Dog Walking Pleasant Prairie

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Prices are estimates per walk. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

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Sitter Profile Image: Victoria-Anna K.
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Victoria-Anna K.
from
$15
per walk
5.0 out of 5 stars
1 review
1 repeat client
4 years of experience
Kenosha, WI, 53944

About: I’ve had pets most of my life… I’ve had dogs, cats, bunnies and guinea pigs. I’ve house sat which included farm animals. I am patient and willing to give all my love to any animal even if they aren’t mine. I am a student so I would come between classes, before classes, and after to take care of any pets. I do not have a full time job. I want to work with whatever you have at your house. I will make sure that all of your rules are followed, and that your fur babies are well taken getting care of.

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

Great experience for my puppy learning to be left alone during the day! Faith kept our training habits going and was even conscientious about checking her water before leaving. So grateful to have someone helping our little family out!

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Jamie H.
Sitter Profile Image: Isaac N.
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Isaac N.
from
$16
per walk
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: Rayven C.
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Rayven C.
from
$15
per walk
2 repeat clients
8 years of experience
Kenosha, WI, 53143

About: I have a soft spot for older dogs and the extra patience they deserve. Senior pets need a slower pace and someone who really pays attention — and that's exactly what I provide. On the other hand, I absolutely love a young, energetic dog who keeps me on my toes too! I grew up with Chihuahuas and have regularly babysat my family's dogs over the years, so while I may not have a dog of my own right now, pets have always been a big part of my life. I treat every dog like family, making sure they feel safe, loved, and right at home. I work remotely so I am avaliable anytime to fufill your dog's need's house sitting or drop ins! Pet care fits seamlessly into my daily routine — I work from home, so I'm around all day and can give your dog constant attention and companionship. I live in a two-story house with my partner and have a backyard, perfect for some outdoor time. We're also just a block from the lake, so adventurous pups will love the walks! I'm available for sitting pretty much anytime, making it easy to accommodate your schedule. Please note the backyard is not fenced, so leashed outdoor time is always practiced for safety. When a pet is in my care, they're treated like a true member of the family. Since I work from home, I'm available all day to make sure they're never left alone for long. I love getting outside, so expect plenty of walks and adventures — we're a block from the lake, so there's always somewhere fun to explore! For boarding, pets sleep in their own bed or crate so they have a comfortable, familiar space to wind down. I always follow the pet owner's routines and instructions as closely as possible, whether I'm caring for your dog in my home or yours. Your pet's comfort, safety, and happiness is always my top priority.

Sitter Profile Image: Monica L.
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Monica L.
Star Sitter
from
$30
per walk
5.0 out of 5 stars
27 reviews
9 repeat clients
12 years of experience
Racine, WI, 53402

About: Hi there! I’ve had the joy of caring for my mom’s and friends’ dogs over the years, and I was also a proud dog mom myself for over a decade. My sweet girl passed away last September, and while I’m not quite ready to bring another pup into my life full-time, I truly miss the companionship and would love the chance to care for your dog while you’re away. I have experience with senior dogs and pups who need special medical attention, including administering medication and monitoring health conditions like seizures. I understand how important it is to provide patient, attentive care—especially when a dog has unique needs. Whether your dog loves long walks or just relaxing on the couch, I’m happy to meet them right where they are. I’d be honored to give your pup the love, attention, and comfort they deserve in your absence. I work from home and occasionally out in the field, but I'm never gone for more than a few hours—and I can adjust my schedule to be home the entire time if needed. Outside of work, I am a homebody, so you never have to worry about your dog being alone at night. While I do not have a fenced yard, I have a small courtyard and live in a residential neighborhood, which is excellent for walking. Inside my home, your dog is free to go wherever they like. No place is off limits (I am used to having a sliver of the bed).

Sitter Profile Image: Amanda M.
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Amanda M.
from
$20
per walk
5.0 out of 5 stars
2 reviews
1 repeat client
15 years of experience
Kenosha, WI, 53140

Amanda was great with being flexible and available for a lady minute booking. Very appreciative! She also was able to handle my large breed pup. Would definitely rebook

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Tiara H.
Sitter Profile Image: Madalyn R.
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Madalyn R.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
14 reviews
11 repeat clients
7 years of experience
Sturtevant, WI, 53177

Tess loves Maddy and looks forward to her visits!

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Kimberly C.
Sitter Profile Image: Samuel P.
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Samuel P.
from
$10
per walk
1 repeat client
10 years of experience
Kenosha, WI, 53140

About: I grew up with pets, I have 3 dogs my oldest one is 11. I watch over a friend's dogs as of right now. I'll be able to walk your dog however long you would need me to and make sure they have water and are fed if needed. If there's any messes I see around I'll clean them up. My friend has a cat and I love going over to his house to pet her. she's grown a liking to me and I have to her as well, I give her treats time to time and pet her a lot. I don't know how to clean a litter box. but I can definitely give your cat some quality time and play, feed the cat and make sure they have water. I always make sure my pets have water, especially after a walk or if it's a hot day out. Love to play with my dogs and lay with them in the couch.

Sitter Profile Image: Brianna V.
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Brianna V.
from
$25
per walk
5.0 out of 5 stars
2 reviews
1 repeat client
3 years of experience
Kenosha, WI, 53143

Brianna always does a great job walking and caring for Mr. Cookie Pants!

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Hannah C.
Sitter Profile Image: Karen C.
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Karen C.
from
$15
per walk
4.0 out of 5 stars
2 reviews
2 repeat clients
2 years of experience
Pleasant Prairie, WI, 53158

Excellent job walking my large dog

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

About: I've owned dogs throughout my whole life and my family currently has 2 young dogs. I am the primary dog walker and am familiar and comfortable with their caretaking tasks. I have repeatedly and reliably helped family, friends, and neighbors with dog and cat sitting. I am a college student home for breaks, so I have a very flexible schedule. I am pretty much always available over breaks and can easily adjust my own schedule for last minute bookings. I will talk to my client ahead of time and confirm any instructions and boundaries that they set for caretaking in their own home and follow those accordingly.

Sitter Profile Image: Danya A.
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Danya A.
from
$25
per walk
5.0 out of 5 stars
26 reviews
11 repeat clients
15 years of experience
Gurnee, IL, 60031

We are very grateful to have Danya walk our dog on a daily basis. She gives great updates and most importantly is very sweet with Sugar. Definitely recommend!

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Haley K.
Sitter Profile Image: Kalyope M.
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Kalyope M.
from
$20
per walk
5.0 out of 5 stars
17 reviews
1 repeat client
15 years of experience
Kenosha, WI, 53142

So nice, very transparent and my dog was very happy with her!

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Quincey S.
Sitter Profile Image: Rosanna M.
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Rosanna M.
Star Sitter
from
$25
per walk
5.0 out of 5 stars
229 reviews
59 repeat clients
25 years of experience
Kenosha, WI, 53142

Rosanna is always ready to help! Winston loves seeing her and going for a nice long walk. Rosanna is the sweetest and always is happy to see Winston. Love her!

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Alex M.
Sitter Profile Image: Marcelina B.
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Marcelina B.
from
$20
per walk
5.0 out of 5 stars
27 reviews
11 repeat clients
10 years of experience
Kenosha, WI, 53142

Always does a great job, trustworthy!

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Paul M.
Sitter Profile Image: Kim F.
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Kim F.
Star Sitter
from
$30
per walk
5.0 out of 5 stars
565 reviews
226 repeat clients
25 years of experience
Kenosha, WI, 53142

Maggie and I LOVE having Kim take care of us! She helps Maggie by visiting her and giving her a nice walk and she helps me with being able to be gone all day at work and knowing Maggie is cared for. The best part is getting the update after her visit. It's SO reassuring to know that my little girl is ok.

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Michele K.
Sitter Profile Image: Julianys D.
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Julianys D.
from
$10
per walk
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: Declan G.
Verified Enhanced Background Check
Declan G.
Star Sitter
from
$22
per walk
5.0 out of 5 stars
55 reviews
22 repeat clients
10 years of experience
Antioch, IL, 60002

Declan did a great job taking care of my dog. He’s super polite and respectful. He’s punctual, provides great feedback and responsive. Would not hesitate to recommend.

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Christy & Ilian S.
Sitter Profile Image: Joshua C.
Verified Enhanced Background Check
Joshua C.
from
$40
per walk
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: Paige A.
Verified Enhanced Background Check
Paige A.
from
$20
per walk
10 years of experience
Kenosha, WI, 53142

About: I am available daily and would be delighted to assist you with walking or caring for your animals. I possess over a decade of pet care experience and hold a background in animal care through the 4-H program. I am passionate about all types of animals, regardless of their size or species! I personally have five furry companions, so I deeply understand the significance they hold for you. I have had the opportunity to observe and care for a diverse range of animals, so if you have any further inquiries about my qualifications or my approach to animal care, please do not hesitate to contact me. Thank you for considering my services for your animals and home. I am eager to assist you with any needs you may have. Currently employed as a chiropractic assistant, I am fortunate to have ample free time during the weekends, as my work schedule does not include Fridays through Sunday. This allows me to fully utilize my time and resources. Additionally, I reside in a spacious house with a large backyard, providing ample space for any animal needs. Furthermore, I have received extensive training in animal care! At your home I can make sure your animals are leashed and properly walked to assure they come back safely every time I visit! I can provide a safe crate technique if need be and companionship before leaving your home!

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The median cost per walk for dog walking in Pleasant Prairie is $20

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  • Every booking is backed by the Rover Guarantee, which includes up to $25,000 reimbursement for eligible vet care. Learn more
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    We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.

Meet local walkers who will treat your dogs like family

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Popular requests for dog walking - Pleasant Prairie

Select a filter and find qualifying sitters offering dog walking.

Sitters in Pleasant Prairie average 4
repeat dog walking clients

FAQs for Dog Walking - Pleasant Prairie

Frequently asked questions about Rover

The average cost for Dog Walking in Pleasant Prairie on Rover is $20.2 per walk (as of August 2026). However, all sitters set their own rates based on experience, location, and availability.

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

As of August 2026, there are 3,069 sitters on Rover offering Dog Walking across Pleasant Prairie. Enter your ZIP code to see which available sitters are closest to your home.

Whether you want a solo or group walk depends on your dog's personality. Solo walks can be beneficial for dog parents with reactive dogs, puppies, or dogs who are anxious around unfamiliar animals. Many dog walkers on Rover offer private, one-on-one walking services.

Group walks are a good fit for social dogs who enjoy structured walks. If your dog prefers the energy of a group stroll, ask your dog walker about group walks in your Pleasant Prairie. Since all dog walkers are local, they may have a neighborhood dog who is a good walking companion to yours.

For dog walking services, you can request a report card update with specifics about your dog’s walk. Report cards require photos and can include a map of the walking route , total walk time, poop and pee breaks, and distance traveled, so you know exactly where your dog has been walking in Pleasant Prairie.

Got specific details you'd like the dog walker to include? Message them in the app before your dog’s walk begins.

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.

Every walker 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 .

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

  • 93% of walkers 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 dog, and a walker. It can take place in person or virtually, although we recommend in-person so that your pet can get to know your walker 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 walker questions about their skills and expertise, and make sure the fit feels right for everyone. Most pet parents and walkers 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 walker.

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