House Sitting in Chicago

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

1. Tana

Quiet home with lots of cuddles

Loop, Chicago, IL, 60601

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

18 repeat clients

"Tana did a fantastic job watching our two dogs, and was easy to communicate with. She took them to the local park, and took our younger, more spry dog on a v... (more)"

2. Laura

Capable, Caring Dog Lover

West Town, Chicago, IL, 60622

House Sitting, Drop-In Visits, Dog Walking

4 repeat clients

"Laura looked after our three year old pomchi Levi for ten days while we were on vacation. We have only just moved to America and this is the first time we ha... (more)"

3. Edilberto

Passionate Pet Care Provider

Loop, Chicago, IL, 60604

House Sitting, Drop-In Visits, Dog Walking

19 repeat clients

"Eddie house sat my dog Bentley for a night. My husband and I have never used a sitter before so we were anxious but Eddie had no problem answering lots of qu... (more)"

4. Mackenzie

Wiener Dog Woman

Near North Side, Chicago, IL, 60610

House Sitting, Drop-In Visits, Dog Walking

8 repeat clients

"Mackenzie was amazing. I booked her for a day-long sitting but while I was out of town, my dog became sick. She was extremely communicative, put up with my f... (more)"

Confirmed Memorial day Availability
5. Jennifer

I brush my dogs teeth everyday!

Loop, Chicago, IL, 60605

House Sitting, Drop-In Visits, Dog Walking

8 repeat clients

"I think that someone who wants to take a job of walking dogs needs to know dogs and their different temperaments. Jennifer is the proud “mother” of two dogs ... (more)"

6. Payal

West Town Pet Sitter

McKinley Park, Chicago, IL, 60608

House Sitting, Drop-In Visits, Dog Walking

23 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)"

7. Imani

Dogs are friends not food!

Lower West Side, CHICAGO, IL, 60608

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

7 repeat clients

"Imani exceeded expectations. Marlowe was indeed sad to see her go. She was extremely attentive to Marlowe's needs and went above and beyond. This was the lon... (more)"

8. Samantha

Pet Parent's Help

Bridgeport, Chicago, IL, 60609

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

1 repeat client
No Reviews Yet

About: Hello, I'm a big animal lover. Life is always better with furry friends! I have pretty much always had a dog most of my life & always consider the... (more)

9. Austin

Your Dog’s Other Best Friend

Near North Side, Chicago, IL, 60610

House Sitting, Drop-In Visits, Dog Walking

"I've never met a young man as caring and thoughtful as Austin. He is the kind of person who puts others' needs first. I know that this will be true for your ... (more)"

Confirmed Memorial day Availability
10. Robert

All furry friends welcome!

Loop, Chicago, IL, 60601

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

44 repeat clients

"Robert was absolutely fantastic in taking care of our pet when we were away. He was very honest and provided regular updates. I would definitely use him in t... (more)"

Confirmed Memorial day Availability
11. Morgan

Puppy and dog loving PT student

Near West Side, Chicago, IL, 60607

House Sitting, Drop-In Visits, Dog Walking

"No one loves pets quite like Morgan! She is compassionate, kind, and I have no doubt she would care for your pet as if it were her own (more)"

Available this weekend
12. Emily

~ Prices Vary ~

Loop, Chicago, IL, 60605

House Sitting, Drop-In Visits, Dog Walking

9 repeat clients

"I honestly don’t like going to anyone else to watch my animals while I’m on vacation. I’ve known Emily for 4 years now and my dogs love her! Which was a plea... (more)"

13. Karolina

Karo the Dog Whisperer™

South Loop, CHICAGO, IL, 60605

House Sitting, Drop-In Visits, Dog Walking

13 repeat clients

"She was very quick to respond to my reservation request, and fortunately, was available for the days we needed. She was very communicative and sent several p... (more)"

14. Alexis

Your dog will miss me when I'm gone

Near North Side, Chicago, IL, 60611

House Sitting, Drop-In Visits, Dog Walking

"I have known Alexis since she was 9 yrs old!! She was my neighbor for 10 yrs!! She always had a houseful of animals!! She would walk her 3 little dogs around... (more)"

15. Krystina

Happy Dogs, Happy Life

Loop, Chicago, IL, 60605

House Sitting, Drop-In Visits, Dog Walking

13 repeat clients

"Krystina was amazing. I don't think my dog missed me a bit as she seemed so loved when I got home. Krystina even gave Sophie a bath when I was gone because S... (more)"

Confirmed Memorial day Availability
16. Rachel

College student loves dogs!

Douglas, Chicago, IL, 60609

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"Rachel took care of Zigz in my apartment for the better part of a week. Rachel was quick to respond and took great care of Zigz. I got detailed messages and ... (more)"

17. Emilee

Dog lover with plenty of pooch time

Lower West Side, Chicago, IL, 60608

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

"Emilee is excellent with dogs! She took care of my dog for 5 days in a row and I have nothing but great things to say about her love for dogs! (more)"

18. Tyler

A day w/ a dog is a day well spent

Loop, Chicago, IL, 60605

House Sitting, Drop-In Visits, Dog Walking

"Thank you Tyler for taking such good care of our pups!!! (more)"

19. Flor

It will be an adventure with snacks

Lower West Side, Chicago, IL, 60608

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"I had the best experience with Flor, she took great care of my very feisty dog, haha, Lucy. They spent quite a few hours together and she constantly kept me ... (more)"

Available this weekend
20. Lauren

Your dogs new best friend!

Loop, Chicago, IL, 60605

House Sitting, Drop-In Visits, Dog Walking

10 repeat clients

"Lauren was responsible, responsive, and Bismarck was very happy. I was out of town on business and my husband wasn't going to be home until late and I was r... (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.