House Sitting in Portage 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. Ivelisse

Pets having fun with a vet tech!

Avondale, chicago, IL, 60618

House Sitting, Drop-In Visits, Dog Walking

"Ivelisse was amazing! She watched Chezi for 8 days, never having met her, except for a few mins and seems like they bonded right away. She was great with Che... (more)"

2. Robin

Animal Lover Supreme. Spoil Rotten

Austin, Chicago, IL, 60707

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

"Robin was amazing!!! From the point she arrived to when she left, we felt that our boys were under the best care. Her communication via text and pictures kee... (more)"

Confirmed availability
Labor Day
3. Amanda

Dog lover - will walk/run your pup

Avondale, Chicago, IL, 60618

House Sitting, Drop-In Visits, Dog Walking

"I booked a house sitting stay with Amanda and she was great with Jillian. Amanda stopped by before the booking to meet Jillian and learn her routine. I recei... (more)"

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4. Alyssa

Fetch & long walks to the dog park!

Logan Square, Chicago, IL, 60647

House Sitting, Drop-In Visits, Dog Walking

"Alyssa is a true professional. She took amazing care of our animals and our home while we were away on a recent trip. We will definitely be requesting servic... (more)"

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5. Rose

A personalized pooch experience :)

Norwood Park, Chicago, IL, 60656

House Sitting, Drop-In Visits, Dog Walking

"Rose is awesome and took excellent care of my 110 pound lab! Rose had doggy day care with Jefferson and kept us informed (with pictures) on walks and in our... (more)"

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6. Michael

Let’s hang, play, or go for a walk!

Norwood Park, Chicago, IL, 60631

House Sitting, Drop-In Visits, Dog Walking

"Not only does Mike love all kinds of animals, but they love him too! He is extremely patient, responsible, and always finds fun ways to bond with animals whi... (more)"

Confirmed availability
Labor Day
7. 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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8. Agustina

don't worry, pee happy

Avondale, chicago, IL, 60618

House Sitting, Drop-In Visits, Dog Walking

"Agustina was amazing! She treated my dogs with love & care. She made me feel at ease, I’m normally apprehensive to leave my fur babies with new people but I ... (more)"

Confirmed availability
Labor Day
9. Lizzette

I love long walks with your dog!

Belmont Cragin, Chicago, IL, 60639

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

"Liz dogsat our greyhound Ellie while we were out of town for the holiday weekend. She did a great job! She was fantastic with Ellie and took her on lots of l... (more)"

Confirmed availability
Labor Day
10. Arianna

The best care for your best friend!

Montclare, Chicago, IL, 60707

House Sitting, Drop-In Visits, Dog Walking

"Arianna is fantastic! This was the second time she watched Lola, she was so thorough with her notes I feel like I was there with her the whole time. Lola's f... (more)"

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11. Jose

Your dog's favorite sitter

Hermosa, Chicago, IL, 60639

House Sitting, Drop-In Visits

"From the jump, Jose was responsive and caring. He brought a notebook to our meet and asked good questions. He had his hands full with our 4-month old goldend... (more)"

Confirmed availability
Labor Day
12. Shari

dog lover with too much free time!

Belmont Cragin, Chicago, IL, 60641

House Sitting, Drop-In Visits, Dog Walking

"Shari was great!!! She did a meet and greet with us on a walk with Bear and she instantly had a great connection with him. She updated us all throughout her ... (more)"

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13. 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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14. Mari

Dog Finds Best Play Pal ever

Albany Park, Chicago, IL, 60618

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

"I owned 2 boxers. Mari took very good care of my boys. I would love to keep her but unfortunately my boys passed away. But when I’m ready for my new boys I w... (more)"

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15. Alyse

I will love your dog like you do!

Albany Park, Chicago, IL, 60625

House Sitting, Drop-In Visits, Dog Walking

"Alyse did a great job with our very nervous dog. She accommodated some of our requests (like to limit coming and going to reduce anxiety in the pup) and kep... (more)"

Confirmed availability
Labor Day
16. Paul

Im man's best friend's friend!

Belmont Cragin, Chicago, IL, 60639

House Sitting, Drop-In Visits, Dog Walking

"As Paul young's brother, I feel that this would be a very good venture for him. Paul has always shown an instant connection with animals. He has has a patien... (more)"

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17. Gavin

Home mornings and Afternoons

Portage Park, Chicago, IL, 60462

House Sitting, Drop-In Visits, Dog Walking

"Gavin loves dogs. He has been taking care of dogs since his dad got a Beagle-Bassett hound almost ten years ago. Since then there have been two other dogs pe... (more)"

Confirmed availability
Labor Day
18. Veronica

The kind of care your pets deserve

Belmont Cragin, Chicago, IL, 60639

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

"Veronica is my go to dog sitter when I have to go out of town or when I’m pulling doubles at work. I can always count on her to take care of my loving best f... (more)"

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19. Maryna

Good manners

Jefferson Park, Chicago, IL, 60630

House Sitting, Drop-In Visits, Dog Walking

"Maryna was absolutely wonderful. I felt very comfortable leaving her with our puppy and home. She paid very close attention to the multitude of medicines tha... (more)"

Confirmed availability
Labor Day
20. Aleksandra

Passionate Animal Lover

Jefferson Park, Chicago, IL, 60630

House Sitting, Drop-In Visits, Dog Walking

"Aleksandra was amazing! She made me feel at ease having her stay with Winston. I was so happy I met her and will most definitely contact her again! (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.