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Cindy H.

Martin Drive, Milwaukee, WI

5.0 out of 5 stars
55 reviews
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Services

Cindy can host

0 to 15 lbs
16 to 40 lbs
41 to 100 lbs
Dogs over 1 year old
Spayed and neutered dogs only
No females in heat
Takes only 1 client at a time

Cindy can care for

Cats
0 to 15 lbs
16 to 40 lbs
41 to 100 lbs
Dogs over 1 year old

Availability

March, 2024 “Cindy was wonderful! We lucked out that she was available to care for our dog, Percy, when we were going out-of-town. She is obviously a total animal person, and has a very kind energy about her. Cindy stayed at our home for a week and we were kept up-to-date with texts and photos of Percy daily. When we returned home, Percy was his usual self—calm and happy!—a sure sign that he got a ton of love and human attention while we were away. We will certainly be hiring Cindy to dogsit again, and highly recommend her to anyone looking for a kind, responsible person to care for their pet.” -Annette J. Eastside Milwaukee, WI

Available
Not available
SMTWTFS
House Sitting Cancellation Policy:

About Cindy H.

Communication

15 repeat pet parents
100% response rate
Usually responds in under half an hour
70% bookings with photo updates

Dog skills

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

Safety, trust & environment

April 2024 “I cannot recommend Cindy highly enough to care for your fur babies! My Zeus (70lb Husky) absolutely adores her and gets so excited for her visits. Cindy is incredibly thorough and reliable. I never have to worry about anything when Cindy is on duty. Thank you for always taking the best care of my family!” -Crystal F. Wauwatosa, WI About me: Hi, I’m Cindy—the kind of sitter who moves in like a trusted friend so your dog can relax at home while you’re away. I live in your home during bookings so your dog can stay in their own safe space and routine, surrounded by their favorite smells (yes, even that one bed they’ve “decorated” with fur). I have a soft spot for anxious dogs, pups with separation anxiety, and dogs who need extra care or medication. I’m in your home full‑time during stays (only stepping out for a few hours as needed), and I truly treat your dog and your home as if they were my own. What I Offer Your Dog & Home • Overnight, in‑home care so your dog doesn’t have to leave their comfort zone • Gentle, patient support for anxious, shy, or sensitive dogs • Experience with separation anxiety and dogs needing medication or special routines • Lots of communication and photo updates, so you don’t have to guess how they’re doing • Flexibility if your travel plans change or are delayed—I stay until you’re home safely • Thoughtful home care: bring in mail and packages, take trash/recycling out, water plants, and keep things feeling comfortably “lived‑in,” not “abandoned vacation house”

Home

Lives in an apartment
Has an unfenced yard
Non-smoking household
Has 2 dogs, 1 cat
No children present
Dogs allowed on bed
Dogs allowed on furniture
Potty breaks every 2-4 hours

Information Cindy H. would like to know about your pet

What are the dog's command words? Does he/she have commands? On a scale of 1-10, how obedient are they? Do they jump up on people? Are they leash trained? Reaction to people in general-does he/she like people/strangers? Reaction around other animals, dogs, cats, squirrels? Reaction around loud noises, children running or playing or approaching? Do they bite if afraid? Can the dog be trusted around other animals if brought to the house? Is the dog house broken? Does the dog have an special tricks, traits, needs that I need to be aware? On a scale of 1-10, how energetic is your dog?

A typical day

First off, I'll do or not do whatever the owner asks me to do! I live near walking paths and Hart Park-great areas for dog walking and smelling. My neighborhood offers a lot of diverse geography-hills, creek, flat. It's a dog loving area.

Location

Milwaukee, WI

Cindy H.'s Neighborhood

Pets

Reincarnated dog whisperer here!

Pet care experience

April 2025 regarding June 2025 reservation “Cindy, I would like to share how much we appreciated your understand and flexibility as we were trying to arrange a sitter for our Yorkie. It was so nice to work with someone that realizes live sometimes takes unexpected turns. We are so sorry it did not work out for us to have you sit our dog. We will definitely reach out to you in the future. Thank you again for being so accommodating of our situation.” -Rachael and Coco had to cancel June 2025 reservation Milwaukee, Wisconsin

Reviews

Jaclyn A.
Drop-In Visits • Jun 30, 2026
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Cindy dropped in to meet our newest addition. She is kind and patient with our hyper puppy!

House Sitting • Jun 03, 2026

Cindy H. cancelled a booking 2 days before it was scheduled to begin.

Susan P.
House Sitting • May 13, 2026
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She was great! Turk is a Sr dog on meds and she handled it all. Will use her again

Mark M.
House Sitting • May 05, 2026
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Cindy took care of our dog Frankie and our house and is hands down the best Rover experience we have ever had!!! After our meet and greet we knew Frankie and our house were being left in good hands. We returned home without having anything to worry about thanks to Cindy! She is booked for our next trip! She is absolutely wonderful!

About Cindy H.

Communication

15 repeat pet parents
100% response rate
Usually responds in under half an hour
70% bookings with photo updates

Dog skills

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

Safety, trust & environment

April 2024 “I cannot recommend Cindy highly enough to care for your fur babies! My Zeus (70lb Husky) absolutely adores her and gets so excited for her visits. Cindy is incredibly thorough and reliable. I never have to worry about anything when Cindy is on duty. Thank you for always taking the best care of my family!” -Crystal F. Wauwatosa, WI About me: Hi, I’m Cindy—the kind of sitter who moves in like a trusted friend so your dog can relax at home while you’re away. I live in your home during bookings so your dog can stay in their own safe space and routine, surrounded by their favorite smells (yes, even that one bed they’ve “decorated” with fur). I have a soft spot for anxious dogs, pups with separation anxiety, and dogs who need extra care or medication. I’m in your home full‑time during stays (only stepping out for a few hours as needed), and I truly treat your dog and your home as if they were my own. What I Offer Your Dog & Home • Overnight, in‑home care so your dog doesn’t have to leave their comfort zone • Gentle, patient support for anxious, shy, or sensitive dogs • Experience with separation anxiety and dogs needing medication or special routines • Lots of communication and photo updates, so you don’t have to guess how they’re doing • Flexibility if your travel plans change or are delayed—I stay until you’re home safely • Thoughtful home care: bring in mail and packages, take trash/recycling out, water plants, and keep things feeling comfortably “lived‑in,” not “abandoned vacation house”

Home

Lives in an apartment
Has an unfenced yard
Non-smoking household
Has 2 dogs, 1 cat
No children present
Dogs allowed on bed
Dogs allowed on furniture
Potty breaks every 2-4 hours

Information Cindy H. would like to know about your pet

What are the dog's command words? Does he/she have commands? On a scale of 1-10, how obedient are they? Do they jump up on people? Are they leash trained? Reaction to people in general-does he/she like people/strangers? Reaction around other animals, dogs, cats, squirrels? Reaction around loud noises, children running or playing or approaching? Do they bite if afraid? Can the dog be trusted around other animals if brought to the house? Is the dog house broken? Does the dog have an special tricks, traits, needs that I need to be aware? On a scale of 1-10, how energetic is your dog?

A typical day

First off, I'll do or not do whatever the owner asks me to do! I live near walking paths and Hart Park-great areas for dog walking and smelling. My neighborhood offers a lot of diverse geography-hills, creek, flat. It's a dog loving area.

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
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Verified Enhanced Background Check

Cindy H.

Martin Drive, Milwaukee, WI

5.0 out of 5 stars
55 reviews