Pet Sitting & Drop Ins in Hermosa, 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. Alyssa Verified Enhanced Background Check

Fetch & long walks to the dog park!

Logan Square, Chicago, IL, 60647

House Sitting, Drop-In Visits, Dog Walking

"This is my first time using a petsitter and I'm very impressed! Got daily updates on check-ins along with pictures. Will definetly go to again the next time ... (more)"

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2. Airika Verified Enhanced Background Check

Over 20 yrs experience w/ rescues!

Forest Glen, Chicago, IL, 60646

House Sitting, Drop-In Visits, Dog Walking

"Airika was absolutely amazing with Moana! During her visit she made sure Moana’s food and water bowl were full and that her litter box was clean. She really ... (more)"

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3. Irene Verified Enhanced Background Check

EXPERIENCED LOVING DOG WALKER🐕

Irving Park, Chicago, IL, 60618

Drop-In Visits, Dog Walking

"We are so lucky we found Irene as our pup's new regular caregiver! When I met her at our Rover meet and greet, I could tell she was experienced with dogs by ... (more)"

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4. Jenn Verified Background Check

Cat Mom and Dog Lover For Hire!

Avondale, Chicago, IL, 60618

House Sitting, Drop-In Visits, Dog Walking

"This was my first time using Rover for cat-sitting and I had a great experience! Jenn was responsive and communicative. Will definitely be booking with her i... (more)"

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5. Melissa Verified Enhanced Background Check

For the love of pets!

Logan Square, Chicago, IL, 60647

House Sitting, Drop-In Visits, Dog Walking

"We left her a pair of keys and she came over, checked on/fed our cat and sent plenty of pics! (more)"

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6. Chris Verified Background Check

I can cuddle and run with your pups

Irving Park, Chicago, IL, 60618

Drop-In Visits, Dog Walking

"Chris is so caring, his love for animals is remarkable. Punctual, friendly, and just a great wonderful person. My kitty is shy around strangers and Chris wen... (more)"

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7. Carly Verified Background Check

Dogs and Cats Love Me!

Logan Square, Chicago, IL, 60647

Drop-In Visits, Dog Walking

"Carly saved the day for sure! Tina absolutely loves her! She is prompt for the time slots you request and great with giving updates with so many awesome pict... (more)"

Confirmed availability
Labor Day
8. Melissa Verified Enhanced Background Check

Dog lover in the heart of Chicago!

Avondale, Chicago, IL, 60618

Drop-In Visits, Doggy Day Care, Dog Walking

"Melissa is an excellent find! She communicated well and went above and beyond in making sure all our cats were safe, accounted for, and given attention. I wo... (more)"

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9. Rebecca Verified Enhanced Background Check

Reliable and Helpful Animal Lover

Avondale, Chicago, IL, 60618

Drop-In Visits, Dog Walking

"Great pics! My dog Hanley looks like she’s having a great time! Great communication from Rebecca! (more)"

Confirmed availability
Labor Day
10. Sarah Verified Enhanced Background Check

Dogs are life

Humboldt Park, Chicago, IL, 60651

Drop-In Visits, Dog Walking

"Sarah was great for our last-minute request. She took the time to drop by the day before our scheduled walk to meet us and our pup and to pick up the key. S... (more)"

Confirmed availability
Labor Day
11. Holly Verified Enhanced Background Check

Reliable & responsible animal lover

Lake View, Chicago, IL, 60657

House Sitting, Drop-In Visits

"Great work. Holly has been super helpful when we've needed help. She's done great work and we'd happily engage her again. (more)"

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12. Robin Verified Background Check

Animal Lover Supreme. Spoil Rotten

Austin, Chicago, IL, 60707

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

"As always, Robin was great with all my pets and kept me in the loop on all the happenings in my house during the day. She's really understanding of my dog's... (more)"

Confirmed availability
Labor Day
13. Jade Verified Enhanced Background Check

Student with flexible schedule

West Town, Chicago, IL, 60622

House Sitting, Drop-In Visits

"Jade is incredibly professional, knowledgeable, and most importantly understands the anxiety some feel when leaving their pet. She will leave detailed (and ... (more)"

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14. Leonardo Verified Background Check

Passionate about dogs. Full time

Albany Park, Chicago, IL, 60630

House Sitting, Drop-In Visits, Dog Walking

"The moment Leo met our dog, he felt like family! Our dog, Strider, is in the early stages of slowly becoming paralyzed due to a spinal injury. As we try to p... (more)"

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15. Alena Verified Background Check

Patient, calming, and loving sitter

Uptown, Chicago, IL, 60640

House Sitting, Drop-In Visits, Dog Walking

"Alena is fantastic. She has a natural way with animals and adjusted herself to my cat’s needs (which are very particular—older, daily medication, insecure ar... (more)"

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16. Amanda Verified Enhanced Background Check

$20 for ONE HOUR walks/visits!

Humboldt Park, Chicago, IL, 60647

House Sitting, Drop-In Visits, Dog Walking

About: I will walk or visit with your pup for 30 minutes, 45 minutes, or 1 hour for the same price as the average half hour visit! If this is something yo... (more)

Confirmed availability
Labor Day
17. Patrice Verified Background CheckRover 101

I have always love animals...

Austin, Chicago, IL, 60639

House Sitting, Drop-In Visits, Dog Walking

"Patrice was so great checking up on Meemers. She was able to check up on her an extra day when my flight was delayed. (more)"

Confirmed availability
Labor Day
18. Steve Verified Enhanced Background CheckRover 101

CATS & Dogs Anxiety/Aggression/Med

Belmont Cragin, Chicago, IL, 60639

House Sitting, Drop-In Visits, Dog Walking

"Steve really helped me out of a bind by stopping in to visit my cat Prince for several days I had to be away last minute. I couldn’t have been happier with t... (more)"

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19. Emily Verified Enhanced Background Check

Central Location with Fenced Yard

Logan Square, Chicago, IL, 60647

House Sitting, Drop-In Visits, Dog Walking

"Emily is great! Communication was very smooth and she took great care of my kitty, Akasha. It’s clear that Akasha really likes her and vice versa. Thanks! (more)"

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20. Peggah Verified Enhanced Background CheckRover 101

I want all pets to love me the most

North Center, Chicago, IL, 60618

House Sitting, Drop-In Visits

"With relatively short notice, Peggah agreed to watch my 1 1/2 year old beagle, Kip, while I was unexpectedly out of town. She sent me regular updates when s... (more)"

Dog lovers in Hermosa, Chicago, IL love pet sitters on Rover.com. Over 7,915 pet owners have reviewed pet sitters on Rover in Chicago, giving them an average rating of 4.9/5 stars. No matter what your price range is, you might be surprised to learn how affordable pet sitting in Chicago can be when you book with Rover. Wondering how much it might cost to book pet sitting? Check out our average pet sitting rates to get an idea before contacting a pet sitter near you.

As pet lovers, we understand how difficult it can be to leave your pet when you have to head out of town. Luckily, you can find the perfect Hermosa pet sitter in seconds on Rover.com. If you're looking for trusted pet sitters while you're away, whether it's for one night or a whole month, you can find a pet sitter in Hermosa, Chicago who meets your and your pet's needs. We manually review and approve every profile on our site, and we offer tools to help you make the right decision for your pet, including background checks, sitter testimonials, community reviews. We also offer educational opportunities and extra safety tools, such as the Protection Package. And we always recommend an in-person Meet & Greet so you can see that your sitter is the perfect fit for your dog. Rover is proud to be the nation's largest network of pet sitters and dog walkers.

A Daily Treat: A Blog by Rover

Rover's got you covered, even when you don't need a pet sitter or dog walker. Check out our blog for pictures of adorable dogs, help on your biggest dog-related questions, and more:

Book a Stay, Donate to a Cause

Sit a Dog, Save a Life lets you raise money for local dogs-in-need by doing something you do already: asking your neighbors to watch your dog instead of leaving them in a kennel. Many Rover sitters in Hermosa, Chicago donate a percentage of their earnings to nonprofits through Sit a Dog, Save a Life. When you book with a sitter who has the Rover Donation Badge on their profile, you're helping dogs in need, right here in Chicago.

We're proud to support over 200 organizations across the nation, including: