Dog Sitting Pleasant Prairie

Book a Pleasant Prairie dog sitter to watch your dog in your sitter’s home or yours.

End Date
Search

Over 101
pet parents in Pleasant Prairie have booked dog sitting

Pleasant Prairie, Find top rated dog sitting

1 / 1
Sitter Profile Image: Stephanie V.
Verified Enhanced Background Check
Stephanie V.
from
$13
per visit
15 years of experience
Kenosha, WI, 53140

About: I’ve been surrounded by animals my whole life—from small cats to large energetic dogs, and everything in between! With over 15 years of hands-on experience, I’ve cared for pets of all sizes, temperaments, and ages. Whether I’m walking a high-energy pup, providing gentle care to a senior dog, or spending quiet playtime with a shy cat, I tailor my care to each pet’s needs. Pet care fits naturally into my weekly routine. I currently work a flexible schedule as a licensed esthetician and certified laser technician, which allows me to offer availability for pet care throughout the week. I am available for early morning walks and drop-in visits, evening care, overnight stays, and weekend bookings. On days when I don't have appointments scheduled, I often have additional daytime availability as well. I enjoy staying active and spending time with animals, so whether your pet needs a quick potty break, a long walk, playtime, feeding, or overnight companionship, I'm happy to accommodate their routine and provide reliable, attentive care. I care for pets in my home, which is set up to be safe, comfortable, and welcoming. I have a fully fenced yard for secure outdoor time and a spacious downstairs area perfect for crates or quiet time when needed. Pets are welcome throughout the house and treated like part of the family. Whether they love to cuddle on the couch or need their own space, I tailor the environment to fit each pet’s personality and routine. Cleanliness, supervision, and safety are my top priorities—and of course, lots of love and attention!

Sitter Profile Image: Heidi F.
Verified Enhanced Background Check
Heidi F.
from
$25
per visit
5.0 out of 5 stars
10 reviews
15 years of experience
Kenosha, WI, 53142

About: I’m the go to pet sitter when it comes to my family,friends and neighbors. I’ve taken care of many breeds from small to large. Young to old. I currently have an open schedule for the summer I am available for walks,boarding and potty breaks. I am available Monday through Sunday ! I am very flexible! I have a fenced in yard and two well behaved socialized dogs that will keep your pup company. If needed I can create your pup as well.

Sitter Profile Image: Sarah R.
Verified Enhanced Background Check
Sarah R.
Star Sitter
from
$17
per visit
4.9 out of 5 stars
14 reviews
3 repeat clients
4 years of experience
Antioch, IL, 60002

Sarah was awesome with our pups!

Profile image
No-El S.
Sitter Profile Image: Kierstin C.
Verified Enhanced Background Check
Kierstin C.
from
$15
per visit
5.0 out of 5 stars
22 reviews
12 repeat clients
11 years of experience
Kenosha, WI, 53140

Kiersten is great. I reached out to her as I have been struggling to give my cat a liquid medicine for an upper respiratory infections, as well as eye and ear drops. After spending two hours of fighting him, and not getting a drop into him, I waived the white flag and went online to see if I could hire someone to do this for me twice a day. I found Kiersten, and she accepted. She is great with my cat, and very friendly. Always on time, and pleasant, no matter how much of a fight my cat puts up. Thank you Kiersten for everything!

Profile image
Daniel H.
Sitter Profile Image: River N.
Verified Background Check
River N.
from
$25
per visit
5.0 out of 5 stars
27 reviews
12 repeat clients
6 years of experience
Kenosha, WI, 53140

About: I love all animals-any shape or size and have been caring for dogs and cats professionally for the past 6 years. I can handle any stage, terrible twos, the awkward teens and of course our golden girls(and boys). I currently only work part time, 3 days a week, so I have plenty of time in my schedule to give your pup all of the time and attention they deserve. I strive to leave a lasting impression on you and your pet as someone that they can trust and look forward to seeing. I always follow any instructions clearly as for care and procedures regarding your pets. My first priority is for everyone to have a safe and happy interaction!

Sitter Profile Image: Olivia B.
Verified Enhanced Background Check
Olivia B.
from
$15
per visit
10 years of experience
Kenosha, WI, 53142

About: I have a Pug and a cat. I have cared for many animals in my life. I will love them like they are my own. I am off for the summer and would love to help you care for your pets. I will take them for a bathroom break/ walk I will come to your house to take care of your cat or dog while you are at work. I will have some free time.

Sitter Profile Image: Tanya E.
Verified Background Check
Tanya E.
from
$15
per visit
5.0 out of 5 stars
8 reviews
3 repeat clients
4 years of experience
Kenosha, WI, 53143

Tanya was amazing to my kitty cats! Very attentive and detailed! Always updating me and loving my cats as I do! Will gladly use her anytime to watch my animals!

Profile image
Meghan J.
Sitter Profile Image: Elizabeth C.
Verified Enhanced Background Check
Elizabeth C.
from
$20
per visit
20 years of experience
Kenosha, WI, 53144

About: I can’t remember a time in my life I haven’t been around animals. I’m comfortable with any animal big or small. I’ve owned hamsters, mice, guinea pigs, rats, dogs, cats, and many other pets. I volunteered at a cat shelter for multiple hours a week for over 5 years. I have fostered 13 kittens, some as young as a few days old. I now live with a dog, four cats, and too many small pets to count. I have pet-sat for friends and family, I ride at a barn, and I do little bits of training with our dog and cats. I am comfortable clipping cat nails and grooming. It makes no difference to me if the pet is young or old, big or small; I love them each. Save for Tuesday mornings and afternoons, I am available weekdays and weekends. My Friday and Saturday nights are not always free, but there can be exceptions. I’m a nature-loving girl, so I can take your pet on walks around your neighborhood or a park you know and love. I’m willing to play fetch or help keep your pet up-to-date on practicing its tricks and training. If your pet is the cuddling type, I can do so as well, and if it likes adventure, I have traveled all the way to Montana with my cat in the car.

Sitter Profile Image: Payton A.
Verified Enhanced Background Check
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: Carla J.
Verified Background Check
Carla J.
from
$19
per visit
4.7 out of 5 stars
153 reviews
59 repeat clients
10 years of experience
Bristol, WI, 53104

I had Carla come let my dog out when I had a busy day. It happened to be raining so she took him on a walk and for a car ride. She spent much more time with him than I had anticipated and he loved it! It was great to know that I could go to work and he was being well taken care of and wasn't stuck in his kennel all day!

Profile image
Kasie D.
Sitter Profile Image: Jadyn P.
Verified Enhanced Background Check
Jadyn P.
from
$20
per visit
5.0 out of 5 stars
110 reviews
37 repeat clients
12 years of experience
Kenosha, WI, 53142

Jadyn did a great job taking care of our super social cat. She did everything we asked and our cat was happy when we got home. Definitely will book with her again.

Profile image
Samantha O.
Sitter Profile Image: Aixa C.
Verified Enhanced Background Check
Aixa C.
from
$20
per visit
5.0 out of 5 stars
10 reviews
5 repeat clients
5 years of experience
Kenosha, WI, 53144

About: I have trained my current 1y/o puppy and I adopted my previous dog when he was 8y/o, so I also have experience with senior dogs as he passed at 12y/o. I have been taking care of a variety of pets for the past five years, including cats, lizards, roaches, birds, and ferrets. I am an all-rounder when it comes to loving on any multi-legged friend! I go to school full time but am excellent in time/stress management so I won’t have trouble keeping your fur babies well fed and stimulated! I have class from 8am-2pm once a week but the rest of the week is pretty light. I don’t work a different part time job so school is my only responsibility. I am caring but direct so I won’t have trouble disciplining in a gentle manner. I am generally a very concerned and attentive pet parent.

Sitter Profile Image: Avery T.
Verified Enhanced Background Check
Avery T.
from
$17
per visit
5.0 out of 5 stars
3 reviews
2 repeat clients
10 years of experience
Bristol, WI, 53104

About: I’m an 18-year-old pet sitter who has grown up caring for animals my entire life, including fish, hamsters, cats, and dogs. I’ve independently managed feeding, cleaning, exercise, and overall care for my pets while balancing school, athletics, and work. Through this experience, I’ve learned to be responsible, attentive, and patient, always making sure animals are safe, comfortable, and well cared for. I treat every pet with the same care and respect I give my own. I’ve taken care of my neighbors dog during the day or throughout the night, watched my grandparents cats and dogs by stopping by periodically, and brought my friends dog to the groomer and vet. Pet care fits naturally into my daily and weekly routine because I’ve grown up caring for animals my whole life. On a daily basis, I make time for feeding, fresh water, cleaning, playtime, and monitoring each pet’s behavior and health. Weekly routines include deeper cleaning, grooming, and making sure pets get consistent exercise and attention. I manage this around school and athletics. I care for pets by following a consistent routine that meets each animal’s individual needs, whether in my home or a client’s home. I make sure pets are fed on schedule, have fresh water at all times, and receive plenty of attention, playtime, and exercise. I carefully follow any instructions provided, including dietary needs, medication, or specific routines, to keep pets comfortable and stress-free. This is just the same as I do at home everyday for my own pets!😊

Sitter Profile Image: Katelyn R.
Verified Enhanced Background Check
Katelyn R.
from
$17
per visit
5.0 out of 5 stars
6 reviews
1 repeat client
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.

Profile image
Maddie E.
Sitter Profile Image: Adrianna L.
Verified Enhanced Background Check
Adrianna L.
from
$20
per visit
8 years of experience
Kenosha, WI, 53142

About: I am a 21 year old college student. I've had dogs and cats since for over 15 years , I would love to walk, take care of, or watch your lovely dog or cat!! I'm a college kid and only have classes 2 days a week. I'm available a majority of the time and would be happy to help! I have a friendly female english mastiff, a fenced yard, tons of food and water bowls, anything your animal will need. We've got two litter boxes as well. As for in your home, I will treat them like my own, with patience and care. I can feed, walk, pet, play, etc.

Sitter Profile Image: Karen C.
Verified Enhanced Background Check
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: Hannah L.
Verified Enhanced Background Check
Hannah L.
from
$20
per visit
5.0 out of 5 stars
4 reviews
2 repeat clients
7 years of experience
Kenosha, WI, 53144

About: I have had pets all my life and love pets of all kinds! A dog owner forever, I am a recent cat lover and am happy to help your furry cats as well. I have experience in quick visits and long-term care for dogs and cats! I work on a school schedule, so I am available all evenings and weekends! I can always do morning care as well prior to the start of my work day. I have a friendly dog and cat who get along with all animals. I am able to crate your dog or provide a secluded space if needed! A private dog park is on my property.

Sitter Profile Image: Faith Q.
Verified Enhanced Background Check
Faith Q.
Star Sitter
from
$23
per visit
5.0 out of 5 stars
36 reviews
29 repeat clients
20 years of experience
Gurnee, IL, 60031

Faith was a fantastic pet sitter! She communicated really well & kept our pets very well cared for while we were away. Faith went above & beyond by cleaning out food dishes & guinea pig crates. She even got our piggies a new water bottle! We will definitely be booking with Faith again in the future. Thanks Faith!

Profile image
Megan G.
Sitter Profile Image: Ava G.
Verified Enhanced Background Check
Ava G.
from
$20
per visit
2 repeat clients
10 years of experience
Salem Lakes, WI, 53179

About: Throughout my childhood I have owned and raised dogs of all sizes. I also have experience with working at a barn where I gained hands-on experience with daily animal care routines and ensuring the well-being of many animals including cats. I genuinely love all animals and enjoy taking care of them. I am a college student returning home for the summer and I’m planning to make pet care my full-time focus. I have a very flexible schedule and can be available most days and times. I’m responsible, reliable and committed to making this my top priority. You can count on me to be consistent and dependable when caring for your dog. At home I have three large dogs and a fenced in backyard for my high-energy dogs. My dogs are fed twice a day and receive daily vitamins and medications with their meals.

Sitter Profile Image: Kassandra S.
Verified Background Check
Kassandra S.
from
$17
per visit
5.0 out of 5 stars
9 reviews
4 repeat clients
18 years of experience
Kenosha, WI, 53142

Kassandra was very easy to work with and kept in touch the whole time we were gone. We booked her on a very short notice and it was smooth and easy She sent us numerous pics of our dog which was so nice to see.We will be using her in the future fro sure !!!

Profile image
Janet E.
1 / 1
View more sitters

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

Dog parents share their Rover experiences - Pleasant Prairie

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 ❤️

Profile image
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.

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

Jodi is dependable and our pups love her daily visits. She is calm and has lots of knowledge about dogs. We highly recommend.

Profile image
J c.
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%.

Profile image
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!

Profile image
Mercades L.
Drop-In Visits
5.0 out of 5 stars

Megan did a great job taking care of Loki while I was away! She communicated very well the entire time. I would recommend!!

Profile image
Jadyn P.
Drop-In Visits
1 / 1
Find pet care near you

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.

How Rover works

  1. 1. Search

    Browse profiles of sitters near you who offer dog sitting
  2. 2. Meet & Greet

    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

Sitters in Pleasant Prairie average 6
repeat dog sitting clients

FAQs for Drop-In Visits - Pleasant Prairie

Frequently asked questions about Rover

The average cost for Dog Sitting in Pleasant Prairie on Rover is $27.75 per visit (as of June 2026). However, all sitters set their own rates based on experience, location, and availability.

Rover makes budgeting the cost of Dog 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 Dog Sitting. For more information on service fees, click here .

As of June 2026, there are 3,174 sitters on Rover offering Dog 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.

Key handling is entirely up to you and your sitter to agree on during the Meet & Greet or in the Rover app. Most pet parents in Pleasant Prairie choose to hand over a spare key or digital fob in person, while others arrange a lockbox or unique access code. Don't forget to discuss key returns as well!

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.

A Meet & Greet is a short introductory meeting between you, your dog, 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.

While Rover doesn’t offer traditional subscription services, some sitters offer recurring bookings for services like home visits and dog walking. Recurring services come with their own perks, such as flexibility to modify services (up to five weeks in advance), automatic billing, Rover Card updates, and same-day cancellations.

To find sitters in Pleasant Prairie with recurring or weekly availability, select "Repeat Weekly" and which days you’d like them to care for your pet.

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

  • 92% 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.

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.

Connect anywhere with the Rover app

Download on the App Store BadgeGet it on Google Play Badge