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.
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1. Craig

Loving Dog Care In Hyde Park

Hyde Park, Chicago, IL, 60615

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

2 repeat clients

"I have come to know Craig as a good and caring person. I have witnessed him interacting with dogs on several occasions and he has displayed genuine concern f... (more)"

2. Kennaira

I’m a dogs BestFriend❤️

Riverdale, Chicago, IL, 60827

House Sitting, Drop-In Visits, Dog Walking

"Wow Kennaira is great with dogs. One day my aunt asked me to watch her 1 year old puppy and I thought it was going to be a easy task so I took on the respons... (more)"

Available this weekend
3. 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)"

4. 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)"

5. 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)

6. Derek

home in the evening for yours truly

Hegewisch, Chicago, IL, 60633

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

About: Hi I’m Derek and I love dogs of all shapes and sizes I worked for two animal hospitals and I currently work for a dog resort in Chicago west loop I... (more)

Available this weekend
7. Laaria

I'm a big animal lover

South Shore, Chicago, IL, 60649

House Sitting, Drop-In Visits, Dog Walking

3 repeat clients

"LaariaC. Is great with animals including my lil rowdy cat p he just adore her and she loves him . P can't wait for you to visit again (more)"

8. brittney

Enjoy your vacation..Your pet will

Roseland, Chicago, IL, 60619

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

About: Small business owner with flexible schedule/work from home. I currently have one dog, here name is CoCo and she loves making new friends. She is v... (more)

9. 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)

10. 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)

11. Mikayla

Energetic dog-lover

Woodlawn, Chicago, IL, 60637

House Sitting, Dog Walking

2 repeat clients

"Mikayla took good care of our dog alice. She was very responsive to our communications. We would definitely use her again. (more)"

12. 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)

13. Anne

Full house with lots of love

East Side, Chicago, IL, 60617

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

"Anne has watched my dogs over several weekends while I have been out of town. My dogs always are happy to see her, and I have never had any issues or proble... (more)"

14. Valencia

Hey there Buddy!

Roseland, Chicago, IL, IL, 60628

House Sitting, Drop-In Visits, Dog Walking

About: I have been dog sitting and walking since I was 17 years old. I have had my own dog since I was 15 and at 22 years old, coco (7 years young) is sti... (more)

15. Megan

Animal lover ❤️

South Chicago, Chicago, IL, 60617

House Sitting, Drop-In Visits

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)

16. Jayanna

“Doggy Treats for Good Dogs”

Chatham, Chicago, IL, 60619

House Sitting, Drop-In Visits, Dog Walking

"Jayanna is an amazing person, with a lot of love, care, and responsibility. She loves animals with a passion, especially dogs. With her there are no worries. (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)

Available this weekend
18. 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)

19. Gabriella

All Dogs go to Heaven.

South Chicago, Chicago, IL, 60617

Dog Boarding, House Sitting

"From the time that I met Gabriella, she's shown that special compassion for animals that only a few have within them. It doesn't surprise me that she is int... (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)


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 eviews from pet owners who have used Rover.