House Sitting in Sheboygan

Find a loving house sitter to watch over your pets and your home.

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Top rated Sheboygan house sitters

Prices are estimates per night. 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
$32
per night
5.0 out of 5 stars
42 reviews
22 repeat clients
3 years of experience
Sheboygan, WI, 53081

Audrey did a great job housesitting for our girl Georgia. She was very flexible, sent lots of updates and best of all she really seemed to click with our dog (honestly our dog doesn't like most people and gets very anxious). She kept Georgia on her normal schedule, which was so helpful and even hid her Easter basket for her while we were away. We were able to relax on our trip and not worry about anything. When we got home our dog was happy and relaxed and the house was in perfect shape too. We would definitely recommend Audrey and would happily ask her to stay with Georgia again.

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Sara D.
Sitter Profile Image: Patty W.
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Patty W.
Star Sitter
from
$60
per night
5.0 out of 5 stars
47 reviews
15 repeat clients
8 years of experience
Sheboygan, WI, 53081

We had 2 meetings before the event . Patty took very good care of our babys pics every day good communication very respectful very trust worthy she is a 10 out of 10 and our dogs loved her a plus .would recommend to anyone.

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Jonelle B.
Sitter Profile Image: Madison W.
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Madison W.
from
$30
per night
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: Cathy N.
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Cathy N.
Star Sitter
from
$42
per night
5.0 out of 5 stars
126 reviews
56 repeat clients
28 years of experience
Sheboygan, WI, 53083

Cathy was a great dog sitter for our two pups! She was very quick to respond to messages and went above and beyond to make our two pups comfortable while we were away.

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Nicholas L.
Sitter Profile Image: Casey V.
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Casey V.
from
$45
per night
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: Judy & Paul & Melissa P.
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Judy & Paul & Melissa P.
Star Sitter
from
$60
per night
5.0 out of 5 stars
381 reviews
137 repeat clients
20 years of experience
Sheboygan, WI, 53081

Judy could not have possibly been a better sitter. Kind, friendly, and professional. My boy, Axl, absolutely LOVES her. Cannot recommend her enough

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Patrick A.
Sitter Profile Image: Mya R.
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Mya R.
from
$60
per night
5.0 out of 5 stars
6 reviews
13 years of experience
Sheboygan, WI, 53083

My dog, Jake, loved Mya!!! Will definitely use again when I need a pet sitter.

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Carolyn P.
Sitter Profile Image: Samantha C.
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Samantha C.
Star Sitter
from
$30
per night
5.0 out of 5 stars
24 reviews
5 repeat clients
15 years of experience
Sheboygan falls, WI, 53085

About: I have worked professionally for over 10 years in the animal industry, focusing on animal care and training. I was a dog trainer instructor for 5 years, and have worked with over 50 breeds of dogs of varying ages and obedience levels. I have also worked as a zookeeper for 5 years, and provided a high level of accredited care to all types of animals. Unfortunately my health has taken a turn for the worse this past year, and I can no longer sustain a healthy work life balance at the place I work at. I am very saddened by it, but I hope you will allow me to provide the quality and level of care I aspire to on a smaller and more personalized level. I am currently part time and in transition to another career path, working the late morning into early afternoon for only four hours a day. As such I can accommodate early mornings and late evening tasks, such as a walk or feeding or check in. We are animas of routine and I will do my best to keep any daily routine you have with your pet to keep your absence as stress free as possible.

Sitter Profile Image: Raina R.
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Raina R.
from
$45
per night
5.0 out of 5 stars
4 reviews
1 repeat client
5 years of experience
Sheboygan, WI, 53083

About: i am 20 years old and have been working with animals for the past 5 years , i got my experience by working at a few doggy daycares , grooming & an currently working at the humane society currently working full time at the humane society but i have off mondays and thursdays or i get done at 4 but im always willing to talk about dates and times i always wanna make sure they feel comfortable with me being in THIER home . i will never push an animal to do something they don’t want to do if there is not a definite I truly believe it's best to have a meet & greet with both the owner and the pet(s) I'll be looking after. This way, we can get to know each other a little beforehand, and it helps the pets feel more at ease and less anxious for the first booking. Ensuring that they stay comfortable in their own home is my top priority.

Sitter Profile Image: Jasmine N.
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Jasmine N.
from
$52
per night
5.0 out of 5 stars
5 reviews
1 repeat client
8 years of experience
Sheboygan Falls, WI, 53085

Jasmine was great- she provided updates & made sure both our dogs were loved on while we were gone. We look forward to having her back!

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Katie K.
Sitter Profile Image: Travis P.
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Travis P.
from
$60
per night
5.0 out of 5 stars
7 reviews
12 years of experience
Sheboygan, WI, 53081

About: 🐾 Welcome!🐾 Are you searching for a loving and caring home away from home for your furry friend? Look no further! With over 14 years of experience, I've been proudly welcoming dogs into my home, treating them as if they were my own. 🐶 Meet the Pack: We're a household of two adorable yellow labs who are always eager to make new friends. Our dogs are not just pets, they're family, and they can't wait to share their playtime and cozy naps with your pup. 🏡 Home Sweet Home: Your dog will feel right at home in our comfortable and dog-friendly environment. Whether it's exploring the backyard, lounging on the couch, or enjoying belly rubs, every pup gets personalized care and attention. ❤️ Passionate Pet Lover: As a lifelong dog enthusiast, I've cared for dogs of all shapes and sizes. From energetic pups to gentle seniors, I love them all! Rest assured, your dog will be treated with the utmost love, respect, and affection. 📸 Stay Connected: I understand the importance of peace of mind while you're away. That's why I'll keep you updated with photos and messages, so you can see just how much fun your dog is having during their stay. 🐾 Book Now: Ready to give your dog the ultimate vacation experience? Let's schedule a meet and greet to ensure it's a perfect fit. Your dog will thank you for the adventure! 📩 Contact Me: Feel free to reach out with any questions or to book your dog's stay. We can't wait to welcome your furry friend into our pack! Looking forward to wagging tails and happy memories together! Travis 🐾 I have had the pleasure of growing up on a farm surrounded by around animals my entire life. My family has owned many gorgeous retrievers that I fell in love with and took care of. I’d be in charge of walking, letting them out or dog sat for the weekend once I was older. Growing up this way has been a positive learning experience that lead me to be a great dog owner. 10 years ago I adopted Sadie, my first baby. She’s a beautiful lab mix. I have learned so much in the last decade about training dogs. I’ve taken puppy training class and still use a lot of that knowledge till this day. Sadie is extremely well trained and if I could I would 100% be a dog trainer. I’m not a dog whisperer but I definitely have a good understanding of how to handle pups and adult dogs. Dogs are easily my main love, but all animals have a special place in my heart. I value the connection and constant love they show towards their owners. I treat my dog like my daughter and would love to have have more one day. It would be a pleasure to care after your family member. I work full time M-F, with the ability to stop at home during the day. Also my wife is home most Mondays, Thursdays, and Fridays. So we work together to let the dogs out at appropriate time and keep them on their feeding schedule. Weekends are fun times with plenty walking, hikes, swimming, and dog parks if the owner is comfortable with us doing so. We go for two to 3 walks a day with our playful lab pups. We always have dogs on leash, and we have multiple kennels for our dogs if needed.

Sitter Profile Image: scott r.
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scott r.
from
$45
per night
5.0 out of 5 stars
2 reviews
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 two VERY spoiled, elderly pups, Nora, 12 yr old lab mix and Princess, 11 yr old Shih Tzu mix, both are rescues. 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 dogs enjoy a good daily walk and so can yours.

Sitter Profile Image: Tanya G.
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Tanya G.
from
$60
per night
5.0 out of 5 stars
4 reviews
1 repeat client
30 years of experience
Sheboygan, WI, 53081

We are so grateful to Tanya for taking such good care of our 2 hihuahuas and our indoor/outdoor cat. Our dogs have had a difficult time with prior pet sitters but for Tanya quickly had become trusting and affectionate to her within just a couple of days. Tanya left the home in a remarkably clean condition. She is very professional and excelled our expectations. Thank you, Tanya! She is now our goto petsitter. 😊

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Shabana S.
Sitter Profile Image: Breya E.
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Breya E.
from
$30
per night
5.0 out of 5 stars
2 reviews
4 years of experience
Sheboygan Falls, WI, 53085

Breya was amazing! Kept us updated every day with texts/pictures. She kept the house clean/tidy and our pets were all well taken care of and happy. Would definitely recommend!

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Madyson S.
Sitter Profile Image: Jennifer S.
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Jennifer S.
from
$27
per night
5.0 out of 5 stars
3 reviews
30 years of experience
Kohler, WI, 53081

Benji had a great time at Jennifer‘s place, He had lots of snuggle time, plenty of walks and just love chilling with her and her son. He was well taken care of and I look forward to our next time Benji can stay at your house. Jennifer was great with Benji and sent photos and text messages for updates on how he was doing!

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Kim T.
Sitter Profile Image: Victoria S.
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Victoria S.
from
$45
per night
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: Sarah M.
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Sarah M.
from
$40
per night
5.0 out of 5 stars
8 reviews
1 repeat client
8 years of experience
Plymouth, WI, 53073

Sarah was excellent, and great last minute help.! She made time to meet myself and Rocky prior to sitting which I appreciated a lot. She was very trustworthy and made me feel comfortable leaving my Rocky with her!

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Chloe N.
Sitter Profile Image: Aiden B.
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Aiden B.
from
$50
per night
15 years of experience
Sheboygan, WI, 53081

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.

Sitter Profile Image: Jessica L.
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Jessica L.
from
$100
per night
5.0 out of 5 stars
37 reviews
12 repeat clients
13 years of experience
Plymouth, WI, 53073

We were out of town, just for an overnight, but the weather became questionable. Jessica was very flexible and let us know if we needed to postpone our return that she would take care of Ruby!

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Shelley B.
Sitter Profile Image: Tori Z.
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Tori Z.
from
$50
per night
5.0 out of 5 stars
3 reviews
15 years of experience
Plymouth, WI, 53073

About: I have had the most pleasure of growing up with dogs and receiving the endless love they give you. Although, I have no professional experience but I have learned how to handle dogs, feed them, walk them, teach them skills by always having dogs in my household. They deserve so much love and I want to do everything in my power to make sure dogs and every animal receives that. I am available after 4 for dog walking and dog drop ins! I will try to be as flexible and accommodating to your pet(s)! I have a dog myself and after work I like to take her on long walks and on my days off. It would be the perfect time to take care of your pet as it fits in my schedule! I live in a pretty safe area with not a lot of traffic. I make sure to keep the dogs or pets on a leash and be aware of my surroundings!

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Over 198
pet parents in Sheboygan have booked house sitting

Sheboygan pet parents share their Rover experiences

1 / 1
5.0 out of 5 stars

Patty is great! Quick to respond if something pops into my head while far from home. Pets like her and the house hasn’t burnt down yet. Ha. But really, we’ve booked her already and plan to again without hesitation.

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Mike S.
House Sitting
5.0 out of 5 stars

Always a fantastic experience with Audrey. She always takes such good care of your pets and your home. Thank you so much Audrey!

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Tamara S.
House Sitting
5.0 out of 5 stars

We are so grateful to Tanya for taking such good care of our 2 hihuahuas and our indoor/outdoor cat. Our dogs have had a difficult time with prior pet sitters but for Tanya quickly had become trusting and affectionate to her within just a couple of days. Tanya left the home in a remarkably clean condition. She is very professional and excelled our expectations. Thank you, Tanya! She is now our goto petsitter. 😊

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Shabana S.
House Sitting
5.0 out of 5 stars

Thanks for always going above and beyond with my dog! You are the best dog sitter I have had and I will always try to book when available. I love all the updates you give and how in contact you are the whole time. Thank you so much for everything!

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Maggie M.
House Sitting
5.0 out of 5 stars

5 stars; Zero complaints. Hired twice now and had a perfect experience both times. Genuinely cannot recommend highly enough.

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Patrick A.
House Sitting
5.0 out of 5 stars

Benji had a great time at Jennifer‘s place, He had lots of snuggle time, plenty of walks and just love chilling with her and her son. He was well taken care of and I look forward to our next time Benji can stay at your house. Jennifer was great with Benji and sent photos and text messages for updates on how he was doing!

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Kim T.
House Sitting
5.0 out of 5 stars

She came on time and followed the instructions we left. I liked that she was willing to come and meet us and the cats before the pet sitting appointment so the cats were somewhat familiar with her before she started. My only disappointment was she had promised to send a couple pictures before she left in the morning, but I didn’t receive them. She could have been rushed for time depending on what was going with the cats and it could have slipped her mind as things happen . I would hire her again though.

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Jennifer C.
House Sitting
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How Rover works

  1. 1. Search

    Read verified reviews and choose a house sitter who’s a great match for you and your pets
  2. 2. Meet & Greet

    Meet either virtually or in-person with a sitter to discuss the level of care needed for your house and pets while you’re away
  3. 3. Book & Pay

    All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!

The median cost per night for house sitting in Sheboygan is $45

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 house 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.

Sitters in Sheboygan average 4
repeat house sitting clients

House Sitting FAQs

Frequently asked questions about Rover

House sitters on Rover are free to set their rates. The median cost to hire a house sitter in Sheboygan on Rover as of Jun 2026 was about $45 per night, after factoring in Rover’s service fees. A house sitter’s rate may also change as you customize your booking to fit your needs.

If you’re searching for a Sheboygan house sitter for the first time, visit the house sitter’s profile and select the Contact button.

If you have an active request or have booked a service with a house sitter before, learn more about how to do this in the Rover app or on your computer.

As of Jun 2026, there are 94 house sitters in Sheboygan. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect house sitter near you. As a reminder, house sitters joining Rover must pass a background check for you and your house’s safety.

Rover makes it easy to reach out to multiple house sitters about your booking. Typically, 89% of Sheboygan house sitters respond in under an hour.

House sitters in Sheboygan have an average of 18 years of experience. House sitters with repeat customers have an average of 4 repeat clients. Experience can vary from house sitter to house sitter, but you can view reviews, years of experience, and number of repeat clients when you compare house sitters in Sheboygan.

Heading out of town? It’s easy to book a 5-star house sitter to take care of your home. Book a house sitter to take care of your dog and cat, while keeping an eye on your property. And the best part? Your best friend gets to stay on their home turf. Sheboygan house sitters are great for:

  • Dogs who’d prefer to stay on their home turf
  • Cats and caged pets
  • Pet parents on a tight schedule
  • Keeping an eye on your home and plants while you’re away

Yes! House sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your house sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your house sitter has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your pet is covered by the Rover Guarantee reimbursement program for eligible veterinary care.

Note: If your house sitter requested to cancel this booking, then they need to cancel from their account. Please contact them via Rover Messages.

We get it—sometimes plans change and you may need to cancel your house sitting service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your house sitter’s cancellation policy.