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.

Over 159 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.
“I cannot explain the anxiety we felt when, at the last minute, our arrangements for care our four cats while traveling fell through. I came across Rosanna on Rover and was thrilled that she was available with little notice to come to the house twice a day on our schedule of early morning and early evening feedings for our pets. Any anxiety I had was gone as soon as Rosanna came by the house prior to us leaving; she was so pleasant and professional with pen and paper in hand ready to do what we asked to take care of our pets while we traveled. She took notes as I walked her through the four different pets and the routine of four different rooms they were fed in, this was not a one stop spot for them to eat. While we traveled, we received texts and photos daily. It didn’t take long at all until she felt more like a trusted friend than a hired petsitter. She fed the four animals as we requested, each in their own spot at the early morning and early evening times we requested. She went above and beyond with keeping the litterbox and litterbox area clean and a couple of extra details we asked of her. Rosanna made it very easy to relax and travel knowing our littlest family members were in great hands. She went above and beyond our expectations and I felt the monetary amount to hire her was more than worth the value of the service we received!”

“Kim was the best! My animals loved her and wanted to go home with her! She made it a point to really get to know Hades during the meet and greet so that he knew he could trust her. We will definitely be using her again in the future!”

“Kim took wonderful care of our cat and dog. Neither of them is quick to warm up to new people, but she was communicative, prompt, and patient. It gave us so much peace of mind while we were away. We’re really grateful and would happily recommend her to anyone looking for great pet care.”

“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.”

“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!!!!”

“Jordan was absolutely fantastic with Rex! He stepped in on short notice when we had to make a last-minute trip to Chicago, and we couldn’t be more grateful. He was incredibly attentive and helpful, even offering great advice about not leaving Rex’s collar on while he’s in his crate for safety reasons — something we really appreciated. Jordan was also very communicative throughout the whole process, which gave us peace of mind while we were away. Rex seemed so relaxed and tired between visits, which tells us he was well cared for and got plenty of attention. We’ll definitely be booking Jordan again! Highly recommend!”

“I’ve used Jessika’s services a few times now and she’s always been so amazing with my boys. I genuinely get sad when she’s not available to watch them because they just adore her and are so comfortable with her. She gives them lots of attention and leaves very helpful visit notes so I know exactly what’s going on when I’m gone. I highly highly recommend her for anyone who needs a pet sitter!”

“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!”


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.

“There is nothing better than taking vacation in January, knowing your pets and animals (chickens) are being well taken care of while you’re away. Heidi is trustworthy, dependable and nice. We will use her again in a minute!”

“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!”

“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.”

“Hailie has been great taking care of my cat Mr. Grey at home while im away for work. She is very honest and easy to communicate with, very responsive and respectful. Definitely recommend hailie to other pet parents!!!”

“Liz took the best care of our two dogs. One of our dogs is a bit nervous and she was great about the needs of each dog with different personalities. It was our first time to be away during the night without the dogs and they were perfectly fine with Liz making several stops throughout the day. We will definitely ask for Liz to care for our dogs in the future. She’s very good about communicating and prompt with all the requested visits. I highly recommend Liz. She is so nice and professional.”

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.
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

About: I have cared for dogs and cats of all sizes and temperaments throughout my whole life. I have some experience assisting pets recovering from surgery, that require specific/scheduled care, and those who are physically healthy, but perhaps are just very slow to trust. I am more than happy to meet your pet where they are, and to assist with their needs as much as you are comfortable. Due to seasonal lay-offs at my workplace, I am currently available all throughout the day. I am happy to make trips throughout the day if needed, and/or multiple days throughout the week. I take my dog for regular walks, and am happy to do the same for yours. I also do my best to present a calm and controlled energy with animals, in an attempt to let them grow more comfortable with me at their own pace. I am prepared to be patient if your pets are more shy, and playful if they are more energetic and friendly. Every dog and cat is different, and I do my best to match their energy and respect their boundaries, while ensuring I am also meeting their needs.
The median cost per visit for pet sitting in Pleasant Prairie is $20
Pet parents share their Rover experiences - Pleasant Prairie
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.

Book with peace of mind
- Screened pet sitters have passed a third-party background check and show verified reviews from other pet parents, like you.
- Every booking is backed by the Rover Guarantee, which includes up to $25,000 reimbursement for eligible vet care. Learn more
- 24/7 support from the Rover team–here to help if you ever need someone to talk to.

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 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.
Meet local sitters who will treat your pets like family

1. Search
Browse profiles of sitters near you who offer pet sitting
2. Meet In Person
Schedule a free in-person Meet & Greet to find the perfect fit
3. Book & Pay
It's that easy! All payments are processed through Rover's secured platform
Popular requests near you
Select a filter and find qualifying Pleasant Prairie sitters!Sitters in Pleasant Prairie average 6 repeat pet sitting clients
FAQs for Drop-In Visits - Pleasant Prairie
Frequently asked questions about Rover
The average cost for Pet Sitting in Pleasant Prairie on Rover is $27.75 per visit (as of July 2026). However, all sitters set their own rates based on experience, location, and availability.
Rover makes budgeting the cost of Pet Sitting easy. As long as your dates and pet profiles are correct, the price you see before you book is the same price you pay for Pet Sitting. For more information on service fees, click here .
As of July 2026, there are 3,270 sitters on Rover offering Pet Sitting across Pleasant Prairie. Enter your ZIP code to see which available sitters are closest to your home.
A pet sitter can provide focused care sessions, help your pet’s routine stay on track, or keep you updated on your pet’s mood and energy levels.
Whether you’re at the office for the day or traveling for a few nights, a pet sitter can offer potty breaks during a Pleasant Prairie stroll, cleaning the litter box, or making sure your pet has on-time food or water refills. For daytime services like walking and drop-ins, you can also request sitters to send a report card with every visit.
Tip: You can discuss your specific arrangements with a pet sitter on Rover to what fits you, your pet, and your sitter’s needs. To find what their special skills are, look at the "Skills" and "Pet care experience" sections on their profile.
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 Rover's Trust & Safety page .
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 Rover Guarantee , 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:
- 93% of sitters can help with special care needs
- 97% can help with giving oral medications or injections
- 96% 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 short introductory meeting between you, your pet, and a sitter. It can take place in person or virtually, although we recommend in-person so that your pet can get to know your sitter 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. Most pet parents and sitters on Rover welcome Meet & Greets because the process can give confidence and peace of mind for service experiences, especially for longer stays or first-time bookings.
Sitters on Rover set their own cancellation policy, which you can find on their profile under their calendar availability.
Cancelling before a booking begins and before the sitter's cutoff time qualifies you for a full refund. Same-day cancellations for walks, day care, and drop-ins follow the full refund policy. Otherwise, for dog boarding and house sitting, you will receive a 50% refund for the first seven days of the booking and a 100% refund for the remaining days when you cancel the same day a booking should begin.
If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means our support team works with you to find a replacement sitter.






