House Sitting in Douglas, 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. Catherine

Patient & trustworthy animal lover!

Near West Side, Chicago, IL, 60607

House Sitting, Drop-In Visits, Dog Walking

6 repeat clients

"Catherine did an exceptional job dog sitting. I came home to a happy dog and my house in the same condition I left it in. Thank you so much!! (more)"

2. Aasha

I'm a dog loving recent graduate!

Near West Side, Chicago , IL, 60661

House Sitting, Drop-In Visits, Dog Walking

4 repeat clients

"Aasha is amazing! She is the best sitter we ever had. We got updates, photos and just all around the peace of mind. We came home to a happy and clean apt! We... (more)"

3. Kat

Quality care for our fur babies

Lower West Side, Chicago , IL, 60608

House Sitting, Drop-In Visits, Dog Walking

"Kat has been the best dog sitter I have came across. It is most important for me to find a trustworthy, responsible and friendly person, and Kat is exactly t... (more)"

4. Janet

Experienced Emergency Vet Assistant

Gage Park, Chicago, IL, 60632

House Sitting, Drop-In Visits, Dog Walking

About: My name is Janet, and I am a hopeful, future vet student. When I'm not in school, or working, I am loving on any fur baby that I come across. I h... (more)

5. Penelope

Loving dogs more than anything

Lower West Side, Chicago, IL, 60608

House Sitting, Drop-In Visits, Dog Walking

17 repeat clients

"Penelope was amazing! Terrific communication throughout her stay and even sent tons of pictures of our little pup. Our dachshund does not like to walk withou... (more)"

6. Sidney

Experienced & Active Dog Enthusiast

Lower West Side, Chicago, IL, 60608

House Sitting, Drop-In Visits, Dog Walking

7 repeat clients

"Sidney was great with our dog! She was able to come last minute and kept him happy! She even came with some treats for him. We will reach out to her again. (more)"

7. 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)"

8. Edilberto

Passionate Pet Care Provider

Loop, Chicago, IL, 60604

House Sitting, Drop-In Visits, Dog Walking

3 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. Jamie

Med Student West Loop Pooch Sitter

Near West Side, Chicago, IL, 60612

House Sitting

9 repeat clients

About: Hello! I'm Jamie, a fourth year medical student who is crazy about dogs. I grew up with/was raised by a goofy lab and an energetic corgi and have a... (more)

10. 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)"

11. Kate

Experienced Dog Lover!!

Lower West Side, Chicago, IL, 60608

House Sitting, Drop-In Visits, Dog Walking

5 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)"

12. Allison

Certified Veterinary Technician

Bridgeport, Chicago, IL, 60609

House Sitting, Drop-In Visits

5 repeat clients

"Allison is hands down the best pet sitter! We had her stay in our home over a long weekend with our two senior pups. She provided excellent communication and... (more)"

13. Karolina

Karo the Dog Whispererâ„¢

South Loop, CHICAGO, IL, 60605

House Sitting, Drop-In Visits, Dog Walking

3 repeat clients

About: Hi there, I'm Karolina! I'm a student at DePaul and have lived with dogs for my entire life. Part of why I decided to become a dog sitter is the fa... (more)

14. KC

Loving Pet Sitter/Nursing Student

Near West Side, Chicago, IL, 60607

House Sitting, Drop-In Visits, Dog Walking

"KC was wonderful! She was on time and very helpful. My pups loved her and she left the house in immaculate shape. She sent evening and morning updates incl... (more)"

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. Krystina

Happy Dogs, Happy Life

Loop, Chicago, IL, 60605

House Sitting, Drop-In Visits, Dog Walking

7 repeat clients

"Our girls loved Krystina from the moment they met her, and from the pictures she sent they seemed happy with her services. She was nice, caring, and flexible. (more)"

17. Christina

Calm, warm hearted dog lover

Loop, Chicago, IL, 60605

House Sitting, Drop-In Visits, Dog Walking

8 repeat clients

"Christina took excellent care of my pup while I was away for a long weekend. She communicated regularly and handled small requests, no problem! Will definite... (more)"

18. Zoe

Experienced and enthusiastic

Hyde Park, Chicago, IL, 60615

House Sitting, Drop-In Visits, Dog Walking

"Zoe has dog sat for our 3 large dogs on 4 occasions of varying lengths of time. She is a true animal lover! Zoe's experience with dogs, her willingness to ge... (more)"

19. Alexandra

Loving sitter in the city.

Bridgeport, Chgo, IL, 60608

House Sitting, Drop-In Visits, Dog Walking

18 repeat clients

"Alexandra did a great job with our dog Blaze. This was our first extended trip away from our rescue dog and she made us feel that we were leaving her in cap... (more)"

20. Hayley

Flexible, reliable, and available!

Bridgeport, Chicago , IL, 60608

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"My wife and needed some help with our pooches when we were in the hospital welcoming our daughter. Hayley met us the night before my wife went to labor, and ... (more)"

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Learn About Premier

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.

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.