House Sitting In Near West Side Chicago

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

1. Collin

Gentle Soul, Love Animals, Reliable

Near South Side, Chicago, IL, 60605

House Sitting, Drop-In Visits, Dog Walking

4 repeat clients

"Collin is my first experience with Rover and I couldn't be more pleased. Using Rover came with short notice and I worried that would create a problem. Coll... (more)"

2. Ashleigh

Dog loving student in Chi

Near South Side, Chicago, IL, 60615

House Sitting, Drop-In Visits, Dog Walking

12 repeat clients

"My husband and I are new dog parents and were going out of town for a few days, leaving our pup for the first time ever. Ashleigh stayed at our place taking ... (more)"

3. Catherine

Patient & trustworthy animal lover!

Near West Side, Chicago, IL, 60607

House Sitting, Drop-In Visits, Dog Walking

5 repeat clients

"This was our first time hiring a pet sitter and Catherine was amazing! Both animals were well taken care and we could not be more pleased! Will definitely be... (more)"

4. Caitlin

Experience and love combined!

Loop, Chicago, IL, 60605

House Sitting, Drop-In Visits, Dog Walking

"There is no one better suited to care for your dog while you are away than Caitlin. She is kind, loving, and patient toward dogs. She also has a thorough und... (more)"

Available this weekend
5. Sarafina

Animal lover at your service :)

Near West Side, Chicago, IL, 60607

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

About: Hi there! I'm 22 years old and a senior at UIC, I live in the city as well as the suburbs so I am open to dog sitting in both areas. I'm reliable, ... (more)

6. Sidney

Experienced & Active Dog Enthusiast

Lower West Side, Chicago, IL, 60608

House Sitting, Drop-In Visits, Dog Walking

3 repeat clients

"Sidney was fantastic, provided me photos daily of Roro, and she was responsive and alerted me to issues. I hope to work with Sidney in the future and would r... (more)"

Available this weekend
7. Owen

Most of my friends are dogs.

Humboldt Park, Chicago, IL, 60651

House Sitting, Drop-In Visits, Dog Walking

3 repeat clients

"Owen was attentive and supportive of our two old pups, one of which needs special care. He responded quickly to texts and kept us informed. He was responsibl... (more)"

8. Edilberto

Passionate Pet Care Provider

Loop, Chicago, IL, 60604

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"Edilberto was great with Shadow from the first moment. We found a really happy dog when we returned. Edilberto was also really accomodating with out late hou... (more)"

9. Eleanor

Because it really is my pleasure :)

Bridgeport, Chicago, IL, 60616

House Sitting, Drop-In Visits, Dog Walking

"Grace is kind and patient with animals as she is with children. She has cared for my pets as well as several neighbors' over the years with dedication and th... (more)"

10. Corie

Competent and patient dog-lover

Near North Side, Chicago, IL, 60611

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"Corrie (and her fiancé) watched our 10 week old puppy over a holiday weekend and we cannot say enough wonderful things about them both. They send photos and ... (more)"

11. Mack

Compassionate Animal Lover

Lincoln Park, Chicago , IL, 60614

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Five stars!!! Mack is extremely kind and took such great care of our pup. She sent us pictures halfway through the stay showing us how happy Bobo was on thei... (more)"

12. Samantha

Life is ruff! Let me make it easier

Loop, Chicago, IL, 60605

House Sitting, Drop-In Visits

4 repeat clients

"Samantha did a very good job. She was both responsive and responsible. I will definitely use her again. Collins Was happy and healthy when I returned home... (more)"

Available this weekend
13. Deepan

Compassionate care from experience.

Lower West Side, Chicago, IL, 60623

House Sitting, Drop-In Visits, Dog Walking

"Their calmness has impacted my dogs who ha e picked up on the unlimited qualities they have. My dog is usually slow to warm up to people, but with Deepan it ... (more)"

Available this weekend
14. Eleanor

Fun and Responsible Dog Lover !

Lincoln Park, Chicago, IL, 60604

House Sitting, Drop-In Visits, Dog Walking

"Eleanor grew up around dogs and considers them family members. She gives them love and affection. I know she would be an awesome caretaker for any pooch ne... (more)"

Available this weekend
15. Crystal

Loves all animals

Bridgeport, chicago, IL, 60609

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"I could not have asked for a better sitter than Crystal. She came over prior to the start of service to meet my dog and I could tell at once that she was tru... (more)"

16. Liz

Flat rate for any number of pets!

Lower West Side, Chicago, IL, 60608

House Sitting, Drop-In Visits

2 repeat clients

"First off, just want to say how much we appreciate Liz being available on such short notice and for a holiday weekend!! My bf and I decided to try and make a... (more)"

17. Ester

Just love dogs :)

West Town, Chicago, IL, 60642

House Sitting, Dog Walking

6 repeat clients

"As always, Nico had a great time with Ester! She is professional, friendly, and will go out of her way for your pup. Highly recommend! Alex (more)"

18. Danielle

I would love to hang with your dogs

Near North Side, Chicago, IL, 60610

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"I have a 1.5 year old Boston Terrier with LOTS of energy so he can sometimes be a lot to handle. When Danielle came to meet him before housesitting, she was... (more)"

19. Kate

Experienced Dog Lover!!

Lower West Side, Chicago, IL, 60608

House Sitting, Drop-In Visits, Dog Walking

4 repeat clients

"I have known Kate for the past 3 years. I have always admired the love and care she gives to her dog, Marshie, and any animal she comes across. Kate is a ver... (more)"

20. Penelope

Loving dogs more than anything

Lower West Side, Chicago, IL, 60608

House Sitting, Drop-In Visits, Dog Walking

16 repeat clients

"Penelope took great care of Britney- she sent updates and photos which were much appreciated. My apartment was left spotless, I will definitely use her again! (more)"

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Home owners love Chicago house sitters on Rover. 9,532 owners have reviewed sitters in the Chicago, IL metro area, giving them an average rating of 4.9/5.

Want to be added to this list of sitters in Chicago? Become a pet sitter or dog walker on Rover.

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.