House Sitting in Washington Park, Chicago

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

1. Breana

Dogs are my favorite people.

Hyde Park, Chicago, IL, 60615

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

"Breana is extremely reliable and would be an excellent dog walker. We attended undergraduate together where she excelled academically. She now attends a grad... (more)"

2. Crystal

Loves all animals

Bridgeport, chicago, IL, 60609

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"Crystals was great. Very responsive when communicating. Very reliable and professional. And Sassy loved her! We hate to leave town, but it's nice to know tha... (more)"

3. Jac

Loving and Experienced Pet Sitter

Bridgeport, Chicago, IL, 60608

House Sitting, Drop-In Visits, Dog Walking

"Jac did a Sunday to Wednesday home stay with Claudia. I appreciate the quick texts and pictures, thank you! I would recommend Jac to anyone and will certainl... (more)"

4. Catherine

Patient & trustworthy animal lover!

Near West Side, Chicago, IL, 60607

House Sitting, Drop-In Visits, Dog Walking

2 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)"

5. Sabrina

Loving life, but loving dogs more!

Loop, Chicago, IL, 60605

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Sabrina really helped us out when we were in a bind. She was prompt and extremely friendly. Jordy loved his time with her and can't wait for his next play da... (more)"

6. Megan

grad student & dog lover!

Hyde Park, Chicago , IL, 60615

House Sitting, Dog Walking

1 repeat client

"Megan was very responsive and took great care of my dogs! (more)"

7. Sarah

Will show your pup so much love!!!!

Bridgeport, Chicago, IL, 60608

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Sarah is an angel! She loves my sweet baby Ray like one of her own. Sarah has watched Ray on multiple occasions. During their time together she often takes h... (more)"

8. Emma

PhD in dog walking & cat cuddling

Hyde Park, Chicago, IL, 60615

House Sitting, Drop-In Visits, Dog Walking

7 repeat clients

"Emma is amazing! Babs absolutely loved her, and she sent me lots of pictures and updates. She followed my instructions exactly and she left the house cleaner... (more)"

9. Hailey

I catch the eyes of your dogs!

Loop, Chicago, IL, 60605

House Sitting, Drop-In Visits, Dog Walking

3 repeat clients

"We've never had sitter stay at our apartment however wanted Hank to be able to stay within his current environment and didn't want the hassle of taking him/p... (more)"

10. Myk'La

Energetic, artsy, happy and caring

Chatham, Chicago, IL, 60619

House Sitting, Drop-In Visits, Dog Walking

"Myk'La is a awesome person and some one i'd highly recommended for the Dog Caregiver position.She posess a high spirit personality along with an outgoing and... (more)"

11. Krystina

Happy Dogs, Happy Life

Loop, Chicago, IL, 60605

House Sitting, Drop-In Visits, Dog Walking

3 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)"

12. Brittany

Force-Free and Fun!

Bridgeport, Chicago, IL, 60608

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

"We LOVE Brittany! She took care of Miko with a lot of love and care while were out on a 14 day trip. She stayed in our house, took care of Miko and our home.... (more)"

13. Penelope

Loving dogs more than anything

Lower West Side, Chicago, IL, 60608

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

6 repeat clients

"Penelope has fast become our go-to dog sitter. She has a great, patient, calming approach with dogs that is especially important with little, skittish ones,... (more)"

14. LeAnna

10+ years of Professional Pet Care!

Hyde Park, Chicago, IL, 60615

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

"Our experience with LeAnna was wonderful! She took perfect care of our dog and cat and kept us updated throughout the stay. She really listened and We are co... (more)"

15. Theresa

Dog trainer in training

Bridgeport, Chicago, IL, 60608

House Sitting, Drop-In Visits, Dog Walking

About: I have been around dogs my entire life so I know all of the tricks that they love to pull. Not only have I had dogs my whole life, I am currently p... (more)

16. Ashleigh

Dog loving student in Chi

Near South Side, Chicago, IL, 60615

House Sitting, Drop-In Visits, Dog Walking

3 repeat clients

About: Dogs & I: Over the course of my life I have raised several different dog breeds and currently still take care of my 11 year old peek-a-poo, Isabel... (more)

17. Grace

Excited to meet your pup!

Woodlawn, Chicago, IL, 60637

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Grace stayed with my dogs over Thanksgiving. They seemed to be happy upon my return. Thanks for taking care of them! (more)"

18. Gwenyth

my name is Gwen and dogs are my fav

Armour Square, Chicago , IL, 60616

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

About: Alright guys, I've been around dogs my entire life. These wonderful creatures give me so much happiness that I can't even put it properly into word... (more)

19. Brittanie

Im friendly energetic and patient

Woodlawn, Chicago , IL, 60637

House Sitting, Drop-In Visits, Dog Walking

"I have a poodle and Brittanie was reccomended to me by a friend I have been using her for up to three years now and she has done plenty of drop ins and walks... (more)"

20. Catalina

Catalina, Dog Lover

Woodlawn, Chicago, IL, 60637

House Sitting, Drop-In Visits, Dog Walking

"Catalina has always had a special relationship with dogs. When she was growing up, at various times, she had labradors, neapolitan mastiffs, rottweilers and ... (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.