House Sitting in Portage Park, Chicago

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

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1. Claire

When you're away, pup & I will play

Irving Park, Chicago, IL, 60618

House Sitting, Drop-In Visits, Dog Walking

"I can not thank Claire enough for the excellent job she did sitting for my pack. She sent me daily pictures and updates which was great. I returned to my ... (more)"

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2. Agustina

don't worry, pee happy

Avondale, chicago, IL, 60618

House Sitting, Drop-In Visits, Dog Walking

"Agustina was such an excellent house sitter for our dog and cat! They both loved her so much. She was super attentive to our dog, Mowgli, meeting his demands... (more)"

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3. Michael

Let’s hang, play, or go for a walk!

Norwood Park, Chicago, IL, 60631

House Sitting, Drop-In Visits, Dog Walking

"Michael was fantastic! I was nervous about having a “stranger” stayed at our house and take care of our dogs, but I had nothing to fear. Michael was kind, on... (more)"

Confirmed availability
Thanksgiving
4. Robin

Animal Lover Supreme. Spoil Rotten

Austin, Chicago, IL, 60707

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

"I couldn't recommend Robin enough. Sir Jorah doesn't skip a beat when she house-sits for us and she keeps great communication with us the whole time. We will... (more)"

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5. Ella

Hoping to make new furry friends!

Lincoln Square, CHICAGO, IL, 60640

House Sitting, Drop-In Visits, Dog Walking

"Ella stayed with Rue for two nights while I was gone for the weekend. During the meet and greet, she asked all of the right questions and was comfortable wit... (more)"

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6. Jenna

Love dogs of all sizes and shapes!

Humboldt Park, Chicago, IL, 60651

House Sitting, Drop-In Visits, Dog Walking

"Jenna was an amazing sitter and very flexible with our confusing schedules. She watched our two pups for 6 days and they were happy as pie when we got home. ... (more)"

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7. Jessica

Dog lover seeking furry friends!

Avondale, Chicago, IL, 60618

House Sitting, Drop-In Visits, Dog Walking

"Jessica has always had a love and care for dogs. Whenever she finds stray dogs she fosters these dogs and finds a forever loving home for them. She will do a... (more)"

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8. Dorothy

Dog Mom Extraordinaire

Albany Park, Chicago, IL, 60625

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

"Dorothy was amazing! So energetic and loving with our babies. Scheduling the meet and greet was so easy and our dogs were instantly comfortable with her. She... (more)"

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9. Drue

I'll teach your dog Yoga!

Avondale, Chicago, IL, 60618

Dog Boarding, House Sitting, Doggy Day Care, Dog Walking

"Drue was absolutely wonderful with our pug Sushi. Drue’s experience with administering oral meds compassionately and her love of pugs made her an ideal frien... (more)"

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10. Arianna

The best care for your best friend!

Montclare, Chicago, IL, 60707

House Sitting, Drop-In Visits, Dog Walking

"Arianna was great with our puppy. She House sat her for 5 days and 4 nights. She sent us daily pictures and updates and left a detailed log of what they d... (more)"

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11. Ivelisse

Pets having fun with a vet tech!

Avondale, chicago, IL, 60618

House Sitting, Drop-In Visits

"Ivelisse was wonderful! I was so happy to have her with my fur babies while I was gone on a short trip. She kept in touch with adorable pictures and gave me ... (more)"

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12. Yaritza

Rolls in the grass--plays fetch too

Avondale, Chicago, IL, 60618

House Sitting, Drop-In Visits, Dog Walking

"Yaritza was amazing!! She sent me photos everyday and filled me in on how my dog was doing. She was available over the holiday weekend which was very helpful... (more)"

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13. Tara

Walking companion needed

Avondale, Chicago, IL, 60618

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

"Tara was our first experience with Rover and she didn't disappoint! She worked with us to schedule a last minute house sitting over the holiday, responding t... (more)"

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14. Rachel

Home full time and I fenced yard

Portage Park, Chicago, IL, 60641

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

"Rachel was awesome with my 110 pound lab. She played,walked, fed and kept him company all day. He was so thrilled to see her and we will difinitely use her o... (more)"

Confirmed availability
Thanksgiving
15. Jose

Your dog's favorite sitter

Hermosa, Chicago, IL, 60639

House Sitting, Drop-In Visits

"Jose is a star. He made an immediate bond with my 14 yr old lab and kept me up to date with feedback and pics. Jose went above and beyond. My elevator was o... (more)"

16. Michelle

I enjoy playing with animals.

Jefferson Park, Chicago, IL, 60630

House Sitting, Drop-In Visits, Dog Walking

"Michelle is one of the best dog walker and sitters we have ever had! She was always early and ready for whatever our dog Rosie who is a 4 year hound mix had ... (more)"

17. Liz

I'm a Pied Piper!

Dunning, Chicago, IL, 60634

House Sitting, Drop-In Visits, Dog Walking

"Liz is fantastic and did a great job taking care of our two pups over the weekend. We highly recommend her and hope to work with her again soon! (more)"

18. Veronica

The kind of care your pets deserve

Belmont Cragin, Chicago, IL, 60639

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

"Veronica did a great job taking care of my pup. She was very easy to keep in touch with and would always send me pictures and updates on how my pup was doin... (more)"

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19. Tricia

Full-time dog lover

Montclare, Chicago, IL, 60634

House Sitting, Drop-In Visits, Dog Walking

"Tricia will provide you with a pleasant dog care experience that is free of apprehension. She is a caring person who will make sure that your family member w... (more)"

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20. Jeremy

All dogs deserve dog-care Heaven!

Irving Park, Chicago, IL, 60630

House Sitting, Drop-In Visits, Dog Walking

"Jeremy is my brother but he is also a great fun loving pet lover. He has helped me many times with my baby Peyton. He plays , walks , feeds and loves Peyton.... (more)"


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.

Want to learn more? Check out reviews from pet owners who have used Rover.