Pet Sitting Holler Park

Book a pet sitter to stop by your home a few times a day to feed and play with your pet.

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Holler Park, Find top rated pet sitting

Prices are estimates per visit. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

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Sitter Profile Image: Christa K.
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Christa K.
Star Sitter
from
$15
per visit
5.0 out of 5 stars
8 reviews
3 repeat clients
20 years of experience
Oak Creek, WI, 53154

About: I've loved caring for pets my entire life! My mother was a vet tech who taught me everything I needed to know about caring for animals. I have two senior dachshunds adopted from rescues and have rehabilitated them to be sweet socialized canine citizens. I love dogs and cats of all shapes and sizes. I work a hybrid office job which gives me some flexibility for assisting with your pets! I can walk or visit with your pets in the evenings on weekdays, or anytime on weekends. Your pet will receive care according to their unique needs while I'm visiting with them. Play, feeding, affection, or exercise defined by what you would want to be doing for them yourself.

Sitter Profile Image: Cindi W.
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Cindi W.
from
$17
per visit
5.0 out of 5 stars
2 reviews
10 years of experience
Franklin, WI, 53132

Cindi took great care of my two cats although they stayed well hidden! Very responsible and great communication. It was a one time drop in visit. I already have her booked for future dates.

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Fran S.
Sitter Profile Image: Alissa A.
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Alissa A.
from
$22
per visit
5.0 out of 5 stars
11 reviews
2 repeat clients
20 years of experience
Greenfield, WI, 53221

Was able to accommodate a last-minute booking due to unexpected surgery and was super-accommodating over the weekend hospital stay updates. The pups looked super happy in every pic! Thanks so much.

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Dave B.
Sitter Profile Image: Anna S.
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Anna S.
Star Sitter
from
$17
per visit
5.0 out of 5 stars
11 reviews
2 repeat clients
5 years of experience
Oak creek, WI, 53154

Anna is the best and took great care of my dog, Sammy! Sammy loves her very much and looks so happy in all his photos!

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Andy P.
Sitter Profile Image: Angela R.
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Angela R.
Star Sitter
from
$18
per visit
5.0 out of 5 stars
114 reviews
29 repeat clients
30 years of experience
Bay View, Milwaukee, WI, 53207

Angie was great with my little gal, Siggy! Even though she is pretty shy, Angie was patient and gave her plenty of snuggles and love. She was super responsive the whole time, and you can tell she's a genuine animal lover. New go to cat sitter :)

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Corissa G.
Sitter Profile Image: Cory S.
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Cory S.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
175 reviews
41 repeat clients
13 years of experience
South Milwaukee, WI, 53172

Cory communicated with us frequently - Pictures sent each day, anything out of the ordinary was an immediate conversation to us, and he even took our trash out and set out our Halloween candy for us!

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Sasha B.
Sitter Profile Image: Brianna B.
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Brianna B.
from
$23
per visit
5.0 out of 5 stars
13 reviews
1 repeat client
10 years of experience
Wilson Park, Milwaukee, WI, 53221

About: Hi! My name is Brianna, and I've been caring for dogs and other pets for over 20 years, including more than 10 years of professional experience. I started out pet sitting and dog walking for neighborhood families when I was 13 years old, and I've been passionate about animals ever since. I later worked at a local animal hospital, where I gained experience feeding, walking, cleaning, and caring for pets of all ages, sizes, and personalities. I've worked with everything from energetic puppies to senior pets, as well as dogs who are shy, anxious, or need a little extra patience and understanding. Animals have always been a huge part of my life, and one of my favorite things about pet sitting is getting to know each pet as an individual. Every animal has their own personality, routine, and quirks, and I genuinely enjoy building trust with them and helping them feel safe, comfortable, and loved while you're away. I know how important it is to trust someone with your pets, and I don't take that responsibility lightly. Whether your pet loves long walks, playtime, cuddles on the couch, or simply sticking to their normal routine, my goal is to make sure they feel happy, secure, and well cared for while you're away. I look forward to meeting you and your furry family members :) As of June 2026, I work full-time Monday through Friday during regular business hours. Because of this, I may not be available for midday potty breaks during weekday house-sitting stays. Pets who are comfortable being alone during a typical workday are generally the best fit for my current schedule. I may also be a little slower to respond to messages during work hours, but I always get back to clients as soon as I'm able and make communication a priority. I currently provide care in my clients' homes, where pets are most comfortable in their familiar environment. Every pet is different, so I take the time to learn their individual needs and follow the owner's instructions carefully. I treat every home with respect and every pet as if they were my own, making sure they feel safe, comfortable, and well cared for while you're away.

Sitter Profile Image: Courtney B.
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Courtney B.
Star Sitter
from
$18
per visit
5.0 out of 5 stars
80 reviews
12 repeat clients
38 years of experience
St Francis, WI, 53235

Courtney is wonderful! She has helped me out in a pinch a couple of times now and is so wonderful with my senior dog, Miley! I highly recommend her.

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Robin F.
Sitter Profile Image: Courtney W.
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Courtney W.
from
$20
per visit
5.0 out of 5 stars
36 reviews
18 repeat clients
10 years of experience
Morgandale, Milwaukee, WI, 53221

Courtney took wonderful care of our cat while we were on vacation. It was the first time we’d left Percy for so long so I had been a little nervous, but after meeting Courtney and seeing how much she loves animals I was sure he would be happy and safe. She kept in great communication with us, sending lots of photos and videos. She and Percy were best friends in no time! I wouldn’t hesitate to recommend her to anyone looking for care for their pet ☺️

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Emma H.
Sitter Profile Image: Lauren F.
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Lauren F.
Star Sitter
from
$15
per visit
5.0 out of 5 stars
14 reviews
5 repeat clients
16 years of experience
Oak Creek, WI, 53154

Lauren was absolutely amazing. She was adaptive to our animals. This was my first rover experience and I wouldn’t think twice of using the service again; hoping for Lauren. She was amazing, responsive and professional!

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Sarah B.
Sitter Profile Image: Stephanie R.
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Stephanie R.
from
$20
per visit
5.0 out of 5 stars
196 reviews
36 repeat clients
4 years of experience
South Milwaukee, WI, 53172

Stephanie thank you so much!! You do such an amazing job- I love how comfortable Nancy is with you!! You are attentive to Nancy’s needs and have learned her routine! We look forward to booking you for all our future trips!!

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Mashael S.
Sitter Profile Image: Marilia D.
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Marilia D.
from
$25
per visit
5.0 out of 5 stars
83 reviews
26 repeat clients
15 years of experience
Wilson Park, Milwaukee, WI, 53221

The perfect cat sitter. Couldn't have done a better job, with good communication and photos throughout the visits. Five star sitter. Nice and friendly too. I'll be booking again

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Scott W.
Sitter Profile Image: Devon W.
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Devon W.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
142 reviews
53 repeat clients
20 years of experience
Fernwood, Milwaukee, WI, 53207

Devon did a wonderful job of taking care of our dog Frankie during her drop in visits while we were away. Great & prompt communication including great photos and notes from her visit. Highly recommend.

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Patti K.
Sitter Profile Image: Michele M.
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Michele M.
from
$22
per visit
5.0 out of 5 stars
40 reviews
15 repeat clients
21 years of experience
Greenfield, WI, 53221

Michele did an AMAZING JOB, she took care of my dogs at the last minute while I underwent a minor emergency procedure at the hospital. She fed them, played with them and took them out 3 times a day. I am so appreciative of her help and look forward to rebooking her, I definitely recommend her!

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Karla B.
Sitter Profile Image: Alyssa S.
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Alyssa S.
from
$15
per visit
5.0 out of 5 stars
8 reviews
4 repeat clients
4 years of experience
Franklin, WI, 53132

Alyssa was great! Did exactly what I asked her to do during her drop-in visits with my cat. I definitely recommend her!

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Mary S.
Sitter Profile Image: Julia R.
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Julia R.
from
$23
per visit
5.0 out of 5 stars
22 reviews
7 repeat clients
2 years of experience
Cudahy, WI, 53110

Julia has been SUCH a huge help to me with my dog Payton. She’s very responsive, reliable, kind, sends the cutest pics while I’m away at work and takes amazing care of P. I would recommend her for any service you may need :)

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Katie S.
Sitter Profile Image: Lucia H.
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Lucia H.
from
$25
per visit
5.0 out of 5 stars
5 reviews
4 years of experience
Milwaukee, WI, 53207

About: I have 3 cats & a dog who I treat as if they were my biological children. One of my cats & my dog are medically “blessed,” so I have experience giving meds & sticking to dietary restrictions. They are also anxious creatures, so I’m more than experienced in the world of patience. I foster for a cat rescue who saves stray cats & have experience with getting cats/kittens to trust me. I work full-time but am available weekday evenings for drop-ins & walks. I am available for boarding & house-sitting on weekends or over holidays. My weekends are flexible, so I can also accommodate medication schedules easily With a fenced in yard, dogs can enjoy time outdoors safely. I live in a quiet neighborhood that allows for nice walks. My dog & cats are very laidback. For other dogs, after a proper introduction, my dog loves playing with other dogs & is cat savvy. Since I foster, I also have a separate room where I could keep any cat guests.

Sitter Profile Image: Taylor H.
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Taylor H.
from
$20
per visit
5.0 out of 5 stars
7 reviews
3 repeat clients
11 years of experience
Fernwood, Milwaukee, WI, 53207

Taylor was great to work with. He was punctual and took time to love on my baby and make sure she was doing good. They played with her favorite toys and cuddled a bit. I knew that my kitty was in great hands with Taylor and I trust him like family with my babies.

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TAYLOR P.
Sitter Profile Image: Elaine P.
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Elaine P.
from
$17
per visit
5.0 out of 5 stars
35 reviews
6 repeat clients
25 years of experience
Town Of Lake, Milwaukee, WI, 53207

Elaine did a wonderful job caring for our pets. Our cat has a lot of extra needs and she was very patient with him. She even spent extra time snuggling with him while we were away. We came home to a clean house and well-cared for animals. We'd definitely recommend!

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Elisa P.
Sitter Profile Image: Hannah K.
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Hannah K.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
571 reviews
235 repeat clients
20 years of experience
Cudahy, WI, 53110

Hannah did a great job taking care of our pugs, and they clearly loved her company. Would recommend her services to anyone, and look forward to working with her again in the future.

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Jonathan G.
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The median cost per visit for pet sitting in Holler Park is $20

Pet parents share their Rover experiences - Holler Park

1 / 1
5.0 out of 5 stars

Heather is always so attentive and communicative! Im grateful she was available again. The kitties seem comfortable with her and I feel at ease knowing shes there to check in on them.

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Brianna C.
Drop-In Visits
5.0 out of 5 stars

Great sitter! Very attuned to both me and my dogs needs, asks thoughtful questions, and goes above and beyond. Will definitely hire again.

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Shawn M.
Drop-In Visits
5.0 out of 5 stars

Cindi took great care of my two cats although they stayed well hidden! Very responsible and great communication. It was a one time drop in visit. I already have her booked for future dates.

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Fran S.
Drop-In Visits
5.0 out of 5 stars

Cory was wonderful with my dogs! One of them is quite shy, especially around men, but she seemed comfortable with him. He was flexible and provided good updates. Would rebook and recommend.

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Kaitlyn B.
Drop-In Visits
5.0 out of 5 stars

Dev went above and beyond to ensure that our entire house (and especially our kitties) were well cared for in our absence.

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John L.
Drop-In Visits
5.0 out of 5 stars

I couldn’t be happier with the care my cats received. Courtney was reliable, caring, and kept me updated, giving me complete peace of mind while I was away—I would absolutely recommend Courtney to anyone looking for an exceptional pet sitter.

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Sandra Z.
Drop-In Visits
5.0 out of 5 stars

Amazing as always. She takes good care of my cats and always sends cute pics. She has no problem doing a bit weird instructions for my cat that has severe allergies.

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Jennifer S.
Drop-In Visits
5.0 out of 5 stars

Elba was amazing. We have 2 cats who both need medication, and one is a little spitfire. She was reliable and managed to give the cats their meds twice a day as we asked! Her pictures were wonderful too.

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Tasha A.
Drop-In Visits
5.0 out of 5 stars

Emma is the best! There’s honestly only positive things I could say, she is so easy to communicate with and the genuine care for my dog she has is obvious! Ive felt comfortable leaving her in the hands of my dog and home every time she’s come over which in my opinion is the biggest complement! Me and Journey are so glad to have you there when I can’t be, see you soon and thank you always Emma!!

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Hope B.
Drop-In Visits
5.0 out of 5 stars

Julia has been helping me transition my new 5 month lab/boxer puppy to his new home with her drop in visits. She’s very eager to help practice basic commands, crate train, and get my pup comfortable walking around his new neighborhood. Julia asks great questions, communicates quickly, is flexible, and made me feel comfortable leaving my pup for the first time!

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Hailey C.
Drop-In Visits
5.0 out of 5 stars

Hailey went above and beyond to ensure my dog, Sam, had a walk with her. When I provided the wrong lockbox code thanks to a typo, she used all of her resources to ensure she could still complete the visit. This was extra work for Hailey that she should not have had to do, but she figured it out while I was tied up at work, and sent a detailed report with many photos of my dog. Hailey is highly competent and independent and clearly knows how to solve a problem should one arise while your pet is in her care. I will absolutely be working with her again. Great first Rover experience!

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Elise S.
Drop-In Visits
5.0 out of 5 stars

Michele was great with Pekoe. His photos showed my stranger-averae parrot to be calm and happy. She did a great job respecting his space and personality while keeping his bedtime routine intact. I've already booked her for my next 2 trips. 🙂

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Angela B.
Drop-In Visits
5.0 out of 5 stars

Lauren was great at watching and playing with my corgi. She did a great job keeping me updated and asked any questions that was concerning. She showed respect and care for my dog. I’d book her again for any future occasions.

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Gareth H.
Drop-In Visits
5.0 out of 5 stars

Thank you so much for checking on Missy for me. I should be home tomorrow and felt so much better knowing you were there to check on her! Merry Christmas and Happy New Year!

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Dennis B.
Drop-In Visits
5.0 out of 5 stars

My extremely anxious dog has already warmed up to Taylor after only three visits! We really appreciate his help during our busy work weeks.

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KT V.
Drop-In Visits
5.0 out of 5 stars

My first time using sara to watch my cats, over the thanksgiving week, with no problems. She was very sweet towards them, and did an excellent job, taking care of them. I could not have asked for a nicer person to look after them. I would use her again anytime, and know that I have nothing to worry about. Thank you again, adam !!

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Adam J.
Drop-In Visits
5.0 out of 5 stars

We book Kim every year and she has done a great job every time taking care of our special needs cat. I highly recommend her!

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Terese M.
Drop-In Visits
5.0 out of 5 stars

Jessica was a fantastic sitter for my two cats! She always provided detailed updates and lots of photos. She made my cats feel comfortable and well taken care of. Would definitely recommend to anyone looking for a sitter!

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Abbie V.
Drop-In Visits
5.0 out of 5 stars

Madeline was great, our girl loved her! Madeline was really flexible and came through for us with last minute plans, which made it possible to keep our anxious pupper at home.

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Laura R.
Drop-In Visits
5.0 out of 5 stars

Sawyer was excellent. He communicated with us very well. He did more than he needed to. He really seemed to want to do what was best for the animals, especially our dog who can be a handful.

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Julie C.
Drop-In Visits
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