Pet Sitting in Pleasant Prairie

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 Pleasant Prairie 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: Rosanna M.
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Rosanna M.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
222 reviews
58 repeat clients
25 years of experience
Kenosha, WI, 53142

Rosanna was great with Paisley! Covered all the bases and even helped clean up a mess from Paisley’s accident. Great to have somebody that can help out when we just don’t want her to be alone all day!

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Brianna A.
Sitter Profile Image: Jodi C.
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Jodi C.
from
$18
per visit
5.0 out of 5 stars
35 reviews
11 repeat clients
40 years of experience
Kenosha, WI, 53144

Reliable and easy to communicate with! Would book her again!

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Jackie M.
Sitter Profile Image: Sunshine L.
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Sunshine L.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
90 reviews
29 repeat clients
46 years of experience
Kenosha, WI, 53143

Sunshine and her children took wonderful care of Leila. I enjoyed all the pictures she provided us of playtime and cuddle time. Sunshine was dependable and communicated with us every visit. She allowed us to have a stress free vacation. I would definitely recommend her for your fur baby. Thank Sunshine!!!!

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Tonya G.
Sitter Profile Image: Kim F.
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Kim F.
Star Sitter
from
$35
per visit
5.0 out of 5 stars
528 reviews
219 repeat clients
25 years of experience
Kenosha, WI, 53142

Kim is the best! She is accommodating and caring! We set up times every week for her to drop in to care for my two dogs, and she makes sure they are fed & happy! Thank you for all that you do!

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Alexandra Z.
Sitter Profile Image: Kalyope M.
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Kalyope M.
from
$20
per visit
5.0 out of 5 stars
17 reviews
1 repeat client
15 years of experience
Kenosha, WI, 53142

Kalyope was great! Great and fast communication. Super friendly!

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Stephanie L.
Sitter Profile Image: Kim K.
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Kim K.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
44 reviews
11 repeat clients
40 years of experience
Kenosha, WI, 53143

Kim took great care of my sick boys. Good communication and pics while we were away. We came home to happy pups, and I'll happily rebook Kim in the future.

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Erin M.
Sitter Profile Image: Jordan E.
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Jordan E.
from
$20
per visit
5.0 out of 5 stars
11 reviews
8 repeat clients
7 years of experience
Kenosha, WI, 53142

There truly is not enough good things I can say about Jordan. I have two very large, strong, and overly energetic labrador retrievers who are and would be way too much for most any dog sitter to be able to handle. Jordan however was able to not only handle them but actually teach them some good manners as well! He is extremely friendly and truly a dog lover. I could tell as soon as I met him that my fuzzy meatballs were going to be in excellent hands and I was correct. I cannot thank him enough and I plan to rebook him again and again. I would HIGHLY recommend that you do the same. Especially, if you are like me and have big high energy dogs that you are worried most sitters won't be able to handle. Jordan has definitely earned my five star rating!

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Daniel N.
Sitter Profile Image: Grace D.
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Grace D.
from
$14
per visit
8 years of experience
Pleasant Prairie, WI, 53158

About: Whether it's time for a pet session or for the zoomies, I love engaging with and getting to know dogs of all types and personalities. I grew up with 2 dogs, a Labradoodle and Beagle for whom I was the primary caretaker. I found great joy in caring for my dogs who had very different personalities, and I learned a lot about how to handle a multi-pet home. I have continued to grow my knowledge in multi-pet home dynamics with the combination of my household and my partner's. We now live happily with 1 cat and 2 dogs. I'm excited to lend a helping hand to other households who are navigating routine with their fur babies. I’m primarily available during the day Tues-Fri as I set my own work schedule. My animals at home are well trained and flexible, so coming to care for yours is a welcome addition to my daily pet care routine. I can occasionally make Mondays and weekends work as needed. I respect every pet owner as the expert on their own pet. I am happy to follow any and all instructions to give your animal the best pet care I can and provide a sense of normalcy and routine for your beloved pets.

Sitter Profile Image: Stephanie J.
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Stephanie J.
from
$19
per visit
5.0 out of 5 stars
6 reviews
2 repeat clients
4 years of experience
Kenosha, WI, 53144

Stephanie has been great! This is the second time she's watched my greyhound Chuck in 3 weeks now. She's very communicative and even once was able to change his food on the fly (he's having some belly issues) while I was out of town. She has the utmost concern for the animal's well being. 10/10 would recommend and will definitely be booking again.

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Carl M.
Sitter Profile Image: Sara J.
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Sara J.
from
$25
per visit
5.0 out of 5 stars
30 reviews
4 repeat clients
13 years of experience
Pleasant Prairie, WI, 53158

Sara has been timely with her drop in visits, flexible with the craziness of having to exchange keys, and communicative! We appreciate (including Maverick) her greatly with our long work hours.

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Katherine D.
Sitter Profile Image: Delaney W.
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Delaney W.
from
$35
per visit
5.0 out of 5 stars
18 reviews
4 repeat clients
10 years of experience
Pleasant Prairie, WI, 53158

Delaney has been so wonderful to work with! She is very reliable, trustworthy, and flexible! She does a great job communicating with us and she is so good to our dogs! I would highly recommend!

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Catherine H.
Sitter Profile Image: Jessika H.
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Jessika H.
from
$25
per visit
5.0 out of 5 stars
36 reviews
8 repeat clients
12 years of experience
Pleasant Prairie, WI, 53158

She did an amazing job with my dog. I am so grateful that I was able to transition back to the office with absolute confidence that Charlee would be well taken care of. Jessika went above and beyond to ease my mind! Charlee loves her already! 🥰

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J. Y.
Sitter Profile Image: Marcelina B.
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Marcelina B.
from
$19
per visit
5.0 out of 5 stars
25 reviews
10 repeat clients
10 years of experience
Kenosha, WI, 53142

Marcy was amazing! She was so helpful and transparent with everything. She went out of her way to stop by my vet when my pup was having tummy troubles while I was gone and kept me updated every step of the way. I highly recommend her services! Would definitely love to have her again!

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Olympia M.
Sitter Profile Image: Elizabeth P.
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Elizabeth P.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
12 reviews
2 repeat clients
1 year of experience
Wadsworth, IL, 60083

Elizabeth was very prompt, courteous and knowledgeable on how to interact with a new dog

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Brody B.
Sitter Profile Image: Nathaniel V.
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Nathaniel V.
from
$17
per visit
5 years of experience
Kenosha, WI, 53142

About: I've been a pet owner for over 30 years and love and care for them like members of my own family! I'm willing to do short notice requests as needed and have total flexibility currently. I'm currently retired and have full availability to come support your pet needs whether that be a walk or a check in or more - I'm available and willing to make your pet(s) part of my family! I will treat your pets like my own - meaning any walks will be on leash, any visits in secure environments and I'll do what ever the ask is. Safety is paramount for your pets.

Sitter Profile Image: Heidi K.
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Heidi K.
from
$20
per visit
4.9 out of 5 stars
33 reviews
10 repeat clients
23 years of experience
Pleasant Prairie, WI, 53158

Heidi was great! Came to the house to meet Capri and I before her drop-in visit. Asked questions. Took a little walk all together to see Capri's "route." Recommend 100%.

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Sue S.
Sitter Profile Image: Hayley C.
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Hayley C.
from
$13
per visit
5.0 out of 5 stars
2 reviews
2 repeat clients
5 years of experience
Kenosha, WI, 53143

About: I’ve worked at a vet clinic for over two years, I know how to administer medication. I’m good at handling dogs and having fun and playing with toys. My schedule is pretty open, so I have plenty of time to play with the animals and take care of their needs and I’m available to take care of the animals just about whenever it’s needed. I can work with just about anything if your dog needs to be crated I can crate them take them for walks or play with them in the backyard if the space allows. Housesitting only at clients place.

Sitter Profile Image: Rachel W.
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Rachel W.
from
$20
per visit
5.0 out of 5 stars
6 reviews
8 years of experience
Kenosha, WI, 53142

Rachel was great, accommodated my last minute request and my little guy had a blast with her.

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Andrew F.
Sitter Profile Image: Celeste G.
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Celeste G.
from
$20
per visit
5.0 out of 5 stars
2 reviews
1 repeat client
13 years of experience
Kenosha, WI, 53142

About: I’ve cared for a variety of pets of all ages, from energetic puppies to independent cats. I am comfortable caring for senior pets, ensuring they get the proper attention and care they need- as long as instructions can be provided to maintain routines and medical needs. I treat every pet as if they were my own, providing gentle care, companionship, and a safe environment. Wether it’s keeping up with a puppy, a shy cat, or providing extra comfort for an aging pet, I would be honored to be trusted with your furry family members. I currently am a full time Software Engineering student at Loyola University! Currently, most of my coursework is online other than Tuesdays and Thursdays. This limits my availability on those days for additional pet care. My flexible online schedule allows me to dedicate plenty of time to care for pets throughout the week, ensuring they receive attention and care they deserve. I can easily accommodate feeding schedules, playtimes, and check-ins, making pet care a natural and enjoyable part of my routine. I provide a safe, comfortable, and pet-friendly environment for all animals in my care. My home has a large yard with fencing where I can comfortably walk one’s pet outdoors while remaining safe. I have two cats and one dog in the home, so I do carefully manage introductions and limit interactions if needed to ensure all pets are comfortable. For dogs, I can crate or pen if needed, providing them with personal space, or allow them to roam safely on a leash outside while ensuring they are well cared for inside. For cats, I prioritize an stress-free environment, providing personal space and ensuring quiet areas to retreat to. I understand feline body languages and can understand shy, playful, or independent cats to ensure their comfort.

Sitter Profile Image: Kyleigh R.
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Kyleigh R.
from
$16
per visit
5.0 out of 5 stars
3 reviews
2 repeat clients
1 year of experience
Kenosha, WI, 53142

My baby had such a good day with Kyleigh! It was my first time leaving him home alone to go to work and her care for him calmed my nerves. She visited him three times and my puppy had no issues, absolutely loved her! She sent me pictures that made my heart melt! Highly recommend Kyleigh!

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Katelyn O.
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Pleasant Prairie pet parents share their Rover experiences

1 / 1
5.0 out of 5 stars

Rosanna is so kind & professional and her love for pets genuinely shows. This is my third time using Rosanna to look after my dog & will certainly be using her again when needed. It’s always tough to have to leave your pet, but knowing they are in such great hands brings so much relief. THANK YOU ❤️

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

Stephanie has been great! This is the second time she's watched my greyhound Chuck in 3 weeks now. She's very communicative and even once was able to change his food on the fly (he's having some belly issues) while I was out of town. She has the utmost concern for the animal's well being. 10/10 would recommend and will definitely be booking again.

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

Jodi took great care of our 2 cats for drop in visits! Enjoyed getting some photos of our kitties while we were away :) thank you!!

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

Heidi was great! Came to the house to meet Capri and I before her drop-in visit. Asked questions. Took a little walk all together to see Capri's "route." Recommend 100%.

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

What a great sitter my babies enjoyed spending time with a friend!! So grateful for a sitter like you! :) thank you for being great with them!

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Mercades L.
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 Pleasant Prairie 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 Pleasant Prairie 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 Pleasant Prairie 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.

If you’re searching for a Pleasant Prairie 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.

As of Jun 2026, there are 3,174 pet sitters in Pleasant Prairie. 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 Pleasant Prairie pet sitters respond in under an hour.

Pet sitters in Pleasant Prairie 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 Pleasant Prairie.

Rover makes it easy to find Pleasant Prairie 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 3,174 pet sitters in Pleasant Prairie on Rover, so you’re sure to find the perfect match for your pet! In Pleasant Prairie, 96% of pet sitters offer daily exercise, 97% offer medication administration, and 92% 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.

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.