Pet Sitting & Drop Ins In Sherman 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 Sherman Park pet sitters

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: Kathy S.
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Kathy S.
Star Sitter
from
$16
per visit
5.0 out of 5 stars
235 reviews
61 repeat clients
40 years of experience
Wauwatosa, WI, 53213

Have rebooked Kathy a few times because she takes such great care of my kitties. She’s also very accommodating when I ask for other little things, like feeding the fish, and watering plants.

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Melissa A.
Sitter Profile Image: Ivy G.
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Ivy G.
from
$20
per visit
5.0 out of 5 stars
39 reviews
13 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: Nina W.
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Nina W.
from
$17
per visit
10 years of experience
Avenues West, Milwaukee, WI, 53233

About: I provide dependable, attentive care and treat every pet like they are my own. I understand that every animal has different needs and personalities, so I take the time to make pets feel comfortable, safe, and loved while their owners are away. I’m patient with shy or anxious pets, energetic with playful dogs, and gentle with senior animals who may need extra support and slower-paced care. I’m also very detail-oriented and make sure routines are followed closely, including feeding schedules, medications, walks, potty breaks, and playtime. I communicate consistently with pet owners through updates and photos so they always know their pet is happy and well cared for. What sets me apart most is the amount of genuine attention and affection I give to each pet. I don’t just “watch” animals — I spend quality time with them to make sure they feel comfortable, engaged, and cared for while you’re away. I'm currently nannying on weekdays from 8:00am - 4:30 pm, so I’m available for morning visits before work, evening walks/check-ins, and overnight care depending on the pet’s needs. I’m especially flexible on weekends and have much more availability for walks, drop-ins, extended stays, and quality playtime. When caring for pets in a client’s home, I focus on keeping their routine consistent, stress-free, and fun. I make sure pets are fed on schedule, get plenty of exercise, attention, and playtime, and feel comfortable while their owners are away. I have experience with dogs of all sizes. I have two large-breed dogs at home, so I’m comfortable handling bigger, high-energy dogs, and I have also frequently dog sat for smaller-breed dogs with different temperaments and care needs. I’m reliable, detail-oriented, and always follow owner instructions closely, including feeding schedules, walks, medications, and any special care requests.

Sitter Profile Image: Kristine K.
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Kristine K.
Star Sitter
from
$16
per visit
5.0 out of 5 stars
93 reviews
32 repeat clients
18 years of experience
Merrill Park, Milwaukee, WI, 53208

We are so glad Kristine was available on Christmas Day to check on our cat. She came a few days prior on late notice for a meet and greet and provided a nice update!

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Sarah H.
Sitter Profile Image: Evita E.
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Evita E.
from
$25
per visit
5.0 out of 5 stars
7 reviews
1 repeat client
10 years of experience
Sunset Heights, Milwaukee, WI, 53216

About: I have been the go-to pet sitter for my large family & friends for years and just decided to see if anyone else would need the service. I have no pets or kids but I am a pet lover in a nice home with a big fenced in yard. I like hanging out with the pets like little buddies, getting some days of cuddles and then sending them home 😅. It’s the perfect way to get some fur baby time until I’m ready for my next dog or cat in the future. This is not a business for me, it’s something I have enjoyed doing for my family and friends, and if you want your beloved pet to be in a calm but fun, comfortable environment while you’re away, I can extend my service to you. I recently started doing home stays/drop ins for the pet sitting too and enjoyed it. I currently have a really flexible schedule with a lot of availability. I live with my dad that occasionally says hi if the dog or cat is friendly but mostly the house is big enough that they never cross paths. I have a fenced in yard and a big house with a lot of space that I can also section off by closing doors. I typically take the animals out several times a day, feed them, and let them roam around the house or snuggle with me. I like when pet owners bring a bed for their pets so I can make them their own space but they’re welcome to chill with me in whatever I’m doing. I’m youthful, active, and responsible. I have a naturally friendly, calm demeanor that animals and people respond well to. I have no pets right now but used to have a pit/black lab mix that I loved dearly so I love pits and other breeds with historically bad reputations. I frequently sit my aunt’s beagle mix who’s just a little old pup that sparked my interest for pet sitting cuz it was so fun to have visits from him. He and my old dog are in a bunch of my pics. With all animals I just try to make them comfortable and let them feel at home.

Sitter Profile Image: Elizabeth B.
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Elizabeth B.
Star Sitter
from
$12
per visit
5.0 out of 5 stars
18 reviews
8 repeat clients
15 years of experience
Wauwatosa, WI, 53213

Liz was amazing! She was so sweet to our two cats and took excellent care of them. She also took her son over to visit them one night and he was great with them. Can’t recommend her enough, we are immediately rebooking for our next weekend trip.

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Jackson H.
Sitter Profile Image: Ilene G.
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Ilene G.
Star Sitter
from
$14
per visit
5.0 out of 5 stars
21 reviews
9 repeat clients
7 years of experience
Riverwest, Milwaukee, WI, 53212

Ilene took such good care of my cats while I was out of town. She sent me so many pictures and it was so nice and reassuring to see how much fun my girls were having while I was away. I will definitely be booking her again in the future.

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Amanda S.
Sitter Profile Image: Michelle M.
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Michelle M.
Star Sitter
from
$17
per visit
5.0 out of 5 stars
62 reviews
26 repeat clients
15 years of experience
Washington Heights, Milwaukee, WI, 53208

About: Hi, my name is Missy I've had a great deal of experience with all different kinds of animals. I worked with a local vet helping place feral cats in homes and providing excellent care for them. Including helping pregnant feral cats with delivery and maternal care. I have volunteered at the Wisconsin Humane Society. There I worked in the Wildlife rehabilitation center as well as the dog care center. I currently own dogs and cats of my own and I recognize how important it is to provide excellent care as well as exercise and playtime. I have past experience in boarding and dog sitting in my home which has always been a great experience. Can't wait to give the love and care your dog(s) deserve!

Sitter Profile Image: Cassiddy 'Cassie' J.
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Cassiddy 'Cassie' J.
from
$14
per visit
8 years of experience
Milwaukee, WI, 53208

About: I have been taking care of animals since I was little. We adopted my first dog when I was 9 years old, and now he is a senior dog that requires time, care and attention. I have experience with all ages of dogs and cats, and am dedicated to making your fur baby feel comfortable and happy. My goal is to make sure your cat or dog gets the best time and attention even when you are not home. I am currently working part-time at a yoga studio! I have plenty of time on the side to play with your pups or hangout with some cats! I have availability during the day M-F and Saturday mornings currently. I can be very flexible to accommodate your schedule to make sure your fur babies are taken care of. Your pet's safety, comfort, and happiness are always my top priorities. I take the time to learn each pet's routine, preferences, and any special needs to ensure they feel secure and cared for while you're away. Whether I'm caring for pets in my home or yours, I provide plenty of attention, exercise, playtime, and affection while maintaining a clean and safe environment. I understand how important trust is when leaving your pet in someone else's care, so I will keep you updated with messages and photos throughout my visits. As a psychology graduate with experience working in caregiving and support roles, I am patient, attentive, and committed to creating a positive experience for both pets and their owners.

Sitter Profile Image: Jamila M.
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Jamila M.
Star Sitter
from
$20
per visit
4.9 out of 5 stars
97 reviews
29 repeat clients
27 years of experience
Washington Heights, milwaukee, WI, 53208

Jeremy was an amazing cat sitter! Both my cats were immediately comfortable and really grew to like Jeremy’s daily visits and play time. Super responsive and always sending lots of pics for me to check in on- it’s was such a relief to have them in Jeremy’s care. Highly recommend!!!

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John L.
Sitter Profile Image: Leilani W.
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Leilani W.
from
$15
per visit
5.0 out of 5 stars
8 reviews
2 repeat clients
2 years of experience
Wauwatosa, WI, 53213

Very timely and responsive

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Sarrah O.
Sitter Profile Image: Jamie S.
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Jamie S.
from
$14
per visit
5.0 out of 5 stars
28 reviews
13 repeat clients
17 years of experience
Avenues West, Milwaukee, WI, 53233

This was my first time using Rover, and I couldn’t have asked for a better dog lover, than Jamie. Jamie was fantastic to work with, and has great communication. I look forward to working with her in the future.

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Edward S.
Sitter Profile Image: Hope S.
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Hope S.
Star Sitter
from
$18
per visit
5.0 out of 5 stars
51 reviews
24 repeat clients
15 years of experience
Riverwest, Milwaukee, WI, 53212

Hope is the best. I have an old cat with lots of special needs making it hard to leave him alone but Hope was super communicative, caring and made me feel comfortable that he was in good hands.

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Becky M.
Sitter Profile Image: Sydney P.
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Sydney P.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
20 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: Jennifer B.
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Jennifer B.
from
$20
per visit
5.0 out of 5 stars
5 reviews
1 repeat client
20 years of experience
Wauwatosa, WI, 53213

About: I have grown up with Golden Retrievers my whole life as my dad hunted with them and trained them for Field trials. We always had three in our home. Once we even had a litter of puppies and there is nothing better than puppy kisses. I personally have had two Black labs, one that was so content to lounge and be a couch potato and my current lab at 8 years old fools everyone into thinking she is 2 or 3 with how active she is. Because of her I understand the importance of walks and her needing lots of exercise, new sights and smells. I have a flexible work schedule and typically only work 3 days a week so I can be there to ensure your pup gets what they need. Happy to play in the yard or walk as needed to make sure your pup is content. Just let me know what their rules are and I'm happy to follow to ensure they are happy and healthy.

Sitter Profile Image: Ariana B.
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Ariana B.
from
$17
per visit
6 years of experience
Sunset Heights, Milwaukee, WI, 53216

About: I’ve taking care of pets since I was 13. I currently have a blind senior german shepherd, and guide him when needed, giving him lots of treats and love. I also have a 1 year puppy and give her frequent time out. I’m planning on working weekends whenever needed to play with doggies and give them the care they need! I can feed them, give medicine, and care for blind and senior dogs. I put my dogs before anything and make sure they have everything they need. Treats, water, food, play time, medicine, supplements, nap time and love.

Sitter Profile Image: Krystal D.
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Krystal D.
from
$20
per visit
5.0 out of 5 stars
44 reviews
12 repeat clients
26 years of experience
Milwaukee, WI, 53210

About: 👋🏼 Hello! My name is Krystal and I am a dog lover who has taken care of dogs for 25+ years. I have 2 male poodle mixes, Adobo and Charley.💙 They’re social boys who love company, but respect boundaries if their furry friends don’t want to play. I work from home and walk my dogs 2 times a day (or 1 long walk) and we also enjoy hiking or playing in our fenced-in backyard. Your furry friend will have activity, company, and love while under my care! ☺️ 👩🏻‍💻 Working from home full time gives me the flexibility to easily fit pet care into my day, allowing me to provide regular attention, walks, playtime, and companionship. Please feel free to send a message to check on my availability! 🐕‍🦺 I have a large fenced in yard and friendly dogs, Adobo and Charley, that can keep your furry friend company with play or lounging. I can crate if needed.

Sitter Profile Image: Charlotte M.
Verified Enhanced Background Check
Charlotte M.
from
$17
per visit
5.0 out of 5 stars
104 reviews
8 repeat clients
12 years of experience
Milwaukee, WI, 53210

Charlotte was super sweet and took great care of my cats! She had to give one of them ear drops and was very good at taking care of that!

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Sophie C.
Sitter Profile Image: Stephen & Wipawee D.
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Stephen & Wipawee D.
from
$25
per visit
5.0 out of 5 stars
51 reviews
19 repeat clients
5 years of experience
Dineen Park, Milwaukee, WI, 53216

Stephen and Amelie are the best! They take excellent care of our babies and our home when we’re away and make us feel completely comfortable when we need to travel without the pups. Our dogs love them too!

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Laura B.
Sitter Profile Image: Makenzie B.
Verified Enhanced Background Check
Makenzie B.
from
$15
per visit
10 years of experience
Milwaukee, WI, 53208

About: I’ve worked as a dog groomer and at a dog kennel and I’ve also had lots of personal pets of my own from Puppies, Kittens, elder dogs with medications. So I can give your pets medications along with grooming and taking care of them in the aspect of making sure they’re healthy from working in a veterinary clinic in the grooming department. I am completely open, I have a pet cat that lives with my grandma so she’s taken care of fully so I can take care of your pets as needed as much as possible! I can take care of what you need in every aspect, whether you need your dog washed, nails trimmed, brush teeth, cat nail clipping, anything you ask I can bring and do for you for extra if needed! I also have a traveling pet bath with waterless shampoo and brush set for a good grooming if your pet needs it!

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Sherman Park pet parents share their Rover experiences

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5.0 out of 5 stars

Charlotte came to do a meet and greet, and then was very quickly available for a drop in visit! She has great communication and Lenny loves her!

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Danielle P.
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

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

Michelle always gives great feedback during her drop in visits that make us feel like our pup is in great company! :) we’ve booked her twice for some drop in visits and we love having her!

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Nicole L.
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

Kristine took great care of my cat while I was away! Multiple pictures and updates with every visit were much appreciated, since my cat is older and very wary of new people. Thanks for the care and would not hesitate to book again!

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

Cindy had been wonderful! She asked questions about Vladimir’s schedule, behaviors, even where he likes to sleep. She pays close attention to directions and details and is an excellent communicator! I feel very comfortable leaving Vladimir in her care. I know he will be loved on, cared for, and is safe. Vladimir loved her immediately and we’re lucky to have found her!

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

Jessica was wonderful and took such great care of our pets for us while we were gone for a week! She is a clear animal lover and bonus has the cutest pup of her own 😊 Would definitely recommend her pet services to anyone looking for reliable care!

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

Elizabeth always goes above and beyond to care for our dogs. You can tell this is her priority above all else, and always ensures they are safe and taken care of. 10/5 would recommend

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

Esterah is wonderful! She was able to do a last minute same-day drop-in visit. She always sends pictures and takes great care of my dog.

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

Erica was a huge help and accepted my request on very short notice! She did a great job taking care of my cat, Ladybug, and provided updates after every visit. Thanks, Erica!

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Devin D.
Drop-In Visits
5.0 out of 5 stars

Michelle takes excellent care of our two dogs. We have fairly detailed instructions and she follows them to a tee! I feel confident leaving her in charge of our pets while traveling abroad. Thank you, Michelle!

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

Danielle is amazing with our puppy, Boomer. She makes sure he is played with, and handled with care. She is very trust worthy and passionate. She keeps the house cared for as well. We look forward to continued bookings with her!

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Kyle T.
Drop-In Visits
5.0 out of 5 stars

Jill was extremely kind and professional. My cat is honestly pretty rude to sitters. Jill was great at noticing her body language, giving my cat her space, and even finding her when she managed to get into an unusual hiding space. She's a great and reliable caregiver for your pets!

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

Kaitlin was amazing! She took great care of our kitties while we were out of town. Her communication was stellar. She took the initiative to bring in some mail and a package that snuck through before we asked her to. Highly recommended! We would definitely book with Kaitlin again!

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

Repeat booking with Julia! We appreciate her updates and communication. She is reliable and professional - highly recommend!

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

I have had Kristin three times now to take care of my diabetic cat twice a day for a week at a time. She has to feed and inject her with insulin at each visit. She is kind, detail oriented and professional. I highly recommend her to care for your pet.

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

Excellent communication and does a great job with our pets! This is the 3rd time we’ve used her and she does a fantastic job.

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

April is awesome! She communicates before, during and after her visits. She is punctual and reliable. And most of all, she always takes great care of Lola. We have used her twice and plan to use her again.

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Angie B.
Drop-In Visits
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Pet Sitting FAQs

Frequently asked questions about Rover

If you’re searching for a Sherman Park pet sitter for the first time, visit the pet sitter’s profile and select the Contact button.

If you have an active request or have booked a service with a pet sitter before, learn more about how to do this in the Rover app or on your computer.

Rover makes it easy to reach out to multiple pet sitters about your booking. Typically, pet sitters on Rover respond in under an hour.

Experience can vary widely from pet sitter to pet sitter, but you can view reviews, years of experience, and number of repeat clients when comparing pet sitters available in Sherman Park.

Rover makes it easy to find Sherman 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

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.

Note: If your pet sitter requested to cancel this booking, then they need to cancel from their account. Please contact them via Rover Messages.

We get it—sometimes plans change and you may need to cancel your pet service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your sitter’s cancellation policy.