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

Courtney is awesome!!! My beagle looks forward to her morning with her and they have a great time together!! Initially started with coverage during a hospital stay and turned into a regular routine!! Thank you so much Courtney!

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Jeremy W.
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 is a wonder. We have five of our own dogs right now, plus three fosters, and she handled them all with grace and ease. It is also a tricky situation because they don't all get along and have to be let out in groups, so that was a worry I had, but it worked out very well! I highly recommend Michele to watch your furry herd (or single furry friend). Thanks, Michele!

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Cam H.
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 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.
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: Christa K.
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Christa K.
from
$15
per visit
5.0 out of 5 stars
6 reviews
1 repeat client
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: 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

Marilia was communicative and accommodating for a last minute drop in request. She was on time, took plenty of photos and followed instructions perfectly. I knew my pup was in great hands and will absolutely book again!

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Kelsey H.
Sitter Profile Image: Brianna B.
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Brianna B.
from
$23
per visit
5.0 out of 5 stars
11 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: Berenice B.
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Berenice B.
Star Sitter
from
$20
per visit
4.9 out of 5 stars
270 reviews
111 repeat clients
15 years of experience
Bay View, Milwaukee, WI, 53207

Berenice was consistent and kept my cats from guessing at what time they will eat and get some cuddles. I appreciate this because they do not like change. She communicated via Rover only which was a bit hard because of where we were so next time I will insist on getting texts instead if possible. She was also very responsive when I asked her to do something.

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Vanessa N.
Sitter Profile Image: Sean T.
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Sean T.
from
$13
per visit
15 years of experience
Oak Creek, WI, 53154

About: I have been taking care of dogs almost my whole life. Whether it was my family dog or checking in on others dogs while their family went on vacation. I do work full time M-F 7:30am till 6pm at night. I am typically free on the weekends outside of schooling which is only a couple hours a day. By caring for pets in my clients home, I first take them outside to do their business right away and stretch their legs. I always make sure there is water in their bowl and food as explained by my client. If taking on walks I try to stay local unless the family has a preferred route the dog likes.

Sitter Profile Image: Cory S.
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Cory S.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
174 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: Jamie A.
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Jamie A.
from
$13
per visit
6 years of experience
Saint Francis, WI, 53235

About: Hi! My name is Jamie and I have been a dog mom for 6 years, but a pet lover for my whole life. I personally know how difficult it can be to leave your pets alone and I want to give people peace of mind that their best friends are loved and cared for while they are away. I am available for dog walking, drop-in visits, and house sitting. I love to take my own dogs for walks and adventures around the neighborhood. I also enjoy playing catch with them and cuddling at the end of the day. I have experience taking care of large and small dogs, as well as high energy and low-maintenance dogs. I look forward to giving your animals the care and attention they deserve!

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

Devon was great. We have a rather high maintenance cat because she is very shy with new people and Devon did everything possible to accommodate her. Our cats were well cared for in our absence.

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

Hannah did an amazing job taking care of our fur babies!! She checked in at the beginning and end of every visit. She sent at least 4 pictures with every visit. We really missed our babies while away but getting to see their smiling faces made it better! Hannah connected so well with our dog and cat! We were amazed that the number of pictures of our cat she was able to get! She must be a cat whisperer! He is usually shy but adored Hannah! She also sent pictures of our dog in different outfits! Our dog finds t shirts comforting and loves to play dress up! We felt super confident with Hannah and can’t wait to book her again!!!

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Lauren D.
Sitter Profile Image: Angela R.
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Angela R.
Star Sitter
from
$18
per visit
5.0 out of 5 stars
109 reviews
27 repeat clients
30 years of experience
Milwaukee, WI, 53207

We dont typically leave our cats for more than a few days/nights so i was anxious about leaving them for a full two weeks but i felt so comfortable knowing Angela was taking care of them! I came back to happy and healthy cats. couldn’t have asked for more :)

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Rachael B.
Sitter Profile Image: Courtney W.
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Courtney W.
from
$20
per visit
5.0 out of 5 stars
34 reviews
17 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
12 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: Taylor H.
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Taylor H.
from
$20
per visit
5.0 out of 5 stars
6 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: Kim S.
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Kim S.
from
$25
per visit
5.0 out of 5 stars
50 reviews
17 repeat clients
10 years of experience
Town Of Lake, Milwaukee, WI, 53207

Kim was fantastic. Our cat is known to hide from strangers and previous cat sitters have gone a whole week without finding her but Kim looked for her everyday. We received pictures of our cat everyday and by day three Kim was able to pet her and feed her treats by hand, a huge thing with our cat!!!! We would definitely use Kim again.

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Christi G.
Sitter Profile Image: Anna S.
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Anna S.
from
$15
per visit
5.0 out of 5 stars
6 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: Kelsey F.
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Kelsey F.
from
$15
per visit
5.0 out of 5 stars
11 reviews
4 repeat clients
15 years of experience
Cudahy, WI, 53110

We could not more highly recommend Kelsey. She’s incredibly kind and trustworthy. She went above and beyond to take care of our dog, Basil, while we were away without us ever asking. It was obvious in the pictures she sent that Basil loved her as well. We could not ask for more. Thank you, Kelsey!!

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Audrey J.
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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

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

Heather is a wonderful communicator and companion to Beans! Her updates are thoughtful, reassuring and creative. Beans doesn’t come out from under the couch for just anyone, but Heather won her over right away. It’s a relief to know she’s in good hands when I’m away. Thank you Heather!

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Amanda F.
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

During the visit there was a moderate snafu with the Rover app showing visit times. When recognized Dev quickly remedied the situation by doing a visit later in the day. Dev followed all the detailed instructions to take care of my old guys!

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Lauren N.
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
5.0 out of 5 stars

Stephanie was great with our two boys! She took lots of pictures, took them on walks, and played with them tons. Our dogs loved having her stop by while we were away!

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

Nicole was wonderful! Ruby loved having a new friend stop by to spend time with her. It was so nice to be out and town and know she was in good hands- thank you Nicole!

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

Linsey is great with our kitties! We appreciate her help, and ability to help our cats feel at ease when we’re gone.

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Moriah P.
Drop-In Visits
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Sitters in Holler Park average 6
repeat pet sitting clients

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