House Sitting in New City, Chicago

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

1. 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)"

2. Shannon

Every dog deserves a big hug!

Near West Side, Chicago, IL, 60661

House Sitting, Drop-In Visits, Dog Walking

"I was on vacation for a week and Shannon did a wonderful job taking care of my 2 dogs and 3 cats. Especially for my two 11 year old dogs, it was so much bet... (more)"

3. 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)"

4. 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)"

5. 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)"

6. Collin

Gentle Soul, Love Animals, Reliable

Near South Side, Chicago, IL, 60605

House Sitting, Drop-In Visits, Dog Walking

4 repeat clients

"Collin was fantastic. Super professional, communicative, and very caring. Lulu and Bolt loved him. I felt very comfortable and confident that my pups were in... (more)"

7. 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)"

Available this weekend
8. 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)"

Available this weekend
9. 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)"

10. Kat

Quality care for our fur babies

Lower West Side, Chicago, IL, 60608

House Sitting

"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)"

11. 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)"

12. Frances

Compassionate, Fun Loving & Active

Lower West Side, Chicago, IL, 60608

House Sitting, Drop-In Visits, Dog Walking

"Frances was great with my two crazy dogs!! This was my first time using Rover and Frances stayed in my house to watch my two big and rambunctious dogs. It i... (more)"

13. 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)"

14. Kate

Experienced Dog Lover!!

Lower West Side, Chicago, IL, 60608

House Sitting, Drop-In Visits, Dog Walking

5 repeat clients

"Katie was wonderful- Major loved her, possibly more than me now. Will work with her again! (more)"

15. 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)"

16. Mary

Mary's Pet Care

South Side, Chicago, IL, 60616

House Sitting

5 repeat clients

"Mary was great and I never had to worry about my dog while I was away. This was Mary's second stay with Sergio and again she sent pics and updates every day,... (more)"

17. Megan

Pets are my life! I love them!

Chicago Lawn, Chicago, IL, 60629

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"Megan is a natural with dogs. Both my dogs took an immediate liking in her which always tells me a lot. She went out of her way to accommodate them when we ... (more)"

18. 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)"

19. Emma

PhD in dog walking & cat cuddling

Hyde Park, Chicago, IL, 60615

House Sitting, Drop-In Visits, Dog Walking

9 repeat clients

"I highly recommend Emma. Our household is big and crazy and she held her own :-) She sent lots of pictures and updates so we didn't have to worry about our k... (more)"

20. Alexandra

Loving sitter in the city.

Bridgeport, Chgo, IL, 60608

House Sitting, Drop-In Visits, Dog Walking

18 repeat clients

"This was our first try with Rover and Alexandra was our first sitter. Boy, did we pick a winner! One of our dogs is skittish with strangers yet she warmed r... (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.