Pet Sitting Maitland Park

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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: Rachel G.
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Rachel G.
Star Sitter
from
$15
per visit
5.0 out of 5 stars
11 reviews
3 repeat clients
10 years of experience
South Milwaukee, WI, 53172

About: I have had dogs my whole life, have helped train family pets, and am certified as a Comfort Dog handler. I have watched dogs from the wee size of a Chihuahua to big fluffy Newfoundlands. I love using patience and kindness to ensure your pups safety and well-being. I agrew up with the high energy of Border Collies, both young and older. I have dogsat at someone's house up to 5 dogs at a time, with varying food needs and medications. I try my best to be flexible and up for anything you need to ensure your furry friend is taken care of the same way I would care for my own. From walks, to watching them in my home, I am here to help you remain confident in your dog's care. For boarding, I do have two dogs that live in residence and would be available for a meet and greet prior to booking. I work a hybrid schedule, so some days I am fully working from home and other days I am in the office and usually pop home in the early afternoon to let my dogs out and finish the day working from home. Dogs get fed before I start work and dinner when I finish. If I work from home I usually take a break outside at some point to play with the pups and after work we can do walks or dog park or hanging out in the yard. I have a fenced yard and two other pups in the home who are relatively chill. Dogs are allowed on the furniture and get lots of snuggles. My own dogs are crate-trained but rarely use them. They are often left on the living room couch when I leave, with a baby gate keeping them in. Can use crates if needed, I own a size small and a size large. My dogs are 25 and 12 pounds. The smaller of the two is a rescue and is extremely chill and friendly to all other dogs. The bigger dog can be sensitive with other dogs sniffing his butt but the most he does is bark at them to move away. He usually minds his own space and doesn't play with other dogs much but also doesn't bother them.

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

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.
Sitter Profile Image: Ashling I.
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Ashling I.
from
$20
per visit
1 repeat client
25 years of experience
Root Creek, Milwaukee, WI, 53220

About: Hi, I’m Ashling! Animals have been a central part of my life for as long as I can remember. I grew up with a Soft Coated Wheaten Terrier, spent my teenage years as the go-to neighborhood babysitter and pet sitter, and today, I’m a proud pet parent to two wonderful Wheatens of my own. ​Because of my personal experience with dogs of all backgrounds, I understand that every animal is unique. My philosophy is to always meet animals where they are at—building trust at their pace while providing a safe, confident, and structured environment. I'm currently accepting weekday appointments for now and will accept some overnights and weekends. I have a flexible schedule at this point and will be able to care for pets multiple times throughout the day and night. I will treat your home and your pets with the utmost respect and try to follow the schedule and routine to make sure your pet is comfortable in their home while you're away. Their safety and comfort is my highest priority.

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: Angela R.
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Angela R.
Star Sitter
from
$19
per visit
5.0 out of 5 stars
133 reviews
35 repeat clients
30 years of experience
Bay View, Milwaukee, WI, 53207

Great communication. I appreciated that she asked questions about my pets care before acting. The updates were great without being too much. I would book again with her in the future. Thank you!

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Garrett W.
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 did a wonderful job with my very people selective senior dog. She was wonderful at the meet and greet, and I had zero concerns about her interacting with Miley. I will definitely have Courtney walk Miley again!

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Robin F.
Sitter Profile Image: Emma G.
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Emma G.
Star Sitter
from
$35
per visit
5.0 out of 5 stars
5 reviews
4 repeat clients
7 years of experience
Bay View, Milwaukee, WI, 53207

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.
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: Neida S.
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Neida S.
from
$13
per visit
5.0 out of 5 stars
5 reviews
3 repeat clients
8 years of experience
Lincoln Village, Milwaukee, WI, 53215

Neida was so considerate and communicative for my dog and spent extra time making him more comfortable during her drop ins. Love her!

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Daphne
Sitter Profile Image: Alissa A.
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Alissa A.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
15 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: Jennifer I.
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Jennifer I.
from
$18
per visit
5.0 out of 5 stars
2 reviews
20 years of experience
Tippecanoe, Milwaukee, WI, 53207

About: I've been around dogs my entire life — in 28 years, there have only been 7 days I've lived without one! I grew up in a home with five dogs, including four Bernese Mountain Dogs and a Sheltie. My family also responsibly bred Berners and Shelties, and I grew up around training, proper care, and learning to understand each dog's individual personality. Today, my own dog is still a huge part of my life. I also prepare homemade food for my dog and have learned a lot through that experience about paying attention to ingredients, sensitivities, age, energy levels, and individual needs. If your dog has a unique routine, dietary preferences, or special considerations, I'm happy to listen and follow the routine you've established for them. I'm comfortable with dogs of different ages, personalities, routines, and needs, and I believe patience and consistency go a long way. Most importantly, I know how hard it can be to leave your dog with someone else. I treat every dog like they're part of the family — with plenty of attention, patience, playtime, and care while you're away. 🐾 Pets are already a big part of my everyday life. I have always had dogs and currently have three cats of my own, so feeding, walks, playtime, cleaning, and keeping up with their routines are naturally part of my day. I’m also intentional about making time for the pets I care for. I’d rather give a pet my full attention than simply “check a box” and leave. I’m happy to work around their normal routine and give them the consistency they’re used to while their family is away. 🐾 I start by learning your pet’s normal routine — feeding times, walks, medications, favorite activities, boundaries, and anything else that helps them feel comfortable. Then I stick to those instructions as closely as possible. I believe good pet care is about paying attention to the little things. I watch for changes in appetite, energy, behavior, bathroom habits, or anything else that seems unusual, and I’ll communicate with you if I notice something worth knowing about. Most importantly, I want your pet to feel safe and comfortable, not like their routine has suddenly been turned upside down. Whether they want a long walk and lots of playtime or prefer to curl up somewhere quiet, I’ll meet them where they are. 🐶🐱

Sitter Profile Image: Sean T.
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Sean T.
from
$12
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: Jack S.
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Jack S.
Star Sitter
from
$27
per visit
5.0 out of 5 stars
36 reviews
9 repeat clients
7 years of experience
Cudahy, WI, 53110

Jack always take good care of our boy!

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MKE Y.
Sitter Profile Image: Cindi W.
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Cindi W.
from
$17
per visit
5.0 out of 5 stars
4 reviews
1 repeat client
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: Patricia N.
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Patricia N.
Star Sitter
from
$15
per visit
5.0 out of 5 stars
108 reviews
32 repeat clients
30 years of experience
Franklin, WI, 53132

This is the first time we have used this type of service and we were very hesitant to try it. But after meeting with Patricia we were convinced it was a good choice. Our dogs took to her right away and eased any concerns we had. The pictures and report cards were great!! Next time we need someone to help out with our furry kids we will be contacting Patricia again.

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Brian B.
Sitter Profile Image: Marilia D.
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Marilia D.
from
$25
per visit
5.0 out of 5 stars
84 reviews
28 repeat clients
15 years of experience
Wilson Park, Milwaukee, WI, 53221

Marilia has looked after my kitty several times now, and she always does a great job. I appreciate that she patiently tries hard to make friends with her, even though those overtures are typically rebuffed by the aloof kitty!

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Julie B.
Sitter Profile Image: Ivanna H.
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Ivanna H.
from
$20
per visit
5.0 out of 5 stars
6 reviews
1 repeat client
15 years of experience
Hawley Farms, Milwaukee, WI, 53219

About: What sets me apart is my hands on experience as a dog foster, which has given me the ability to care for dogs with a wide range of personalities, energy levels, and needs. I’m comfortable adjusting to new routines quickly and helping pets feel safe and settled in a new environment. I provide calm, attentive, in home care where pets are treated like family. I focus on keeping their routine consistent, whether that includes feeding schedules, potty breaks, crate time, or extra play and attention. I’ve cared for both high energy dogs who need structure and exercise, as well as more anxious or relaxed dogs who need a calm, comforting space. My goal is always to make pets feel secure, loved, and at home while their owners are away and to keep owners updated so they can feel at ease. My schedule is flexible, I work part time and I’m able to provide consistent care throughout the day. I’m typically home most of the day, so pets get plenty of attention, potty breaks, playtime, and supervision. I can adjust my daily routine around the pets in my care and make sure their needs are met on a regular schedule. I provide care in a calm, clean, and pet friendly home where safety and comfort are the top priority. Pets are supervised throughout the day and are never left unattended for long periods. I follow each pet’s routine as closely as possible, including feeding schedules, potty breaks, walks, and any specific instructions from the owner. I introduce pets slowly into my home to help them feel comfortable and settled. I have a fenced yard for safe outdoor time, and all outdoor breaks are always supervised. Inside, pets have a cozy, relaxed environment where they can rest and feel at home. Pets are welcome on furniture if that is allowed by their owner, so they can stay as comfortable as they are in their own home. I pay close attention to each pet’s behavior and comfort level, especially during the adjustment period. My goal is to create a safe, low stress, loving environment, and I provide regular updates so owners always know how their pet is doing.

Sitter Profile Image: Anna S.
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Anna S.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
22 reviews
4 repeat clients
5 years of experience
Oak creek, WI, 53154

Very last minute, I realized I needed someone to drop in on my pup and take her out/ put her in her crate for bed time. Anna responded promptly, communicated clearly, and did everything I asked of her. Very thankful she stopped in and helped me out.

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Courtney S.
Sitter Profile Image: Mary C.
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Mary C.
from
$18
per visit
5.0 out of 5 stars
72 reviews
23 repeat clients
30 years of experience
GREENFIELD, WI, 53220

Mary is our go-to for animal care when we travel, and we couldn’t feel more comfortable leaving our two dogs in her care. She’s so sweet and treats them like her own, gives individualized attention and truly cares about their experience -and ours- while we are away. Tanner and Wrigley can’t wait to see you again!

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Josh B.
Sitter Profile Image: Ashley J.
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Ashley J.
from
$20
per visit
4.9 out of 5 stars
12 reviews
5 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.
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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

I've used Kim several times and she is a cat whisperer. My sweet older kitty loves her and she is always helpful with healthy tips and suggestions. So glad I found her thru a mutual connection.

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Jayne G.
Drop-In Visits
5.0 out of 5 stars

Alyssa is fabulous! LadyBug lights up when I say "Alyssa is coming" ~ today, she started jumping up and down in circles ~ we couldn't figure out why ~ and 2 min later Alyssa knocked on the door! LadyBug knew Alyssa was nearby!

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Margaret P.
Drop-In Visits
5.0 out of 5 stars

Very last minute, I realized I needed someone to drop in on my pup and take her out/ put her in her crate for bed time. Anna responded promptly, communicated clearly, and did everything I asked of her. Very thankful she stopped in and helped me out.

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Courtney S.
Drop-In Visits
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

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

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
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