Dog Walking Pleasant Prairie
Book a dog walker to give your dog a 30-minute walk around your neighborhood.

Over 12 pet parents in Pleasant Prairie have booked dog walking
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.
“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!”

“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.”

About: Why did the dog go hang out with Sara? To raise the woof! He wanted to paw-ty! Hello!! I’m Sara, and I can’t wait to meet your dog :) I’m here to help make sure your pet has the best care while you’re away, plus I get to make some furry new friends! My family raised the sweetest Beagle named Belle, and we were blessed to have 17 wonderful years with her! I am also not afraid to clean up messes, because sometimes that’s just the name of the game for us pet owners! Well, I hope this tells you a little bit more about me, and I can’t wait to meet your pup! I don’t work from home, so for house sitting needs (depending what your location is) I can either check in once per day between 7:00 and 6:30 pm, or if I am doing a full-time stay, I will be back at the home by 5:30 pm for play time and cuddles! I am available to stay at your home, and can provide personalized care overnight! I am pretty flexible about how much time I can spend at homes on the weekend.
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!
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.
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!
About: I have a deep love for dogs of all breeds and would be thrilled to care for your furry friend while you’re away. With a lifetime of experience as a dog owner, I currently have three Airedales. Over the years, I’ve completed numerous obedience classes with my dogs, and I’m skilled at applying that knowledge to provide quality care. I’m experienced in raising puppies, including training basic commands, potty training, and leash walking. My one-year-old is even competing in dock diving and barn hunting, which highlights my commitment to providing enriching experiences for dogs. I also have extensive experience caring for senior dogs, as my 11-year-old pup requires regular medical attention. In addition, I’m skilled in bathing and grooming, having always groomed my own dogs. I even have a grooming table, so your dog will receive top-notch care if required. As a stay-at-home mom with older adult kids and a flexible schedule, I have plenty of time to walk, play with, or house-sit for your pups with all the attention they deserve. For your peace of mind, I’ll always walk your dog on a leash. If you have a fenced yard, we can enjoy a fun game of fetch. And if your pup needs to be crated when I leave, rest assured they’ll be content and happily exhausted after all the playtime!
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.
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.
“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!”

About: I've been around and taken care of dogs my whole life & have 2 small children who love & adore animals a much as me. I'm working part-time but am home every evening & weekends. I'm flexible! I like routines & we'll have a lot of fun with your pet! I have 1 friendly cat & 2 crazy kids. I have a back mudroom leading to my basement where I can separate animals if need be. Baby gates are accessible as well as a nice sized yard.
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 work Fridays-Sundays only, pretty long days, sometimes I do get off early. During those days, I will leave the house in the early morning and not be able to return until that evening. Mondays-Thursdays I am completely available and home all day, to give your fur babies the time and attention that they deserve. Please contact me for any further questions regarding this schedule. 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!

About: I’ve had and cared for dogs my whole life. I currently have four about 50lb dogs. (A Silver lab, pit bull/boxer, chocolate lab/pointer, and a vizla/pit bull/lab mix). Two that were rescues. My mom worked in a vet clinic when I was a child, and I grew up to be a vet assistant at a clinic myself. I know what to do in emergency situations, and remain calm. I am a very loyal and responsible person. I am also a very loving and caring individual. I love every shape, size, and type of dog. They are all unique and want to be loved in each individual way. I would love to be the person to bring your dog happiness by playing with them, walking them, and giving them what they need.

About: As a lifelong dog lover, I’ve had the joy of raising two dogs from puppies, giving me firsthand experience with everything from potty training and basic training to the high energy and patience that young dogs require. I have been dog sitting for friends & family in Michigan & Illinois for 3 years now. In my professional life, I’m an Occupational Therapist who works with older adults. I regularly help residents safely care for and enjoy time with their beloved pets, so I’m experienced in recognizing changes in behavior, adapting to individual needs, and providing calm, attentive care. I’m also comfortable with senior dogs who may need a slower pace. Because I’m young and active, I love getting outside for walks, playtime, and adventures that help energetic dogs stay happy and engaged. Whether your pup wants a long walk, a game of fetch, or just lots of cuddles and companionship, I’ll tailor my care to their personality and routine. My goal is to treat every dog as if they were my own, so you can feel confident they’re safe, loved, and having a great time while you’re away! I work a normal 9-5 Monday-Friday. Therefore I prefer to do Friday afternoon-Sunday evening stays! This way I am available 24/7 for the pet. I have a fenced in yard (that is also dig proof). I currently have one very friendly dog who would be eager to any pups companion. My dog is allowed on furniture/in beds. We have a lot of sidewalks & trails within our neighborhood for walks. I have multiple security cameras.
“Arcely was fabulous. She did great with my dog, giving him time to get used to her and making sure he got a chance to burn off some extra energy. I will definitely be using her in the future.”
About: I have one dog and one cat that tend to stay upstairs. I absolutely love animals, So I hope to have my own little hobby farm one day. If your pet is in my home, please know they’ll always feel loved, safe and most likely tired out from all out walks. I believe humans and animals benefit from exercise which helps with behavior, same for humans. So bring your pup to me, and they’ll be tired for you:) Also, I have a special place in my heart for special-needs animals that need a little extra love and patience. I have been doing dog-watching for the past four years, in addition to working part-time for 10 years. I work at a school right down the road, which is perfect for dog watching. I leave at 7am, and I’m back by 11am each day. I do boarding, play dates, pickups, drop-ins, and trips to the dog park. I have a fenced-in yard, so your dog may play, run, or simply get some fresh air. I spend my time walking dogs, feeding them, playing, cuddling, kisses, relaxing on the porch and constantly opening and closing the door so they can go outside. Ha! It’s my life, and I truly love it.

About: Hi Kelsea here, I have some experience, about 2 1/2 year training dogs. Having a fur babe/babies is the best thing anyone could have, they can be sometimes better than humans. Love being outside and playing with my puppy and yours too, just see there happy faces makes my day great. My apartment where am stating currently dosent allows any aggressive breeds you should be able to see the picture of what am not allowed to have. But, am hoping to have a house to where i be able to have any breed. Currently I am working at Rally’s. But,I am very flexible to you and your dog needs. Also hoping to go back to college so I can get my degree in medical office, while there am hoping to learn more about training animals too. In conclusion, I hope that you and your fur babe/babies will choose to come and have a awesome experience. Have a great day!!!
About: I’ve taken care of all kinds of dogs in my neighborhood since I was 10, I’ve played, feed and bathed dogs of all kinds and size! We don’t discriminate! I’ve been a cat and dogs foster parent for the past few years! I’m open to price negotiations! I’m available anytime! I know things can come up and some might need a pet babysitter asap! So I am open 24/7 for those people who need it! I know these pet are our children and we worry about them all the time! I’m able to provide hourly updates, pictures and or phone calls if needed! I can provide updates as stuff happens through the day so you can be secure knowing your pet is safe and sound!
The median cost per walk for dog walking in Pleasant Prairie is $20
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.

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Reservation protection
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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We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.
How to book dog walking

1. Search
Browse profiles of walkers near you who offer dog walking.
2. Meet In Person
Schedule a free in-person Meet & Greet to find the perfect fit.
3. Book & Pay
It's that easy! All payments are processed through Rover's secured platform.
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 of Dog Walking in Pleasant Prairie is $20 per walk as of October 2026. Most bookings cost between $17 and $33 per walk. On Rover, walkers set their own rates based on factors such as their experience, the length of care, the number of pets, and your pet’s specific needs. As long as your booking dates and pet profiles are accurate, the price shown before you confirm is the total, including any booking fee.
As of October 2026, there are 2,942 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 bookings, your dog walker can send a Rover Card with details about your dog’s walk. Rover Cards require at least one photo and may include , the total walk time and distance, and any pee or poop breaks recorded by the walker.
The route map lets you review where your dog was walked in Pleasant Prairie after the booking. It is not live GPS tracking.
Have specific details you would like included? Message your dog walker in the app before the 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 , 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 .
Yes, you can find walkers who have experience with handling special pet needs in Pleasant Prairie. On Rover:
- 89% of walkers can help with special care needs
- 94% 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 casual meeting to vet potential sitters and communicate care needs for peace of mind before a booking begins. Only sitters who have never booked with you before can schedule a Meet & Greet on Rover; however, you are welcome to coordinate one in Rover messages with sitters you have previously booked. This can be helpful if you have a new pet or routine you want to go over with your sitter.
Meet & Greets can take place in person or virtually. If you are booking with a sitter for the first time, we recommend in-person Meet & Greets to get a clearer sense of how your walker interacts with your pet 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. Meet & Greets are a great way to prepare your pet and walker for longer stays or first-time bookings. Read our tips for your first .
walkers on Rover set their own , which you can find on their profile under their contact information. Sitters may set a same-day, one-, three-, or seven-day cancellation policy. Cancelling within your sitter’s cancellation policy qualifies you for a full refund.
Same-day cancellations for recurring services, which include walks, drop-ins, and day care, follow the full refund policy. Otherwise, for pet boarding and house sitting, if you cancel after 12 pm on the applicable cancellation deadline, you’ll receive a 50% refund for the first seven days of the booking and a 100% refund for any remaining days.
If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means you will get a full refund and our support team will work with you to find a replacement walker.


