Dog Sitting Pleasant Prairie

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

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Over 88
pet parents in Pleasant Prairie have booked dog sitting

Pleasant Prairie, Find top rated dog 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: Amanda M.
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Amanda M.
from
$24
per visit
5.0 out of 5 stars
2 reviews
1 repeat client
15 years of experience
Kenosha, WI, 53140

About: Worked at a few veterinary hospitals when I was younger. Pet sitting fits my busy mom life and I adore it. Super comfortable with any kind of animal and able to administer medication (even i.v) properly. Also able to recognize any signs of illness or injury in pets while you are out. This is all I do. Giving these pets all of my attention and professionalism is part of my everyday routine. Knowing they are with someone like me will make your day easy. I’ll care for your pets in your own home. This way they are very comfortable in their own environment. Safety and affection are my priorities while they are in my care. Whether it’s a potty break or a walk or even just a check in, they’ll know they are cared for.

Sitter Profile Image: Joshua C.
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Joshua C.
from
$38
per visit
4.8 out of 5 stars
19 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: Christine S.
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Christine S.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
8 reviews
5 repeat clients
30 years of experience
Gurnee, IL, 60031

Christine was awesome, highly recommend. She watches our pug Buddha and is on time and has great follow up. He needs extra care because he requires insulin injections and she exceeded expectations.

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Marc K.
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: Michelle Z.
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Michelle Z.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
47 reviews
15 repeat clients
3 years of experience
Sturtevant, WI, 53177

Your Review Michelle Z. took care of my two cats, one of which is totally blind. I knew the first time I met Michelle, she was the right person for the job, but she far exceeded my expectations. She helped me troubleshoot getting rid of uninvited guests to the food bowls, volunteered to come for extra visits when the need arose, washed out the wet food cans before throwing in the recyclable bin and she kept the house, the floors, the litter boxes and the food bowls spic-and-span. I highly recommend Michelle, and will request her in the future, Lee R.

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Lee R.
Sitter Profile Image: Melissa A.
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Melissa A.
from
$20
per visit
20 years of experience
Lindenhurst, IL, 60046

About: I've taken care of dogs my whole life. I know every dog is unique and needs unique care. I want to make sure your dog is treated with care and understanding while you're away! I have experience giving oral medications (both pills and liquids). I currently have an open schedule for summer! Whether you need a dog walk or multiple visits for feedings while you're away, I've got you covered! I want to build a trusting relationship with you and you're pets. For home visits, I will take time to ensure your pet is eating and drinking well, make sure litter boxes and crates are clean, and each pet knows I'm there to make them feel safe and loved. Is you're pet a little shy? No worries! I'll give their privacy after making sure everything is taken care of.

Sitter Profile Image: Sandy D.
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Sandy D.
Star Sitter
from
$15
per visit
5.0 out of 5 stars
205 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: 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: 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: Madalyn R.
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Madalyn R.
Star Sitter
from
$23
per visit
5.0 out of 5 stars
15 reviews
12 repeat clients
7 years of experience
Sturtevant, WI, 53177

Madalyn is amazing! She does a very good job taking care of my boys while im away for work. She follows instructions extremely well, and the follow ups is excellent! I highly recommend Madalyn for your fur babies!

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Bryan W.
Sitter Profile Image: Emily F.
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Emily F.
from
$17
per visit
5.0 out of 5 stars
2 reviews
12 years of experience
Kenosha, WI, 53143

My brother had surgery and we needed a daily drop in for his elderly cat asap. Emily was able to start right away. She did a great job. We will use her services in the future.

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Colleen D.
Sitter Profile Image: Sarah R.
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Sarah R.
Star Sitter
from
$17
per visit
4.9 out of 5 stars
17 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.
Sitter Profile Image: Julianys D.
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Julianys D.
from
$15
per visit
5.0 out of 5 stars
2 reviews
1 repeat client
13 years of experience
Bristol, WI, 53104

About: I’ve taken care of dogs and cats since I was 13 years old. Big, medium, and small. I’ve taken care of it all. It’s great. I’m currently working a full time job, but I work close enough to my home that I come home for lunch. So I like to take my dog out too and play for a little bit. 🥰🥰🥰 I have a semi fenced yard. Spacious for the dog to run and do it’s business. Spacious house for the dog to be comfortable ❤️

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: Celeste G.
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Celeste G.
from
$20
per visit
5.0 out of 5 stars
3 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: Caydence C.
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Caydence C.
from
$17
per visit
10 years of experience
Kenosha, WI, 53144

About: I’ve been around dogs my whole life. I’ve been a dog owner of large, medium, and small breeds for years. I used to work at a veterinary clinic so I spent my days and nights with dogs! I currently work part-time so I’ll have plenty of time to spend with your pup. Just message me and I’ll see if I have availability! I’m able to adapt to any situation. If your dog is on a schedule or has any requirements then I’m more than willing to follow it/them!

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

Faith is fantastic. She is so attentive to detail and truly cares for animals. I am so grateful for her help this week on a last minute request. She is a life saver. Highly recommend!

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Sophia G.
Sitter Profile Image: miami h.
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miami h.
from
$17
per visit
10 years of experience
53140

About: I have always had dogs & loved them since I was born. My parents would travel a lot & I would stay and take care of my dogs, I even helped care for and raise 2 litters of puppies! When my siblings, friends, or family friends are out of town, I am always asked to take care of their dogs. I now have an 8 month old puppy of my own, & he is treated like a prince. I have taken him, and my family dog both to training classes, so have experience there. I think I am considered over others to watch people's pets because of how much they know I genuinely care for animals. I ensure their dogs are fed and watered at a timely manner, loved on/cuddled, and happily exercised. I have always had a special bond with all dog breeds and almost all animals, and promise to provide quality care for anyone's dogs/pet :). Pet care naturally fits into my daily/weekly routine, as I have a dog of my own as well. I currently have a job at a bar/restaurant, however I am only working most weekends. This leaves most of my week days quite open. I have used most of this time doing fun things with my own dog, so I thought "why not do fun things with other dogs that need the care?". How do you care for pets in your home and/or your client's home? This will vary depending on which service you offer. Of course caring for pets will vary based on the home, but in my own, I have a fenced in yard with a large amount of space for them to run around in and play. Inside my house I have a cozy living room in which we can hangout in, and a mud room to wipe paws and eat breakfast and dinner and drink water. For another's home, I would abide by their pet rules and use the space they have to maximize my time with their pet/s. Along with this, I am more than willing to take their pets for walks, or even to the dog park if they would like.

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: Shelby W.
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Shelby W.
from
$20
per visit
5.0 out of 5 stars
3 reviews
16 years of experience
Kenosha, WI, 53142

About: I’ve been caring for my 17 year old puggle since the 3rd grade. I also have experience with big dogs, as I had a mastiff too! I’m skilled in walks, baths, feeding, and cleanups, and I treat every dog with love, care, and patience. I have experience with many different dog personalities, as my household has fostered dogs for a couple years now too! No matter the size, your pup will feel at home with me! I’m a college student at American University. My class schedule this spring allows me to be available everyday around 3! So I have a flexible schedule allowing me to easily work around your dog’s needs. Whether it’s walks, playtime, or feeding, I’ll make sure your pup gets the love, time, dedication, and care they deserve! I can provide pet care in your home, and depending on your preference, or your pups! If I care for your pet in your home, I’ll stick to your routine and ensure your dog feels comfortable and loved while you're away. I focus on giving lots of attention, play, and care, just like I would for my own dog!

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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

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 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

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

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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%.

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Sue S.
Drop-In Visits
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Sitters in Pleasant Prairie average 6
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FAQs for Dog Sitting - 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 September 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 September 2026, there are 2,966 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:

  • 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.

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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