House Sitting in Chicago

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

1. Karolina

Karo the Dog Whispererâ„¢

South Loop, CHICAGO, IL, 60605

House Sitting, Drop-In Visits, Dog Walking

12 repeat clients

"Karolina was such a great over night sitter for our dog Forrest while we went on a long weekend vacation. I did not have to worry one bit about our dog while... (more)"

2. Payal

West Town Pet Sitter

West Town, Chicago, IL, 60622

House Sitting, Drop-In Visits, Dog Walking

16 repeat clients

"Payal was better than I could have asked for. We just had our 10 week old puppy come home with us the other day, she was so scared. I dropped my puppy off at... (more)"

3. Leah

Me + your dog = fun and safe

Near North Side, Chicago, IL, 60610

House Sitting, Drop-In Visits, Dog Walking

4 repeat clients

"Leah came through when we were in a jam and already out of town. She was extremely responsive and took excellent care of our puppy. I know my dog had a great... (more)"

4. Kat

Quality care for our fur babies

Lower West Side, Chicago, IL, 60608

House Sitting

1 repeat client

"I was really drawn to Kat's relaxed and yet attentive attitude towards my dog and 3 cats. She was great about keeping me updated and sending pics everyday wh... (more)"

5. Molly

Improviser, Animal Lover

Near North Side, Chicago, IL, 60611

House Sitting, Drop-In Visits, Dog Walking

7 repeat clients

"This is my first time finding a dog sitter on DogVacay. Upon my first meeting with Molly G., I knew she was someone with whom I could trust with my two Yorki... (more)"

6. Ashleigh

DOG LOVING STUDENT IN CHICAGO

West Town, Chicago, IL, 60642

House Sitting, Drop-In Visits, Dog Walking

15 repeat clients

"Ashleigh was great. She definitely had a lot to handle between my dog's arthritis and what turned out to be horrible GI issues. She manger everything like ... (more)"

7. Collin

Gentle Soul, Love Animals, Reliable

Near South Side, Chicago, IL, 60605

House Sitting, Drop-In Visits, Dog Walking

6 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

8 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, Dog Walking

9 repeat clients

"Jamie and Adam (her boyfriend) were so amazing! I couldn't have asked for a better first time experience with Rover. She was flexible with a meet and greet b... (more)"

10. Robert

All furry friends welcome!

Loop, Chicago, IL, 60601

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

23 repeat clients

"Bobby is one of my favorites. He has been watching Leila for 5 years, when she was a puppy he was a lifesaver. Totally helped with training and keeping an ey... (more)"

11. Sofia

Grad student and dog lover.

Lower West Side, Chicago, IL, 60608

House Sitting

2 repeat clients

"Sofia was fantastic! She was so sweet and caring of my elderly pup, took great care of my house and kept me updated on how things were going while I was away... (more)"

12. Krystina

Happy Dogs, Happy Life

Loop, Chicago, IL, 60605

House Sitting, Drop-In Visits, Dog Walking

11 repeat clients

"Krystina stayed at our apartment over the weekend to take care of our two dogs. She did a wonderful job with the boys in our home. We were very happy and sat... (more)"

13. Alexandra

Loving sitter in the city.

Bridgeport, Chgo, IL, 60608

House Sitting, Drop-In Visits, Dog Walking

19 repeat clients

"Lexy was amazing with our little Frenchie Odysseus. She came early to check in and provided a few updates. We would certainly work with Lexy again. (more)"

14. 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)"

15. Mary Beth

student with lots of availibility

Near West Side, Chicago, IL, 60607

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

1 repeat client

"Amazing! Mary Beth stayed at our house and watched our pup (Remi) over the weekend. She brought her dog (Hugo) and the dogs had a blast getting to play all w... (more)"

16. Sandra

Full time dog lover!

Lower West Side, Chicgao, IL, 60608

House Sitting, Drop-In Visits, Dog Walking

"Sandra is absolutely amazing. She's incredibly knowledgeable about dogs and their needs, and she really bonded with my dog Babs when she started at my house ... (more)"

17. Penelope

Loving dogs more than anything

Lower West Side, Chicago, IL, 60608

House Sitting, Drop-In Visits, Dog Walking

21 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)"

18. Taylor

Your dog's new best friend!

Loop, Chicago, IL, 60605

House Sitting, Doggy Day Care, Dog Walking

1 repeat client

"Taylor was great with Mocha! She gave numerous updates throughout her stay and left our condo just as she found it. Our puppy was very sleepy from all the ... (more)"

19. Andrew

Aj's Dog Hoarding

South Loop, Chicago, IL, 60605

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"Andrew is great with all kinds of animals and really enjoys spending time with them. He is very responsible and caring. He also comes from a home with many d... (more)"

20. Crystal

Loves all animals

Bridgeport, chicago, IL, 60609

House Sitting, Drop-In Visits, Dog Walking

3 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)"

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Learn About Premier

With over 140,000 pet and house sitters on Rover.com, you can easily find house sitting near you.

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.