House Sitting Sheboygan
Find a loving house sitter to watch over your pets and your home.
Over 160 pet parents in Sheboygan have booked house sitting
Sheboygan, Find top rated house sitting
Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“Patty was amazing- my pup Louie immediately took to her and her calm energy was welcomed by him. She was conscientious and kind. We will definitely use her services again.”
“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!”
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.
“My new go to for sure! We had a wonderful experience and I will use Keeley for any future pet needs, 100%! From the meet and greet to the communication while I was gone, everything was great! I received updates and lots of pictures and videos, letting me know the kids were happy and doing well. I really appreciated that! The kids were happy and the house looked great when I got back. I can’t say enough good things! Thank you for being so awesome Keeley!”
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.
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.
“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!”
“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.”
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.
“All size dogs have fun at Judy’s!! 🐾 Wonderful communication, lots of pics and videos, and updates! Very comforting to know what your dog is up to while you’re away. Archer will be back, thanks for providing this great service 🐾❤️”
About: Since I was little I have always loved animals, I feel that I have a unique connection with them. From 10 years old. In Ecuador, I was taking care of dogs. The neighbors have trusted me for the attention I gave their pets, for playing with them, etc. But since I arrived in the United States I have not been able to continue with that hobby. I took care of the dogs of the owner of the house where he lived for 6 years, giving him all the love, patience and daily attention he needed. I don't have much real experience with food, walking and bathing. I am reliable, friendly and treat everyone like a family. I am available from Monday to Friday from 9 a.m. to 8 p.m. Saturday mornings until 10 a.m. and in the afternoon from 5 p.m. to 9 p.m. and Sundays only in the mornings until 11 p.m. My first language is Spanish but I don't speak English very well or fluently, I know basic things but I understand most of them. I give food and water on time. I walk them, play a little and keep everything clean. I tell the owner how it goes with photos.
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.
About: Hi! My name is Taylor, and I’m a lifelong animal lover with experience caring for dogs and cats. I work full-time with a hybrid schedule, which gives me flexibility at the end of the week and lets me spend quality time with the pets I’m caring for. I have two cats of my own, so I’m very familiar with feline care, routines, and different cat personalities. I also have experience fostering kittens and caring for multiple pets at once. I grew up with two Goldendoodles and a Miniature Pinscher-Poodle mix, so I’m comfortable with dogs of all sizes, energy levels, and personalities. I’m moving to Sheboygan Falls and love taking dogs on neighborhood walks or to nearby parks for some fresh air and exercise. Whether your pet needs walks, overnight care, or just some extra company and attention, I’d love to help and make sure they feel safe and comfortable while you’re away! I work a hybrid in-office schedule, which gives me flexibility to provide pet care throughout the week. I’m available for dog sitting from Thursday through Sunday, as well as lunchtime drop-in visits on weekdays. I love being able to give dogs plenty of attention, walks, playtime, and love while their owners are away. I make sure your pet feels safe, comfortable, and loved while you're away. Whether at your home or on a walk, I stick to their routine, give plenty of attention, and keep them safe. I’ll also send updates, so you know they’re happy and well cared for!
About: Ive taken care of family friends dog growing up and got my first dog (a Siberian husky named Honey) in 2024. Three months after getting her I started fostering dogs and have fostered 11 dogs since. I love dogs they’re so smart and I like to do obedience training and games with them. I work remote during the weekday so my schedule is very flexible. I can do lunch drop ins. And be available for walks in the morning and evening. Since my schedule is flexible I can care for dog for bathroom breaks during lunch. I’m also a very active person so if you have a more active pup I can take them on long walks or runs.
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.
“Alissa did an a amazing job house sitting our doggy Baxter! The house was clean garbage was taken out which was above and beyond our expectations. Baxter was well tended to and responses and pictures were sent regularly! Will definitely call on Alissa again in the future thanks so much Alissa!”
“Lisa was exactly who we were hoping for as a sitter for Buddy. It was our and his first time overnight and she made it very comfortable for all of us. We received some fun photos of Buddy as well. Lisa gave us a full report when we got home. The best news was seeing Buddy going to the door after Lisa left and he was asking us when is she coming back! Highly recommended!”
“Jessica was absolutely amazing. My two pups loved her, and she took such good care of them. I loved the photos she sent of them while we were away. I will definitely be using Jessica again!”
About: I can't wait to meet you and your furry family member! I've trained my own puppy and attended several dog training classes, giving me a strong understanding of canine behavior and care. I also have experience caring for a senior dog who is blind, which has taught me patience, compassion, and adaptability. My goal is to give your pet exercise, companionship, and attention while taking the stress out of long days at home. I also happily care for cats and treat every pet as if they were my own. 🐕🐈❤️ Need a helping hand with your pet's care? I'm available for 30-minute walks during the lunch hour, as well as weekend walks, check-ins, and pet sitting. I'd love to help keep your pets happy, active, and cared for. I treat every pet with the same love, patience, and attention I give my own. During walks and drop-in visits, I provide exercise, companionship, fresh water, and personalized care based on your pet's unique needs. I carefully follow your instructions regarding feeding schedules, medications, and daily routines to ensure consistency and comfort. For pet sitting, I work to keep your pet's routine as normal as possible while you're away, helping them feel safe, relaxed, and well cared for. I have experience caring for energetic puppies, senior dogs, and pets with special needs, including a blind senior dog. I also care for cats, providing feeding, playtime, litter box maintenance, and plenty of affection. My goal is to give your pets a positive, stress-free experience and give you peace of mind while you're away. 🐾❤️
The median cost per night for house sitting in Sheboygan is $50
Pet parents share their Rover experiences - Sheboygan
My new go to for sure! We had a wonderful experience and I will use Keeley for any future pet needs, 100%! From the meet and greet to the communication while I was gone, everything was great! I received updates and lots of pictures and videos, letting me know the kids were happy and doing well. I really appreciated that! The kids were happy and the house looked great when I got back. I can’t say enough good things! Thank you for being so awesome Keeley!
Amazing! Our dogs aren't the easiest, but Audrey was awesome with them. I appreciated all of the communication and care she provided for our pets. They were the calmest they've ever been when returning home from vacation. We can tell they were loved on all week.
Patty is THE BEST! our pets LOVE her and she LOVES them like they are her own. Our home is always spotless when we return. She reached wrote my petsitter instructions which I have been meaning to do and she left us a nice scentsy gift!!! We NEVER worry when Patty is caring for our fur babies and home.
We have always struggled finding a dog sitter because we have 2 herding dogs that can be a handful to watch, but Casey was absolutely amazing with them! She took the time to come meet them so they were comfortable with her multiple times before her stay, and during her time watching them she was very communicative and sent photos which we greatly appreciated. One of our dogs has some behavioral issues which always makes us nervous when we leave him with someone but Casey did a fantastic job with him and put us at ease knowing she has the background and confidence to care for him. We would highly recommend working with Casey and are so happy we found such a wonderful person to trust our fur babies with!
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. 😊
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!
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.
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?
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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
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Popular requests for house sitting - Sheboygan
Select a filter and find qualifying sitters offering house sitting.Sitters in Sheboygan average 4 repeat house sitting clients
FAQs for House Sitting - Sheboygan
Frequently asked questions about Rover
The average cost for House Sitting in Sheboygan on Rover is $38.85 per night (as of September 2026). However, all sitters set their own rates based on experience, location, and availability.
Rover makes budgeting the cost of House 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 House Sitting. For more information on service fees, click here .
As of September 2026, there are 116 sitters on Rover offering House Sitting across Sheboygan. Enter your ZIP code to see which available sitters are closest to your home.
Beyond belly rubs and feeding schedules, a house sitter’s presence may provide an additional layer of security for your home. However, you will need to arrange overnight stays and other household tasks with your sitter when reaching out to them. Not all sitters offer the same services. Common household tasks you can negotiate include:
- Mail & deliveries: Collecting letters and packages so they don't pile up.
- Plant care: Keeping your indoor or outdoor garden hydrated.
- Trash & recycling: Taking trash cans to the curb on scheduled pickup days.
- Home security: Sitters can stay overnight to keep your home occupied.
The best way to align on expectations is during your free Meet & Greet. Use this time to provide a "home cheat sheet" that includes your preferred Sheboygan walking routes, the location of your favorite pet store, and any specific quirks about your home’s security or appliances.
It’s helpful to think of house sitting as a "home base" service. Most sitters in Sheboygan maintain their normal daily routines, like running errands or heading to the office, meaning your pet should be comfortable being alone for a few hours at a time. If your pet needs a little extra company, here is how to find the perfect match:
- Look for "WFH" sitters: Many sitters mention "Work from Home" on their profile to indicate they’ll be present for the majority of the day.
- Update your pet’s profile: Write down how long your pet can comfortably be left alone. This helps sitters quickly determine if their schedule aligns with your needs.
- Communicate 24/7 needs: Standard house sitting usually doesn't include constant supervision. If your pet requires round-the-clock care, be sure to discuss this upfront.
Tip: Use the Meet & Greet to confirm a sitter's typical "away" windows. Transparency ensures your pet stays happy and your sitter can plan their day effectively!
Key handling is entirely up to you and your sitter to agree on during the Meet & Greet or in the Rover app. Most pet parents in Sheboygan choose to hand over a spare key or digital fob in person, while others arrange a lockbox or unique access code. Don't forget to discuss key returns as well!
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.
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 .
If a health concern arises during a stay, your sitter is instructed to contact you and our Trust & Safety team immediately and, if needed, take your pet to the closest veterinarian. Through our Trust & Safety support team, sitters can ask for diagnostic advice from a qualified veterinary professional if your pet is showing signs of possible illness.
For extra peace of mind, you can also prepare an authorization form for your regular vet. An authorization form outlines your preferred method of care and allows your sitter to bring your pet into their regular clinic.
Every qualified booking made on Rover is backed by the Rover Guarantee, which includes reimbursement for eligible emergency vet care.
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.
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
- 91% 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.
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