House Sitting In Near South Side Chicago

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

Confirmed Memorial day Availability
1. Sandra

Available anytime to walk your pup!

West Town, Chicago, IL, 60642

House Sitting, Drop-In Visits, Dog Walking

"I have known Sandra for over seven years, and know her to be dedicated, has genuine love for animals, professional and responsible. She grew up in a pet-lov... (more)"

2. Tana

Quiet home with lots of cuddles

Loop, Chicago, IL, 60601

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

17 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)"

3. Mackenzie

Wiener Dog Woman

Near North Side, Chicago, IL, 60610

House Sitting, Drop-In Visits, Dog Walking

8 repeat clients

"Mackenzie is fabulous! I highly recommend her, she always on time and great at updating me and communicating while I am gone. Niko loved her and she will be ... (more)"

Confirmed Memorial day Availability
4. Emily

I give the best belly rubs

West Town, Chicago, IL, 60622

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

1 repeat client
No Reviews Yet

About: I've been caring for dogs pretty much my entire life. My family loves animals and I grew up with that same genuine love and care for them. I'm a fu... (more)

5. Payal

West Town Pet Sitter

McKinley Park, Chicago, IL, 60608

House Sitting, Drop-In Visits, Dog Walking

23 repeat clients

"Payal is a gem!Our Niko loved her and has a new friend. She took him for walks, gave him his mess, and gave him lots of pets and snuggle time. Her calm demea... (more)"

6. Amber

I'll love your dog like my own!

Near North Side, Chicago, IL, 60610

House Sitting, Drop-In Visits, Dog Walking

3 repeat clients

"Amber was phenomenal. We do not have an easy dog - she is high anxiety and high maintenance and Amber was so good to her. She attended to her myriad of needs... (more)"

7. Robert

All furry friends welcome!

Loop, Chicago, IL, 60601

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

43 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)"

8. Clare

Strong love for dogs and long walks

West Town, Chicago, IL, 60642

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

"Clare is the only person we’ve ever let watch our dog Belle. Clare is responsible and follows the directions you leave thorougly. She took Belle for long wal... (more)"

9. Edilberto

Passionate Pet Care Provider

Loop, Chicago, IL, 60604

House Sitting, Drop-In Visits, Dog Walking

19 repeat clients

"Edie did a great job with playing with Phoenix indoor and walking him outdoors but keeping in mind the hot weather. He gave him medication and fed him as nee... (more)"

10. Jennifer

I brush my dogs teeth everyday!

Loop, Chicago, IL, 60605

House Sitting, Drop-In Visits, Dog Walking

8 repeat clients

"A bunch of friends recommended that Jennifer look into Rover as Jennifer is absolutely in love with dogs. We grew up with two dogs and Jennifer would wake up... (more)"

11. 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)

12. Krystina

Happy Dogs, Happy Life

Loop, Chicago, IL, 60605

House Sitting, Drop-In Visits, Dog Walking

13 repeat clients

"This is the second time we have asked Krystina to care for our dogs and it will not be our last! She does a wonderful job with our boys and also is very resp... (more)"

13. Kelyn

The Dawg Whisperer!

Near North Side, Chicago, IL, 60611

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

"Kelyn is an amazing dog-sitter. He's caring, responsible, and always very attentive to pets. He thoroughly enjoyed playing with my dog and made sure he got h... (more)"

14. 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)"

15. Tyler

A day w/ a dog is a day well spent

Loop, Chicago, IL, 60605

House Sitting, Drop-In Visits, Dog Walking

"Tyler is a perfect candidate for dog sitting! She is extremely compassionate and hard working, and I believe she could really excel at providing a nurturing ... (more)"

Available this weekend
16. 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)"

17. 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)"

18. Molly

i'll run with your dog!

Near North Side, Chicago, IL, 60611

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"My husband and I have had Molly watch our 100 lb American Bulldog multiple times while we have been out of town. Molly has the patience of a saint and is so ... (more)"

19. Karolina

Karo the Dog Whisperer™

South Loop, CHICAGO, IL, 60605

House Sitting, Drop-In Visits, Dog Walking

13 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)"

Available this weekend
20. Lauren

Your dogs new best friend!

Loop, Chicago, IL, 60605

House Sitting, Drop-In Visits, Dog Walking

9 repeat clients

"Lauren took great care of my little boy, Oscar (a 10 week aussie). She cuddled him, played with him, house trained him and when we got home Oscar was asleep ... (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.