Pet Sitting Sheboygan

Book a pet sitter to stop by your home a few times a day to feed and play with your pet.

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Over 159
pet parents in Sheboygan have booked pet sitting

Sheboygan, Find top rated pet sitting

Prices are estimates per visit. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

1 / 1
Sitter Profile Image: Audrey M.
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Audrey M.
Star Sitter
from
$14
per visit
5.0 out of 5 stars
46 reviews
23 repeat clients
3 years of experience
Sheboygan, WI, 53081

This was our first time with Audrey and she did an amazing job. Audrey was very flexible and understanding with the meet and greets we had. We will most definitely be reaching out to her in the future.

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Nick B.
Sitter Profile Image: Kathryn S.
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Kathryn S.
Star Sitter
from
$15
per visit
5.0 out of 5 stars
155 reviews
31 repeat clients
30 years of experience
Sheboygan, WI, 53083

I felt comfortable with Kathryn immediately during our meet and greet. She was very punctual and remembered some of the small details from our conversation while conducting her visits. The daily reports and pictures gave me great peace of mind while I was traveling. I would not hesitate to book with her again - in fact I plan on doing so again soon!

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Carrie W.
Sitter Profile Image: Emily & Bryan U.
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Emily & Bryan U.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
72 reviews
33 repeat clients
15 years of experience
Sheboygan, WI, 53081

Emily is great! She takes great care of my dogs during drop-in visits. I appreciate the updates and can tell my pups are well taken care of. Highly recommend!

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Brittaney P.
Sitter Profile Image: Frankie A.
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Frankie A.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
169 reviews
27 repeat clients
12 years of experience
Sheboygan, WI, 53081

Frankie was wonderful! She was extremely prompt in responding and very professional. Excellent communication during her visits/messages and pics. I would highly recommend Frankie!

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Donna E.
Sitter Profile Image: Morgan N.
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Morgan N.
from
$18
per visit
4.8 out of 5 stars
24 reviews
9 repeat clients
10 years of experience
Sheboygan, WI, 53083

Thank you so much for dropping in to let our dog and new puppy out! You were very professional, quick to respond, and helped cleaned up after our puppy.

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Angie D.
Sitter Profile Image: Madison W.
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Madison W.
from
$12
per visit
1 repeat client
25 years of experience
Sheboygan, WI, 53081

About: I have been caring for dogs as long as I can remember. My grandmother used to raise hunting dogs when I was a little girl and I've always had at least two dogs at home! Growing up, I'd pet and house sit for neighbors, friends, and family. I've also worked at several doggy daycares and have cared for pups of all size, age, and ability. I would love to earn your trust when it comes to taking care of your fur babies- they're not just dogs, they're family. As a new mama, I am only working part time at the moment, so I will have plenty of time to care for your babies, too! I will ensure that your babies are treated like my own. TO me, this means that they won't need to wait long for potty breaks, will be fed at the appropriate time, and will always have a safe and calm environment while you are away.

Sitter Profile Image: Laura R.
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Laura R.
from
$18
per visit
5.0 out of 5 stars
9 reviews
3 repeat clients
15 years of experience
Sheboygan, WI, 53081

She had an instant connection with our pup 😊 it was so great to know she was in such good hands while we’re gone

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Kaylee W.
Sitter Profile Image: Judy & Paul & Melissa P.
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Judy & Paul & Melissa P.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
387 reviews
138 repeat clients
20 years of experience
Sheboygan, WI, 53081

My dog is not always the most enthusiastic with her dog sitters. But she was clearly pleased with her drop in appointment. I came home from a long day to a happy and satisfied pup. And really, she is the one who decides.

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Sarah K.
Sitter Profile Image: Patty W.
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Patty W.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
48 reviews
15 repeat clients
8 years of experience
Sheboygan, WI, 53081

Absolutely fabulous sitter! Genuinely loves and cares for our furbabies as if they were her own. Ours are super skittish kitties, and she was so patient with them, gently trying to coax them out. Came home and they were all so happy and healthy!

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Alaina A.
Sitter Profile Image: Crystal R.
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Crystal R.
from
$20
per visit
5.0 out of 5 stars
8 reviews
1 repeat client
24 years of experience
Sheboygan, WI, 53081

Crystal was great with Murphy. She was on time, respectful of our training regimen and was a great help with burning off some of Murphy's puppy energy. We will definitely use her again.

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Loni L.
Sitter Profile Image: Chloe N.
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Chloe N.
from
$13
per visit
1 year of experience
Sheboygan, WI, 53081

About: As a dog mom myself I know the level of care I want him to have. I’d love to give that to your animals as well! I have grown up with dogs my whole life and have held responsibilities in taking care of them. My dog is a rescue who has overcome his own fears and has blossomed into a loving companion. I understand not all dogs are the same and some need time and space that I am willing to give. I have extensively studied dog behavior and training and plan to be certified in the coming years. I currently work 3rd shift so I am here for all of your “during the day” needs! As a dog mom myself I understand juggling the life outside of the home and inside of the home simultaneously! I care for your pets as my own. I know the biggest fear in pet care is “is my pet going to do well?” I am here to tell you that I will be WHATEVER your pet needs at that time. I have studied dog behavior due to my experiences with rescues and I can identify stress signals before they become something. Your pet wouldn’t be a job, they would become my baby as well for the time being.

Sitter Profile Image: Mya R.
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Mya R.
from
$15
per visit
5.0 out of 5 stars
6 reviews
13 years of experience
Sheboygan, WI, 53083

Mya was absolutely wonderful! This was my first time using Rover and she went above and beyond any expectations! She cared for my animals so well and kept me updated which I greatly appreciated. I would highly recommend.

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Kayla K.
Sitter Profile Image: Brittany H.
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Brittany H.
from
$15
per visit
5.0 out of 5 stars
3 reviews
1 repeat client
9 years of experience
Sheboygan, WI, 53081

About: I have been rescuing senior dogs for 9 years, including those with special needs. I have experience with dogs that have neurological disorders, blindness, incontinence, cancer, skin problems, arthritis, and more. I am a full time teacher, but I am available most days in the summer and weekends during the school year for walks and drop-ins. I love to send updates or leave notes so you know how your pup’s day went! My dogs are my family so I always make sure other dogs are taken care of like I would my own.

Sitter Profile Image: Cathy N.
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Cathy N.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
129 reviews
57 repeat clients
28 years of experience
Sheboygan, WI, 53083

Rishi is a very timid kitty and you got her to come our and even got kisses! Wow! Rishi and I appreciate your care and love so much. We will definitely be going straight to you of we ever need help again. A mother/daughter combo is awesome. Highly recommended! Thank you!

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Hannah M.
Sitter Profile Image: Jasmine S.
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Jasmine S.
from
$20
per visit
5.0 out of 5 stars
58 reviews
22 repeat clients
20 years of experience
Sheboygan Falls, WI, 53085

Jasmine did drop in visits for our 2 dogs over a weekend, it worked seamlessly. She was attentive to the dogs needs, will definitely book with her in the future!

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Jenny M.
Sitter Profile Image: Casey V.
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Casey V.
from
$15
per visit
20 years of experience
Sheboygan, WI, 53081

About: I have spent years working with dogs, including teaching puppy classes for two years. This gave me a solid foundation in canine behavior and positive reinforcement. Because of my healthcare background, I am exceptionally detail-oriented, reliable, and observant of subtle behavior changes or medical needs. I specialize in dogs of all temperaments—especially anxious, sensitive, or reactive dogs who require a "slow-is-fast" approach. I am calm and safety-focused, prioritizing your dog’s body language and signals over rushed interactions. Whether your dog is high-energy or needs a quiet, structured environment, I provide the consistent care they need to feel safe while you’re away. My schedule is generally flexible, with availability on weekday and weekends. I plan bookings carefully and limit my schedule to ensure each pet recieves attentive, unrushed care. I communicate clearly about timing and am happy to discuss routines and advanced bookings. I follow each owner's instructions carefully and use my experience to create a calm safe environment. I prioritize clear communication, consistancy, and attentive observation to keep pets comfortable and safe.

Sitter Profile Image: Jesus K.
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Jesus K.
from
$20
per visit
2 years of experience
Sheboygan, WI, 53081

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.

Sitter Profile Image: Samantha C.
Verified Enhanced Background Check
Samantha C.
Star Sitter
from
$13
per visit
5.0 out of 5 stars
24 reviews
5 repeat clients
15 years of experience
Sheboygan falls, WI, 53085

Samantha really helped me out on short notice. First experience using Rover was excellent.

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Jon B.
Sitter Profile Image: Maria Del Mar C.
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Maria Del Mar C.
from
$15
per visit
5.0 out of 5 stars
14 reviews
6 repeat clients
4 years of experience
Sheboygan Falls, WI, 53085

Maria consistently does a fantastic job taking care of my pets. She arrives promptly during the designated time, ensures they have their potty breaks, refreshes their water, and gives them plenty of love and attention. Her Rover cards are detailed and include lots of pictures. I know that are in good hands with her!

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Brittaney P.
Sitter Profile Image: Raina R.
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Raina R.
from
$14
per visit
5.0 out of 5 stars
4 reviews
1 repeat client
5 years of experience
Sheboygan, WI, 53083

Raina was really great with Prince. She’s very patient with him due to his older age and his injured leg currently. You can tell she has a love for dogs with how well she looks after them. Raina is very good with communicating with questions or concerns regarding my fur baby- I’m definitely booking again with her in the near future :)

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Samantha V.
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The median cost per visit for pet sitting in Sheboygan is $20

Pet parents share their Rover experiences - Sheboygan

1 / 1
5.0 out of 5 stars

I had to go away for several days and didn’t have anyone to watch my cat. I downloaded the Rover app and selected Audrey. While I was away, I had the peace of mind that my cat was being taken care of. Unfortunately, my cat isn’t very social so she hid during every visit. I will definitely utilize Audrey again the next time I need to go away.

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Donald M.
Drop-In Visits
5.0 out of 5 stars

Credible sitter. Very kind very attentive and friendly. Would recommend to anyone with high energy dogs!

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Lizzy R.
Drop-In Visits
5.0 out of 5 stars

Patty is magic! Got a scaredy former feral to come out for snacks! We’ll definitely be booking again. The kitties miss you already!😻

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Jennifer U.
Drop-In Visits
5.0 out of 5 stars

Judy & Paul are amazing and so caring of our kitties. They sent tons of photos at every check-in, responded right away to questions and even washed my kitties dishes! Highly recommend! 😻😻

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Linda M.
Drop-In Visits
5.0 out of 5 stars

Mya was absolutely wonderful! This was my first time using Rover and she went above and beyond any expectations! She cared for my animals so well and kept me updated which I greatly appreciated. I would highly recommend.

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Kayla K.
Drop-In Visits
5.0 out of 5 stars

Very nice couple, they were attentive to the task at hand and excellent communication through the week.

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Harry T.
Drop-In Visits
5.0 out of 5 stars

Frankie and her partner were amazing with Marlee. This was my first time using Rover and greatly appreciated her meeting Marlee prior to the drop-in visits. They were so wonderful with her and I loved seeing the report card and photos knowing my little girl was so well taken care of. Thank you again!!

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Janessa V.
Drop-In Visits
5.0 out of 5 stars

She had an instant connection with our pup 😊 it was so great to know she was in such good hands while we’re gone

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Kaylee W.
Drop-In Visits
5.0 out of 5 stars

Natalie was a great help with a last minute needed visit!! The boys and us thank you soooo much! 🐾 🤍🤍

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Christine H.
Drop-In Visits
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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?

  • Cashless payments

    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.

How Rover works

  1. 1. Search

    Browse profiles of sitters near you who offer pet sitting
  2. 2. Meet & Greet

    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

Sitters in Sheboygan average 5
repeat pet sitting clients

FAQs for Drop-In Visits - Sheboygan

Frequently asked questions about Rover

The average cost for Pet Sitting in Sheboygan on Rover is $16.65 per visit (as of June 2026). However, all sitters set their own rates based on experience, location, and availability.

Rover makes budgeting the cost of Pet Sitting 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 Pet Sitting. For more information on service fees, click here .

As of June 2026, there are 221 sitters on Rover offering Pet Sitting across Sheboygan. Enter your ZIP code to see which available sitters are closest to your home.

A pet sitter can provide focused care sessions, help your pet’s routine stay on track, or keep you updated on your pet’s mood and energy levels.

Whether you’re at the office for the day or traveling for a few nights, a pet sitter can offer potty breaks during a Sheboygan stroll, cleaning the litter box, or making sure your pet has on-time food or water refills. For daytime services like walking and drop-ins, you can also request sitters to send a report card with every visit.

Tip: You can discuss your specific arrangements with a pet sitter on Rover to what fits you, your pet, and your sitter’s needs. To find what their special skills are, look at the "Skills" and "Pet care experience" sections on their profile.

If you would like updates while you’re away, you can discuss with your sitter how many or how frequent you’d like those updates to be. The Rover app allows sitters to send photos, videos, and messages about your pet, including how many pee or poop breaks occurred. You can message your sitter at any time through the app and our support team is available 24/7 by email or chat if you have concerns.

The personalized, in-home nature of pet care through Rover can mean more individual attention for your pet.

Many pet parents provide a spare key or arrange a lockbox. You can also exchange keys during the Meet & Greet and show your walker how to use digital fobs or personalized codes. It helps to arrange access to your home, from spare keys to concierge introductions, before pet care begins.

If you live in an apartment or condo, don’t forget to discuss details like buzzer access, codes, or elevator etiquette. These details can help a pet sitter feel more comfortable going in and out of your building.

Every sitter 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 .

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.

Yes, you can find sitters who have experience with handling special pet needs in Sheboygan. On Rover:

  • 100% of sitters 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 pet, and a sitter. It can take place in person or virtually, although we recommend in-person so that your pet can get to know your sitter 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 sitter questions about their skills and expertise, and make sure the fit feels right for everyone. Most pet parents and sitters 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 sitter.

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