Pet Sitting 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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Over 136
pet parents in Pleasant Prairie have booked pet sitting

Pleasant Prairie, Find top rated pet sitting

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
• 232 reviews
59 repeat clients
25 years of experience
Kenosha, WI, 53142

“Rosanna was very friendly, knowledgeable and helpful. She loves animals. Our kitties were comfortable with her right away. We would definitely work with her again!”

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set c.
Sitter Profile Image: Sunshine L.
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Sunshine L.
from
$20
per visit
5.0 out of 5 stars
• 100 reviews
32 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: Stephanie J.
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Stephanie J.
Star Sitter
from
$19
per visit
5.0 out of 5 stars
• 8 reviews
3 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: Kristine L.
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Kristine L.
from
$18
per visit
5.0 out of 5 stars
• 4 reviews
1 repeat client
20 years of experience
Kenosha, WI, 53142

“Prompt and brought up a cough tommy had. Good to know she is looking out for the health of my animals.”

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Kristy B.
Sitter Profile Image: Alissa K.
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Alissa K.
from
$22
per visit
5.0 out of 5 stars
• 10 reviews
10 years of experience
Kenosha, WI, 53142

About: I've been dog-sitting my friends' & neighbors' dogs for years now. Everything from Shih Tzus to Labs to Collies and Pit Bulls, I do well with all types of dogs! I love taking dogs for walks and playing fetch! (Also, I love cats! (I'm a Cat Mom of 4)). I'm currently pet-sitting full-time, so I have plenty of time to take care of your pet(s)! I keep my calendar up-to-date and respond promptly to requests, so feel free to reach out and ask! I am always respectful of my clients' homes & make sure I take the dogs out frequently to use the bathroom & for walks/play, that litter boxes are cleaned, & that there is always fresh water/food given.

Sitter Profile Image: Katie K.
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Katie K.
from
$17
per visit
5.0 out of 5 stars
• 4 reviews
15 years of experience
Bristol, WI, 53104

“So happy to make a connection with a local who can drop-in to give pee breaks to my three dogs when we're out for a long day. Katie seemed to have the magic touch with my normally anxious male, as he immediately seemed comfortable with her. Will definitely utilize Katie going forward to stop in again!”

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Ilana W.
Sitter Profile Image: Katelyn R.
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Katelyn R.
from
$18
per visit
5.0 out of 5 stars
• 6 reviews
2 repeat clients
6 years of experience
Pleasant Prairie, WI, 53158

“Katelyn did a great job with my cat. It was the first time I had someone watch him and she was very detailed and caring. Would recommend her service.”

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Carine L.
Sitter Profile Image: Payton A.
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Payton A.
from
$17
per visit
10 years of experience
Kenosha, WI, 53142

About: I’ve taken care of dogs, pigs, chickens, and cats. My whole entire life I have had to take care of special needs animals as well. During the week, I am available anytime during the week I’m available all day long! I am available on the weekends as well! Let me be your safe space for animal sitting! I will be able to provide to your animals all day long on the weekends, afternoons on the weekdays, ensuring that they are fed watered taken out walked and cleaned if need be

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.
Sitter Profile Image: Sandy D.
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Sandy D.
Star Sitter
from
$15
per visit
5.0 out of 5 stars
• 209 reviews
75 repeat clients
40 years of experience
Mount pleasant, WI, 53406

“Sandy was awesome with my husband being in the hospital. I did not know until a few hours before if I needed her or not and under the circumstances, she was very supportive encouraging and helped at a drop of a hat. I came home yesterday morning after she had seen the dogs and she left a little card for them With two dog toys, saying from grandma Sandi. And a short amount of time she truly has become that. I also noticed she brought her own towel to wipe their feet off with in the mud Thank you Sandy for being so awesome and so kind encouraging and loving to my pups while I was away.”

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Cheryl C.
Sitter Profile Image: Karen C.
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Karen C.
from
$16
per visit
4.0 out of 5 stars
• 2 reviews
2 repeat clients
2 years of experience
Pleasant Prairie, WI, 53158

About: My family used to own 7 dogs when I was a preteen! 6 were chihuahuas and one was a pit bull, so I feel comfortable with any dog size. I would feed, walk, wash, and play with them. Now, I help my friends with their dogs whenever it’s needed. I know when they need space and when they want to be playful. I have a lots of energy, so I can ply with your pup for a long time! I’m a full-time student and work part-time for two days a week, but it only takes up in the morning. On any day of the week, I am available at any time after 4pm, and before 11am except on Tuesdays, Fridays, and Sundays. I’m always observing, partially because of admiration, but also watching out for any signs of discomfort. I can recognize when they need space, are uncomfortable, anxious, or threatened. I’m cautious when it comes to interactions while walking and will walk across the other side of the street from another dog for precaution.

Sitter Profile Image: Celeste G.
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Celeste G.
from
$20
per visit
5.0 out of 5 stars
• 4 reviews
1 repeat client
13 years of experience
Wadsworth, IL, 60083

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: Melissa A.
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Melissa A.
from
$20
per visit
5.0 out of 5 stars
• 3 reviews
20 years of experience
Lindenhurst, IL, 60046

“Melissa is great with our kitties! She can administer meds, gives lots of updates and, most importantly, gave us peace of mind while we were gone.”

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Katherine H.
Sitter Profile Image: Joshua C.
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Joshua C.
from
$38
per visit
4.8 out of 5 stars
• 20 reviews
9 repeat clients
7 years of experience
Kenosha, WI, 53142

About: Since 2019, I've been committed to the well being of dogs and cats, offering trusted, reliable, and professional care. While my experience may be selective, each client I've served has left glowing reviews, reflecting the quality and dedication I bring to every job. Your pet companion is in good hands with my proven track record of satisfied clients. My current availability for pet services is contingent upon my full time employment, which spans Monday through Friday from 9:00 AM to 5:00 PM, usually. My work is flexible as well. I am able to bring animals to my office. I operate on a hybrid work model, with a predominant presence in the office rather than at home. In my home or at my client's, the pets' safety and happiness are my top priorities. I customize care routines for each furry friend, sticking to their usual schedule for feeding, playtime, and keeping an eye on them. I make sure the environment is safe and comfy, and I'm always up for fun and cuddles to keep them content. I keep the client updated and have a plan in case of any surprises. Basically, I aim to make sure the pets feel right at home, whether they're with me or at their owner's place. I do have a fenced in yard and my own space to keep the pet comfortable.

Sitter Profile Image: Alyssa S.
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Alyssa S.
from
$34
per visit
5.0 out of 5 stars
• 11 reviews
1 repeat client
20 years of experience
Kenosha, WI, 53140

About: Hi there! I’m Alyssa, an experienced dog mama and pet lover! After 12 years together, our family had to say goodbye to our two sweet angel fur babies this past year, who were truly part of our family. Due to this heartbreak, we know we’re not ready to welcome a new pet of our own anytime soon, but we DO have a lot of LOVE to give to your babies! I miss having animal energy around, and I genuinely need to have my “pup cup” routinely filled! I’m offering pet sitting, dog walking, and drop-in visits to treat your pets like I would my own. Whether it’s snuggles, a neighborhood walk, or playing fetch, I’ll make sure your baby feels safe while you’re away. I’m a nurse, so you can feel confident that your pets are in capable and nurturing hands. I truly understand how important it is to have someone trustworthy looking after your animals, and I’d be honored to be that person for you! I work part-time, usually only 2-3 days a week, so I have plenty of extra time to spend with your babies! I also understand doggies with separation anxiety and don’t like to be left alone for too long! We have a fenced in backyard and a cozy home! We also let pets on our furniture, so there will be plenty of cuddles! 🥰

Sitter Profile Image: Hannah L.
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Hannah L.
from
$25
per visit
5.0 out of 5 stars
• 6 reviews
2 repeat clients
7 years of experience
Kenosha, WI, 53144

“Hannah was professional and responsive throughout the visits for our plethora of cats. She successfully navigated a power outage at our home and took the initiative to fill water bowls after their bubbler lost power. She communicated throughout the visit and did a great job, our cats were in good hands!”

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Casey S.
Sitter Profile Image: Edge C.
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Edge C.
from
$10
per visit
1 year of experience
Zion, IL, 60099

About: Hi! I’ve cared for pets for years through feeding, walking, playtime, and providing companionship. I understand that every pet has unique needs, and I strive to make them feel safe, loved, and comfortable while their owners are away. I currently work part-time, which allows me to maintain a flexible schedule and dedicate quality time to the pets in my care. I strive to provide reliable, attentive care through walks, playtime, feeding, and plenty of companionship. Your pet’s safety and comfort are my top priorities. I have a secure, fenced yard where dogs can play and exercise safely. I also have young children in the home who have been taught to be gentle and respectful around animals, helping create a loving, family-friendly environment for pets in my care.

Sitter Profile Image: Devin R.
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Devin R.
from
$17
per visit
5.0 out of 5 stars
• 14 reviews
2 repeat clients
10 years of experience
Antioch, IL, 60002

“Very reliable and punctual sitter. She took very good care of our pups while we were away and gave them lots of extra love and attention. I would highly recommend her”

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Pamela M.
Sitter Profile Image: Kelsea D.
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Kelsea D.
from
$16
per visit
5.0 out of 5 stars
• 16 reviews
6 repeat clients
9 years of experience
Waukegan, IL, 60087

About: Hi Kelsea here, I have some experience, about 2 1/2 year training dogs. Having a fur babe/babies is the best thing anyone could have, they can be sometimes better than humans. Love being outside and playing with my puppy and yours too, just see there happy faces makes my day great. My apartment where am stating currently dosent allows any aggressive breeds you should be able to see the picture of what am not allowed to have. But, am hoping to have a house to where i be able to have any breed. Currently I am working at Rally’s. But,I am very flexible to you and your dog needs. Also hoping to go back to college so I can get my degree in medical office, while there am hoping to learn more about training animals too. In conclusion, I hope that you and your fur babe/babies will choose to come and have a awesome experience. Have a great day!!!

Sitter Profile Image: Stacey E.
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Stacey E.
from
$38
per visit
5.0 out of 5 stars
• 11 reviews
5 repeat clients
10 years of experience
Kenosha, WI, 53143

About: I have worked in veterinary medicine for 6 years, Animals tend to like me regardless of their personalities. I am as happy on a leisurely walk for a mellow dog who wants to sniff and explore as I am to tire out a dog with boundless energy. I give exceptional pet sitting services for your beloved companions, where I treat your pets like family! I’m Devoted to your pets, happiness, and wellbeing! my compassionate nature and dedication to providing exceptional care make me a standout sitter. I prioritize building trusting relationships with both pets and seniors, and I am committed to creating a safe and comfortable environment for them. I have a full-time job, but I am available for pet sitting before and after work. I am nearby so I’m also available for drop in visits throughout the day. I would love to do in-home care/pet walking overnight days. I can also do weekly and home care for vacations for dogs and cats, and any other pets. I have experience with gerbils, hamsters, rabbits, reptiles.

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The median cost per visit for pet sitting in Pleasant Prairie is $20

Pet parents share their Rover experiences - Pleasant Prairie

1 / 1
5.0 out of 5 stars

Rosanna has watched our two kitties a few times now. She is very reliable and communicative. We are grateful to be able to rely on her while we are out of town.

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set c.
Drop-In Visits
5.0 out of 5 stars

Stephanie was great as always! Very communicative and timely. She’s my go-to rover at this point. 5 stars!

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

Rosanna did an excellent job again, taking care of Lily, especially with the very severe weather she had to deal with as well. She updates us with photos, and keeps us updated with how Lily was doing during the visits and the weather.

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Paul & Maria J.
Drop-In Visits
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

Stephanie has been a great drop I sitter for our dogs. She is responsive and patient with our younger girl who is less social. We crate while at work but I am traveling a lot for work so its too long with me not there. So Stephanie comes in 1x some times 2x on the days we need to let them out, play with them and give them some attention. We will continue to use her services!

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Eliza B.
Drop-In Visits
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How to book pet sitting

  1. 1. Search

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Popular requests for pet sitting - Pleasant Prairie

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Sitters in Pleasant Prairie average 6
repeat pet sitting clients

FAQs for Pet Sitting - Pleasant Prairie

Frequently asked questions about Rover

The average cost of Pet Sitting in Pleasant Prairie is $27 per visit as of October 2026. Most bookings cost between $16 and $32 per visit. On Rover, sitters set their own rates based on factors such as their experience, the length of care, the number of pets, and your pet’s specific needs. As long as your booking dates and pet profiles are accurate, the price shown before you confirm is the total, including any booking fee.

As of October 2026, there are 3,008 sitters on Rover offering Pet Sitting across Pleasant Prairie. Enter your ZIP code to see which available sitters are closest to your home.

You and your sitter can agree on a care schedule that fits your pet’s routine and the sitter’s availability. Pet Sitting can be booked as a one-time or recurring drop-in visit. If you need overnight care or dog walks, you may also be able to book House Sitting or Dog Walking through Rover with the same sitter, provided they offer those services.

Before booking, confirm:

  • the timing, length, and frequency of visits;
  • the care instructions the sitter should follow;
  • which parts of your pet’s usual routine should be prioritized;
  • how often you would like to receive messages, photos, or other updates.

Not every sitter offers the same services, availability, or booking options. Review their profile and discuss the care you need through Rover before booking each service.

If you would like updates while you’re away, you can discuss with your sitter how many or how frequent you’d like those updates to be. The Rover app allows sitters to send photos, videos, and messages about your pet, including how many pee or poop breaks occurred. You can message your sitter at any time through the app and our support team is available 24/7 by email or chat if you have concerns.

The personalized, in-home nature of pet care through Rover can mean more individual attention for your pet.

Many pet parents provide a spare key or arrange a lockbox. You can also exchange keys during the Meet & Greet and show your walker how to use digital fobs or personalized codes. It helps to arrange access to your home, from spare keys to concierge introductions, before pet care begins.

If you live in an apartment or condo, don’t forget to discuss details like buzzer access, codes, or elevator etiquette. These details can help a pet sitter feel more comfortable going in and out of your building.

Every sitter on Rover is required to pass a background check before listing their services. This process confirms their identity and indicates they are not on the Department of Justice’s National Sex Offender Public Website or have any disqualifying offenses.

Beyond ID checks, you can review each sitter's star rating, read verified reviews from other pet parents, and see how many repeat clients they have. Every booking is backed by the Rover Guarantee, which includes up to $25,000 in eligible veterinary care. For more details, visit .

The Rover Guarantee is Rover’s commitment to your peace of mind every time you book. It includes 24/7 customer support, sitter access to advice from qualified veterinary professionals for diagnostic issues, and a reimbursement program for eligible veterinary care in the rare event something goes wrong.

All bookings are backed by the , which provides up to $25,000 in eligible veterinary care reimbursement.

Yes, you can find sitters who have experience with handling special pet needs in Pleasant Prairie. On Rover:

  • 89% of sitters can help with special care needs
  • 94% can help with giving oral medications or injections
  • 95% can help with daily exercise

You can also find pet sitters on Rover who accept only one pet at a time, which is ideal for anxious puppies, kittens, or senior pets who move at a gentler pace. Some sitters will also list availability for 24/7 care, also known as constant care, in their profiles.

Use the search filters to narrow down sitters whose specific experience or environment meets your pet's needs. When reaching out to your sitter, outline your pet's care routine and use the Meet & Greet to walk your sitter through your expectations.

A Meet & Greet is a casual meeting to vet potential sitters and communicate care needs for peace of mind before a booking begins. Only sitters who have never booked with you before can schedule a Meet & Greet on Rover; however, you are welcome to coordinate one in Rover messages with sitters you have previously booked. This can be helpful if you have a new pet or routine you want to go over with your sitter.

Meet & Greets can take place in person or virtually. If you are booking with a sitter for the first time, we recommend in-person Meet & Greets to get a clearer sense of how your sitter interacts with your pet or the new environment.

During the Meet & Greet, you will have a chance to walk through your pet's routine, medical needs, and unique quirks. Take the time to ask your sitter questions about their skills and expertise, and make sure the fit feels right for everyone. Meet & Greets are a great way to prepare your pet and sitter for longer stays or first-time bookings. Read our tips for your first .

sitters on Rover set their own , which you can find on their profile under their contact information. Sitters may set a same-day, one-, three-, or seven-day cancellation policy. Cancelling within your sitter’s cancellation policy qualifies you for a full refund.

Same-day cancellations for recurring services, which include walks, drop-ins, and day care, follow the full refund policy. Otherwise, for pet boarding and house sitting, if you cancel after 12 pm on the applicable cancellation deadline, you’ll receive a 50% refund for the first seven days of the booking and a 100% refund for any remaining days.

If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means you will get a full refund and our support team will work with you to find a replacement sitter.

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