Dog Walking Pleasant Prairie

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Over 12
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Pleasant Prairie, Find top rated dog walking

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: Rosanna M.
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Rosanna M.
Star Sitter
from
$25
per walk
5.0 out of 5 stars
• 231 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: Kim F.
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Kim F.
Star Sitter
from
$30
per walk
5.0 out of 5 stars
• 579 reviews
227 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: 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: Jahaira C.
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Jahaira C.
from
$15
per walk
5.0 out of 5 stars
• 11 reviews
2 repeat clients
4 years of experience
Kenosha, WI, 53143

About: I have taken care of cats, dogs, guinea pigs, chinchillas throughout several years. I have a passion for care taking all kinds of animals from all ages. I am very patient and have experience with things such as administering medications. I also am very attentive to details and flexible with any kinds of needs your pet may have! I recently completed graduate school as a PA and recently moved to the Kenosha area. I currently have plenty of time to care for your pets. I am generally free and available most days of the week and I can be flexible! I live in a safe friendly neighborhood with plenty of areas to walk dogs and play outside. I have no pets at home currently, I do have a small yard.

Sitter Profile Image: Victoria-Anna K.
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Victoria-Anna K.
from
$15
per walk
5.0 out of 5 stars
• 2 reviews
2 repeat clients
4 years of experience
Kenosha, WI, 53944

“Dogs had fun! Good communication!”

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Alysson S.
Sitter Profile Image: Paige A.
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Paige A.
from
$20
per walk
5.0 out of 5 stars
• 1 review
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 teacher at a local school, 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. I’m available for early morning visits before school and after school care as well after 0330pm! 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: 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: 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: Michelle Z.
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Michelle Z.
Star Sitter
from
$25
per walk
5.0 out of 5 stars
• 48 reviews
15 repeat clients
3 years of experience
Sturtevant, WI, 53177

“Michelle was prompt in responding, friendly and outgoing with our pups, and asked great questions about them! We re-booked her promptly and highly suggest her services if you're in the greater SE-WI area.”

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Heather J.
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: Rebecca L.
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Rebecca L.
from
$25
per walk
5.0 out of 5 stars
• 12 reviews
3 repeat clients
16 years of experience
Kenosha, WI, 53142

About: Hiya! I'm Rebecca and I was in school to become a vet tech, but now I'm going to school to be a mortician and I'm a tattoo apprentice. I live in Kenosha, which is 15 minutes from the beach and I live around the boarder of Illinois too!! I'm an animal lover I have two dogs at home, an 8-year old westie and a corgi/heeler mix puppy. I have experience with both puppies and senior dogs! My friends have cats that I care for when needed. I have also taken care of horses, reptiles, rodents, and birds as well! My availability is pretty open right now, but I do have dungeons and dragons on Sundays, Friday and Monday nights. So I wouldn't mind if you needed me to do pop-in visit or walks! I can hold a small conversation in ASL! :) I cannot wait to meet you and your fur babies in the future!! :) I have dungeons and dragons on Sundays from 12pm - 5pm, Mondays from 6-9:30pm (online), and Fridays from 6-9:30pm so taking care of your fur baby will not be a problem if they can be left alone for a few hours. Otherwise, I'm available at anytime! I'm very flexible, so if you need an someone to do an emergency sitting for awhile, I'd be more than happy to look after your fur babies during that time! I treat your companions like my own pups, spoiled and treated like queens or kings. I will go to your house and stay there for the sitting including overnights. However, if you do not let your fur baby on furniture, I will respect and follow the house rules. I can take your fur baby for a walk, or we can go to the dog park if you're okay with that! If your furbaby needs medication or fluids, I would prefer to show me how you do it at home, so they can be the most comfortable when I have to give them their medication when you're away. I may a have a friend come by, but I will always ask first. I promise you that there will be no wild parties in your home!

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: Elizabeth P.
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Elizabeth P.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
• 13 reviews
3 repeat clients
1 year of experience
Zion, IL, 60099

About: My lifelong love for dogs means I've been caring for them since I was a kid. I'm experienced with dogs of all breeds and temperaments, handling everything from energetic puppies to senior dogs needing extra attention. Your dog's comfort and safety are my top priorities. Caring for pets involves daily walks for dogs, consistent feeding schedules, regular litter box cleaning, dedicated playtime, routine grooming, and vigilant health checks to ensure they remain happy and healthy. Whether in my home or a client's, I ensure pets have safe spaces, consistent routines, and plenty of attention, while closely following the owner's instructions. In a client's home, I follow their instructions for feeding, medication, exercise, and cleaning, while providing updates and ensuring their pet's comfort and safety.

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: Robert P.
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Robert P.
from
$15
per walk
14 years of experience
Winthrop Harbor, IL, 60096

About: I’ve worked hands-on with animals for over 12 years through shelters, rescue organizations, fostering, and TNR work. I’ve cared for everything from neonatal kittens to senior and special-needs animals, including medication administration and post-op recovery care. I’m calm, reliable, and experienced with animals that may be nervous, shy, energetic, or need extra patience. My goal is always to make pets feel safe, comfortable, and cared for while their owners are away. With my current work schedule, I’m available early mornings (5–6 AM) before work, again around noon, and throughout the evening. I make pets a top priority and can also provide late-evening check-ins to help pets settle in comfortably for the night. Based on your pet’s normal routine and comfort level, I can accommodate leash walks, supervised backyard time, or longer walks and exercise as needed.

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: Faith Q.
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Faith Q.
Star Sitter
from
$23
per walk
4.9 out of 5 stars
• 55 reviews
39 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: Melissa A.
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Melissa A.
from
$20
per walk
5.0 out of 5 stars
• 3 reviews
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: Danya A.
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Danya A.
from
$25
per walk
5.0 out of 5 stars
• 28 reviews
13 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.
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The median cost per walk for dog walking in Pleasant Prairie is $20

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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 September 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 September 2026, there are 3,016 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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