Pet Sitting Maitland 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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Maitland 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: Elba M.
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Elba M.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
187 reviews
67 repeat clients
6 years of experience
Cudahy, WI, 53110

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.
Sitter Profile Image: Anna S.
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Anna S.
Star Sitter
from
$17
per visit
5.0 out of 5 stars
14 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: 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 responsive and took excellent care of my cat with attention to detail and his unique needs.

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Jenelle D.
Sitter Profile Image: Alissa A.
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Alissa A.
from
$22
per visit
5.0 out of 5 stars
12 reviews
3 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: Cory S.
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Cory S.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
175 reviews
43 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: Courtney B.
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Courtney B.
Star Sitter
from
$18
per visit
5.0 out of 5 stars
81 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: 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: 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: Cindi W.
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Cindi W.
from
$17
per visit
5.0 out of 5 stars
3 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: Marilia D.
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Marilia D.
from
$25
per visit
5.0 out of 5 stars
83 reviews
27 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: Michele M.
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Michele M.
from
$22
per visit
5.0 out of 5 stars
41 reviews
15 repeat clients
21 years of experience
Greenfield, WI, 53221

Michele did an outstanding job with our senior dog and provided multiple updates on him while we were gone. She also agreed to meeting him beforehand and learn his preferences. Will definitely use her again!

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Veronica Z.
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: Mary Ann G.
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Mary Ann G.
from
$19
per visit
5 years of experience
Franklin, WI, 53132

About: Reliable pet care professional with experience providing dog walking, drop-in check ups, feeding, exercise, companionship, and regular updates to pet owners. Known for excellent communication, attention to detail, and dependable service. As a remote worker, I have tons of time and flexibility within my role to provide last minute services while also providing the time and care needed for your loved pets. Our furry friends are family. As someone who has been on the receiving end of services, it is my job to make sure you feel as comfortable and at ease with my services so you can focus on what you need to while away.

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 was absolutely wonderful! She watched my cat Blue while I was gone and sent loads of adorable pictures and videos daily and kept me updated on how Blue was doing. She took the extra time to play with him and brush him, and handled giving him his ear drops and medication fantastically!! I definitely recommend Courtney and look forward to continuing to work with her for all my pet sitting needs :)

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Hannah R.
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: 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: Ashley J.
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Ashley J.
from
$20
per visit
4.9 out of 5 stars
11 reviews
4 repeat clients
20 years of experience
Greendale, WI, 53129

Ashley was incredible to work with! She was quick to respond, communicated clearly and remained flexible with scheduling. Ashley sent me photos of Oliver and shared how the visit went. He clearly adored her from the photos! She also brought in a package that was delivered. This was my first Rover experience. I'm so grateful to have connected with Ashley! She will definitely be my go-to when I have to travel. Thank you, Ashley!

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Raechel R.
Sitter Profile Image: Jade M.
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Jade M.
from
$20
per visit
5.0 out of 5 stars
31 reviews
9 repeat clients
4 years of experience
Franklin, WI, 53132

Jade was so thoughtful and communicative! Our dog, Luna, loved her and we definitely will booking again. Thank you Jade, for taking great care of Luna during this difficult week for a family and also leaving such a thoughtful remembrance for Mystery and lifting our spirits when we arrived home. What a kind soul. Your one and million ❤️ Thanks again!!

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Lisa B.
Sitter Profile Image: Leslie H.
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Leslie H.
from
$20
per visit
5.0 out of 5 stars
7 reviews
1 repeat client
3 years of experience
Franklin, WI, 53132

Leslie is a compassionate animal lover who provided outstanding care for my cat. She always had great communication, providing plenty of adorable photos and thorough updates. She is detail-oriented, going above and beyond to make sure all of our pet and home-related needs are met. Knowing I had someone so genuine and reliable looking after my pet and home was a huge peace of mind. I came back home to a happy, satisfied cat and a clean space with everything left in place. It's such a comfort and relief to find such a trustworthy and exceptionally amazing pet sitter. I would highly recommend her for any animal care needs!

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Aj M.
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The median cost per visit for pet sitting in Maitland Park is $20

Pet parents share their Rover experiences - Maitland Park

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5.0 out of 5 stars

Michele did an outstanding job with our senior dog and provided multiple updates on him while we were gone. She also agreed to meeting him beforehand and learn his preferences. Will definitely use her again!

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Veronica Z.
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

I truly cannot recommend her enough! She took such amazing care of my dog, Frankie, and went above and beyond in every way. She kept me updated with pictures and messages, which gave me so much peace of mind while I was away. It was obvious that she genuinely cared about Frankie and wasn’t just checking off a list of tasks. She even took Frankie on a long walk that wasn’t expected, just because she wanted to, and I know Frankie loved every minute of it. Coming home knowing my dog had been so well cared for meant everything to me. Frankie can be particular, and I don’t trust many people with her, but after this experience, I honestly don’t want anyone else watching her if she’s available. She treated Frankie like her own, and I couldn’t be more grateful. Thank you so much! ❤️🐾

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Jade M.
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

Anna takes great care of Sammy! She takes great photos of him too! I save all of them to my camera roll!

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Andy P.
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

Amanda did an amazing job with providing frequent updates and really went above and beyond with all aspects of her visits. Would happily book again!

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Kevin L.
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

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

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

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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