House Sitting in Humboldt Park, 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, Drop-In Visits, Dog Walking

5 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. Alicia

Can exhaust most energetic breeds!

West Town, Chicago, IL, 60647

Dog Boarding, House Sitting, Doggy Day Care, Dog Walking

8 repeat clients

"Alicia is a great dog sitter and one of the best we've used after many stays over the course of two years. She arrived right on time and even spent some ex... (more)"

Available this weekend
3. Julia

Empathetic and dedicated pet lover

West Town, Chicago, IL, 60622

House Sitting, Drop-In Visits, Dog Walking

"Julia is a trust worthy loving person! Her goal is to have her own dog in the near future. She has watched my dog many times, and also has a childhood dog th... (more)"

4. Sarafina

Animal lover at your service :)

Near West Side, Chicago, IL, 60607

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

About: Hi there! I'm 22 years old and a senior at UIC, I live in the city as well as the suburbs so I am open to dog sitting in both areas. I'm reliable, ... (more)

5. Jana

Professional Animal Lover

West Town, Chicago, IL, 60647

House Sitting, Drop-In Visits, Dog Walking

17 repeat clients

"Jana was great! She is extremely responsive to communication and sent pictures and updates the whole time. She was very flexible with my dog's sensitive stom... (more)"

6. Sidney

Experienced & Active Dog Enthusiast

Lower West Side, Chicago, IL, 60608

House Sitting, Drop-In Visits, Dog Walking

3 repeat clients

"Sidney was great with our dog! She was able to come last minute and kept him happy! She even came with some treats for him. We will reach out to her again. (more)"

7. Owen

Most of my friends are dogs.

Humboldt Park, Chicago, IL, 60651

House Sitting, Drop-In Visits, Dog Walking

3 repeat clients

"Owen was attentive and supportive of our two old pups, one of which needs special care. He responded quickly to texts and kept us informed. He was responsibl... (more)"

8. Genesis

And God said.. "let there be dogs!"

Logan Square, Chicago, IL, 60647

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"Genesis provided great service watching my golden retriever during a recent work trip. I got lots of updates and photos, and my dog looked like he was having... (more)"

9. Emily

Artist & possible dog whisperer

Logan Square, Chicago, IL, 60647

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"Emily was fantastic. She stayed with my dog Otis for a week while we were on vacation. Otis loved her, got plenty of exercise and play time, and bonded qui... (more)"

10. Ester

Just love dogs :)

West Town, Chicago, IL, 60642

House Sitting, Dog Walking

6 repeat clients

"Ester was a blessing for when we went on our Mexico trip. Friends who were supposed to watch Nico had an emergency and could no longer watch him. Last minu... (more)"

11. Amy

Dog lover looking to help!

Logan Square, Chicago, IL, 60647

House Sitting

10 repeat clients

"Amy has been GREAT!! We have used her three times and our dogs love her. . . so much so that our lab (who is not small, but very needy) climbed on her lap wh... (more)"

12. Sara

Professional Belly Scratcher

Logan Square, Chicago, IL, 60614

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

1 repeat client

"If you're looking for someone to look after your furry friend, as well as your home, I would highly recommend booking House Sitting with Sara. This was my fi... (more)"

13. Jose

Your dog's favorite sitter

Hermosa, Chicago, IL, 60639

House Sitting

3 repeat clients

"Jose was phenomenal with my little Lola! He is so sweet and caring towards any dog type, and really knows his stuff about dogs! He was able to work around a ... (more)"

14. Tessa

Dog lover :)

West Town, Chicago, IL, 60647

House Sitting, Drop-In Visits, Dog Walking

"Tessa was great with our pup. She sent pictures of their walks and gave me updates on how Isa was doing. Our old pup gets nervous being boarded and could use... (more)"

15. Jillian

Reliable,compassionate,experienced.

West Town, Chicago, IL, 60622

House Sitting, Drop-In Visits, Dog Walking

"Jillian is the best - you won't find someone more caring for your pets! Jillian has the most hands-on experience with all types/breeds of pets, and has been ... (more)"

16. Rylee

Downtown Student w/ Flexible Sched!

West Town, Chicago, IL, 60622

House Sitting, Drop-In Visits, Dog Walking

"She's great! (more)"

17. Cynthia

Dog & Cat Lover / Maybe Whisperer

Logan Square, Chicago , IL, 60647

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Cynthia was great! She was responsive, sent daily updates, and took time to get to know both Monty and I at our meet-and-greet. She made me feel comfortable ... (more)"

18. Lindi

Yes, I like Dags.

Logan Square, Chicago, IL, 60647

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

2 repeat clients

"Lindi was amazing with my dog, Marty! She was very attentive and sent me daily updates during my week long vacation. I can trust her in my home and can tell ... (more)"

19. Andrea

I'm a genuine dog lover!

Logan Square, Chicago, IL, 60647

House Sitting, Drop-In Visits, 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)"

20. 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)"

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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.