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Holly H.

Lake View, Chicago, IL

5.0 out of 5 stars
12 reviews
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Services

Holly can host

Cats
0 to 15 lbs
16 to 40 lbs
41 to 100 lbs

Holly can care for

0 to 15 lbs
16 to 40 lbs
41 to 100 lbs

Availability

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.

Available
Not available
SMTWTFS
Boarding Cancellation Policy:

About Holly H.

Communication

4 repeat pet parents
76% response rate
Usually responds within a few hours
70% bookings with photo updates
Sends updates with Rover Cards

Dog skills

13 years of experience
Oral medication administration
Injected medication administration
Senior dog experience
Special needs dog experience
Can provide daily exercise

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.

Home

Lives in an apartment
Has a fenced yard
Non-smoking household
Has 1 dog
No children present
Dogs allowed on bed
Dogs allowed on furniture
Potty breaks every 0-2 hours

Information Holly H. would like to know about your pet

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.

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.

Location

Chicago, IL

Holly H.'s Neighborhood

Pets

WFH = Flexible walks anytime

Pet care experience

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! 🦴🐕‍🦺

Reviews

Xan & Katie W.
Boarding • May 18, 2026
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Would absolutely recommend Holly. She was very communicative and sent lots of pictures of all of their adventures. She took great care of our boy, Bruce!

Vinusha D.
Boarding • May 11, 2026
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Holly was so great with Rani! She sent plenty of pictures that put us at ease, went on plenty of walks and beach visits and Rani absolutely loved her vacation! We would definitely have Holly watch Rani again and highly recommend her!

Colton T.
Boarding • May 10, 2026
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Holly is amazing! She kept my dog very stimulated and treated her like her own. Highly recommend!

Melanie S.
Boarding • May 03, 2026
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Holly is AMAZING!! Kepler had the biggest smile when we went to go pick him up! She did a great job keeping me updated and sending me pictures of all their adventures! I will 100% be rebooking again! Can’t recommend her enough!

About Holly H.

Communication

4 repeat pet parents
76% response rate
Usually responds within a few hours
70% bookings with photo updates
Sends updates with Rover Cards

Dog skills

13 years of experience
Oral medication administration
Injected medication administration
Senior dog experience
Special needs dog experience
Can provide daily exercise

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.

Home

Lives in an apartment
Has a fenced yard
Non-smoking household
Has 1 dog
No children present
Dogs allowed on bed
Dogs allowed on furniture
Potty breaks every 0-2 hours

Information Holly H. would like to know about your pet

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.

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.

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.
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Verified Enhanced Background Check

Holly H.

Lake View, Chicago, IL

5.0 out of 5 stars
12 reviews