House Sitting in Armour Square, Chicago

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

1. Laura

Capable, Caring Dog Lover

West Town, Chicago, IL, 60622

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

1 repeat client

"Laura is hands down the best! She adores dogs —big, little, young, old— she loves them all! She is well informed and educated, but most of all intuitive when... (more)"

2. Payal

West Town Pet Sitter

McKinley Park, Chicago, IL, 60608

House Sitting, Drop-In Visits, Dog Walking

22 repeat clients

"Payal was excellent--took great care of my babies and was very communicative, which I appreciated. I would absolutely recommend her and book again! (more)"

3. Allison

Certified Veterinary Technician

Bridgeport, Chicago, IL, 60609

House Sitting, Drop-In Visits

7 repeat clients

"Allison was an excellent sitter. She was very responsive, proactive, and dependable. She also handled 2 difficult dogs very well. Would highly recommend her ... (more)"

Confirmed President's Day Availability
4. Craig

Loving Dog Care In Hyde Park

Hyde Park, Chicago, IL, 60615

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

"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)"

5. Sandra

Full time dog lover!

Lower West Side, Chicgao, IL, 60608

House Sitting

"We had a wonderful experience with Sandra. She was able to accommodate an extremely last minute request to house/dog sit for the weekend for us. She sent reg... (more)"

Confirmed President's Day Availability
6. Karolina

Karo the Dog Whisperer™

South Loop, CHICAGO, IL, 60605

House Sitting, Drop-In Visits, Dog Walking

13 repeat clients

"Harper loves hanging out with Karolina! She is so amazing and helped us even with a weird schedule (switching off between house sitters while we were on an e... (more)"

7. Enoch

Dogs/cats/other pets welcomed!

Bridgeport, Chicago, IL, 60608

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

17 repeat clients

"Enoch was perfect. Daisy is a shelter cat. This is my first time having a sitter. I came back to a cat more happy and friendlier than I left her about a day ... (more)"

8. Edilberto

Passionate Pet Care Provider

Loop, Chicago, IL, 60604

House Sitting, Drop-In Visits, Dog Walking

10 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. Robert

All furry friends welcome!

Loop, Chicago, IL, 60601

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

34 repeat clients

"Robert was great, he even arrived with treats in his pockets for Coco & Smokey! Always responded promptly and is very qualified, friendly and reliable! We wi... (more)"

10. Krystina

Happy Dogs, Happy Life

Loop, Chicago, IL, 60605

House Sitting, Drop-In Visits, Dog Walking

12 repeat clients

"We always hate leaving our dog when we are out of town, but Krystina was wonderful and took great care of him. She came over early to go through all the ins... (more)"

11. Yovana

Your dog's life shouldn't be ruff!

New City, Chicago, IL, 60609

House Sitting, Drop-In Visits, Dog Walking

"I would trust no one else to take care of my fur-babies other than Yovana! I guess you could say im a "crazy" pet parent, my furbabies are family and mean th... (more)"

12. Bridget

I'll love your dog like my own

Near West Side, Chicago, IL, 60661

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

6 repeat clients

"Bridget took excellent care of Sam. She sent pictures while I was away. It was clear Sam was happy and safe. She spent a lot of time letting Sam snuggle whic... (more)"

13. Collin

Gentle Soul, Love Animals, Reliable

Near South Side, Chicago, IL, 60605

House Sitting, Drop-In Visits, Dog Walking

7 repeat clients

"Scrappy is always so happy when he gets to see Collin and we know he’ll be loved and well taken care of, especially when we have to go out of town (more)"

14. Amanda

Animal loving college student

Near South Side, Chicago, IL, 60616

Dog Boarding, House Sitting

1 repeat client

"Cannot expect a better sitter than Amanda, really responding, and loving. Take really good care of my pup (more)"

15. Stacey

I Love Animals and Animals Love Me

Grand Boulevard, Chicago, IL, 60602

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"We ( husband, wife and dog) found Stacey very reliable and accessible. The whole experience made our time away stressless. Thanks (more)"

16. Taylor

Your dog's new best friend!

Loop, Chicago, IL, 60605

House Sitting, Doggy Day Care, Dog Walking

1 repeat client

"Taylor was really good with my lazy, but somehow rowdy, schnauzers. They were in great spirits and pretty happy when I got home from my weekend away. She lef... (more)"

17. Elizabeth

Owned & worked w/ dogs all my life!

Bridgeport, Chicago, IL, 60608

House Sitting, Drop-In Visits, Dog Walking

"Very pleased with the compassion, care and attentiveness that Liz has shown for my Bella. Liz was recommended by another great Rover walker. Due to my hectic... (more)"

18. Megan

Reliable, Respectful, Responsive

Loop, Chicago, IL, 60605

House Sitting, Drop-In Visits, Dog Walking

22 repeat clients

"Great stay with Debra! She takes great care of Emily and send pictures regularly and updates so I never have to worry about a thing. She leaves my house in b... (more)"

19. Josh

Any dog out there is family to me.

Douglas, Chicago, IL, 60653

House Sitting, Drop-In Visits, Dog Walking

"He has taken great care for our princess and even had time to walk her more when she needed to! Knows how to love a pet and was very patient with her. Couldn... (more)"

Confirmed President's Day Availability
20. Andrew

Can't wait to meet your Pup!

Lower West Side, Chicago, IL, 60608

House Sitting, Drop-In Visits, Dog Walking

"Andrew regularly texted and sent photos. He was super reassuring that Archie was doing well also and left my house as clean as when he arrived. I would HIG... (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.