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: 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: Michael S.
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Michael S.
from
$20
per walk
10 years of experience
Kenosha, WI, 53142

About: I grew up with two dogs that were my responsibility and have gladly helped neighbors, friends and family over the years. Big or small dogs, cats or chinchillas are safe in my care. I’m typically providing physical therapy at ClearSky Rehab in Kenosha, I have some time off due to a minimally invasive procedure. As of now I have an open schedule to meet any needs of my community ! I have walked many dogs in my time and have a very good understanding of body language. I am always very alert around new animal friends have been successful in navigating the challenges that sometimes arise.

Sitter Profile Image: Paige A.
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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!

Sitter Profile Image: Victoria-Anna K.
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Victoria-Anna K.
from
$15
per walk
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: Ava G.
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Ava G.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
6 reviews
3 repeat clients
10 years of experience
Salem Lakes, WI, 53179

Excellent communication and lighting fast response times when using the app. Most importantly, Ava took great care of our Nala and was very respectful of our home. Will definitely rebook with Ava for the summer.

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James C.
Sitter Profile Image: Alissa K.
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Alissa K.
from
$20
per walk
10 years of experience
Kenosha, WI, 53142

About: I've been dog-sitting my friends' & neighbors' dogs for years now. Everything from Shih Tzus to Labs to Collies and Pit Bulls, I do well with all types of dogs! I love taking dogs for walks and playing fetch! I'm currently available anytime Monday through Thursday. I work on the weekends as of right now, but am available after 7:30pm on Fridays, after 4:30pm on Saturdays & after 2:30pm on Sundays. - Monday: Anytime - Tuesday: Anytime _ Wednesday: Anytime - Thursday: Anytime - Friday: After 7:30pm - Saturday: After 4:30pm - Sunday: After 2:30pm I am always respectful of my clients' homes & make sure I take the dogs out frequently to use the bathroom & for walks/play, that litter boxes are cleaned, & that there is always fresh water/food given.

Sitter Profile Image: Kyleigh R.
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Kyleigh R.
from
$15
per walk
5.0 out of 5 stars
3 reviews
2 repeat clients
1 year of experience
Kenosha, WI, 53142

About: I work as dog bather at a grooming salon. I have been working there since November 1st of 2022. I am going to school to become a vet tech so I just want to work with yours dogs till I finish my schooling. I have a 1 year old dog and a 5 year old cat. I take care of them both daily and I love them both to death. I wash my dog once a week and feed and let him outside everyday. My cat kind of does her own thing but I clean the litter box every other day.

Sitter Profile Image: Katelyn R.
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Katelyn R.
from
$17
per walk
5.0 out of 5 stars
6 reviews
1 repeat client
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: Alvaro S.
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Alvaro S.
from
$20
per walk
40 years of experience
Kenosha, WI, 53142

About: I've been a huge dog lover since I was young owning dogs from dachshund, GSD's, until now where I personally own 2 Boerboels (150-175lb) and a blue nose pitbull. I currently work 3am to 7. Then all day is mine. I coach middle school track and field at 4pm so free to make new furry friends all the time. You can see me walking my Boerboel at lake andrea daily. My yard is fenced and as for transportation I have a suburban and a buick to get the dogs for long afternoon walks. Keeping their minds active is the key.

Sitter Profile Image: Hannah L.
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Hannah L.
from
$23
per walk
5.0 out of 5 stars
6 reviews
2 repeat clients
7 years of experience
Kenosha, WI, 53144

Hannah is very dependable and caring.

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Susan B.
Sitter Profile Image: Alexis S.
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Alexis S.
from
$15
per walk
6 years of experience
Kenosha, WI, 53144

About: I am a single mom and full-time student looking for pet care jobs this summer and fall! I have two little boys with a lot of energy and one five-year-old puppy!! I am home most days all day every day until my school schedule picks up. I’m available for walks, pet sitting, and tons of little things in between! I have a five year-old female Saint Bernard mix who is incredible with other dogs as well as kids. Depending on the care that you need I am available to let the dog out anytime they need. Whether they are at my house or I stop by to let them out/take them on a walk. I ask that if I do care for your dogs, making sure I know they’re good with little children.

Sitter Profile Image: Maggie Mae M.
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Maggie Mae M.
from
$15
per walk
10 years of experience
Winthrop Harbor, IL, 60096

About: I grew up caring for my own pets and watching others, so pet care has always been part of my life. I’ve cared for both playful puppies and elderly dogs, which has taught me patience, attentiveness, and how to adjust care to each dog’s needs. I treat every pet like my own and focus on comfort, safety, and trust. I work part-time as a barista and am a full-time student, but I intentionally build pet care into my routine. I’m available between classes and before or after work to care for your pets, and I can provide reliable care any day of the week. I respect your home and your pet’s routine as if they were my own. I follow all care instructions closely, including feeding, walking, medications, and house rules. I make sure pets are always secure, doors and gates are checked, and their environment stays clean and calm. I prioritize safety, consistency, and communication so you can feel confident your pet is well cared for in your home.

Sitter Profile Image: Grace D.
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Grace D.
from
$16
per walk
8 years of experience
Capitol, Bristol, WI, 53104

About: Whether it's time for a pet session or for the zoomies, I love engaging with and getting to know dogs of all types and personalities. I grew up with 2 dogs, a Labradoodle and Beagle for whom I was the primary caretaker. I found great joy in caring for my dogs who had very different personalities, and I learned a lot about how to handle a multi-pet home. I have continued to grow my knowledge in multi-pet home dynamics with the combination of my household and my partner's. We now live happily with 1 cat and 2 dogs. I'm excited to lend a helping hand to other households who are navigating routine with their fur babies. I’m primarily available during the day Tues-Fri as I set my own work schedule. My animals at home are well trained and flexible, so coming to care for yours is a welcome addition to my daily pet care routine. I can occasionally make Mondays and weekends work as needed. I respect every pet owner as the expert on their own pet. I am happy to follow any and all instructions to give your animal the best pet care I can and provide a sense of normalcy and routine for your beloved pets.

Sitter Profile Image: Kyle F.
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Kyle F.
from
$18
per walk
5.0 out of 5 stars
11 reviews
1 repeat client
15 years of experience
Lindenhurst, IL, 60046

Very communicative. Gave my pup what he needed. I am very pleased. It is a little nerve-wracking to open your house and little puppy up to a stranger, but Kyle is a man who builds trust, and he does a very good job. Thank you Kyle!

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Jason W.
Sitter Profile Image: Kim F.
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Kim F.
Star Sitter
from
$30
per walk
5.0 out of 5 stars
557 reviews
222 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: 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
227 reviews
59 repeat clients
25 years of experience
Kenosha, WI, 53142

Rosanna exceeded our expectations! She's easy to communicate with and goes beyond what's necessary to make both us and our dog happy and loved! I recommend her to anyone who wants not good service, but exceptional service!

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Dan 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: Samantha L.
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Samantha L.
from
$15
per walk
20 years of experience
Kenosha, WI, 53142

About: I have worked at shelters and pet stores over the last fifteen years while also working at zoological facilities working with exotics. I have experience with nutrition, grooming, medicine administration (including injections), training, and everything between. My experience puts me at ease around animals and I am confident in my abilities. Whether your puppy needs training, your cat needs a walk around the block, or your senior just wants some company, I am able to provide you and your pets with excellent and professional care.

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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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    It doesn’t happen often, but if your sitter has to cancel, we’ll work with you to find a new sitter.

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Meet local walkers who will treat your dogs like family

  1. 1. Search

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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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