Drop-In Visits in Chicago

Book a pet sitter to stop by your home a few times a day to feed and play with your dog.

1. Vic

I'LL TREAT YOUR DOG LIKE ROYALTY

Near North Side, Chicago, IL, 60610

Drop-In Visits, Dog Walking

"Vic has been a life-saver! Due to my suddenly hectic work schedule a year ago, I was in desperate need of someone exceptional who I could trust to walk my p... (more)"

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2. Payal

West Town Pet Sitter

McKinley Park, Chicago, IL, 60608

House Sitting, Drop-In Visits, Dog Walking

"Payal was a better dog-sitter than I could have hoped for. It was our first time leaving Zeke alone with a stranger and she was very caring and attentiveness... (more)"

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3. Karolina

Karo the Dog Whisperer™

South Loop, CHICAGO, IL, 60605

House Sitting, Drop-In Visits, Dog Walking

"Karolina has sat and done walks for me 3 times. She is very responsive and sends followup messages to let me know how things are going. Will definitely wor... (more)"

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4. Megan

Petsitter looking for new clients!

Loop, chicago, IL, 60605

House Sitting, Drop-In Visits, Dog Walking

"Megan is wonderful. I am so grateful that I found her before my husband and I begin traveling in the back half of the year. She did such a wonderful job foll... (more)"

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5. Lauren

Any and all dogs!

Near South Side, Chicago, IL, 60605

House Sitting, Drop-In Visits, Dog Walking

"Lauren was great with my furry loves! She was attentive and it's clear she really loves animals. I felt completely comfortable leaving my cats and my rabbit ... (more)"

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6. Molly

I love walking around the city

Near North Side, Chicago, IL, 60654

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

"Molly is a incredibly responsible and reliable person. She has always had a special bond with animals, dogs and cats. She hates being late and will always ... (more)"

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This weekend
7. Stephanie

Teacher w/ Flexible Summer Hours

Near West Side, Chicago, IL, 60612

House Sitting, Drop-In Visits, Dog Walking

"Stephanie was wonderful with our fur babies and gave them lots of attention during our recent vacation! She took amazing care of them and was very accommodat... (more)"

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8. Ariel

Caretaker for your furry friend(s)!

Lower West Side, Chicago, IL, 60608

House Sitting, Drop-In Visits, Dog Walking

"Ariel is wonderful with my dog! I have a 70 pound pit mix that likes to pull and, while she looks tiny, she manages to control and hold onto Kobe quite easil... (more)"

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9. Edilberto

Passionate Pet Care Provider

Loop, Chicago, IL, 60604

House Sitting, Drop-In Visits, Dog Walking

"Eddie always does a great job with our dogs. He’s sensitive to their unique needs and any questions or concerns we have. (more)"

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10. Paul

I will run with you dog

Loop, Chicago, IL, 60601

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

"Paul was wonderful! He kept us updated on how our kittens were doing with tons of pictures and videos. We definitely plan to use him in the future. Thanks Paul! (more)"

11. Kimberly

Love to play & spoil the doggies

Near North Side, Chicago, IL, 60654

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

About: Hello! I'm a loving pet parent of two- Buster and Bella. I would be thrilled to watch your cherished child. I have a courtyard and live near a d... (more)

12. Tina

Loving Personal Care Assistant

Bridgeport, Chicago, IL, 60616

Drop-In Visits, Dog Walking

"Tina did a great job taking care of our two cats while we were out of town for a long weekend! She was very responsive to our requests and was readily availa... (more)"

13. Sophia

Near lots of dog parks!

Lower West Side, Chicago, IL, 60608

Drop-In Visits, Dog Walking

"Sophia was awesome! She made going out of town for a long weekend stress free. She watched our dog for four days, and always made sure to send us updates and... (more)"

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14. Enoch

Rover Sitter/Boarder ~SINCE 2015!

Bridgeport, Chicago, IL, 60608

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

"Enoch was amazing!!!! The animals loved him the minute they met him. I think when I came back home, they were disappointed I wasn’t Enoch hahaha. He sent p... (more)"

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15. Amber

Downtown dog lover; home full time

Loop, Chicago, IL, 60605

Dog Boarding, Drop-In Visits, Doggy Day Care

"Thank you for being so helpful!!! (more)"

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16. Lisa

Home full-time - lives by dog park

Near South Side, Chicago, IL, 60616

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

"It is a real pleasure that I recommend Ms. Hui for a position as a dog caregiver. she is enormously responsible, hardworking and caring dog sitter. Our dog h... (more)"

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17. Dianne

I can run with your dog!

Armour Square, Chicago, IL, 60616

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

"When I think of Dianne, I think dogs. She’s one of the most reliable pet owners I’ve ever known. Not only does she take care of her own dog, but always offer... (more)"

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18. Laura

Avid dog lover ,will run or walk

Lower West Side, Chicago, IL, 60608

House Sitting, Drop-In Visits, Dog Walking

About: Hello, animal rescuer here.I have three rescue animals in my home.two dogs and one cat. Bailey,Buster and Dash!! Animals are a huge part of my life... (more)

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19. Kiana

Wags While You're Away

Near West Side, Chicago, IL, 60607

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

"Kiana is a reliable and caring dog sitter who makes you feel as though your dog is the number one priority. Highly reccomend anyone to utilize he as a dog si... (more)"

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20. Imani

Dogs are friends not food!

Lower West Side, CHICAGO, IL, 60608

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

About: Hi, my name is Imani and I obviously love Disney movies (notice the Finding Nemo reference in my headline)! Aside from the Disney classics, I am a ... (more)


Rover.com is the simple, savvy way to find and book Rogers Park, Chicago house sitting. It's easy to find the perfect house sitter: many sitters on Rover have a long history of dog sitting, and 95% of reviewed stays have received a perfect five-star rating. When you book house sitting in Rogers Park on Rover, your dog will enjoy a loving staycation, right in your home. You'll get daily photo updates, and every stay booked through Rover also includes premium pet insurance, 24/7 support, and a reservation guarantee. Every dog sitter on Rover has the option to complete a background check. Stays are booked on Rover every minute of every day, and more than 92% of the population lives within a short drive of one of the more than 65,000 sitters who've listed their services on Rover. 95% of reviewed stays have received a perfect five-star rating. When you book with one of our trusted Rogers Park, Chicago, IL house sitters on Rover, your dog gets the loving care they deserve, and you get peace of mind.