Pet Sitting & Drop Ins In Cannon 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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Top rated Cannon Park pet sitters

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Sitter Profile Image: Lexi K.
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Lexi K.
Star Sitter
from
$16
per visit
5.0 out of 5 stars
138 reviews
46 repeat clients
10 years of experience
Cannon Park, Milwaukee, WI, 53214

A true cat sitter and full emotional support sitter for our furry family in Wisconsin. We love Lexi and highly recommend her for anyone who has high maintenance cats or special instructions. Thank you Lexi!

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John A.
Sitter Profile Image: Olivia V.
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Olivia V.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
13 reviews
7 repeat clients
15 years of experience
Milwaukee, WI, 53226

So reliable and communicates so effectively. Highly recommend!

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Danielle H.
Sitter Profile Image: Mallory S.
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Mallory S.
Star Sitter
from
$22
per visit
5.0 out of 5 stars
45 reviews
15 repeat clients
30 years of experience
West Allis, WI, 53719

Mallory did an amazing job! We got a note and numerous photos after every drop in, and our dogs really seemed to love her. We will definitely be using her again, happily!

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Jenna H.
Sitter Profile Image: Tracy S.
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Tracy S.
Star Sitter
from
$15
per visit
5.0 out of 5 stars
14 reviews
2 repeat clients
15 years of experience
West Allis, WI, 53214

About: I have owned pets my entire life. I have fostered all types of animals through different organizations for over 10 years. I’ve owned small animals, cats and dogs. Experienced sitter. I have a morning and evening routine with all animals that includes feeding exercising and cleaning up after them. I’m committed, empathetic, and responsible with animals. I treat your animals like they’re mine. I have my own personal dog who has access to the entire home. We have snuggle time feeding time, bathroom time and special pet time. Safety is a top priority of mine with your pet.

Sitter Profile Image: Julia A.
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Julia A.
from
$15
per visit
4.9 out of 5 stars
36 reviews
21 repeat clients
12 years of experience
Milwaukee, WI, 53213

Julia took excellent care of my rabbit! My bunny requires meds twice a day and has a special diet - she was super patient and gentle with him, along with being communicative about each visit. Can't reccommend enough!

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Sarah V.
Sitter Profile Image: Scott S.
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Scott S.
from
$15
per visit
5.0 out of 5 stars
17 reviews
4 repeat clients
15 years of experience
Honey Creek Parkway, Milwaukee, WI, 53214

Scott made my last minute trip (on a holiday weekend!) stress free. Quick responses, great communication, took great care of my senior dog. Luna looks forward to your next visit Scott.

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Tony V.
Sitter Profile Image: Maiah D.
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Maiah D.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
91 reviews
27 repeat clients
16 years of experience
West Allis, WI, 53214

Maiah is a great sitter, communication is excellent. Always sends a detailed summary of the visit and goes above beyond to make your pet have an enjoyable time. Highly recommend !

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Juan L.
Sitter Profile Image: Amy D.
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Amy D.
from
$22
per visit
5.0 out of 5 stars
33 reviews
16 repeat clients
7 years of experience
Milwaukee, WI, 53213

Amy was absolutely wonderful!! Our daughter was getting married in Elkhart Lake about an hour away from our home. There were some changes in the planning and schedule and Amy just rolled with it, including adding a second dog into the mix! Thank you for taking such good care of Riley!?❤️

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Mary D.
Sitter Profile Image: April & Brad R.
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April & Brad R.
from
$20
per visit
5.0 out of 5 stars
33 reviews
11 repeat clients
10 years of experience
West Allis, WI, 53214

About: My husband and I loved our dog for 10 years. We can’t get another one anytime soon but will love yours like our own. We both had dogs as pets growing up and have cared for a pet for 40+ years. I am an elementary school principal. I am available for full-time care or walking June-August. Outside of that, I’m available full-time on the weekends and evenings during the week. We are available to accommodate personal requests, a safe environment and safe neighborhood. We are looking to provide care for your beloved pet and to help you out when needed.

Sitter Profile Image: Skylyn S.
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Skylyn S.
Star Sitter
from
$13
per visit
5.0 out of 5 stars
6 reviews
2 repeat clients
9 years of experience
Wauwatosa, WI, 53213

About: I have been around animals in my family my whole life and have always enjoyed taking care of them and keeping them entertained. I have been working at Central Bark Doggy Daycare for 5 months and have experience with lots of breeds! I am currently working part time, and am on summer break from school, I'd like to spend my free time taking care of as many pups as possible. I live with my parents and pets of my own so my house is not available for pet care. But when I am in a clients home I always leave it just as neat as I left it. I would prefer if I knew where all cleaning supplies are in order to clean up any pet messes!

Sitter Profile Image: Ana K.
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Ana K.
from
$24
per visit
5.0 out of 5 stars
4 reviews
1 repeat client
6 years of experience
Wauwatosa, WI, 53226

I’ve had a great experience with Ana! My dogs liked her immediately during our meet and greet, and I could tell she knew her way around bigger dogs. Communication was super straightforward and fast - she even asked how often I want updates, which I really appreciate. Ramses was very relaxed when I came home after Ana’s visit. I’ll definitely be booking her again!

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Samantha H.
Sitter Profile Image: Elizabeth C.
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Elizabeth C.
from
$14
per visit
5 years of experience
Wauwatosa, WI, 53213

About: I have had dogs of my own since I was 9 years old. I LOVE dogs--especially small ones! I have trained all of my dogs. I board friends' dogs in my home all the time, and am now excited to move into boarding strangers' dogs here on Rover! I work full-time, a mix of in-office and at home. I work from home on Thursdays and have flexibility on Fridays, so it works best for me to be able to provide boarding on long weekends (Thursday-Sunday). I am happy to provide your pet with seamless care and match what they are used to in your home. I have a large yard and a quiet neighborhood. My home has many rooms and I have some gates so that I can separate pets if needed. I also have a puppy play pen for smaller/younger pups who need their own space.

Sitter Profile Image: Jennifer S.
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Jennifer S.
from
$16
per visit
5.0 out of 5 stars
17 reviews
6 repeat clients
20 years of experience
Wauwatosa, WI, 53226

Jennifer is easy to communicate with and confirms dates and specifics which makes you feel like she's got you covered. I've already rebooked her. Glad I found someone reliable.

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Laura D.
Sitter Profile Image: Mary N.
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Mary N.
from
$14
per visit
5.0 out of 5 stars
19 reviews
2 repeat clients
6 years of experience
Wauwatosa, WI, 53213

About: I have a diverse experience of taking care of dogs. One of my previous jobs was working in a dog daycare/kennel where I took care of dogs of all sizes and temperaments. I have been a dog walker and sitter for many years now, and have been around dogs my whole life! I currently own a mini poodle puppy! I am currently a full time student and can help walk your dog on weekends, holidays, and some odd days throughout the week. My schedule does change, so I can’t provide consistent care, but would love to help out when I can! I take dog walking very seriously, and make sure that the dog’s safety is prioritized. It make sure to be very observant of the dog’s surroundings and temperament, and will be ready to pivot whenever necessary. Communication is very important to me, so I am as prepared as possible for every situation.

Sitter Profile Image: Carolyn A.
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Carolyn A.
from
$14
per visit
5.0 out of 5 stars
3 reviews
15 years of experience
Cannon Park, Milwaukee, WI, 53051

About: I am an experienced cat cuddler and cat mom who has strong caregiving skills from routine feedings and litter box scooping to giving elderly cats medications and subcutaneous fluids. I also enjoy simple feedings and light walks with dogs. I am returning to graduate school in the fall, and am looking to supplement my income. I will have quite a bit of flexibility, particularly in mornings and evenings for pet care. I am looking forward to pet care breaks from my studies. In your home, I will remember it is your pet's place. I will respect that. I will offer treats, food, water, change cats litter boxes, play with wand toys, and whatever else your pet enjoys. I will build a relationship with your pet.

Sitter Profile Image: Christina J.
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Christina J.
Star Sitter
from
$22
per visit
5.0 out of 5 stars
135 reviews
32 repeat clients
5 years of experience
Wauwatosa, WI, 53226

Having Christina watch my cats was a great experience! I have 3 cats who all have different ways of interacting and she took the time to engage them all individually and my cats loved her. Great communication!

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Kat B.
Sitter Profile Image: Ivy G.
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Ivy G.
from
$20
per visit
5.0 out of 5 stars
41 reviews
14 repeat clients
20 years of experience
Uptown, Milwaukee, WI, 53210

Initially, Ivy came over for a meet and greet and our dogs took to her quickly, which is always a huge sign for me! Since then she’s been accommodating, personable, easy to communicate with and great with our dogs! I’d highly recommend her!

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Trista B.
Sitter Profile Image: Sydney P.
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Sydney P.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
21 reviews
13 repeat clients
12 years of experience
Wauwatosa, WI, 53213

Sydney connected with Leo very well on our meet and greet, which is hard to do because of his age and anxiety. From the photos she shared they had a good first visit.

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Cherie S.
Sitter Profile Image: Fatima B.
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Fatima B.
from
$14
per visit
2 years of experience
West Allis, WI, 53214

About: I am a dedicated pet caregiver committed to keeping your furry friend happy, healthy, and safe. I will strictly follow your pet's specific daily feeding and medication schedules to maintain their comforting routine. As an experienced and enthusiastic walker, I ensure they get plenty of exercise, fresh air, and fun outdoor adventures. Your pet will receive attentive, loving care and the absolute highest quality companionship every single day. In the month of June I am available after 1pm. Weekends depends but I can always accommodate. In July I will be available any day and anytime. I will always follow the instructions that the pet owner gives me. Hiring me your pet will always be fed on schedule, enjoy play time, and treats. Every home I visit will be respected and well taken care of.

Sitter Profile Image: Jenn S.
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Jenn S.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
119 reviews
34 repeat clients
40 years of experience
West Allis, WI, 53227

This is Sadie’s first visit with Jenn and everything went so well. She was prompt, had quality time with Sadie and accomplished everything discussed. Jenn is very reliable and I would highly recommend her.

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Tonya B.
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Over 61
pet parents in Cannon Park have booked pet sitting

Cannon Park pet parents share their Rover experiences

1 / 1
5.0 out of 5 stars

Mallory did such a great job watching our cat. She was very communicative and sent so many adorable pictures. We would definitely use her again!!

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

Liz is always my top choice for taking care of my boys, whether for one night or a long vacation. Great communication and she truly cares about the kitties.

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

Nicole is incredible every time we book her! She is so kind, communicative and sends lots of pictures during her time with our kitty. We know our girl is in good hands!

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

Bo and Colby loved Nikita! Great communicator, attentive and compassionate to our pets. Would highly recommend

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

Alyssa did a great job with our senior dog and our younger dog. They were calm when we came home so I know she spent plenty of time with them. She also did a great job updating me with each visit. I would 100% book with her again!

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

Aiden was wonderful with our kitty Milo. Great communication and willing to put in extra time to make sure he was happy and had extra companionship 💕

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Christie Y.
Drop-In Visits
5.0 out of 5 stars

So easy to work with Olivia! She takes great care of my dog Theo. Great communication and kind-hearted care.

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Micah W.
Drop-In Visits
5.0 out of 5 stars

My shy cat and I both think Kelsey is a great pet sitter. The photos and updates were much appreciated. We can’t wait to hire her again!

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georgi j.
Drop-In Visits
5.0 out of 5 stars

Our second time using Kathy and her reliability, amazing communication and thoughtfulness put our minds at ease knowing how well our cats and home were taken care of while we were away. We HIGHLY recommend Kathy and feel lucky to have found her :)

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David O.
Drop-In Visits
5.0 out of 5 stars

Ivy is so accommodating and lovely to work with! She sends the funniest and most creative pet updates too. I can tell my doggo loves spending time with her :)

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Julia _.
Drop-In Visits
5.0 out of 5 stars

Christina brought so much peace of mind with her visits over a week. She sent pics each day and gave an update on how the cats were doing! I would definitely recommend her for anyone seeking care!

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

Have nothing but great things to say about Katherine. All of our pets love her! Great with communication.

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

Sydney took great care of my cat, Rocco! I will definitely ask her to watch him again in the future!

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

I’ve had a great experience with Ana! My dogs liked her immediately during our meet and greet, and I could tell she knew her way around bigger dogs. Communication was super straightforward and fast - she even asked how often I want updates, which I really appreciate. Ramses was very relaxed when I came home after Ana’s visit. I’ll definitely be booking her again!

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

Katelynn was wonderful! She took great care of our two cats, and we felt very comfortable being away with her help. She is very responsive, gives detailed reports from her visits, and takes cute photos! We highly recommend her!

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

Ashley is just the best! My cat absolutely adores her and she takes the time to make sure he is well taken care of!

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Julia W.
Drop-In Visits
5.0 out of 5 stars

Leilani is an amazing sitter. She keeps me updated, ends pictures and loves on my little guy, noticing changes in his behavior and demeanor but most importantly, he knows he too and feels comfortable with her :)

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

Great experience, Margaret sent frequent updates and seemed to genuinely want our cat Bunsen to be well while we are away. We appreciate that she was reliable, timely, and responsive. Would highly recommend!

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

Chelsea did an amazing job taking care of Samara and provided me with updates with everything regarding my dog. Super easy to communicate with and I can tell she really loves animals

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Jeffrey K.
Drop-In Visits
5.0 out of 5 stars

Emma is great with our puppy Lenny! She has a flexible schedule and is able to drop in frequently throughout the week. She always send a picture or 2 which we love :) Thanks Emma!

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Danielle P.
Drop-In Visits
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How Rover works

  1. 1. Search

    Read verified reviews by pet parents like you and choose a sitter who’s a great match for you and your pets
  2. 2. Meet & Greet

    Meet either virtually or in-person with a sitter to discuss the level of care needed for your pets while you’re away
  3. 3. Book & Pay

    All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!

The median cost per night for pet sitting in Cannon Park is €20

Why Choose Rover?

  • Cashless payments

    Book and pay through Rover’s secured platform—no cash or checks required.

  • Reservation protection

    It doesn’t happen often, but if your pet sitter has to cancel, we’ll work with you to find a new sitter.

  • World-class support

    We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.

Sitters in Cannon Park average 6
repeat pet sitting clients

Pet Sitting FAQs

Frequently asked questions about Rover

Pet sitters on Rover are free to set their rates. The median cost to hire a pet sitter in Cannon Park on Rover as of Jun 2026 was about €20 per night, after factoring in Rover’s service fees. A pet sitter’s rate may also change as you customize your booking to fit your and your pet’s needs.

As of Jun 2026, there are 2,302 pet sitters in Cannon Park. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect pet sitter near you. As a reminder, pet sitters joining Rover must pass a background check for you and your pet’s safety.

Rover makes it easy to reach out to multiple pet sitters about your booking. Typically, 86% of Cannon Park pet sitters respond in under an hour.

Pet sitters in Cannon Park have an average of 16 years of experience. Pet sitters with repeat customers have an average of 6 repeat clients. Experience can vary from pet sitter to pet sitter, but you can view reviews, years of experience, and number of repeat clients when you compare pet sitters in Cannon Park.

Rover makes it easy to find Cannon Park pet sitters to provide loving care from their own home. The background-checked, 5-star pet sitters you can find on Rover will welcome your pet into their home when you’re away—whether it’s just for the weekend or longer. Pet sitting is great for:

  • Pets of all ages and abilities, including puppies
  • Pet parents looking for a safe, loving alternative to a kennel
  • Pets who’d love to socialize with their pet sitter’s pets

There are 2,302 pet sitters in Cannon Park on Rover, so you’re sure to find the perfect match for your pet! In Cannon Park, 95% of pet sitters offer daily exercise, 97% offer medication administration, and 93% have experience with senior pets and pets with special needs. We know each pet is unique and may have specific care instructions. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect pet sitter near you. As a reminder, pet sitters joining Rover must pass background checks for you and your pet’s safety.

Yes! Sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your pet sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your pet sitter has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your pet is covered by the Rover Guarantee reimbursement program for eligible veterinary care.