House Sitting in Hermosa, 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. Robin

Animal Lover Supreme. Spoil Rotten

Austin, Chicago, IL, 60707

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

"Robin did an amazing job with my crew of pets. We have a puppy mill rescue who is terrified of everything, yet Robin won him over. We received multiple upd... (more)"

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2. Melanie

Looking for pups to love on!

Uptown, Chicago, IL, 60640

House Sitting, Drop-In Visits, Dog Walking

"Melanie was absolutely wonderful with our pup Sundae. She came out to meet her and see our home. I felt I could trust her with my fur baby instantly. Great ... (more)"

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3. Alyssa

Fetch & long walks to the dog park!

Logan Square, Chicago, IL, 60647

House Sitting, Drop-In Visits, Dog Walking

"I knew Alyssa was going to be a good fit for us the minute she arrived. She was so nice to come for an initial visit to meet Archie and make sure we were all... (more)"

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4. Morgan

Available 7 Days A Week!!

North Center, Chicago, IL, 60618

House Sitting, Drop-In Visits, Dog Walking

"Morgan was wonderful with our energetic dog during a weekend stay. We can home to a happy doggy and a well-respected home. We got lots of updates while we we... (more)"

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5. Cynthia

Dog & Cat Lover / Maybe Whisperer

Logan Square, Chicago, IL, 60647

House Sitting, Drop-In Visits, Dog Walking

"We love Cynthia!!! She is Dolly’s favorite and always send me pics of snuggles. She’s been so flexible with my new work schedule. I’m not sure what I would d... (more)"

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6. Jess

I can bring your dog to work!

Logan Square, Chicago, IL, 60622

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

"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)"

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7. Angela

Dog-Lover Med Student w/Yard & Love

Logan Square, Chicago, IL, 60647

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

"Angela did a great job with our little ones. It was wonderful to keep them at home to minimize change, especially since we have an older pup. I loved the pho... (more)"

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8. Veronica

Pet Lover with a big heart.

Humboldt Park, Chicago, IL, 60651

House Sitting, Drop-In Visits, Dog Walking

"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)"

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9. Jake

Active Bucktown walker & sitter

Logan Square, Chicago, IL, 60647

House Sitting, Drop-In Visits, Dog Walking

"Jakes has stayed with our dogs now three times, and he's been a wonderful find. He did a chemistry check and they immediately felt at ease with him (and my d... (more)"

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10. Jose

Your dog's favorite sitter

Hermosa, Chicago, IL, 60639

House Sitting, Drop-In Visits

"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)"

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11. Rachel

Dog-lover who works from home!

Logan Square, Chicago, IL, 60647

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

"Rachel loves dogs and they "sense it" and respond to her. She is energetic and dogs love that about her too. She is playful just like them and yet she knows... (more)"

12. Tara

Walking companion needed

Avondale, Chicago, IL, 60618

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

"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)"

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13. Kaija

Will walk, run, and treat train!

Avondale, Chicago, IL, 60618

House Sitting, Drop-In Visits, Dog Walking

"My dog adored Kaija from moment one. She was communicative, sent great photos & videos, and also took great care of my home while I was away. (more)"

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14. Agustina

don't worry, pee happy

Avondale, chicago, IL, 60618

House Sitting, Drop-In Visits, Dog Walking

"Agustina was amazing! She treated my dogs with love & care. She made me feel at ease, I’m normally apprehensive to leave my fur babies with new people but I ... (more)"

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15. Megan

Caring, Compassionate Animal Lover

Logan Square, Chicago, IL, 60647

House Sitting, Drop-In Visits, Dog Walking

"Megan is a very nice women who absolutely loves animals. Every interaction with Sheba includes a smile and Sheba wagging her tail! We are looking forward to ... (more)"

Confirmed availability
4th of July
16. Veronica

Animal lover

Belmont Cragin, Chicago, IL, 60639

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

"Veronica is awsome pet sitter. She took care of my 3 year old pitbull while I was out of town. She is a loving dog caregiver because right of the bat she sh... (more)"

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17. Celeste

Dogs and I go way back!

Avondale, Chicago, IL, 60618

House Sitting, Drop-In Visits, Dog Walking

"Celeste was great! She stayed at our house and dog sat for our pup, she was very responsive and even took Ralphie out for a run and sent a cute pic. Great e... (more)"

18. Amy

Dog lover looking to help!

Logan Square, Chicago, IL, 60647

House Sitting

"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)"

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19. Joshua

College By Day,Walker by Night

Belmont Cragin, Chicago, IL, 60641

House Sitting, Drop-In Visits, Dog Walking

About: Ever since I was 10 I have been around animals. I grew loving dogs and cats alike! I’ve been told I can be a real animal person. I grew up around b... (more)

Confirmed availability
4th of July
20. Jailene

I'll care and play with your dog <3

Belmont Cragin, Chicago, IL, 60639

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

"Jailene is a great person. She is amazing with dogs. Loves to be with them and care for them. She has a true genuine love for animals. She would be an amazin... (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 reviews from pet owners who have used Rover.

All stays booked on Rover receive our Rover guarantee, 24/7 support, and our reservation protection.

How it works

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1) Browse Sitters

We make it easy to find affordable & reliable sitters near you.

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2) Contact Sitters

Chat about your dog and your specific needs. Even meet in person before booking if you really want to.

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3) Book & pay

Our platform makes it easy and secure. No cash necessary.

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4) Enjoy your trip

Drop off your dog without feeling guilty. Relax with regular photo updates from your sitter.