Pet Sitting & Drop Ins in East Side, Chicago

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

Search Results

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Claudia O.
I hope my cat doesn't get jealous!East Chicago, IN, 46312
House Sitting, Drop-In Visits, Dog Walking

For my first experience leaving my dog with some one else for a day...I couldn't have had any one better. Claudia was so kind, encouraging and patient... and… (more)

from
$24
per visit
Confirmed availability: Labor Day
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
Confirmed availability: Labor Day
Myya F.
3.
I'm friendly,energetic, & flexible!South Shore, Chicago, IL, 60649
Dog Boarding, House Sitting, 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
$25
per visit
Ashley P.
4.
Everything you need under one Woof!East Side, Chicago, IL, 60617
Drop-In Visits, Dog Walking

So glad I found Ashley! She has been great with my puppy. She is always on time and is very communicative during the visits. (more)

from
$16
per visit
Laura P.
5.
They will be safe and feel loved!!!Washington Heights, CHICAGO, IL, 60643
Drop-In Visits, Dog Walking

Laura was awesome... she really knows animals; I felt so at ease knowing mine were in her hands... She's prompt, professional and very competent! (more)

from
$50
per visit
Animal loverWoodlawn, Chicago, IL, 60637
House Sitting, Drop-In Visits, Dog Walking

About: Hi there, I enjoy taking walks with dogs in neighborhoods and to local parks. I’ve taken care of many animals over the years, including cats, small … (more)

from
$25
per visit
7.
Your loved ones are safe with SteveSouth Shore, Chicago, IL, 60637
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Steven is the most trustworthy and loyal person I know! He loves spending time with pets and shows compassion to all things. His high energy and amiable spirit … (more)

from
$15
per visit
Calendar Recently Updated
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
Confirmed availability: Labor Day
I’m a dog lover 💙☺️South Shore, Chicago, IL, 60649
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Chrissy’s a great dog caregiver she is patient and kind with dogs and I love to see her around dogs it amazes me how dogs love her so much from the smallest to … (more)

from
$30
per visit
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10.
Home full-time, individual careChatham, Chicago, IL, 60620
Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

Beverly did a fantastic job taking care of our cat! She was attentive with pictures and messages on each visit. She even double checked with us about the cat's … (more)

from
$25
per visit
Confirmed availability: Labor Day
11.
Rob 
Verified Enhanced Background Check
Just like home with a side of love!Hammond, IN, 46327
House Sitting, Drop-In Visits

Rob is a caring individual with animals and children alike (let's be real, our pets are like our children). He has experience with dogs, cats, and some farm ani… (more)

from
$10
per visit
Calendar Recently Updated
Animal Lover at Your Service!East Chicago, IN, 46312
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Gabriella is the best! She gives my dog and cat so much attention. They are always so happy after her visit. Even the puppy took a good nap after playing with G… (more)

from
$16
per visit
Your pets are my passion.Chatham, Chicago, IL, 60619
Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

Jakhalia has cared for my fur baby Cecil for the past 8 months. She is extremely attentive, caring, and passionate about caring for pets. Cecil and I have never… (more)

from
$30
per visit
Calendar Recently Updated
14.
Animal loverWhiting, IN, 46394
Drop-In Visits, Doggy Day Care, Dog Walking
10 years of experience

About: I have taken care of dogs and cats since i was little. Animals love me and my quiet personality. I love dogs and cats of all sizes I am working part… (more)

from
$16
per visit
Confirmed availability: Labor Day
15.
Sit, Stay or Walk: All about dogs.South Chicago, Chicago, IL, 60617
House Sitting, Drop-In Visits, Dog Walking
30 years of experience

About: I've had dogs since I was a young child. I've helped friends and family with behavior and training problems. I've been helping to care for animals of… (more)

from
$17
per visit
Confirmed availability: Labor Day
If I was my pet I would know I wasSouth Shore, Chicago, IL, 60649
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
10 years of experience

About: I have had pets all my life and I still do. I love to be around them, they so more love than most people I know. I'm pretty free. Always free time… (more)

from
$27
per visit
Confirmed availability: Labor Day
17.
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
Vet Tech by day, Rover by nightCalumet Heights, Chicago, IL, 60617
Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

Makeda🌷Makeda🌹🌹🌹 Joy is a very special person he is a very special personShe loves animals so much and just adores them I can ask it’s amazing to me when I … (more)

from
$35
per visit
19.
Full time dog lover of all breedsSouth Deering, Chicago, IL, 60617
House Sitting, Drop-In Visits, Dog Walking

About: I’m home full time and have a dog of my own (one of the many dogs I have owned before) but he currently can’t stay with and I miss loving dogs. I’ve… (more)

from
$25
per visit
Dog sitter available!East Side, Chicago, IL, 60617
Drop-In Visits, Dog Walking

About: Hello! My name is Stephanie Sanchez and I live in Chicago. I am very passionate about pet care. I truly enjoy the presence of dogs since they make ev… (more)

from
$15
per visit

Pet parents turn to sitters on Rover.com when they're looking for pet-sitting. 7,915 owners have reviewed sitters in East Side, Chicago, IL, giving them an average rating of 4.9/5. Since 92% of pet owners live within a short drive of a sitter on Rover, it's easy to find the perfect pet sitter near you. 95% of reviewed stays have received a perfect 5-star rating. Wondering how much you can expect to pay on Rover.com? Check out our average pet sitting rates to get an idea before you start a conversation with a pet sitter. Exchange messages from your sitter's profile, ask to schedule a free in-person Meet & Greet, and book and pay on Rover. You'll receive adorable photo updates, premium insurance, and world-class support.

Never beg a friend to drop in on your pets while you're on vacation again. With Rover, you can find the perfect East Side, Chicago pet sitter in seconds. Sitters on Rover are pet lovers, who will be happy to sit dogs, cats, caged pets, and even horses while they take care of your home. By removing common pet care obstacles, Rover ensures pets nationwide are happy and well-cared for even when their human is away, and empowers pet lovers to live happy and fulfilling lives. Founded on the belief that everyone should have the opportunity to experience the unconditional love of a pet, Rover makes it easy for you to reach trusted pet sitters in East Side, Chicago who can provide the care your pet needs, when they need it.

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 the East Side, 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: