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.

To ensure accurate availability & pricing, please add your drop-off and pick-up dates.
Confirmed availability: 4th of July
Marielys O.
Can't wait to meet your furry baby!South Chicago, Chicago, IL, 60617
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

About: Hi. I'm about to be 21 years old in July. I'm very respectful and responsible. I will respond to you quickly and keep you updated as much as you need… (more)

from
$16
per visit
Confirmed availability: 4th of July
Susan C.
2.
You're Dog is My Dog!Hyde Park, Chicago, IL, 60615
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Hi. Susan is a very loving person and adores animals. I've seen her interact with many, always if a very caring and careful way. She keeps her house immaculate.… (more)

from
$18
per visit
Calendar Recently Updated
Gabriella L.
Animal Lover at Your Service!East Chicago, IN, 46312
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Gabriella is good with all sizes and types of dogs, and she is trustworthy in the house! We had her stay with us while we were acclimating a new rescue dog to … (more)

from
$16
per visit
Confirmed availability: 4th of July
Destini E.
Peaches The Pet LoverGrand Crossing, Chicago, IL, 60619
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

About: I Have Two Beautiful Babies Mocha + Midnight Both Pit Breeds But Lovely Individuals They Are Great With Other Pets + People We Have A Park Two Bl… (more)

from
$25
per visit
Calendar Recently Updated
Angelica  L.
Your Furbaby will love their stay!Morgan Park, Chicago, IL, 60643
Dog Boarding, Drop-In Visits, Doggy Day Care

About: Angelica & Jay have 15 years of experience with pets. Jay has worked with dogs for over 10 years so we know all a pet needs to have a comfortable sta… (more)

from
$45
per visit
Lifetime dog lover, owner!WHITING, IN, 46394
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

She did a fabulous job with my Australian Shepherd. Cecil was a very happy boy when he came back. Highly recommend . Would use her again . (more)

from
$24
per visit
Calendar Recently Updated
7.
We walk the walk, and bark the barkWoodlawn, Chicago, IL, 60637
Drop-In Visits, Dog Walking

Dejah really showed great concern and care for my sweet dog Bailey and was very descriptive when asked how her behavior was while I was away.my dog really loved… (more)

from
$25
per visit
Confirmed availability: 4th of July
All-Day Care for Your DoggoWoodlawn, Chicago, IL, 60637
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

I've known Danielle for three years, and I've witnessed her love for dogs firsthand! She is an energetic and exceptionally responsible canine companion. Daniell… (more)

from
$15
per visit
Fur baby cuddles needed.South Deering, chicago, IL, 60617
House Sitting, Drop-In Visits, Dog Walking

I absolutely love Abigail!! And Walter, my first baby-he adores her. Walter is a bit particular and isn’t afraid to let it be known. She handles his bossiness a… (more)

from
$18
per visit
Calendar Recently Updated
Summer Time Chi Pet Sitting CoupleSouth Shore, Chicago, IL, 60649
Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

Jaylon and Ashley both grew up with family dogs. They learned early on the amount of patience and love it takes to really care for animals. They are great at wa… (more)

from
$25
per visit
Calendar Recently Updated
11.
Home full-time, individual careChatham, Chicago, IL, 60620
Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

Bev was so awesome with my fur babies. She sent lots of pictures and kept me in the loop. I will definitely be booking her again ?? (more)

from
$20
per visit
I’ll run with your dog.Washington Heights, Chicago, IL, 60628
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

About: I volunteered in animal shelters before for the past four years. With the experience of volunteering, I believe to be a patient person spending time … (more)

from
$25
per visit
Calendar Recently Updated
Animal lover active animal activistSouth Shore, Chicago, IL, 60649
Dog Boarding, Drop-In Visits, Doggy Day Care

About: Absolutely adore dogs! They are Sentient beings that are intuitive, innately kind & intelligent. I’ve been an active member of PETA & the Humane Soci… (more)

from
$60
per visit
Calendar Recently Updated
14.
Make new friends@ the Doodle Ranch!Whiting, IN, 46394
Dog Boarding, Drop-In Visits, Doggy Day Care

About: My husband and I come from a long line of dog lovers. From shih tzus to pugs to pits to goldendoodles- we've seen and cared for many fur babies of fr… (more)

from
$17
per visit
Calendar Recently Updated
15.
Love is a four-legged word!South Shore, Chicago, IL, 60649
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Iyanna is the best pet sitter I’ve ever had she has never had any problems with my pet nor any problems with me she is one of the top 10 in Chicago I bet you th… (more)

from
$19
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
Calendar Recently Updated
17.
Pet Walker/Sitter from JP HighlandsSouth Shore, Chicago, IL, 60649
House Sitting, Drop-In Visits, Dog Walking

About: Hello, my name is Reyna and I am looking to earn some extra money this summer. I live in the Highlands and have reliable transportation to work in ot… (more)

from
$25
per visit
Confirmed availability: 4th of July
18.
Pet lover and groomerSouth Shore, Chicago, IL, 60649
House Sitting, Drop-In Visits, Dog Walking

I’ve personally known Moynaie for a few years now! Whenever I see her she’s always with an animal! True pet lover. From cats to dogs even snakes and ferrets she… (more)

from
$16
per visit
Calendar Recently Updated
19.
Animal lover with a heart of gold!South Shore, Chicago, IL, 60649
Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

Valerie is a wonderful, caring, loving, energetic, passionate, animal lover. She owns two pit lab mixed breeds and she treats them like children she birthed. Sh… (more)

from
$30
per visit
20.
I treat all pets as humansSouth Shore, Chicago, IL, 60649
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

About: Well, I have a dog myself that I love dearly. She a pit bull mix and I have trained her very well at the age of 2 and she is great with tricks and ot… (more)

from
$20
per visit

Rover also offers Pet Sitting & Drop Ins in:

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: