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 was an amazing sitter and is a great all around guy. Was super flexible when my flight out of town had some hiccups. My pups loved him, too! (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)"

5. Payal

West Town Pet Sitter

McKinley Park, Chicago, IL, 60608

House Sitting, Drop-In Visits, Dog Walking

23 repeat clients

"Payal was better than I could have asked for. We just had our 10 week old puppy come home with us the other day, she was so scared. I dropped my puppy off at... (more)"

Confirmed Memorial day Availability
6. 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)"

7. Iseyra

Pup patrol!

Near North Side, Chicago, IL, 60611

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Iseyra was amazing to work with - she was on time and a great communicator! Bash loved hanging out with her, will definitely have her watch my little guy aga... (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)

Confirmed Memorial day Availability
9. 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
10. Morgan

Puppy and dog loving PT student

Near West Side, Chicago, IL, 60607

House Sitting, Drop-In Visits, Dog Walking

"Morgan absolutely loves and cares for all animals with a special place in her heart for dogs. I have wittnessed her take care of her own dogs as well as othe... (more)"

Available this weekend
11. Emily

~ Prices Vary ~

Loop, Chicago, IL, 60605

House Sitting, Drop-In Visits, Dog Walking

9 repeat clients

"I am so glad my friend referred me to Emily and Rover! I just got a little kitten a few months ago named Clark and he cries every time I can’t give him all m... (more)"

12. 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)"

13. Karolina

Karo the Dog Whisperer™

South Loop, CHICAGO, IL, 60605

House Sitting, Drop-In Visits, Dog Walking

13 repeat clients

"Harper loves hanging out with Karolina! She is so amazing and helped us even with a weird schedule (switching off between house sitters while we were on an e... (more)"

Confirmed Memorial day Availability
14. Sandra

Available anytime to walk your pup!

West Town, Chicago, IL, 60642

House Sitting, Drop-In Visits, Dog Walking

"Sandra is a great dog sitter. She is wonderful with young and old dogs alike, and I would trust her with my dog Charlie anytime. Charlie absolutely loves her... (more)"

15. Krystina

Happy Dogs, Happy Life

Loop, Chicago, IL, 60605

House Sitting, Drop-In Visits, Dog Walking

13 repeat clients

"We always hate leaving our dog when we are out of town, but Krystina was wonderful and took great care of him. She came over early to go through all the ins... (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. 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. 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)"

Available this weekend
19. Lauren

Your dogs new best friend!

Loop, Chicago, IL, 60605

House Sitting, Drop-In Visits, Dog Walking

10 repeat clients

"Lauren has always been a fabulous caregiver. She has always been there for my two dogs and they adore her so much. She helps me walk them and plays with th... (more)"

20. 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)"


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.