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House Sitting in East Side, Chicago

Find a loving dog sitter to watch your dog overnight in your home.

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

I’m a dogs BestFriend❤️

Riverdale, Chicago, IL, 60827

House Sitting, Drop-In Visits, Dog Walking

"Kennaira is a great dog care taker. I don’t have pets but I see how much she care for her dogs. She is very gentle with them, she handles her pets affectiona... (more)"

Confirmed 4th of July Availability
2. Thandaway

Pre-vet student majoring in cuddles

South Shore, Chicago, IL, 60649

House Sitting, Drop-In Visits, Dog Walking

"Thandaway took excellent care of my little guy! He has a lot of energy and opinions, so it is a blessing to find someone who is so good with him. She sent re... (more)"

3. Dwight

Work from home - large fenced yard

Woodlawn, Chicago, IL, 60637

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

"Dwight has done a wonderful job with my dog and my best friends dog when he offered to take them both at short notice. The dogs loved him and he sent a phot... (more)"

4. Diamond

All dogs welcomed!

South Deering, Chicago, IL, 60617

House Sitting, Drop-In Visits, Dog Walking

"Diamond is great with my pit Ive been using diamond services for about two years now. Thanks Diamond for always being there for us even when your not scedul... (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 4th of July Availability
6. Khat

Pup Nation

South Shore, Chicago, IL, 60637

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

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 4th of July Availability
7. Jocelyn

A dog’s best friend!

South Shore, chicago, IL, 60649

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

About: I am very passionate about dogs! I love spending time with them and making sure they are having as much fun as possible while keeping them safe at ... (more)

8. Joy

Your Dog Will Be Loved!

South Shore, chicago, IL, 60610

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

"Joy has taken care of my dogs Briggs numerous occasions. My family and I love having her take care of my gentle giant. Briggs has some skin allergies so it t... (more)"

9. Kyler

Full time dog lover of all breeds

Grand Crossing, Chicago, IL, 60619

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’... (more)

Confirmed 4th of July Availability
10. Jasmine

I love being active and involved

South Shore, Chicago, IL, 60649

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

11. Kierra

Full time and energetic!

Avalon Park, Chicago, IL, 60619

House Sitting, Drop-In Visits, Dog Walking

"Kierra is a very companionate individual that has an appreciation for life and all things beautiful she’d make a great pet walker a perfect candidate (more)"

Confirmed 4th of July Availability
12. 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)

Confirmed 4th of July Availability
13. 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)

14. 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)

Confirmed 4th of July Availability
15. Precious

South Shore, Chicago, IL, 60649

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

"If I need someone trustworthy person to watch my dog it would be Precious. She’s responsible and very energetic. I would recommend her to anyone that need a ... (more)"

Confirmed 4th of July Availability
16. Shannon

Shannon the pet lover

South Chicago, Chicago, IL, 60617

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

About: Hi my name is Shannon and i love pets and a typucal day with me would consist of me walking talking and playing with the pets. I have experience wi... (more)

17. Adalynn

I love all type of dog

South Chicago, Chicago, IL, 60617

House Sitting, Dog Walking

About: A Client should choose me because I love to play with Dogs; even walking them. Also, a client should feel comfortable leaving their beloved pet in ... (more)

18. 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)

19. Ivane

Grand Dog Whisperer and confidant!

East Side, Chicago, IL, 60617

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

About: Hi! I currently drive for uber but caring for dogs is my preference, so I'm available full time if need be..you can count on me! I've always steer... (more)

Confirmed 4th of July Availability
20. Demi

I love taking care of dogs.

South Deering, Chicago, IL, 60617

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

About: I am very experienced when it comes to taking care of animals since I’ve had dogs of my own in the past. I am available most of the week and I am e... (more)


The next time you head out of town and need someone to take care of your pet - and your home - turn to Rover for your house sitting needs. It's easy to find a loving 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 house sitters near you, read sitter profiles, and reach out to sitters who seem like a good fit for you and your pet. 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 house sitters for your pets--and avoid the kennel.

Want to learn more? Check out reviews from pet owners who have used Rover.

All stays booked on Rover receive our Rover guarantee, 24/7 support, and our reservation protection.

How it works

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1) Browse Sitters

We make it easy to find affordable & reliable sitters near you.

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2) Contact Sitters

Chat about your dog and your specific needs. Even meet in person before booking if you really want to.

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3) Book & pay

Our platform makes it easy and secure. No cash necessary.

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4) Enjoy your trip

Drop off your dog without feeling guilty. Relax with regular photo updates from your sitter.