Pet Sitting Sheboygan
Book a pet sitter to stop by your home a few times a day to feed and play with your pet.
Over 273 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.
“The cats adored Katie. We were not sure how one of our cats would be with a pet sitter. Katie’s love of cats and professionalism are greatly appreciated. We will definitely book Katie again.”
“Emily went above and beyond for our pup. He is not a fan of strangers and has separation anxiety but she had him cuddling on the first visit! She was amazing with our boy and will definitely book again.”
“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!”
“Judy was on time and very communicative during her visit with Bear! She sent a lot of cute photos of Bear and fed her and spent extra time with her outside. Next time we’re out of town we will definitely work with Judy again!”
“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!”
“We couldn’t recommend Audrey enough! She gives great recaps of her visits and provides lots of photos, and we felt completely comfortable leaving our cat in her care. He can be a little nervous but loved Audrey, which goes to show what a great cat sitter she is. We also really appreciated the extra little touches like bringing in our mail - very thoughtful! :)”
About: I have had cats and dogs my entire life, and I love them all dearly. Many family members and friends have relied on me to take care of their pets when out of town, on vacation, etc. My life is centered around making my own pets, and others’ pets, happy and healthy. I have a very flexible schedule since I attend college online, which allows me to accommodate a variety of pet care needs throughout the week. I am available mornings, afternoons, evenings, and weekends and I’ll do my best to work around your schedule whenever possible. I strive to keep your pets routine as consistent and stress-free as possible while you’re away. I’ll provide plenty of care, love attention, exercise, and updates so you can have peace of mind, knowing they are well cared for.
“Frankie did a wonderful job watching our two cats while we were out of town for an extended weekend. She sent many photos and videos of them playing together, and provided me with updates on how they were doing. Knowing they were so well cared for made being away from them much less stressful. Highly recommend!!”
“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.”
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: 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.
“Maria did a drop in visit with my pups and I felt good knowing they were in her care. She sent videos and photos and kept me posted about how they were doing. She even gave them fresh water. Would definitely book her again!”
About: I grew up on a hobby farm for the first 19 years of my life. On that farm I cared for various dogs, cats, horses, goats, chickens, peacocks, bunnies, fish & more. I have pet-sat for all these kinds of animals & more since I was 10-years-old. I have experience administering shots & giving oral medication as well as grooming dogs, goats, horses, cats & even chickens! I can also offer grooming & nail trimming services. I started showing dogs, horses, goats & chickens in 4-H when I was 10 & started showing dogs through the American Kennel Club (AKC) when I was 12-years-old. I’ve been a member of the Sheboygan Dog Training Club for over 5 years. My dogs & I have trained & shown in Obedience, Rally, Showmanship, Confirmation, FAST Cat, Fetch, scent work & more. No matter how much time I spend with my dogs & others, I can’t get enough. They are one of my greatest passions! <3 Every day I wake up at 6:30 to let my dogs outside & feed them. We take about a 30-minute walk before I go to work. I get to work by 8/9am Monday-Thursday. On my lunch break, I come home to let my dogs out & walk them. My husband gets done with work between 2pm-4pm each day to let the dogs out again. (I get done around 4/5pm but will be moving to part-time & home around 2:30/3pm in the new year.) We then walk & feed the dogs once more in the evening. They go out for the last time in the evening anywhere between 10pm-12am. (My husband is a night owl!) My husband & I have a fenced in yard at our home & 2 Shetland Sheepdogs to keep your dog(s) company if needed. My dogs are crate trained & can stay in our dog room in our basement if your pet(s) prefer not to be around ours. They can also all be let out & walked separately. I have a fairly flexible job in case of emergency where I may need to leave early or work from home. I can send updates & photos once or multiple times a day if that is what you’re interested in or let you have a quiet, uninterrupted vacation.
“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 :)”
“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.”
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.
The median cost per visit for pet sitting in Sheboygan is $20
Pet parents share their Rover experiences - Sheboygan
Audrey was absolutely fantastic! I knew my cat, Snow, would be in great hands. She sent the updates and photos every day, which completely put my mind at ease while traveling. My house was exactly as I left it, and Snow was happy and relaxed when I returned. I will definitely book Audrey again!" Highly recommend to anyone looking for a loving and attentive cat sitter!"
Going on a 2-week vacation, was a little anxious because our cat Dolly was never left alone for that long. She's very affectionate and very people oriented and connects more with men. I picked Emily & Bryan because they work as a team and was hoping Dolly would connect with Bryan. Well, she did. The service was excellent, professional and fantastic communication and I highly recommend their service and Dolly does too.
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!!
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.
Meet local sitters who will treat your pets like family
1. Search
Browse profiles of sitters near you who offer pet sitting
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 near you
Select a filter and find qualifying Sheboygan sitters!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 July 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 July 2026, there are 234 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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