Pet Setting & 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.

1. Amy

Grad student seeking puppy cuddles

Woodlawn, Chicago, IL, 60615

Drop-In Visits, Dog Walking

"Amy was great when I hired her to walk my dog during the day. My dog Bruno loves to walk but also loves to pull. Amy had no problem handling him during the w... (more)"

2. Erin

Seeking Good Boy to Run with

Woodlawn, Chicago, IL, 60637

House Sitting, Drop-In Visits, Dog Walking

"Erin is a lovely, responsible young woman. It's clear that she really enjoys time with my dog. Knowing that Kato is a breed that needs strenuous exercise, sh... (more)"

Confirmed Holiday Availability
3. Paul

I will get you dog into shape

Chicago, IL, 60610

House Sitting, Drop-In Visits, Dog Walking

About: Hello, my name is Paul and I reside in Berwyn. I am here to offer my services as a dog walker/sitter to the citizens of my town and the surrounding... (more)

4. Sharriah

Active runner - will run with dogs!

South Chicago, Chicago, IL, 60617

Drop-In Visits, Dog Walking

"Sharriah has always been an animal lover. As a child, she rescued a hamster with a deformed hand from a local pet store. She not only looked after her hams... (more)"

5. Blanca

Large yard, with fence and 4 parks!

Calumet Heights, Chicago, IL, 60617

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

"I have worked with Blanca in the past and she is a very smart, responsible, always positive young lady. She's a nice girl that will always do the job to the ... (more)"

Confirmed Holiday Availability
6. Aaliyah

Dog Care Chicago

Grand Crossing, CHICAGO, IL, 60621

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

1 repeat client

About: A true mommy dog lover.I have 2 small Maltese Poodles. Going away for the weekend or Holidays. Allow me to take care of your baby like my own. I ... (more)

Confirmed Holiday Availability
7. Kevin

I'LL TREAT YOUR DOGS LIKE MY OWN

Hammond, IN, 46327

House Sitting, Drop-In Visits, Dog Walking

"Have you ever sat down and actually thought about the people you can trust in your life? When I think about the people u can actually trust the first name to... (more)"

8. Lisette

Medium Fenced Yard - Cuddles Await

West Pullman, Chicago, IL, 60628

Dog Boarding, Drop-In Visits, Dog Walking

"I've known Lisette a long time and when you think of her you instantly think pit bulls . She has this amazing passion for dogs. She instantly connected with ... (more)"

9. Josie

I love training puppies

Avalon Park, Chicago, IL, 60619

House Sitting, Drop-In Visits, Dog Walking

About: I am an avid dog lover and have worked in a holistic pet store to learn how to give the best kind of care to dogs. I have experience training my fa... (more)

Confirmed Holiday Availability
10. Khat

Pup Nation

South Shore, Chicago, IL, 60637

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

5 repeat clients

About: Nowadays it's hard to find a genuine pet lover like yourself. Someone that's able to show the same "tlc" and attention that you give your little f... (more)

Confirmed Holiday Availability
11. Chantel

I'll make your dog happy

South Shore, Chicago, IL, 60649

Drop-In Visits, Dog Walking

About: I genuinely love dogs and love taking care of them, I would love to meet your dog and do whatever it takes to make him or her happy. I will treat y... (more)

12. Shekinah

flexible schedule & a big yard

West Pullman, Chicago, IL, 60628

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

"Shekinah is very compassionate and fun loving with all pets. At the time when I had my dog, Shekinah fed, washed, and held him in her arms when he was sick, ... (more)"

13. Daniel

I walk for fitness & love for dogs.

South Shore, Chicago, IL, 60649

House Sitting, Drop-In Visits, Dog Walking

About: As a current dog owner with a broad range of experience handling dogs as a walker and sitter; I've developed a love for my positions in pet care as... (more)

Confirmed Holiday Availability
14. Jonathan

I'lll smother him/her with love

South Deering, Chicago, IL, 60617

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

About: I'm a lifelong dog person! I've been taking care of dogs for as long as I can remember. I just love them!!! I have a 4 year old pitbull named spik... (more)

15. Mellony

Sweet as pie ER Vet Tech

Pullman, Chicago, IL, 60643

Drop-In Visits

About: Originally born in Michigan and initially going to school for Psychology, Georgia is where I moved in 2004 and it was 2008 I fell in love with Not ... (more)

16. Alexxus

The dog girl

Roseland, Chicago , IL, 60619

Drop-In Visits

About: Kelly was the first dog that stole my heart at the age of 6,and since her death back in 2003 the love I have for dogs only grew stronger .I've alw... (more)

17. Anita

Loving pet sitter

Pullman, Chicago, IL, 60628

House Sitting, Drop-In Visits, Dog Walking

About: *My availability is usually always changing as I do have another part time job, but please feel free to message me to find out if I am available du... (more)

18. Jasmine

Naturally an animal lover.

South Deering, Chicago, IL, 60617

House Sitting, Drop-In Visits, Dog Walking

About: Animals have invariably had a soft, special place in my heart. Not ever have I lived in a home where I didn't have the responsibility of caring for... (more)

19. Iris

LG Fence yards, parks/beach,cuddles

South Side, Chicago , IL, 60617

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

About: Hello! I have grown up with animals my entire life. Starting out with cats, dogs, lizards and fish, I also took interest in exotic animals such a... (more)

20. Kristen

Dog loving grad at your service!

Calumet Heights, Chicago, IL, 60617

House Sitting, Drop-In Visits, Dog Walking

About: Fresh out of UIC's undergraduate program and currently admitted into graduate school! I am at your service for dog walking and dog sitting (in the ... (more)

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: