House Sitting in Jefferson Park, Chicago

Find a loving dog sitter to watch your dog overnight in your home.

To ensure accurate availability & pricing, please add your drop-off and pick-up dates.
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1. Darian

Eccentric and headstrong being.

North Center, Chicago , IL, 60618

House Sitting, Drop-In Visits, Dog Walking

9 repeat clients

"Definitely 5 stars!!!! Darian did a great job watching my biggie and was everything I could have asked for! Hoping to have her come back and stay again (more)"

Available this weekend
2. Emily

Pooch lovin' lady!

Dunning, Chicago, IL, 60634

Dog Boarding, House Sitting

"You always want someone who will care for your dog as much as you do, and Emily is exactly that person. She is a huge dog lover and will care for every dog w... (more)"

3. Ashley

Trustworthy experienced caregiver

Lincoln Square, Chicago, IL, 60625

Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

About: Born and raised dog lover. My "professional" experience dates back to my first job at a dog grooming shop when I was a teenager. When I moved to th... (more)

Confirmed Holiday Availability
4. Devine

benevolent, disciplined, dedicated

Portage Park, Chicago, IL, 60641

Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

"Devine is great with my 65-Lb Goldendoodle, Whiskey. He just loves her. I'm excited to be able to book Devine directly instead of booking randomly through ou... (more)"

5. Anna

I just love dogs

Lincoln Square, Chicago, IL, 60625

House Sitting, Drop-In Visits, Dog Walking

"Anna is a strong animal lover with a great history with dogs. She grew up with dogs and is a fantastic mother to her current dog Harvey, whom she rescued thr... (more)"

6. Alli

Lover of all pets!

Irving Park, Chicago, IL, 60618

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"I cannot expect a better sitter than Alli. I would highly recommend her if you need extra help. She is good with puppies and also took good care of mine. Tha... (more)"

7. Amber

Seeking Dog Buddies

Irving Park, Chicago, IL, 60641

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Amber was wonderful with Bailey. I was visiting Chicago with Bailey from Texas and need someone to watch him. Bailey immediately went to her and loved her!... (more)"

8. Lauren

Your pup is my priority!

Irving Park, Chicago, IL, 60618

Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

"Lo was my housemate in college. I had a German Shepard named Gretchen that she pretty much adopted. Lo was pretty much a co-dogparent with me. Helping me kee... (more)"

9. Jenny

Wet Nosed Approved

Park Ridge, IL, 60068

House Sitting

"Jenny has been an outstanding caregiver for my dog, Tito. She used to live across the hall in my apartment complex and was always offering to take Tito for w... (more)"

10. Avery

Fun-loving, outdoorsy, and flexible

Portage Park, Chicago, IL, 60641

Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Avery absolutely adores dogs! He continuously plays with my dog and takes her out for bathroom breaks and/or more exercise. My puppy is always excited to see... (more)"

11. Liz

Passion for all pups!

Irving Park, CHICAGO, IL, 60618

House Sitting, Drop-In Visits, Dog Walking

"Liz is loyal and compassionate. Whenever I have needed someone in a pinch Liz has been there. She has a kind heart and just wants to do good by everyone. I t... (more)"

12. Megan

Reliable, Respectful, Responsive

Austin, Chicago, IL, 60707

House Sitting, Drop-In Visits, Dog Walking

20 repeat clients

" We knew we would have to be out of town on back to back weekends after moving to a new city where we didn't know anyone. I was really nervous about finding... (more)"

13. Tamara

Friendly and Attentive Animal Lover

Albany Park, Chicago, IL, 60625

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"What can I say? Tamara was amazing. She provided detailed daily summaries of what my pup was up to, where they went, what they did, how he ate, bathroom habi... (more)"

Confirmed Holiday Availability
14. Bob & Ginger

Never Alone!

Norwood Park, Chicago, IL, 60656

Dog Boarding, House Sitting, Doggy Day Care

20 repeat clients

"Ginger responded quickly to our last minute need and even shuttled the dogs back and forth. She kept me updated on how and what they were doing and did a lot... (more)"

Confirmed New Years Availability
15. Katy

Love dogs- have references!

Irving Park, Chicago, IL, 60641

House Sitting, Drop-In Visits, Dog Walking

"Katy took great care of our two dogs over the holiday weekend! Sent us pictures and updates and had no issues while we were gone. The house was just as we le... (more)"

16. Justyna

Always early, never late.

Norridge , IL, 60706

House Sitting, Drop-In Visits, Dog Walking

"Justyna was great! Our dogs really enjoyed her. She was flexible with anything we needed. She took wonderful care of our fur babies. For which i am veey grat... (more)"

17. Stacey

Loving Pet-Sitter w/ Vet Experience

Albany Park, Chicago, IL, 60625

House Sitting, Drop-In Visits, Dog Walking

"Stacey was so patient and wonderful working with us so last minute. She definitely has a love for animals and it shows. We could tell everyone was well car... (more)"

18. Madelyn

Love, Cuddles, and Walks (Oh My!)

Albany Park, Chicago, IL, 60630

House Sitting, Drop-In Visits, Dog Walking

5 repeat clients

"I loved Madelyn! I have two amazingly wonderful, rambunctious dogs and she did a GREAT job with them. I needed someone at the last moment and she was incred... (more)"

Confirmed Holiday Availability
19. Maria

Great Love and Attention with me

Jefferson Park, Chicago , IL, 60646

Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Maria is excellent with dogs and has many years of experience. She cares for every pet with great proficiency and enthusiasm. Maria enjoys dog-sitting and sh... (more)"

20. Jocelyn

Treating your dog like family!

Harwood Heights, IL, 60706

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Jocelyn is fantastic. She is trustworthy and professional. Our dogs were treated very well while we were away and we were able to relax knowing they were in ... (more)"

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Home owners love Chicago house sitters on Rover. 9,532 owners have reviewed sitters in the Chicago, IL metro area, giving them an average rating of 4.9/5.

Want to be added to this list of sitters in Chicago? Become a pet sitter or dog walker on Rover.

The next time you head out of town and need someone to take care of your pet - and your home - turn to Rover for your house sitting needs. It's easy to find a loving pet sitter on Rover who'll give your pet one-on-one attention while you're away, and take care of your home. Search from hundreds of trusted house sitters near you, read sitter profiles, and reach out to sitters who seem like a good fit for you and your pet. We know it can be tough to leave your pet, which is why we encourage every pet parent and sitter to have a Meet & Greet before booking the stay. Then, when you're ready, book and pay for your house and pet sitter all through Rover - it's easy, safe, and cashless. You'll have the peace of mind knowing that your sitter has free premium insurance, a team of safety experts available 24/7, and will send you cute photo updates throughout the stay. Rover is the easiest way to find trustworthy house sitters for your pets--and avoid the kennel.