)
>4w

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