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 276
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: Patty W.
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Patty W.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
50 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: Kathryn S.
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Kathryn S.
Star Sitter
from
$17
per visit
5.0 out of 5 stars
164 reviews
34 repeat clients
30 years of experience
Sheboygan, WI, 53083

Kathryn is always fantastic with our fur babies… totally reliable, professional and caring. We don’t have to worry about anything when we’re not at home. She takes care of everything.

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

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! :)

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Beth F.
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
79 reviews
38 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: Judy & Paul & Melissa P.
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Judy & Paul & Melissa P.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
402 reviews
142 repeat clients
20 years of experience
Sheboygan, WI, 53081

Judy was very supportive throughout the entire process. Thank you for making our boys feels loved, Judy. Your help made all the difference. 🙏🌞

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Scot W.
Sitter Profile Image: Laura R.
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Laura R.
Star Sitter
from
$18
per visit
5.0 out of 5 stars
16 reviews
7 repeat clients
15 years of experience
Sheboygan, WI, 53081

Laura is our go-to! She’s flexible and always trustworthy. Our dogs love her and we can always count on her to be available.

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Zach S.
Sitter Profile Image: Samantha C.
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Samantha C.
Star Sitter
from
$19
per visit
5.0 out of 5 stars
32 reviews
8 repeat clients
15 years of experience
Sheboygan falls, WI, 53085

Samantha is awesome! My cats came out and let her give them treats and cuddles so they obviously liked her :) Looking forward to working with her again soon!

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Samantha B.
Sitter Profile Image: Natalie G.
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Natalie G.
from
$20
per visit
5.0 out of 5 stars
7 reviews
2 repeat clients
30 years of experience
Sheboygan, WI, 53081

Natalie was wonderful with my 2 little boys!! The day before she was to come I had to change the times and she was so accommodating. She also sent pictures, which I loved! I will definitely contact her again to help!! :))

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Christine H.
Sitter Profile Image: Cathy N.
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Cathy N.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
133 reviews
59 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: Kayla S.
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Kayla S.
from
$20
per visit
4.9 out of 5 stars
14 reviews
4 repeat clients
12 years of experience
Plymouth, WI, 53073

Kayla was great! She was super reliable and friendly. I appreciated getting her daily updates about my kitties. It really put me at ease knowing they were in good hands!

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Lindsey M.
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 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!

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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
178 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: Casey V.
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Casey V.
from
$15
per visit
5.0 out of 5 stars
4 reviews
1 repeat client
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: Taylor D.
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Taylor D.
from
$25
per visit
5.0 out of 5 stars
8 reviews
1 repeat client
10 years of experience
Sheboygan Falls, WI, 53085

Taylor was very helpful when our carbon monoxide detector went off during her pet visit. We appreciated the communication to help us resolve the unexpected event. All while she took good care of our cat!

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Kyla D.
Sitter Profile Image: Jesus K.
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Jesus K.
from
$20
per visit
5.0 out of 5 stars
9 reviews
2 repeat clients
6 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: scott r.
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scott r.
from
$25
per visit
5.0 out of 5 stars
4 reviews
1 repeat client
30 years of experience
Sheboygan, WI, 53081

About: We have had many breeds of dogs, varying from young to old. I have cared for healthy dogs as well as ones with health issues. Currently we have one VERY spoiled elderly pup, Princess, 11 yr old Shih Tzu mix, she was rescued in 2019. We are dog lovers and have raised puppies as well as older rescue dogs We offer a very dog friendly home and will provide a home away from home environment for your pup. You can have absolute confidence in knowing that your pet is well taken care of and is given superior loving care. Remember, you're on vacation, and they're on vacation too. I am retired with years of pup experience. Generally I am available at a moment's notice IF you're a past client, and have done a meet & greet prior. There is always someone here with your loved one, and they are never left alone. I have 30 years of dog ownership experience, I will do whatever it takes and what the parents want in terms of care for their fur babies.(the purpose of my meet & greet) so the parents and pups are comfortable and the stay is stress-free. I am retired so your fur baby will never be left alone. Our home is safe and secure so you can rest assured they will get the best care possible. Our yard is fenced and is the perfect play area for some outside fun. Our home is situated a block off Lake Michigan and surrounded by wooded trails. Our dog enjoy's a good daily walk on the beach or in the woods and so can yours.

Sitter Profile Image: Travis H.
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Travis H.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
370 reviews
113 repeat clients
35 years of experience
Riverwest, Milwaukee, WI, 53212

Highly recommend Travis for all pet sitting needs!!!! Our pets love him and we’ve been so appreciative of his availability even in last minute circumstances! Thank you for everything Travis!

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Leah H.
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.
Sitter Profile Image: Jessica L.
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Jessica L.
from
$40
per visit
5.0 out of 5 stars
37 reviews
13 repeat clients
13 years of experience
Plymouth, WI, 53073

Thank you so much Jessica L. for taking great care of my Henry. He always looked happy with you. And hopefully the next time I go on vacation I can book you again. You deserve more than a 5 star review. Thanks again

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Kelly S.
Sitter Profile Image: Mya R.
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Mya R.
from
$15
per visit
5.0 out of 5 stars
9 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.
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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'm always nervous about having someone watch my dogs because they have special needs. Audrey did a great job with them. She provided photos and a recap of the visit. I will definitely use her again.

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Sara P.
Drop-In Visits
5.0 out of 5 stars

We love Judy, Paul and Melissa! They take great care of our two kitties, share photos and handle anything that comes up. We travel with comfort knowing our "boys" are taken care of!

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

Thanks again for another great visit! Boys were happy upon our return, and we loved all the photos!! :))

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Christine H.
Drop-In Visits
5.0 out of 5 stars

She was punctual and did a great job with my guy. I would definitely book again with her in the future

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Larissa C.
Drop-In Visits
5.0 out of 5 stars

Laura is our go-to! She’s flexible and always trustworthy. Our dogs love her and we can always count on her to be available.

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Zach S.
Drop-In Visits
5.0 out of 5 stars

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.

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Michael G.
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

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

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
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  • 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. 1. Search

    Browse profiles of sitters near you who offer pet sitting
  2. 2. Meet In Person

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Popular requests for pet sitting - Sheboygan

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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 August 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 August 2026, there are 225 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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