Dog Walking Sheboygan

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

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Over 71
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.

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Sitter Profile Image: Audrey M.
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Audrey M.
Star Sitter
from
$16
per walk
5.0 out of 5 stars
• 74 reviews
34 repeat clients
3 years of experience
Sheboygan, WI, 53081

“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!”

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Cindy B.
Sitter Profile Image: Judy & Paul & Melissa P.
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Judy & Paul & Melissa P.
Star Sitter
from
$30
per walk
5.0 out of 5 stars
• 413 reviews
145 repeat clients
20 years of experience
Sheboygan, WI, 53081

“Judy has always been reliable and available to my schedule changes. My dog always gets a good walk in while I am gone during the day. Hopefully will be able to do a boarding later this summer! Have recommended her on the Rover app to others looking for dog walkers. Look forward to continuing with Judy into the future 😊”

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Hannah R.
Sitter Profile Image: Keeley S.
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Keeley S.
from
$15
per walk
5.0 out of 5 stars
• 2 reviews
5 years of experience
Sheboygan, WI, 53083

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!

Sitter Profile Image: Maria Del Mar C.
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Maria Del Mar C.
from
$25
per walk
5.0 out of 5 stars
• 14 reviews
6 repeat clients
4 years of experience
Sheboygan Falls, WI, 53085

“We love Maria! She is so great with our pup. I love that she sends me daily communication, photos and gives him extra love before she leaves.”

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Traci A.
Sitter Profile Image: Victoria S.
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Victoria S.
from
$20
per walk
20 years of experience
Plymouth, WI, 53073

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.

Sitter Profile Image: Annika K.
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Annika K.
from
$15
per walk
5.0 out of 5 stars
• 2 reviews
1 repeat client
15 years of experience
Manitowoc, WI, 54220

About: I've spent my entire life around animals of all kinds. From teacup poodle to full grown Bernese mountain dog, kitten to Maine Coon, shy or social butterfly, I have seen and loved them all. I have experience with all sorts of medical needs as well. I grew up with 1 tripod, 1 blind, and 1 asthmatic cat, so I'm no stranger to giving medicine. I'm currently working part-time so I have plenty of time to play with your fur babies and give them everything they need. I am usually unavailable on weekends, but I'm always available for midday check ins or walks while parents are working. I have a rather small yard, so my dog Mimosa gets walked around the block everyday. My cats have their own spaces where Mimosa can't get to them if they need alone time and easy access to litter boxes, food, and water. I provide the best environment I can for my girls and hope to do the same for your fur babies.

Sitter Profile Image: Collin C.
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Collin C.
from
$19
per walk
5.0 out of 5 stars
• 10 reviews
40 years of experience
Fond du Lac, WI, 54935

About: “God speaks to the creatures through the creatures.” -Dr. Chase. “All you need is love.” -John Lennon. Plenty of love I have to give, but I also have the experience of 35 years as a science teacher. I’m well-versed in how animals like dogs and cats talk to us through their gestures. Dogs evolved with humans, and I understand that relationship and how dogs meet our emotional needs. Please read my first four reviews which I received from pet owners that I served even before signing up with Rover. The pet owner decides when treats are allowed, if table scraps are allowed, and how much food to give. The dog decides when it wants to go potty. 😉 Just in case, I usually take the dog out before it decides and always before any discomfort. Snuggles welcome. 🐾🥰😻 When serving you and your pet, I like to send pictures. We can also use FaceTime or Zoom to check in. 🐶🤩 At age 61, I’ve been a retired teacher for 3 years, and my activity level allows me to run or play with your beloved dog. In your home, I follow instructions and do the routine for your beloved just like you would. However, if I’m allowed to give more snuggles, or more walks, or more training than you normally have time for, I’m at your service.

Sitter Profile Image: Jessica R.
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Jessica R.
from
$20
per walk
5.0 out of 5 stars
• 13 reviews
1 repeat client
16 years of experience
Alverno, Milwaukee, WI, 53220

About: My unconditional love for all animals. Every cat or dog that I meet I treat and cherish as if they were my own fur baby. I do work a full time job, 8-4 Mon-Fri. However, I am looking to use some of my free time taking care of your fur baby! I do my best to maintain whatever routine you have with your fur baby. I am willing to go the extra mile to make your pup feel safe and comfortable while you are away.

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

Dog parents share their Rover experiences - Sheboygan

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5.0 out of 5 stars

Shannon is amazing..my dog absolutely loves her and so do I. Shannon takes great care and attention to Qwyn, extremely communicative and careful..Shannon has also provided suggestions to help Qwyn be less anxious. Shannon is also extremely knowledgeable and experienced.def a must hire..

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Michele F.
Dog Walking
5.0 out of 5 stars

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!

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Stephanie R.
Dog Walking
5.0 out of 5 stars

Audrey has been fantastic in every aspect. Very responsive, respectful & treats my dog like her own. 20 stars if I could. I highly recommend her to take care of your fur child.

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Henry B.
Dog Walking
5.0 out of 5 stars

Tammy saves the day once again! An out of town funeral required us to make arrangements for Baylor. Tammy has been an awesome sitter in the past, so she was our first choice. Thanks again, Tammy! Eric

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Eric K.
Dog Walking
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How to book dog walking

  1. 1. Search

    Browse profiles of walkers near you who offer dog walking.
  2. 2. Meet In Person

    Schedule a free in-person Meet & Greet to find the perfect fit.
  3. 3. Book & Pay

    It's that easy! All payments are processed through Rover's secured platform.

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 of Dog Walking in Sheboygan is $18 per walk as of October 2026. Most bookings cost between $16 and $28 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 207 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 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 Sheboygan 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 Sheboygan. On Rover:

  • 92% of walkers can help with special care needs
  • 95% 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.

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