House Sitting in Hermosa, Chicago

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

Confirmed Memorial day Availability
1. Robin

Animal Lover Supreme. Spoil Rotten

Austin, Chicago, IL, 60707

House Sitting, Drop-In Visits, Dog Walking

16 repeat clients

"Robin watched our two dogs overnight and did an amazing job working with their varying needs and personalities. Both of our dogs seemed to bond with her quic... (more)"

2. Lindsay

Trustworthy, reliable pet-sitter

Humboldt Park, Chicago, IL, 60647

House Sitting, Drop-In Visits, Dog Walking

8 repeat clients

"Lindsay did a great job at keeping me updated on my dog and cat while we were away. it was great to know they were in good hands. Lindsay also left our home ... (more)"

3. Arianna

The best care for your best friend!

Montclare, Chicago, IL, 60707

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"Arianna is fantastic! This was the second time she watched Lola, she was so thorough with her notes I feel like I was there with her the whole time. Lola's f... (more)"

4. Sooze

Flexible schedule; Love fetch

Logan Square, Chicago, IL, 60647

House Sitting, Drop-In Visits, Dog Walking

5 repeat clients

"Sooze took care of my dog Ralphie for 5 days while I was on vacation. Being the spoiled pup he is, he's not used to being left alone for more than a couple h... (more)"

5. Morgan

Available 7 Days A Week!!

North Center, Chicago, IL, 60618

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"Morgan stayed with our cat and dog while we went away for the weekend, and we couldn't have left them in better hands. She sent us photo updates, she careful... (more)"

6. Leah

Loving pet care is here!

Irving Park, Chicago, IL, 60618

House Sitting, Drop-In Visits, Dog Walking

11 repeat clients

"Leah is amazing! She takes excellent care of our Finn! He is rescue, a high energy breed with anxiety, and while she took care of him he had health issues. S... (more)"

7. 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)"

Confirmed Memorial day Availability
8. Marketa

I will walk/run with your dog!

Irving Park, Chicago, IL, 60618

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

5 repeat clients

"Marketa watched my dog while I was out of town for the weekend and did an AMAZING job! My dog is pretty shy with new people but Marketa was able to handle he... (more)"

Confirmed Memorial day Availability
9. Jake

Active Bucktown walker & sitter

Logan Square, Chicago, IL, 60647

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Jake was great with our little high-strung min pin. She had so much fun that she cried when he left. He sent many pictures and updates throughout the evenin... (more)"

10. Sydni

Your Dog's Favorite Sitter

Logan Square, Chicago, IL, 60647

House Sitting, Drop-In Visits, Dog Walking

12 repeat clients

"Sydni is literally the best pet sitter ever. She is super professional, prompt, proactive, and every other awesome adjective that starts with P! Our dog an... (more)"

11. Cynthia

Dog & Cat Lover / Maybe Whisperer

Logan Square, Chicago, IL, 60647

House Sitting, Drop-In Visits, Dog Walking

22 repeat clients

"Cynthia was awesome. She took excellent care of my girl and was very attentive to her quirks and needs. When I got back home from my trip, Jinja was tuckered... (more)"

12. Jess

I can bring your dog to work!

Logan Square, Chicago, IL, 60622

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

5 repeat clients

"If you are looking for someone who is going to spend ACTUAL time with your pup while you are away, look no further! As new doggie parents to one hyper corg... (more)"

13. Veronica

Pet Lover with a big heart.

Humboldt Park, Chicago , IL, 60651

House Sitting, Drop-In Visits, Dog Walking

19 repeat clients

"Great with the dogs and very caring. She even washed the sheets and cleaned up the apartment before leaving! I would definitely recommend, and I'm pretty pro... (more)"

14. Laura

Capable, Caring Dog Lover

West Town, Chicago, IL, 60622

House Sitting, Drop-In Visits, Dog Walking

4 repeat clients

"Laura and Aaron were absolutely amazing. They exceeded every expectation. Laura came prepared with questions and was incredibly thorough. She loved our puppi... (more)"

15. Nicholle

Professional Dog Lover!

West Town, Chicago, IL, 60622

House Sitting, Drop-In Visits

4 repeat clients

"Nichole was wonderful, and I would certainly book her again. Not everyone can handle huge dog’s. She did great and was communicative as well. (more)"

16. Amy

Dogs are like family! We love walks

Portage Park, Chicago, IL, 60641

House Sitting, Drop-In Visits, Dog Walking

5 repeat clients

"I have used Amy in the past and she always treats my furbaby like her own...I never have to worry about Porsche and she always sends me the cutest pictures! ... (more)"

17. Tara

Walking companion needed

Avondale, Chicago, IL, 60618

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

1 repeat client

"Tara was our first experience with Rover and she didn't disappoint! She worked with us to schedule a last minute house sitting over the holiday, responding t... (more)"

Confirmed Memorial day Availability
18. Jose

Your dog's favorite sitter

Hermosa, Chicago, IL, 60639

House Sitting, Drop-In Visits

11 repeat clients

"Jose was FANTASTIC! We were in a last minute bind, and our pup needed a little TLC while we were gone on a weekend trip, so we booked house sitting. Jose sen... (more)"

19. Connor

Give your pup a vacation!

Logan Square, Chicago, IL, 60647

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

4 repeat clients

"Connor has always been an animal lover and believes that dogs are important family members. He has a kind, loving heart and dogs are drawn to him wherever he... (more)"

Confirmed Memorial day Availability
20. Dominique

"Home full time, large fenced yard"

Logan Square, Chicago, IL, 60647

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

13 repeat clients

"Absolutely amazing! (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.