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. Ivette

Pet friendly and loving home

Dunning, Chicago, IL, 60634

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

"Ivette is caring, professional and extremely responsible. She will truly treat the dog as if it were her own. There is no one else I trust with my dogs! I... (more)"

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2. Sydney

Exceptional dog care!

Logan Square, Chicago, IL, 60647

House Sitting, Drop-In Visits, Dog Walking

"Sydney did an awesome job watching our girl, Stella, over NYE. She was pleasant and super responsive and very kindly came to us to get keys and meet Stella i... (more)"

Confirmed availability
President's Day
3. Peggah

I want all pets to love me the most

North Center, Chicago, IL, 60618

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

"Peggah watched our 11 month old Goldendoodle for 10 days. She made us feel at ease by checking in with updates and photos of their adventures. Not only did t... (more)"

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4. Dorothy

Dog Mom Extraordinaire

Albany Park, Chicago, IL, 60625

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

"I cannot sing Dorothy's praises enough. My oldest dog is epileptic and is on a strict schedule for the 8 pills she needs a day. Dorothy followed this rigorou... (more)"

5. Robin

Animal Lover Supreme. Spoil Rotten

Austin, Chicago, IL, 60707

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

"This was the first time using Robin and she was great. I have 2 dogs and while I was on vacation she gave me daily up dates along with pictures to reassure ... (more)"

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6. Alyssa

Fetch & long walks to the dog park!

Logan Square, Chicago, IL, 60647

House Sitting, Drop-In Visits, Dog Walking

"Alyssa was great! I’ll definitely ask her to come by to walk my pup or watch her and my cats while I’m out of town. She asked lots of good questions during t... (more)"

Confirmed availability
This weekend
7. Patrice

I have always love animals...

Austin, Chicago, IL, 60639

House Sitting, Drop-In Visits, Dog Walking

"Patrice took the best care of our two old guys over the Thanksgiving holiday. She was beyond great with all of their needs, and gave us multiple photo update... (more)"

8. Elizabeth

Experience and flexible schedule

Avondale, Chicago, IL, 60618

House Sitting, Drop-In Visits, Dog Walking

"Elizabeth has stayed with our pups several times, and they are always content and relaxed when we return home, which is a great sign! She takes great care of... (more)"

Confirmed availability
President's Day
9. Yaritza

Rolls in the grass--plays fetch too

Avondale, Chicago, IL, 60618

House Sitting, Drop-In Visits

"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)"

Confirmed availability
This weekend
10. Chad

Full-Time Fur Lover

Lincoln Square, Chicago, IL, 60625

House Sitting, Drop-In Visits, Dog Walking

"When we went on vacation, we called on Chad to take care of Peanut, our mini dachshund. Peanut was able to stay in the comfort of our home without the anxiet... (more)"

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11. 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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12. Rachel

Dog Walker for 2 Plus Years

Portage Park, Chicago, IL, 60641

House Sitting, Drop-In Visits

"Rachel is awesome with my big baby lab. He’s always excited to see her, she walks him and plays with him and she sends me pictures to show me how the day is ... (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)"

14. Tiffani

Pet whisperer and huge spoiler!

ELMWOOD PARK, IL, 60707

House Sitting, Drop-In Visits, Dog Walking

"Tiffani is amazing! Took great care of our energetic pup, communicated with us regularly, and was overall wonderful to work with! (more)"

Confirmed availability
President's Day
15. Agustina

don't worry, pee happy

Avondale, chicago, IL, 60618

House Sitting, Drop-In Visits

"Great sitter! Every time she comes my dog runs to her and is ready to play. Everything is always very neat when I come home and my dog wants to go out and fo... (more)"

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16. Drue

I'll teach your dog Yoga!

Avondale, Chicago, IL, 60618

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

"I like Drue! She's very responsive and punctual, and really knows dogs. When we met (she showed up on-time, to the minute), she took time for a brief walk ... (more)"

Confirmed availability
President's Day
17. Michael

Only the best for your dog!! <3

Irving Park, Chicago, IL, 60641

Dog Boarding, House Sitting

"We had a great experience with Michael. He could not have been easier to work with and took great care of our pup. We hope to have him sit for us again soon! (more)"

Confirmed availability
President's Day
18. Rachel

Energetic Dog Lover

Jefferson Park, Chicago, IL, 60646

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

"Hi there, Rachel's fiance here! Rachel has always been a lover of dogs. Any time we are walking, at the park, at the store, she always needs to pet the do... (more)"

Confirmed availability
President's Day
19. Ivelisse

Pets having fun with a vet tech!

Avondale, chicago, IL, 60618

House Sitting, Drop-In Visits

"I'm a very anxious person when it comes to my fur-children but Ivelisse helped put my mind at ease with frequent photo updates. She is very professional and ... (more)"

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20. Jeannette

I offer unlimited snuggles!!

Montclare, Chicago, IL, 60707

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

"I highly recommend Jeannette as a dog sitter. She is trustworthy, dependable, and has two dogs of her own. Jen has a way with animals, they love her and she ... (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.