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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.

Confirmed availability
 Thanksgiving
1. Robin Verified Background CheckRover 101

Animal Lover Supreme. Spoil Rotten

Austin, Chicago, IL, 60707

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

"Once again, Robin was able to check in on my crew during the day while I was traveling for work. I appreciate the full details of what antics they've been up … (more)"

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2. Bruce Verified Enhanced Background Check

Excited to take care of your pet!

Oak Park, IL, 60302

House Sitting, Drop-In Visits, Dog Walking

"Bruce is amazing and Henry loves his visits! He even does a little tippy toe happy dance when we tell him Bruce is coming to play today. Bruce also sends great… (more)"

3. Arlene Verified Background Check

Family of dog lovers.

Portage Park, Chicago, IL, 60641

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

"We hired Arlene to feed our cat with an involved diet and supplements/medications. She was great at communicating and was flexible with us when we mixed up the… (more)"

Confirmed availability
 Thanksgiving
4. Chris Verified Enhanced Background Check

picnic at sunset with your dog

West Town, Chicago, IL, 60622

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

About: I'm an art college student with lots of free time to give to your pup! I live in the Wicker Park/Humboldt Park area in an apartment on the 1st floor … (more)

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5. Jennifer Verified Background CheckRover 101

Your pup’s new best friend:)

Portage Park, Chicago, IL, 60641

Dog Boarding, Drop-In Visits, Dog Walking

"Jennifer was a WONDERFUL cat sitter! She popped in to visit my two cats when I was out of town and it gave me a lot of comfort to know that she was their sitte… (more)"

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6. Elaine Verified Enhanced Background Check

my dog is a certified goodboy™️

Logan Square, Chicago, IL, 60647

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

"Elaine has watched my dog (and kids!) for about 7 years. She’s always the first person we call when we’re going out of town or just need some extra help. I’ve … (more)"

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7. Neil Verified Enhanced Background Check

I treat all dogs like family!

Avondale, Chicago, IL, 60618

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

"Neil is very professional, caring, and responsible. He constantly kept me updated on my pup with plenty of pictures and ensured my pup was in great hands. High… (more)"

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8. Allison Verified Background Check

“Pet-friendly” is my middle name.

Logan Square, Chicago, IL, 60647

House Sitting, Drop-In Visits, Dog Walking

"Took great care of my cat Oranj for 1 week with drop in visits. Sent us daily updates with nice photos. Oranj seemed to like her very much and was well taken… (more)"

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9. Alexis Verified Background Check

Weekend Walker!

West Town, chicago, IL, 60647

House Sitting, Drop-In Visits

About: I am a life long pet owner and lover. Growing up our family pet was an Airedale named Buddy. Have you ever seen the movie Marley and me? That was … (more)

Confirmed availability
 Thanksgiving
10. Jose Verified Enhanced Background CheckRover 101

Chicago Guy for Chicago Pets

Belmont Cragin, Chicago, IL, 60641

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

"Jose is truly a dog lover, he dog sat for my 4 year old Weimaraner for a week. If you aren't familiar with the breed, they are a very active breed & requires… (more)"

Confirmed availability
 Thanksgiving
11. Ariana Verified Background Check

Stay at home dog mom and care taker

Logan Square, Chicago, IL, 60647

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

"Ariana is a wonderful dog caregiver, with a dog of her own and many dogs visited and hosted through other apps over the past year. She is sure to meet the spec… (more)"

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12. Hilary Verified Enhanced Background CheckRover 101

Experienced & Trustworthy Pet Carer

Logan Square, Chicago, IL, 60647

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

"Hilary was perfect! Communication was great and she even managed to accept a quick change, instead of her coming to watch Phoenix at my place, she let Phoenix … (more)"

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13. Melissa Verified Enhanced Background Check

Dog lover in the heart of Chicago!

Avondale, Chicago, IL, 60618

Dog Boarding, House Sitting, 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 woul… (more)"

14. Erica Verified Background CheckRover 101

Wags While You're Away!

Humboldt Park, Chicago, IL, 60647

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

"Erica is amazing. She is a wonderful person, terrific with dogs and can always can be counted on to go far beyond the call of duty. Erica watched my dog, PJ… (more)"

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15. Callye Verified Background Check

your dog free today? im bored

Logan Square, Chicago, IL, 60647

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

"Callye was a great temporary dog mom to Lady. She’s incredibly attentive, caring, and reliable. Lady loves her and learned some much-needed manners under her c… (more)"

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16. Natalie Verified Enhanced Background Check

Let me love your Pup!

Avondale, Chicago, IL, 60618

Dog Boarding, Drop-In Visits, Doggy Day Care

"Natalie is one of the most responsible and loving caretakers I know. She has had a love for dogs since she was very young. Believe me you can trust her with yo… (more)"

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17. Ismael Verified Background Check

Caring+Loving Dog Walker

Logan Square, Chicago, IL, 60647

House Sitting, Drop-In Visits, Dog Walking

About: I’m looking to build a business of dog walking and eventually convert it to a daycare down the road. I would honor those who let me take care of thei… (more)

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18. Gerardo Verified Background Check

Loving,Trusting, Dependable Sitter!

Irving Park, Chicago, IL, 60641

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

About: Hello! REAL QUICK: GET $20 OFF YOUR FIRST BOOKING USING MY PROMO CODE: GERARC07428, with this unique code you'll be able to see and test my full se… (more)

19. Megan Verified Enhanced Background CheckRover 101

Dog Groomer Looking to Pamper!!!

Avondale, Chicago, IL, 60641

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

"Megan is great! My dog Charly doesn’t like strangers, but Megan is able to get her outside as needed; she also takes great care of my senior dog and provides s… (more)"

20. Jonathan Verified Enhanced Background Check

Will run with your doggos!

Logan Square, Chicago, IL, 60647

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

"John is great with dogs he’s always on time and very reliable on short notice! I would highly recommended him for dog sitting or dog walking. (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: