Pet Sitting & Drop Ins in South Shore, Chicago

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

To ensure accurate availability & pricing, please add your drop-off and pick-up dates.

Search Results

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Susan C.
1.
You're Dog is My Dog!Hyde Park, Chicago, IL, 60615
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Susan is incredibly great! She accommodated my needs for Phoenix, and honestly, she’s so kind and generous. She’s even bought Phoenix a toy. Phoenix is just a p… (more)

from
$20
per visit
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Cynthia B.
I've loved dogs & cats all my life!South Shore, Chicago, IL, 60649
Drop-In Visits, Dog Walking

Cynthia is a true dog lover. She's also a great mom, wonderful wife and compassionate professional. She has owned many dogs over the years, most recently her ve… (more)

from
$16
per visit
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Cristian H.
Medical Student dog care!Hyde Park, Chicago, IL, 60637
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Cristian was incredible!!! Communication with him was very clear and easy. He was reliable, on time, and very attentive of our dog's needs. Our dog is very anxi… (more)

from
$17
per visit
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Jasmine P.
Beloved dog whisperer, is me!South Shore, Chicago, IL, 60649
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Jasmine was amazing, especially on short notice. Thorough, communicative, and proactive. My favorite is when she left the light on because she knew it would be … (more)

from
$20
per visit
Shakira C.
Your Pup is My PupSouth Shore, Chicago, IL, 60649
House Sitting, Drop-In Visits, Dog Walking

Shakira is very personable and quick-witted. My normally reserved cat came right to her which was a great sign and definitely put me at ease that he was in the … (more)

from
$30
per visit
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Energetic and Focused Pet CareWoodlawn, Chicago, IL, 60637
House Sitting, Drop-In Visits, Dog Walking

Amazing!! Rebecca took such good care of our two cats while we were away. She brought a new toy and played with them, I felt so comfortable being away knowing t… (more)

from
$20
per visit
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7.
WFH Seasoned SitterWoodlawn, Chicago, IL, 60637
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Holly is truly an exceptional person and dog watcher! We met at a dog park near her house before my dog Jake had his week long stay at her house. And he absolut… (more)

from
$25
per visit
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8.
No job is to big no pup is to smallGrand Crossing, Chicago, IL, 60621
House Sitting, Drop-In Visits, Dog Walking

Ronald is a life saver!!! I had to fly to NJ with one day notice and I got on rover to find someone to watch my baby boy Seven. Everyone was booked or didn’t re… (more)

from
$17
per visit
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reliable, trustworthy & caring!Hyde Park, Chicago, IL, 60615
House Sitting, Drop-In Visits, Dog Walking

Michaela is very good at handling animals and understanding their needs. She is honest, kind, disciplined, and punctual with her appointments. I would trust her… (more)

from
$17
per visit
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10.
On the move and ready to help!Washington Park, Chicago, IL, 60637
House Sitting, Drop-In Visits, Dog Walking

About: Hello! My pet care experience started when I was in college when I was need of some income while going classes. My experience has been amazing becaus… (more)

from
$16
per visit
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11.
Dog sitter for hire!Chicago, IL, 60637
House Sitting, Drop-In Visits, Dog Walking
2 years of experience

About: I have had my dog Rory for one year now, and have gained a lot of experience administering medication and dealing with anxiety and reactivity on walk… (more)

from
$17
per visit
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12.
I'm friendly,energetic, & flexible!South Shore, Chicago, IL, 60649
Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

About: For dog walking I have walked 2 dogs at once before. I really like getting outside with any pets and letting them enjoy the fresh air. I always carry… (more)

from
$20
per visit
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13.
Lover of all animals!South Shore, Chicago, IL, 60649
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Paige was amazing. She treated my elderly dog like hers, and did a great job following directions, being on time, and getting everything done while we were on v… (more)

from
$35
per visit
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14.
Lifelong pet owner and lover 🐱💕Hyde Park, Chicago, IL, 60637
Drop-In Visits, Dog Walking

This is the second time Iman has cat-sit, and my kitty was just as well-cared for as before. She's reliable and flexible, and I'll be requesting her next time t… (more)

from
$25
per visit
15.
The Dog LoversSouth Shore, Chicago, IL, 60619
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

About: I am an ultimate dog lover!!! I've had pets my entire life!!!! Your dog will love me & my kids. I love all animals but dogs and cats especially. A do… (more)

from
$100
per visit
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16.
Animal Lover & Fun GuySouth Shore, Chicago, IL, 60649
Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

About: I’ve Been Around Animals Since I Could Remember. Big And Little Dogs/Cats, Reptiles, Birds And Even Fishes. I Watch Over My Aunt’s Two Female And Mal… (more)

from
$17
per visit
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I’ll treat your babies as I do mineGrand Crossing, Chicago, IL, 60619
House Sitting, Drop-In Visits, Dog Walking
4 years of experience

About: I have always been around animals. Whether it be fish, birds, amphibians, spiders, rabbits, dogs, and cats. I noticed animals have always taken a lik… (more)

from
$20
per visit
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I love dogs and they love me !Chatham, Chicago, IL, 60619
House Sitting, Drop-In Visits, Dog Walking

Maple is a kind, and loving person and will treat your dog with the upmost respect, patience, and gentleness. They’re trustworthy, dependable, and has been work… (more)

from
$15
per visit
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19.
Pup pup baby!!South Shore, Chicago, IL, 60649
Dog Boarding, Drop-In Visits, Doggy Day Care

About: Hello my name is Nash! I love all animals and being outdoors. Your furry friend will be safe in my care while we explore Chicago one water fountain o… (more)

from
$30
per visit
20.
Loved and well accommodatedSouth Shore, Chicago, IL, 60615
House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

It's easy to give a glowing review for Na'imah as she is my daughter but in all honesty she has an amazing work ethic and a love for animals that would make her… (more)

from
$40
per visit

When it comes to pet sitting, dog owners in South Shore, Chicago, IL love Rover.com. Over 7,915 owners have reviewed sitters in Chicago, giving them an average rating of 4.9/5. The cost of pet sitting in South Shore may surprise you - in a good way. That's because there's a pet sitter on Rover for nearly every price range and lifestyle. Curious about how much it you can expect to pay for pet sitting on Rover? Check out our average pet sitting rates to get an idea before you start a conversation with a sitter.

The next time you head out of town and need someone to take care of your pets and check in on you home, turn to Rover. It's easy to find a loving South Shore 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 pet sitters in South Shore, Chicago, read sitter profiles, and reach out to sitters who seem like a good fit for you and your pet(s). 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 South Shore pet sitters and avoid the kennel.

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 South Shore, 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: