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.

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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. Ivana

College student who loves dogs!

Loop, Chicago, IL, 60605

House Sitting, Drop-In Visits, Dog Walking

"Though it was for a short period of time we felt very comfortable leaving her with our puppy. The pictures she sent reassured us that our baby was doing just... (more)"

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3. Megan

Petsitter looking for new clients!

Loop, Chicago, IL, 60605

House Sitting, Drop-In Visits, Dog Walking

"Great experience and thanks again for watching Babs! Was wonderful to work with and provided feedback each visit. Highly recommended and will be booking again!! (more)"

4. Shannon

Positive and energetic dog lover!

Near North Side, Chicago, IL, 60610

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

"Shannon was so nice and had no trouble with Charlie! I received photos and received a map of their walk route. I definitely hope she can sit for Charlie ag... (more)"

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5. Silvia

Loving and Experienced Dog Sitter

Near North Side, Chicago, IL, 60610

Drop-In Visits, Doggy Day Care, Dog Walking

About: I am a pet owner and animal lover! I have over 15 years experience caring for dogs, cats, birds, and fish. I have worked with many animals and am v... (more)

6. Karolina

Karo the Dog Whisperer™

South Loop, CHICAGO, IL, 60605

House Sitting, Drop-In Visits, Dog Walking

"Karolina stays in touch and shows that she truly cares for your pets - it helps so much when you are away! I get notes and photos constantly. I would highly ... (more)"

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7. Payal

West Town Pet Sitter

McKinley Park, Chicago, IL, 60608

House Sitting, Drop-In Visits, Dog Walking

"This is the second time Payal cat sits for us! she is lovely with the kitties, communicative and very thoughtful. She checked in on them twice somedays and e... (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. Chenika

Fun & Passionate Sitter!

Loop, Chicago, IL, 60605

House Sitting, Drop-In Visits

"Chenika took care of our two cats this past weekend. At our initial visit she was very friendly and made us feel very comfortable about leaving our cats in h... (more)"

10. 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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11. Megan

Last minute bookings available!

Armour Square, Chicago, IL, 60616

House Sitting, Drop-In Visits, Dog Walking

"Megan did such a great job. I had to leave without getting to go home to check on my cats and Megan figured everything out easily and made it stress free. Sh... (more)"

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12. Lacey

Runners and snugglers welcome!

Near West Side, Chicago, IL, 60607

Dog Boarding, Drop-In Visits, Doggy Day Care

"Lacey is phenomenal with animals. She is very passionate with her pets and all animals. She has rescued one of her pets and fostered another. Her pets have ... (more)"

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13. Maggie

Dog lover & long walk enthusiast

Near West Side, Chicago, IL, 60661

House Sitting, Drop-In Visits, Dog Walking

"Maggie did some drop ins with my cat Angus. I could tell from the pictures he was having fun playing and was so happy she didn’t time with him! (more)"

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14. Clare

Ready to run, romp, & play all day!

Near West Side, Chicago, IL, 60612

House Sitting, Drop-In Visits, Dog Walking

"Clare has the perfect temperament for dog care-she is patient, high-energy, and happiest when outdoors. She has dog-sat with me in the past, and always takes... (more)"

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15. Reese

College Student - Lots of Free Time

Loop, Chicago, IL, 60605

House Sitting, Drop-In Visits

"Reese is a very responsible young woman and will give every dog her undivided attention and love! You will not have to worry about a thing. (more)"

16. Crystal

Loves all animals

Bridgeport, chicago, IL, 60609

House Sitting, Drop-In Visits, Dog Walking

"I am so happy I found Crystal. It is my second time hiring her to check in on my bunny when I was out of town and she does an exceptional job and I definitel... (more)"

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17. Olivia

I’ll run with your dog.

Loop, Chicago, IL, 60605

House Sitting, Drop-In Visits, Dog Walking

"Olivia is a dog lover. I have three dogs and she always comes over and will play fetch with them, rub their tummies etc. They get very excited to see her. Sh... (more)"

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18. Samuel

All dogs are worthy of love!

Near West Side, Chicago, IL, 60607

House Sitting, Drop-In Visits, Dog Walking

About: Hello, my name is Samuel and I’m a full time college student looking for a good time with your furry family member. As someone who wasn’t able to h... (more)

19. Enoch

Rover Sitter/Boarder ~SINCE 2015!

Bridgeport, Chicago, IL, 60608

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

"Enoch is amazing, as always. Not only did he help care for my creatures, but he help with getting ride of my not so nice neighbor, a RAT!!!! Enoch is observ... (more)"

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20. David

Caring for other's dogs since 1990

Bridgeport, CHICAGO, IL, 60608

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

"David is the best dog caregiver ever! My dog, who can be a bit fearful of new people, got along with David right away. He is always calm, friendly, and profe... (more)"


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