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Holly H.

5.0 out of 5 stars
8 repeat pet owners
Profile image

Holly H.

5.0 out of 5 stars
8 repeat pet owners
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Lake View, Chicago, IL

Contact for Boarding

from US$25 per night

Highlights

Enhanced background check
13 years of experience
Has a fenced garden
Home full-time
Can administer medication
Special needs experience

Pet care experience

WFH = Flexible walks anytime

I work remotely with availability to walk pups anytime! I’ve owned a couple dogs and have been a dog shelter volunteer for 10 yrs so I have experience with every type. I’d love to help liven up your pups day! 🦴🐕‍🦺

Qualifications

8 repeat pet owners
56% response rate
Usually responds within a few days
80% bookings with photo updates
Sends updates with Rover Cards
13 years of experience
Oral medication administration
Injected medication administration

Ratings and reviews

5.0
stars
23 ratings
Matthew B.
5.0 out of 5 stars
Boarding • 07 Sep 2026

Holly is such a great sitter! So many pictures and she took such great care of my pup! Highly recommend!!

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Clare T.
5.0 out of 5 stars
Boarding • 27 Aug 2026

Holly was great!! She was super communicative and took wonderful care of our Buddy. We will definitely be booking with Holly again!

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Andrew S.
5.0 out of 5 stars
Boarding • 17 Aug 2026

So happy we booked with Holly. She took great care of Romeo and was easy to communicate with.

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Boarding • 17 Aug 2026

Holly H. cancelled a booking 3 days before it was scheduled to begin.

Mallory G.
5.0 out of 5 stars
Boarding • 06 Aug 2026

Holly is so sweet and took incredible care of my dog Finley! She even went out of her way to take him swimming at the dog beach, which is his favorite thing in the world!

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Kelly T.
5.0 out of 5 stars
Boarding • 03 Aug 2026

Holly was amazing and my dog had the best time with her!

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Calendar and availability

Available
Not available
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Schedule

I work remotely with the flexibility to walk dogs anytime throughout the day! My dog is let out every 1 - 2 hours, of which 2-3 are 30+ minutes long.

Where your pet will stay

Home characteristics

Lives in a flat
Has a fenced garden
Non-smoking household
Has 1 dog
No children present
Dogs allowed on bed
Pets allowed on furniture
Toilet breaks every 0-2 hours

Safety, trust & environment

I have a fenced in front and back yard in my apartment. Being a 10 minute walk from the water, I can also walk or bike with dogs by the lake.

Pets

A typical day

Anything from walking, swimming, catch, bike rides, to being carried (if it’s hot or they’re tired!) We can run the whole time or go at a snail’s pace for the slow movers.

Cats
0 to 15 lbs
16 to 40 lbs
41 to 100 lbs
Holly can host up to 2 pets per night
Before a walk, it’s super helpful for me to know: • Any health concerns, medications, or mobility issues (so I can adjust pace or carry if needed). • How your dog reacts to other dogs, people, or animals on walks. • Favorite walking routes, toys, or treats. • Limit or restrictions for treats. This way I can make sure your pup has the safest, happiest walk possible—whether it’s a long adventure or a slower stroll with lots of sniff breaks.
Each sitter joining Rover needs to pass an identity verification. And by booking on Rover, you can get photo & message updates, 24/7 support and reimbursement for eligible vet care.