House Sitting in Humboldt Park, Chicago

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

To ensure accurate availability & pricing, please add your drop-off and pick-up dates.
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1. Jana

Professional Animal Lover

West Town, Chicago, IL, 60647

House Sitting, Drop-In Visits, Dog Walking

9 repeat clients

"Jana walked our dog twice before we left him for a weekend trip. Our dog usually has a hard time when we leave him. He doesn't eat or drink sometimes and g... (more)"

2. Darian

Eccentric and headstrong being.

North Center, Chicago , IL, 60618

House Sitting, Drop-In Visits, Dog Walking

9 repeat clients

"Definitely 5 stars!!!! Darian did a great job watching my biggie and was everything I could have asked for! Hoping to have her come back and stay again (more)"

3. Darian

I love all furry friends!

Avondale, Chicago, IL, 60641

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

About: I am currently in my senior year of college at columbia college chicago, majoring in theater! I grew upin a small town in the upper peninsula of mi... (more)

Confirmed Holiday Availability
4. Jesi

Nothing makes me happier than pups!

Cicero, IL, 60804

House Sitting, Drop-In Visits, Dog Walking

About: I've raised a Siberian husky since he was 2 months old, he is about to be 10 and I like to think he's the luckiest dog for all the love and care he... (more)

5. Melissa

Dogs are people too! :)

Logan Square, Chicago, IL, 60647

Dog Boarding, House Sitting, Drop-In Visits

"Melissa is most definitely an experienced dog Owner, and is the reason I have my wonderful dog, Noble. To this day, if something is wrong with noble, or I am... (more)"

Confirmed Holiday Availability
6. Devine

benevolent, disciplined, dedicated

Portage Park, Chicago, IL, 60641

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

"Devine is fantastic with my dog Nova. She started watching Nova when she was just 3 months old and she couldn't love her more! She began watching Nova in my... (more)"

7. Sebastian

Always taken care of animals

Logan Square, Chicago, IL, 60647

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

4 repeat clients

"Sebastian was great. Took wonderful care of my dogs and sent me updates every day. I will definitely be using him again! (more)"

8. Candice

Sit AND Stay! I do it all :)

West Town, Chicago, IL, 60642

House Sitting, Drop-In Visits, Dog Walking

5 repeat clients

"Candice was soooo sweet and treated my dog like a queen! Bee loved her - snuggled with her whenever she could! Candice kept me informed throughout the day an... (more)"

9. Fabienne

:) Loved, Happy & Healthy !

West Town, chicago, IL, 60622

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Fabienne is awesome! She kept me updated while I was gone and sent photos. It was my first time leaving my dogs with a sitter and it was a great experience. ... (more)"

10. Anna

Dog Lover Seeks Playful Pups

Logan Square, Chicago, IL, 60647

House Sitting, Drop-In Visits, Dog Walking

"I am a real estate broker and occasionally need to travel for work. I hired Anna to watch my pup Sammy, the light of my life, while I was out of town for 2 w... (more)"

Confirmed New Years Availability
11. Ellen

Respectful caring dog caretaker

Logan Square, Chicago, IL, 60614

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

"Ellen is the kindest most loving dog owner I've ever met. She's cared for two wonderful dogs the decade i've known her and the dogs are as happy and healthy... (more)"

12. Avery

Fun-loving, outdoorsy, and flexible

Portage Park, Chicago, IL, 60641

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

1 repeat client

"Avery absolutely adores dogs! He continuously plays with my dog and takes her out for bathroom breaks and/or more exercise. My puppy is always excited to see... (more)"

13. Joyce

Dr. Doolittle for Dogs.

Avondale, Chicago, IL, 60647

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"Joyce took great care of our whole brood. She sent us cute photo updates and loved our animals the same way we would have. She also left the house amazingly ... (more)"

Confirmed Holiday Availability
14. Kelsey

Reliable Dog Lover!

West Town, Chicago , IL, 60622

House Sitting

1 repeat client

"great sitter, Kelsey took great care of my little man when I was gone. (more)"

Confirmed New Years Availability
15. Lindi

Yes, I like Dags.

Logan Square, Chicago, IL, 60647

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

"Lindy was an amazing dog sitter. She did an overnight stay with Molly and was very respectful to my house, and made my dog a very happy little puppy. She lef... (more)"

Confirmed New Years Availability
16. Andrew

Dog buddy!

West Town, Chicago, IL, 60622

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Andrew stayed with my Boxer, Maya, two weekends in a row and both were very last minute requests. He was very accommodating with my always busy schedule and ... (more)"

17. Rebecca

Throw me a freakin' bone here...

Logan Square, Chicago, IL, 60647

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

2 repeat clients

"We were very pleased with Rebecca sitting Hammy at our house! She was punctual and completely trustworthy. She also had a great attitude! We will definite... (more)"

Confirmed Holiday Availability
18. Michael

On a mission to meet all the dogs

Logan Square, chicago, IL, 60647

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"We loved having Michael stay at our home with Cooper! He was so kind, considerate and shared many pics and videos with us while we were away. We felt compl... (more)"

19. Amy

Dog lover looking to help!

Logan Square, Chicago, IL, 60647

House Sitting

9 repeat clients

"Amy was a great sitter. When she came to meet My dog they immediately hit it off. While I was gone she took great care of my pet and home, which is wapwciall... (more)"

20. Andrea

I'm a genuine dog lover!

Logan Square, Chicago, IL, 60647

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

1 repeat client

"Great sitting experience! Andrea watched our pittie Bonnie at our home and sent photos and updates of our Buns regularly while we were away which really put ... (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.