House Sitting in Chicago

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

1. Tierney

Belly Rubs & Longs Walks?I'm on it!

Humboldt Park, Chicago, IL, 60624

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

2 repeat clients

"Tierney was the best! Our dog absolutely loved her from the first time he laid eyes on her (and I would say he's a pretty good judge of character!). She stay... (more)"

2. Edilberto

Passionate Pet Care Provider

Loop, Chicago, IL, 60604

House Sitting, Drop-In Visits, Dog Walking

6 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)"

3. Catherine

Patient & trustworthy animal lover!

Near West Side, Chicago, IL, 60607

House Sitting, Dog Walking

6 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. Krystina

Happy Dogs, Happy Life

Loop, Chicago, IL, 60605

House Sitting, Drop-In Visits, Dog Walking

8 repeat clients

"Krystina was such a great sitter! She was flexible in coming over to meet me and June beforehand, and checked in several times throughout the weekend with te... (more)"

5. Tara

It must be puppy love!

Near North Side, Chicago, IL, 60611

House Sitting, Drop-In Visits, Dog Walking

About: Hello there! My name is Tara and I started Rover as a way to get my fur baby fix as well as earn additional income. I grew up with a beagle at ho... (more)

6. Jordan

Puppy/Dog Sitter

Near West Side, Chicago, IL, 60606

House Sitting

About: Enjoy some much deserved time off while knowing your dog is in good hands. I currently have a 10 month old miniature schnauzer named Winston wh... (more)

7. Jory

Dog lover on the go!

Near West Side, Chicago, IL, 60612

House Sitting, Drop-In Visits

2 repeat clients

"Jory is awesome! I was really nervous about leaving our dog for two vacations in July but my nerves were totally calmed when we left her with Jory. We came h... (more)"

8. 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)"

9. KC

Loving Pet Sitter/Nursing Student

Near West Side, Chicago, IL, 60607

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"KC watched our 4 month old puppy, George, while we were away for the first time since we brought him home. I was so nervous leaving our little guy behind, bu... (more)"

10. Payal

West Town Pet Sitter

West Town, Chicago, IL, 60622

House Sitting, Drop-In Visits, Dog Walking

11 repeat clients

"Payal was fantastic! Our dog can be anxious when we are away and she did a great job comforting her. She was great with checking in too. She will be the fir... (more)"

11. Maria

I'm a professional dog whisperer :)

South Lawndale, Chicago, IL, 60623

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"Maria is awesome! She has taken care of my pups twice now, and they absolutely love her. She gives them all the attention they need, and makes sure that my a... (more)"

12. 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)"

13. Eleanor

Because it really is my pleasure :)

Bridgeport, Chicago, IL, 60616

House Sitting, Drop-In Visits, Dog Walking

"Eleanor is the best!!! I have never been so at ease leaving my dog with anyone until Eleanor came into the picture. I received daily updates and pictures w... (more)"

14. Karolina

Karo the Dog Whispererâ„¢

South Loop, CHICAGO, IL, 60605

House Sitting, Drop-In Visits, Dog Walking

8 repeat clients

"Karolina was so nice! Was able to come over day of with just a few hours notice to watch my puppy. Would highly recommend!! (more)"

15. Tanner

Navy veteran K9 trainer

Loop, Chicago, IL, 60605

House Sitting, Drop-In Visits, Dog Walking

"Tanner has actually dog sitted for both of my dogs numerous times! I have an Australian Shepherd and a German Shepherd (that can be quite rowdy together) and... (more)"

Available this weekend
16. Rebecca

Your dogs new pal and confidant

Lower West Side, Chicago, IL, 60608

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

3 repeat clients

"Took great care of Shaya! (more)"

Available this weekend
17. Phoebe

Lots of availability - Lots of love

Bridgeport, Chicago, IL, 60608

House Sitting, Drop-In Visits, Dog Walking

"Phoebe was really great with the dogs. Totally competent and completely trustworthy. I have two older dogs, one is a very picky eater who usually loses a t... (more)"

18. Kaitlin May

Offering cuddles, walks/runs & love

Lower West Side, Chicago, IL, 60608

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

"Kaitlin sent pictures and updates and went the extra mile to make sure our pup was well loved and taken care of while we were away. We will be booking her ag... (more)"

19. Penelope

Loving dogs more than anything

Lower West Side, Chicago, IL, 60608

House Sitting, Drop-In Visits, Dog Walking

18 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)"

20. Melany

fast learner and observant

Lower West Side, chicago, IL, 60608

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Melany is the best. Super sweet person who goes above and beyond my expectations. You can expect lots of pics and updates. My dog and cat just love her. (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.