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. Beverly

Home full-time, dog park membership

Chatham, Chicago, IL, 60620

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

"We all are familiar with the quote: “you’re in good hands..etc.” Well, you can rest assured that your precious dog will be in good hands with Beverly. Be... (more)"

2. Joy

Your Dog Will Be Loved!

South Shore, chicago, IL, 60610

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

"Joy is awesome! She was punctual and when I needed her to assist me with my Rupert for an emergency she didn’t hesitate to respond and help. She sent picture... (more)"

3. Samone

I went to school for this! :)

Grand Crossing, Chicago, IL, 60619

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

About: My experience with pet health care started very early on as a child, as my mother was a Veterinarian Technician, and allowed me with an abundance o... (more)

4. Tori

Run/Play/Walk with Pets!

Whiting, IN, 46394

Dog Boarding, Drop-In Visits, Dog Walking

"So amazing! She was so kind and helpful. She was able to get even my most shy cat came to say hello! Would rebook in a heartbeat. Thank you!! (more)"

5. Jasmine

I love being active and involved

South Shore, Chicago, IL, 60649

House Sitting, Drop-In Visits, Dog Walking

"Jasmine C. is a very loving individual, to humans and pets. She loves animals unconditionally. I’m pretty sure her heart melts with warm love every time she ... (more)"

6. 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)"

7. Diamond

All dogs welcomed!

South Deering, Chicago, IL, 60617

House Sitting, Drop-In Visits, Dog Walking

"Diamond currently has a pitbull and she shows extreme compassion and responsibility when it comes to her dog, so I’d say she’s definetly fit for the job! (more)"

8. Camri

I WANNA MEET YOUR PET!

Pullman, Chicago, IL, 60628

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

About: I may not have pets now but I have in the past. I love them! I am always up for a 30 minute walk and teaching new tricks. I work in the mornings ... (more)

9. Thandaway

Pre-vet student majoring in cuddles

South Shore, Chicago, IL, 60649

House Sitting, Drop-In Visits, Dog Walking

"Thandaway is great! She has provided great care to my Theo and received feedback in stride. I trust her in my home. I hate that she is only here for the sum... (more)"

10. Madison

Call me the K9 crusader!

Hegewisch, Chicago, IL, 60633

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

About: I started my pet sitting career with 2 dogs name Eve and Jojo 5 years ago. As soon as I started I fell in love with these 2 babies. Thats when I kn... (more)

11. Megan

Animal lover ❤️

South Chicago, Chicago, IL, 60617

House Sitting, Drop-In Visits, Dog Walking

About: I have owned and taken care of all different kinds of dogs sense I was a little girl. I am able to assist in training your dog or puppy if you are ... (more)

12. Stephanie

Dog sitter available!

East Side, Chicago, IL, 60617

House Sitting, Drop-In Visits, Dog Walking

About: Hello! My name is Stephanie Sanchez and I live in Chicago. I truly adore dogs and I am passionate about them. I know I will be a great sitter becau... (more)

13. Kierra

Full time and energetic!

Avalon Park, Chicago, IL, 60619

House Sitting, Drop-In Visits, Dog Walking

"Kiara is awesome! She’s punctual and when I need her to assist me with my dogs I know I can count on her to treat them with love and affection! She’s a natur... (more)"

14. 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)

15. Ivane

Grand Dog Whisperer and confidant!

East Side, Chicago, IL, 60617

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

"Ivane was fantastic! Zander loved her too!! He was so excited to make another friend. She was very pleasant and I felt my pup was in good hands with her. (more)"

16. Harry

Dependable reliable dog sitter

South Chicago, Chicago, IL, 60617

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

About: I Currently working for a non-for profit in which people receive service dogs depending on their disability. I fully understand the importance of c... (more)

17. Waleska

Cozy apartment close to a big field

South Chicago, Chicago, IL, 60617

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

"Let me start off by saying Waleska is a life saver. My apartment change management, the management wanted me to get rid of my Pitbull. I was depressed and co... (more)"

18. Kyla

Dog lover -Home full time as of now

Calumet Heights, Chicago, IL, 60617

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

About: I have always loved dogs and animals in general. I am friendly, playful, understanding, and trustworthy. I am home full time as of now because I do... (more)

19. Giles

I'll walk and feed your dogs

South Chicago, Chicago, IL, 60617

House Sitting, Drop-In Visits, Dog Walking

About: I have two college degrees, as well as experience in training and walking/sitting dog. I have studied at University of Illinois at Chicago and Nort... (more)

20. Anne

Full house with lots of love

East Side, Chicago, IL, 60617

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

"I was in a bind and had to leave my apartment fast! I was in between places for about month and Anne had my lovely fat cat Panther. She took great care of hi... (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: