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 137
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
228 reviews
59 repeat clients
25 years of experience
Kenosha, WI, 53142

Rosanna did an outstanding job, so caring for Lily, updated us on all the information, with Photos, what she did in detail. We can’t see enough on how great she was with Lily, highly recommend her

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Paul & Maria J.
Sitter Profile Image: Caitlin C.
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Caitlin C.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
252 reviews
65 repeat clients
15 years of experience
Kenosha, WI, 53142

Another great vacation without stress about my fur babies, because Caitlin handles everything with ease. House painters were making noise and scaring the kitties so she laid on the floor and comforted them under the bed. Automatic vacuum got tangled on a string, Caitlin handled that, too. She is always above and beyond my expectations!!

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Stephanie S.
Sitter Profile Image: Marcelina B.
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Marcelina B.
from
$19
per visit
5.0 out of 5 stars
27 reviews
11 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: Stephanie J.
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Stephanie J.
Star Sitter
from
$19
per visit
5.0 out of 5 stars
7 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: Hannah M.
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Hannah M.
from
$20
per visit
5.0 out of 5 stars
3 reviews
1 repeat client
20 years of experience
Pleasant Prairie, WI, 53158

About: I have experience working with all kinds of animals, as I grew up on a rescue farm. We rescued dogs of all ages and cats from multiple litters! I’m currently working full-time in a hospital, but I am looking for some extra work outside of it on the weekends and some weekdays. This is a great activity to decompress with animals and make extra money! I will ensure that I keep the clients home safe and secure when leaving. I will respect boundaries and ensure that I go and do my job, taking care and playing with your pets!

Sitter Profile Image: Madalyn R.
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Madalyn R.
Star Sitter
from
$23
per visit
5.0 out of 5 stars
14 reviews
11 repeat clients
7 years of experience
Sturtevant, WI, 53177

Madalyn has been wonderful!! Great attention to detail, care and super communication! I highly recommend and our puppy adores the love and attention.

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Nicole Ann B.
Sitter Profile Image: Katelyn R.
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Katelyn R.
from
$17
per visit
5.0 out of 5 stars
6 reviews
2 repeat clients
6 years of experience
Pleasant Prairie, WI, 53158

Katelyn goes above and beyond and truly cares so much! Anyone who gets the pleasure of working with her is lucky! Can’t ask for anyone better to take care of my senior dog.

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Maddie E.
Sitter Profile Image: Kim K.
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Kim K.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
49 reviews
12 repeat clients
40 years of experience
Kenosha, WI, 53143

Kim is phenomenal! I would highly recommend. She communicates quick and was super easy to work with. She took my appointment last minute and really saved me a lot of stress. She was very good with my doughter and I will use her again in the future if she is available! Thank you for helping me out in a pinch Kim!

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Shae S.
Sitter Profile Image: Tiffany B.
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Tiffany B.
from
$15
per visit
5.0 out of 5 stars
36 reviews
8 repeat clients
4 years of experience
Mt Pleasant, WI, 53405

Tiffany is wonderful! Very good with my puppy. She communicates very well if there are any scheduling changes and is flexible.

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Jenny S.
Sitter Profile Image: Elizabeth P.
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Elizabeth P.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
13 reviews
3 repeat clients
1 year of experience
Wadsworth, IL, 60083

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.

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Joanne B.
Sitter Profile Image: Faith Q.
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Faith Q.
Star Sitter
from
$23
per visit
4.9 out of 5 stars
47 reviews
35 repeat clients
20 years of experience
Gurnee, IL, 60031

This was our first time with a dog sitter , faith was great with the drop ins and we are so happy with are experience with her definitely would book again !!

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

Another outstanding experience with Sandy! I swear our dogs look as happy in her pictures as if they were taken by us. We absolutely love her drop in visits while we are on vacation. We NEVER worry about our dogs anymore when we are away.

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jim l.
Sitter Profile Image: Kim F.
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Kim F.
Star Sitter
from
$35
per visit
5.0 out of 5 stars
563 reviews
224 repeat clients
25 years of experience
Kenosha, WI, 53142

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!

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Adriana P.
Sitter Profile Image: Monica L.
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Monica L.
Star Sitter
from
$40
per visit
5.0 out of 5 stars
26 reviews
9 repeat clients
12 years of experience
Racine, WI, 53402

Monica is an exceptional pet sitter! Provides prompt responses, real time pet updates with pictures and my big guy Ripley is happy and safe when she provides pet care services. I am able to have piece of mind that my dog is well cared for when Im not in town, and also able to have communication with her. I just finished my second booking with Monica and will continue to book with her. Highly recommended!

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Miller H.
Sitter Profile Image: Sunshine L.
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Sunshine L.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
97 reviews
32 repeat clients
46 years of experience
Kenosha, WI, 53143

Sunshine was very thoughtful and loving towards our pet. She took good care of him and our house. Sunshine communicated very well with us and sent lots of photos.

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Sandra M.
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: Isaac N.
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Isaac N.
from
$14
per visit
1 repeat client
10 years of experience
Kenosha, WI, 53140

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.

Sitter Profile Image: Gwen S.
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Gwen S.
Star Sitter
from
$14
per visit
5.0 out of 5 stars
12 reviews
4 repeat clients
1 year of experience
Spring Grove, IL, 60081

We booked Gwen very last minute. She was more than willing to do meet and greet before our booked times. Care for our dog (who had ACL surgery that week) and communication with us throughout was phenomenal! We highly recommend Gwen and hope to book with her again. Thank you, we’re beyond grateful!

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Michelle H.
Sitter Profile Image: Christine S.
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Christine S.
Star Sitter
from
$27
per visit
5.0 out of 5 stars
7 reviews
5 repeat clients
30 years of experience
Gurnee, IL, 60031

Christine was awesome! I have never had anyone that I didn't know watching my animals, so I was a little nervous. But she was great. My kitties LOVED her and it helped me enjoy my vacation more knowing they were being so well taken care of. My one cat has diabetes and she made sure to stay on schedule with his meds.I also got lots of pictures and updates for every visit. Highly recommend👍🏼😁

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Madeline T.
Sitter Profile Image: Sarah R.
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Sarah R.
Star Sitter
from
$17
per visit
4.9 out of 5 stars
16 reviews
4 repeat clients
4 years of experience
Antioch, IL, 60002

We had an outstanding experience with our Rover sitter: Sarah and couldn’t be happier with the care she provided. She was punctual, professional, attentive, and genuinely caring with our dog from start to finish. Her communication was excellent, and it gave us great peace of mind knowing our pet was in such capable hands. She went above and beyond to ensure everything was taken care of, and it was clear she truly enjoys what she does. We would absolutely book with her again and highly recommend her to anyone looking for a reliable, trustworthy, and compassionate pet sitter. A well-deserved five-star experience!

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Peter F.
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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

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5.0 out of 5 stars

Rosanna saved the day! At our Meet & Greet, it was instantly apparent that Rosanna is a highly capable and responsible cat-sitter, but what shined moreover is her loving and compassionate spirit. While we were out of town and Rosanna was pet-sitting for our cats, a well-meaning but incompetent friend checked on the cats and then called to tell us the cats were gone. Imagine our horror. We called Rosanna who immediately went to check out the situation and found the cats safely curled up in a clothes closet. Rosanna’s recognition of the potential danger to the cats, her instant action, and her call to reassure us all was well is so appreciated and an exemplary demonstration of her competence and compassion. Pet-sitting may be Rosanna’s job, but it is also her calling. We are so grateful for her!

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Toni K.
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
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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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. 1. Search

    Browse profiles of sitters near you who offer pet sitting
  2. 2. Meet In Person

    Schedule a free in-person Meet & Greet to find the perfect fit
  3. 3. Book & Pay

    It's that easy! All payments are processed through Rover's secured platform

Popular requests for pet sitting - Pleasant Prairie

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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 $26.75 per visit (as of August 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 August 2026, there are 3,115 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.

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