Pet Sitting & Drop Ins In Wilson 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 Wilson Park pet sitters

Prices are estimates per visit. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

1 / 1
Sitter Profile Image: Marilia D.
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Marilia D.
from
$25
per visit
5.0 out of 5 stars
81 reviews
25 repeat clients
15 years of experience
Wilson Park, Milwaukee, WI, 53221

Marilia did a great job cat sitting. Marilia is responsive, caring, and will go above and beyond to take care of your pet/home while you’re away. Definitely would rebook.

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Savannah H.
Sitter Profile Image: Courtney B.
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Courtney B.
Star Sitter
from
$18
per visit
5.0 out of 5 stars
76 reviews
10 repeat clients
38 years of experience
St Francis, WI, 53235

My dog Miley is very people selective, and Courtney is wonderful with her! Courtney is super attentive to Miley’s needs and I always feel so comfortable knowing Courtney is taking care of her.

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Robin F.
Sitter Profile Image: Michele M.
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Michele M.
from
$22
per visit
5.0 out of 5 stars
39 reviews
15 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: Courtney W.
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Courtney W.
from
$20
per visit
5.0 out of 5 stars
33 reviews
17 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: 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

As always, very dependable and my girls love her! Kaia and Pepper were well taken care of and I looked forward to reading the check in notes and seeing their pictures. I can appreciate the thoughtfulness and care Elaine provides. I will continue to use Elaine whenever she is available. 😊

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Rachel S.
Sitter Profile Image: Angela R.
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Angela R.
Star Sitter
from
$18
per visit
5.0 out of 5 stars
100 reviews
24 repeat clients
15 years of experience
Milwaukee, WI, 53207

Angela was great with communication and keeping me up to date with everything! This was my first time using Rover and I was very pleased overall!

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Jenica W.
Sitter Profile Image: Lisa W.
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Lisa W.
Star Sitter
from
$16
per visit
5.0 out of 5 stars
349 reviews
101 repeat clients
30 years of experience
Bay View, MILWAUKEE, WI, 53207

Lisa gave me such peace of mind while I traveled. My elderly dog (with 5 different medications!) looked healthy and happy when I returned. Lisa also took great care of my two cats, sending great pictures after each visit. Each time I texted, Lisa would promptly text back and she handled my anxiety like a pro ;) I’d love for Lisa to come back the next time I need pet care!

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Jean V.
Sitter Profile Image: Leandrea R.
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Leandrea R.
Star Sitter
from
$15
per visit
5.0 out of 5 stars
251 reviews
69 repeat clients
4 years of experience
Muskego Way, Milwaukee, WI, 53204

Leandrea was terrific. She came over to meet the cats before I left, she sent pictures and updates daily, and I came home to two very happy cats and clean litter boxes. Couldn't have asked for better. Thanks so much!

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Peter G.
Sitter Profile Image: Brianna B.
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Brianna B.
from
$23
per visit
5.0 out of 5 stars
10 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: Devon W.
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Devon W.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
138 reviews
53 repeat clients
20 years of experience
Fernwood, Milwaukee, WI, 53207

Devon did a great job taking care of our high needs special needs cat as well as our two bunnies! Everyone was very happy when we came home and our home was clean as well. Definitely would ask Devon to watch our pets again!

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Elisa P.
Sitter Profile Image: Jessica R.
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Jessica R.
from
$20
per visit
5.0 out of 5 stars
13 reviews
1 repeat client
16 years of experience
Alverno, Milwaukee, WI, 53220

About: My unconditional love for all animals. Every cat or dog that I meet I treat and cherish as if they were my own fur baby. I do work a full time job, 8-4 Mon-Fri. However, I am looking to use some of my free time taking care of your fur baby! I do my best to maintain whatever routine you have with your fur baby. I am willing to go the extra mile to make your pup feel safe and comfortable while you are away.

Sitter Profile Image: Gloria C.
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Gloria C.
from
$12
per visit
20 years of experience
Southpoint, Milwaukee, WI, 53221

About: I haven't met too many dogs or cats I haven't liked. Though some take more time to warm up to you, just show them you care by giving them attention even though they act like they don't want it and they'll come around. I've always had dogs & cats, some times both at the same time, and wouldn't be without one or the other. As a newly retired person, I want to stay active and not become a couch potato. So by caring for your pets it would give me the opportunity to get out and meet other people. II've always had pets in my home so I clearly understand how important they are. I am retired so I have plenty of time to give your pet(s) the love and attention they deserve to make their time alone more unpleasant for them. I'd go over your pets routine in your home with you. As well as learn their favorite toys, games to play, & most liked treats.

Sitter Profile Image: Emma G.
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Emma G.
from
$30
per visit
5.0 out of 5 stars
3 reviews
3 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: Kailee F.
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Kailee F.
from
$18
per visit
5.0 out of 5 stars
7 reviews
1 repeat client
10 years of experience
Milwaukee, WI, 53221

Kailee did a wonderful job caring for my senior dogs while I was recovering from surgery. She responded quickly to my last-minute request, arrived on time, and carefully followed my instructions. She was gentle and attentive with my dogs. I’m so grateful for her help and highly recommend her!

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Joan M.
Sitter Profile Image: Sarah J.
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Sarah J.
from
$13
per visit
5.0 out of 5 stars
11 reviews
3 repeat clients
6 years of experience
Bay View, Milwaukee, WI, 53207

Sarah is fantastic! We did a meet and greet before and she is clearly a natural with animals. My dog LOVED her, and I immediately felt comfortable with her because of how attentive to him she was. During her visit she sent photos, let me know when she arrived and departed per my request (I’m new to the app and wasn’t sure it would alert me; she said she thought it would but she’d send messages anyways). She even send a video when she noticed my dog favoring one of his back legs, which is thankfully normal for him, but something I failed to mention. Sarah was detail oriented and had great communication; I will absolutely be booking her again!

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Elise S.
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: Nick R.
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Nick R.
from
$20
per visit
15 years of experience
Greenfield, WI, 53221

About: I'm a compassionate, responsible and experienced dog owner who has cared for my own dogs since 2012. Animals are a great passion of mine and each pet I spend time with is treated like my own, compassionately and with pride and enjoyment. I’ve rescued 2 dogs over the last 15 years and they have become more than pets to me and my wife. They were/are family members and integral parts of our life.

Sitter Profile Image: Christa K.
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Christa K.
from
$15
per visit
5.0 out of 5 stars
5 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: 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 gave my husband and I peace of mind while we were on vacation since we knew our kitties would be in good hands. Kim is professional, respectful, and truly cares for pets. She provided check in updates and pictures that I ended up really looking forward to reading! I will definitely be rebooking with her again!

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Ericka M.
Sitter Profile Image: Julia R.
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Julia R.
from
$23
per visit
5.0 out of 5 stars
21 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.
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Over 2
pet parents in Wilson Park have booked pet sitting

Wilson Park pet parents share their Rover experiences

1 / 1
5.0 out of 5 stars

Angela was great, took good care of my kitties! And she was willing to water my garden too, which was very appreciated!

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Liz A.
Drop-In Visits
5.0 out of 5 stars

Lisa did an amazing job taking care of our 2 cats while we were gone for 2 weeks. She took the time to meet our cats beforehand and confirm that she’d be able to administer oral medication to one of them during our trip. She also took great care of our home and cleaned up litter that I know our messy cats spilled outside of their litter boxes and also played with them during their visits (which she took pictures of and I very much appreciated while we were gone!). Overall amazing experience with Lisa, will definitely book with her again in the future!

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

We love Sarah! So sweet with Sam and very flexible and accommodating with my crazy schedule. Highly recommend!

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Elise S.
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

Danielle took excellent care of my cat while I was out of town - she was even able to brush him, which he normally hates! Great communication and daily updates. Will definitely book with her again!

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

Amazing care for our cats! Great updates throughout the trip that left us feeling comfortable knowing our kitties were well taken care of

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Jensen M.
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

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.
Drop-In Visits
5.0 out of 5 stars

Daniela and Mike are the best! They know just how to make our scaredy-dog comfortable, and they always send pictures and updates so we know how things are going. Our dog LOVES when she gets to hang with them. :)

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Katie S.
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

Julia was great! She accepted a sitting request from us on short notice which was really appreciated. She came over to meet our Toast so she could meet him and we could see them interact. Toast had a great time when they met and I can tell from the pictures she took during the drop-in that Toast had fun! We’re so glad Julia took such great care of our boy in the hour she came to watch him! :)

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Zach and Jess
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

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
5.0 out of 5 stars

Faith helped out while we were gone for a long day and was a great communicator and also sent us photos of the fur babies! We plan to use her again for future needs!

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Emily S.
Drop-In Visits
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Pet Sitting FAQs

Frequently asked questions about Rover

If you’re searching for a Wilson 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 Wilson Park.

Rover makes it easy to find Wilson 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.