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josh h.

5.0 out of 5 stars
10 repeat clients
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josh h.

5.0 out of 5 stars
10 repeat clients

Contact for Drop-In Visits

from $30 per visit

Highlights

josh has Star Sitter status!
Enhanced background check
30 years of experience
Can administer medication
Special needs experience
Senior dog experience

Pet care experience

Sit happens - I’ve got it covered.

- Their routine, with extra love - I’ve always had a dog, going back to childhood, and was a key part of training and care, which became solely me in adulthood. I have patience for puppies and gentleness for seniors. Walks, playtime, and feeding bring me as much joy as them. I can assist with training and administering medication, and anything else needed as well. Going above and beyond comes naturally for me. My approach is simple: I learn your pet rather than expect them to adapt to me. I follow their routines, pay attention to their body language and boundaries, and give them the kind of attention they enjoy. Animals connect with me, and I with them - something I’ve experienced again and again and am confident promising you. I’m comfortable with seniors and special-needs pets, and I’ll keep you updated while you’re away. Mostly, I genuinely enjoy this - walks, playtime, couch company, silly conversations, and belly and butt rubs are all part of this great job.

Cat care experience

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Purrs, playtime, and personal space

josh also cares for cats. Learn about their cat-specific care experience.

Qualifications

10 repeat pet parents
100% response rate
Usually responds in under half an hour
100% bookings with photo updates
Sends updates with Rover Cards
30 years of experience
Oral medication administration
Injected medication administration

Pets

Safety, trust & environment

When I’m staying in someone’s home, I treat it with the same care and respect I give their pets. I keep things clean and secure, follow household instructions, and aim to leave everything the way I found it.

Ratings and reviews

5.0
stars
29 ratings
Isabella B.
5.0 out of 5 stars
House Sitting • Jul 20, 2026

Josh is the BEST. He took care of our two energetic dogs, a 3yo golden retriever and 2yo husky, for a week at our house. He sent regular updates that completely put us at ease and very often made us smile. It was clear from the pictures and the dogs’ demeanors when we got home that they were extremely well taken care of… loved on and exercised. Josh also must have cleaned the house, which is very thoughtful and made coming home after travels all the better. He’s awesome! Book him!

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Jessica B.
5.0 out of 5 stars
House Sitting • Jun 23, 2026

Josh was AMAZING. Our dogsitter cancelled on us with a few days notice of our trip and he came to do a meet and greet the next day and helped us out by staying over a holiday weekend. I am so grateful to him for taking amazing care of our Max. Max is an anxious boy but he seemed calm and happy when we got back.

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Ellery O.
5.0 out of 5 stars
Dog Walking • May 28, 2026

Josh took such great care of the girls! They had a great time walking with Josh!

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Molly G.
5.0 out of 5 stars
Dog Walking • May 21, 2026

Josh is so great with my dogs. They have very different needs that he is able to accommodate. They both get excited when they see him and come back happy every time.

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Molly G.
5.0 out of 5 stars
Dog Walking • May 14, 2026

I have two dogs with very different personality and needs; Josh did a great job accommodating that. My dogs always come back happy and satisfied after a walk with him.

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Molly G.
5.0 out of 5 stars
Dog Walking • May 06, 2026

Friendly and fun, did great the first time meeting my pups.

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Calendar and availability

Available
Not available
SMTWTFS
Available
Not available
SMTWTFS
SMTWTFS

Schedule

I’ve had my cat, Little Panther, for 12 years now, since before she was full-grown. She’s pictured there with my dog, OK, who’s no longer with us thanks to Father Time. My schedule outside of pet care is very flexible. I provide walks, drop-ins and house sitting throughout Chicago and know the city and its neighborhoods very well.

Cats
0 to 15 lbs
16 to 40 lbs
41 to 100 lbs
over 101 lbs
josh can host up to 4 drop-ins per day
Please let me know any routine nuances ahead of time. I want to make my time with them as seamless as possible. Then we’ll have fun!
Each sitter joining Rover needs to pass a background check. And by booking on Rover, you can get photo & message updates, 24/7 support, and reimbursement for eligible vet care.