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

Over 70 pet parents in Sheboygan have booked dog walking
Sheboygan, 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.
“Audrey is amazing! She goes above and beyond just walking my puppy. She helps clean her up when there's been an accident and she's been very flexible with times and days on a short notice.She's the best!”

About: I’ve cared for dogs of all breeds, sizes, and energy levels — from energetic puppies to laid-back seniors. Whether it’s daily walks, feeding, playtime, or administering medications, I treat every dog like they’re my own. I understand how important routine, patience, and positive attention are to your pet’s well-being. I’ve also worked with shy or reactive dogs, and I’m comfortable following any special instructions to make sure your pup feels safe and loved while you’re away. My schedule is currently wide open, so I’m flexible and ready to accommodate your dog’s needs — whether it’s daily walks, last-minute bookings, or ongoing care. I’m available weekdays, weekends, and holidays. Let’s find a time that works best for you and your pup! Your dog’s safety and comfort are my top priorities. I always keep dogs on-leash during walks (unless in a secure, off-leash area with your permission), avoid unsafe routes, and stay alert to other animals or hazards. I closely follow your instructions and routines to keep your pet feeling secure and cared for.

About: What started as a little side gig to earn travel money for a mother-daughter adventure has turned into a heart-full, life-changing journey for me. Seven years later, I’ve cared for over 100 pups through Rover—and every single one has brought their own goofy, sweet, hilarious personality into my home. I truly love what I do! When your pup stays with me, they’re treated like family. Couch cuddles? Absolutely. Mealtime routines? I’ve got them down. Unlimited zoomies through the dig-proof, camera-monitored backyard? You bet. I do everything we can to make our home a secure, happy little oasis for visiting doggy guests. To keep everyone safe and comfortable, I do require a meet & greet before booking, and I specialize in hosting small, non-aggressive, often senior pups. I adore the golden-oldies! My home is quiet, clean, and my yard is cared for daily—so your pup enjoys a healthy, low-stress stay. I’m big on communication, flexible when life throws curveballs, and my refund policy is very reasonable. I want every client to feel like a friend, and every dog to feel at home. I’m patient, affectionate, and take the responsibility of caring for your pup seriously. As a teacher in our school district, I’m deeply rooted in the community and love supporting fellow pet parents. Let me know how I can help make your time away be as stress-free and as tail-waggingly easy as possible—for both you and your pup! Dogs are up early during the school year, out back, fed and then restricted to first floor during the day. I commonly check-in at noon and we are home by 3:30. Your pups have good (but lazy) days with my 2 girls unless we have the walker wear them out in the daytime. Beds are fluffy, water is always fresh and home is cozy and clean. In the summer I am always out back with my dogs in my "happy place" yard. My focus in on caring for the animals so I am around as much as possible. I enjoy their antics, there humor and their company-I hope they enjoy mine as well. Dogs have run of the house when we are home-access to back yard is through doggy door and we have had 100% success with teaching every Rover dog this routine. However, we still do scheduled walks and trips out back. Feeding is done in individual kitchen or living area spaces-dogs are not allowed to each another's food. We create a stress free environment at feeding time which encourages consumption and water intake.
About: I worked with dogs for 16 hours a week every week for a few years and have one of my own at home. I have dog sat for family friends and take their dogs on walks as well! I just love spending time with dogs. I also have an associates degree in veterinary technology. I am working part time as a veterinary technician and would be walking and doing drop in visits around my current schedule as well as in house boarding while attending work part time. I will make sure that you pet feels comfortable with me and I will get to know their behavior so that I can get closer to them and take very good care of them according to your usual routine with them and their needs that they bark/meow to me. If any emergency were to ever occur I would use all of my knowledge and resources to help your pet as well as taking them to the vet!

About: I have high availability and recommended all the time by word of mouth. Pets aren’t just pets. I treat my clients’ pets as if I’m caring for a family member. I don’t currently have a full time job so this will give me more flexibility in my schedule. I also don’t have my own pets, which means I have more time to care for other pets. When petsitting in the pet’s home, I make sure to ask lots of questions about the pet’s habits, food schedule, normal potty schedule, and home security questions. I want to make sure the pet is comfortable and the care is seamless for the pet and owner.
About: Hi! My name is Taylor, and I’m a lifelong animal lover with experience caring for dogs and cats. I work full-time with a hybrid schedule, which gives me flexibility at the end of the week and lets me spend quality time with the pets I’m caring for. I have two cats of my own, so I’m very familiar with feline care, routines, and different cat personalities. I also have experience fostering kittens and caring for multiple pets at once. I grew up with two Goldendoodles and a Miniature Pinscher-Poodle mix, so I’m comfortable with dogs of all sizes, energy levels, and personalities. I’m moving to Sheboygan Falls and love taking dogs on neighborhood walks or to nearby parks for some fresh air and exercise. Whether your pet needs walks, overnight care, or just some extra company and attention, I’d love to help and make sure they feel safe and comfortable while you’re away! I work a hybrid in-office schedule, which gives me flexibility to provide pet care throughout the week. I’m available for dog sitting from Thursday through Sunday, as well as lunchtime drop-in visits on weekdays. I love being able to give dogs plenty of attention, walks, playtime, and love while their owners are away. I make sure your pet feels safe, comfortable, and loved while you're away. Whether at your home or on a walk, I stick to their routine, give plenty of attention, and keep them safe. I’ll also send updates, so you know they’re happy and well cared for!
About: Hello! I am Victoria. I am going to school part-time for Business Management and work full time on 3rd shift, which gives me time during the off hours to drop in and check on your pet as well as take them for a nice walk during the day. I’ve had and taken care of pets since I was 10, mainly dogs, lizards and hamsters. I have experience with dogs ranging from puppies to seniors and am comfortable giving medication as needed. I work 3rd shift. I am available between my sleep schedule, mid day to mid afternoon to care for your pet with drop-ins and take for walks, usually 20-30min. I care for the pet as they were my own. There’s no shortage of walks, scratches, love and cuddles. And any other enrichment the pet may need.
About: I have been a lifelong Westie owner, and have experienced puppy training to senior care as a pet owner. I have also owned and cared for a variety of animals: fish, small animals, reptiles, and amphibians! In addition to loving and caring for my own pets, I have cared for and done simple training with the pets of friends and family. My goal is for you to be able to build and maintain positive, safe routine so your pet feels secure. I have some experience administering some pet medications due to owning a senior dog with health issues, and would be willing to learn new procedures to assist your pet's health and well-being. In addition to pet care at home, my pasr work experience in retail Pet centers and as a custodian means that I am understanding of what is necessary to maintain a safe, clean space for your pet as part of the drop-in. I am currently working full-time as a teacher, so my availability will be limited to weekends until summer. During summer, I will have full flexibility to help you care for your pet, especially in the mornings! I am willing to do meet-and-greets prior to the service to familiarize myself with your pet and home. Please let me know if you have any preferred routes for walking due to past encounters, etc. I am a teacher, so evenings and weekends are my school-year availability. Great news for summer: it's all open! If you have questions, feel free to reach out! I try to provide high-quality interaction and positive reinforcement for all pets. It's my goal to maximize the session time to give your pet the care, attention, and activity they need. Finding out your pet's interests and care routine is very important to providing the best individualized care--let me know how you would like the time spent!
“Judy is great! She’s very communicative, respectful and responsible. She’s great at responding pretty fast as well, which makes planning so much easier for me. She takes very good care of my boy and sends lots of pictures. I trust her to take care of my boy. Highly recommend to book with her.”

About: I have worked with numerous animals since I was 5 years old. I have owned chickens, rabbits, horses, dogs, and cats my entire life. I am a 4-H leader where I teach children how to train dogs and I help them show and prepare their animals at fair. I also show my own animals at the fair. Additionally, I have pet sat for numerous family members over the years as well as friends. I will always be there for your pet and I will make sure they are well taken care of and loved just like they are my own. I am a teacher who is currently on summer break. So my schedule is pretty open during the summer and I have a lot of availability. During the school year, most of my weekends are free as well as when we have breaks. I am flexible and willing to make things work for you! I live on a little hobby farm with my husband. I have 3 dogs and 3 cats who are very friendly. I have everything needed in my home to take care of a dog including a kennel if needed as well as tie outs. We have a lake that is 5 minutes from our house and if your dog loves to swim, I would be happy to take them. I take my dogs all over in the summer and I would make sure your pet gets a lot of attention and exercise as well. Additionally, we have a huge barn and fenced in pasture as well as rabbit hutches in the barn and a chicken coop! Whatever animal you have they can be comfortable at my property. Additionally, if you feel better about your animal staying at home, I am happy to accommodate to that as well.
About: I’m a lifelong animal lover who has cared for dogs, cats, bunnies, guinea pigs and birds. I’m very comfortable caring for animals both young and old. I have experience with senior dogs that require daily care (medications/baths/eye and ear cleaning) as well as animals still in training. Whether your pet needs high-energy fun or gentle companionship, I’ll treat them like a member of my family. If boarding at your home I’m also willing to help with gathering mail, watering plants and other small household needs. I’m currently not working many hours at my job and thought this would be a great way to spend my extra time since I love animals. I am responsible for normal activities such as feeding my dog twice a day, and letting her out. I take time daily to play with my dog and enjoy giving her treats. I also find time to wash her, clip her nails, clean her face, etc.
About: I’ve worked with variety of species, specializing with dogs! I have skills with grooming and training. I have 4 of my own dogs and do dog sports as well! I work from home so I have extra time to care for your pets and am able to move around my schedule. Saturdays are the only days I may not be able to take same day bookings! I understand crate and gate management and will make sure your animals are happy and healthy! All animals will be fed and cared for by owners guidelines. For boarding in my home, I will safely introduce my dogs and if needed they can be totally separated! Whatever works best for your pet!

About: I've been surrounded by animals my entire life and have years of hands-on experience caring for pets of all ages and personalities. I currently have four dogs and have helped care for many others through family and friends. I also grew up with cats, so I'm comfortable caring for both dogs and cats. Beyond caring for animals, I'm a Certified Nursing Assistant (CNA), where I provide compassionate, dependable care to people every day. Being a CNA has strengthened my patience, attention to detail, and ability to stay calm and responsible in any situation which are qualities I bring to every pet I care for. I'm heading to the University of Minnesota Twin Cities this fall, and pet sitting is the perfect way for me to cover some schooling dues and spend time doing something I genuinely love. Whether your pet enjoys long walks, playtime, or simply having a calm and caring companion, I'll treat them like they're part of my own family. My goal is for you to feel confident knowing your pet is safe, happy, and well cared for while you're away. I currently work part time as a CNA working second shift. So, I am always available until 2pm. But, catch me on a day I don’t work at the healthcare facility, and I’ll be free all day! Sometimes weekends can be hard, however I always find ways to make everything work out. As I live under my parents households still, I have two homes. One house has a large fenced in yard, with two friendly dogs that live there. The other home, has a large open field in the back, which unless the animal is off the leash trained, we have long leads for them to run free (ish). This home also has two even more friendly dogs who would love the company. Both of these homes are located in nice neighborhoods in the town of Plymouth.
About: I have 10 years of experience caring for pets, including dogs of all sizes and temperaments. I truly enjoy spending time with animals, making sure they get plenty of exercise, attention, and love. Whether it’s energetic walks, playtime, or simply giving a dog some extra affection, I treat every pup like my own. I’m also comfortable with feeding routines, basic training, and caring for senior dogs or puppies I’m currently working part-time, so I have plenty of flexibility to care for pets. I’m available for morning, afternoon, and evening walks throughout the week. I love being outdoors and can easily adjust my schedule to meet your dog’s needs I provide a safe and loving environment for every dog. Walks are always on a leash, and I pay close attention to their behavior and comfort. At home, I make sure pets have fresh water, a clean space, and plenty of attention. I can also follow any specific instructions you give to keep your dog’s routine consistent.
About: I have taken care of pets since I was 8. I pay attention to all the pets that I care for. I also am very good at attending to dogs with anything they need. I am looking to do this full time and I am flexible with anyone’s schedule. I am home most of the time except to run errands. I have a big house and big yard that is fenced in. I live 5 minutes away from a big dog park. I also live with my mom and two of my siblings. There are four medium sized dogs that live in this house and enjoy playing with most other dogs.
The median cost per walk for dog walking in Sheboygan is $20
Dog parents share their Rover experiences - Sheboygan
Casey is wonderful! She has walked my dog Tobey for me a couple of times since my ankle is broken. And she does a wonderful job making sure he gets his exercise both mentally and physically. She gives me tips on how to mentally stimulate him in the house. And Tobey really likes her too! Thank you so much Casey!

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.

Why Choose Rover?
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Book and pay through Rover’s secured platform—no cash or checks required.
Reservation protection
It doesn’t happen often, but if your sitter has to cancel, we’ll work with you to find a new sitter.
World-class support
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

1. Search
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Popular requests for dog walking - Sheboygan
Select a filter and find qualifying sitters offering dog walking.Sitters in Sheboygan average 3 repeat dog walking clients
FAQs for Dog Walking - Sheboygan
Frequently asked questions about Rover
The average cost for Dog Walking in Sheboygan on Rover is $19.26 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 214 sitters on Rover offering Dog Walking across Sheboygan. 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 Sheboygan. 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 Sheboygan.
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 Sheboygan. On Rover:
- 100% of walkers can help with special care needs
- 94% can help with giving oral medications or injections
- 100% 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.






