House Sitting Sheboygan
Find a loving house sitter to watch over your pets and your home.
Over 169 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.
“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.”
“We loved having Crystal watch Rosco! She was very flexible and accommodating with our schedule. She walked and played with Rosco and gave him attention. We will definitely use her services again.”
About: i am 21 years old and have been working with animals for the past 6 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.
“We needed care for our 10 week old puppy and Judy took wonderful care of him. It was nice to have a meet and greet before leaving our puppy. After this meeting we felt comfortable leaving our puppy in Judy's care. Turns out our puppy had a wonderful visit and was nicely socialized with three other dogs in Judy's care. During the visit many photos and text messages were exchange that we appreciated very much. When I picked our puppy up, I could tell Judy really listened and shared some comments\observations with us. Would highly recommend Judy and will certainly reach out again when our puppy needs care. Thank you to Judy and her sister!!”
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!
“We were leaving our cat and home for over 2weeks. After meeting Jessica we felt pretty good about hiring her. Every day she communicated with pictures and updates which put us at ease. What we didn’t expect was her extraordinary care for both our cat and home! We had a late arrival home to a cleaned house , happy cat, fresh bedding and flowers! We will certainly ask for Jessica’s help any time we leave home again.”
“Our baby Wrangler absolutely adores Emma & she truly is the best! We could not ask for a more accommodating sitter for our boy and will be booking her again & again :) Thank you Emma! 🐾🤍”
About: I’ve grown up caring for cats and dogs and have always enjoyed spending time with animals. I have an active dog of my own who loves going on long walks, so I’m very comfortable keeping energetic dogs active and entertained. As a high-level athlete, I’m active myself and genuinely enjoy being outdoors, whether that’s walking, playing, or simply spending time with a pet. I’ve also helped neighbors care for their animals while they were away. Right now I’m training in Milwaukee and have practice at 3:30 so I can take care of your pet during the day but also after practice if needed. Would be preferred if I did at the clients house but I live in a apartment right now they have a dog park and sorts.
The median cost per night for house sitting in Sheboygan is $50
Pet parents share their Rover experiences - Sheboygan
This was my second time booking with Audrey, and she did another absolutely wonderful job! She is highly reliable, communicative, and takes incredible care of my cat. It brings me so much peace of mind knowing Snow, my cat is in such excellent hands while I am away. I will definitely continue to book with her in the future!
Patty was wonderful! Not only did she meet with us (twice), prior to our trip, to meet our furry children and make sure she had everything down- she showed genuine interest and concern about trying to learn each of our animal’s unique personalities and ‘quirks’ and maintain our established routine as much as possible to reduce the stress of our absence. Ours was not your average situation, as we have several indoor kitties and then also support some of the outside population of ferals. The maintenance of all of this- plus our home- can be challenging and she pulled it off without breaking a sweat :) We are beyond grateful to have met such a person and now consider her, not only our future ‘go-to’ for nights away, but also a friend going forward.
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!
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!
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 to book house sitting
1. Search
Browse profiles of sitters near you who offer house 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 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 of House Sitting in Sheboygan is $39 per night as of October 2026. Most bookings cost between $28 and $66 per night. On Rover, sitters set their own rates based on factors such as their experience, the length of care, the number of pets, and your pet’s specific needs. As long as your booking dates and pet profiles are accurate, the price shown before you confirm is the total, including any booking fee.
As of October 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 , 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 .
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 casual meeting to vet potential sitters and communicate care needs for peace of mind before a booking begins. Only sitters who have never booked with you before can schedule a Meet & Greet on Rover; however, you are welcome to coordinate one in Rover messages with sitters you have previously booked. This can be helpful if you have a new pet or routine you want to go over with your sitter.
Meet & Greets can take place in person or virtually. If you are booking with a sitter for the first time, we recommend in-person Meet & Greets to get a clearer sense of how your sitter interacts with your pet 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. Meet & Greets are a great way to prepare your pet and sitter for longer stays or first-time bookings. Read our tips for your first .
sitters on Rover set their own , which you can find on their profile under their contact information. Sitters may set a same-day, one-, three-, or seven-day cancellation policy. Cancelling within your sitter’s cancellation policy qualifies you for a full refund.
Same-day cancellations for recurring services, which include walks, drop-ins, and day care, follow the full refund policy. Otherwise, for pet boarding and house sitting, if you cancel after 12 pm on the applicable cancellation deadline, you’ll receive a 50% refund for the first seven days of the booking and a 100% refund for any remaining days.
If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means you will get a full refund and our support team will work with you to find a replacement sitter.
Yes, you can find sitters who have experience with handling special pet needs in Sheboygan. On Rover:
- 94% of sitters can help with special care needs
- 97% can help with giving oral medications or injections
- 93% 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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