House Sitting School Hill

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School Hill, 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.

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Sitter Profile Image: Allissa H.
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Allissa H.
from
$30
per night
4.6 out of 5 stars
8 reviews
3 repeat clients
8 years of experience
Kiel, WI, 53042

Allissa was very attentive and gave consistent updates with Bear. I highly recommend her and would absolutely book with her again 👍🏼

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Ben Quintanilla
Sitter Profile Image: Renee M.
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Renee M.
from
$24
per night
1 repeat client
15 years of experience
Kiel, WI, 53042

About: I love all animals. I have taken care of my family, friends, and my own pets for years. I am a huge believer in play and fun. I assist pets with a more active lifestyle with love. I am reliable and will treat your pet as my own. I too have been on extended trips and felt the worry associated with being gone. I understand how to calm pets and make the experience positive for all involved. I am an effective communicator and will give updates for piece of mind. I have had behavioral training. I hope to be your regular and become a true friend/ helper for your pet reducing all anxiety and offering a wonderful experience for your beloved pet. Good care and vibes only.

Sitter Profile Image: Jenna A.
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Jenna A.
Star Sitter
from
$60
per night
5.0 out of 5 stars
34 reviews
11 repeat clients
13 years of experience
Hilbert, WI, 54129

Jenna did great with all 7 of my animals- including a medically needy dog that needed monitor with food/water intake/and medications. Jenna kept the house clean, helped with extra stuff, as well as dealt with house malfunctions. Will definitely use and recommend Jenna to care for your animal needs.

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Shaina R.
Sitter Profile Image: Lisa S.
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Lisa S.
from
$70
per night
5.0 out of 5 stars
12 reviews
1 repeat client
25 years of experience
Elkhart Lake, WI, 53020

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!

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Pastor Bill T.
Sitter Profile Image: Patty W.
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Patty W.
Star Sitter
from
$60
per night
5.0 out of 5 stars
48 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: Karlee S.
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Karlee S.
Star Sitter
from
$40
per night
5.0 out of 5 stars
83 reviews
19 repeat clients
20 years of experience
Manitowoc, WI, 54220

Karlee is AMAZING! We had to be out of town for a week and she stayed with our pup. Even watched over our two birds during the week! She sent lots of photos and videos throughout the week and even left us some Polaroid pictures from their week together! Will DEFINITELY be using her next time we need a sitter or dog walks! ❤️

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Anna S.
Sitter Profile Image: Haley S.
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Haley S.
from
$40
per night
5.0 out of 5 stars
44 reviews
15 repeat clients
8 years of experience
Kiel, WI, 53042

Haley always does a great job caring for our 2 cats and springer spaniel. We know that when we are away that we can depend on her to for quick communication and follow through!

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Leslie V.
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: Anne or (Annie) S.
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Anne or (Annie) S.
Star Sitter
from
$135
per night
5.0 out of 5 stars
75 reviews
30 repeat clients
25 years of experience
Manitowoc Wi, WI, 54220

Annie stayed with our recently adopted dog at our home over a long weekend. She was very communicative throughout the stay and she did a great job with both our dog and home.

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William H.
Sitter Profile Image: Julie H.
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Julie H.
from
$40
per night
5.0 out of 5 stars
16 reviews
5 repeat clients
32 years of experience
Elkhart lake, WI, 53020

About: I have grown up with pets my entire life. I currently have 2 dogs that are my life:) They are walked daily and sleep with me. They are part of my family! I currently teach and will be home all day starting this summer. I am home every night as well as on weekends. Your dogs will become part of my family. I live in the country and my dogs have the run of the backyard to play and have fun. If I would be caring for your pets in your home, this would depend on your directions. I would start them off on a leash until they are comfortable with me.

Sitter Profile Image: Dallas F.
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Dallas F.
Star Sitter
from
$120
per night
5.0 out of 5 stars
22 reviews
5 repeat clients
10 years of experience
Reedsville, WI, 54230

About: I’ve always had a deep love for animals, and I’m comfortable caring for pets of all kinds—dogs, cats, and even the more unique critters! I have experience with animals of all ages, from playful puppies to senior pets who need a little extra TLC. As a proud pet parent to two Great Danes, I understand just how much our pets mean to us—they’re family. My top priorities are making sure your pets feel happy, safe, and comfortable while you're away, and I treat every animal with the same care and attention I give my own. Pet care fits perfectly into my daily routine—I’m a stay-at-home mom, and I work around my kids’ homeschooling schedule. That means I’m home throughout the day and night, which allows me to give your pets plenty of attention, playtime, and companionship. If your pet is staying with us for boarding, they’ll never be left alone—we’re always home, and your furry friend will be treated like part of the family. Whether it’s early morning walks, midday cuddles, or nighttime check-ins, I have the flexibility to meet your pet’s needs with love and consistency. Your pet’s safety, comfort, and well-being are always my top priorities. I provide a calm, secure environment where animals can relax and feel at home—whether I’m visiting your house or welcoming your pet into mine. I follow each pet’s unique routine and take time to understand their needs, behaviors, and preferences. I’m experienced with crates, medications, feeding routines, and even a little light training reinforcement if needed. In our home, your pet will be surrounded by love and never left alone—we’re always home, and your pet will get plenty of attention and care. I live with two gentle Great Danes and two calm, pet-friendly cats, all of whom are well-socialized and respectful of new guests. We keep our environment clean, peaceful, and low-stress to make every pet feel safe and welcome. I’m also happy to go the extra mile—whether that means watering your plants, bringing in packages, or keeping you updated with sweet photo messages. I truly care about your pets and your peace of mind.

Sitter Profile Image: Samantha K.
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Samantha K.
from
$29
per night
10 years of experience
Hilbert, WI, 54129

About: I grew up with cats, dogs, cows, goats etc. so I have always been around and taking care of animals. I regularly take care of friends and families dogs/cats and am very patient. I used to work in nursing and most recently as a chemist, but am looking for supplemental animal love and interactions! I have availability and flexibility as needed Sunday through the week. I can do mornings, evenings or afternoons. I can accommodate most changes as this is my primary work. I have a closed in backyard and basement. I have two cats that can be separated or blocked off to separate areas of the house.

Sitter Profile Image: Elena D.
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Elena D.
from
$40
per night
5.0 out of 5 stars
4 reviews
15 years of experience
Manitowoc, WI, 54220

Elena is fantastic. My Great Dane, Groot, is very shy and tend to bark at strangers. She came in and he gave her a hug. I was so comfortable leaving my dogs with her.

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Robin M.
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: Addison F.
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Addison F.
from
$45
per night
5.0 out of 5 stars
3 reviews
1 repeat client
4 years of experience
Manitowoc, WI, 54220

About: I am specialized in training all types of dogs! I make sure that the dog is taken care of and is having a blast while the parents are gone! I am very outgoing, active, and good at communicating. I currently work part time as a server so I am available whenever just may have to step away for a couple hours to waitress. I have tons of grass area at my house, and have a ton of room as well for the dog to move around and play when needed!

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: Tarah & Firaas F.
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Tarah & Firaas F.
from
$40
per night
5.0 out of 5 stars
33 reviews
13 repeat clients
10 years of experience
Fredonia, WI, 53021

This was my first time using Rover and I couldn't have been happier having Tarah take care of my dogs. She was professional, courteous, and just loved on my dogs like I do. She even handled my deaf special needs boy who is very active. :)

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Monica S.
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: Cherie S.
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Cherie S.
from
$75
per night
5.0 out of 5 stars
1 review
25 years of experience
Appleton, WI, 54913

Cherie was wonderful! She sent us daily photos of our pup. Even though she wasn’t asked, she left the house clean, dare I say cleaner than when we left. Highly recommend!

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Kris Z.
Sitter Profile Image: Amanda K.
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Amanda K.
Star Sitter
from
$70
per night
5.0 out of 5 stars
12 reviews
3 repeat clients
4 years of experience
Waterfront, Cedarburg, WI, 53012

Amanda did an outstanding job taking care of our cats and home while we were away. She has amazing attention to detail, and always gave us plenty of updates and pics so we felt connected to our pets. She is very kind, responsible, and professional. We highly recommend Amanda!

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Michelle S.
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The median cost per night for house sitting in School Hill is $50

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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?

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    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 Rover works

  1. 1. Search

    Browse profiles of sitters near you who offer house sitting
  2. 2. Meet & Greet

    Schedule a free in-person Meet & Greet to find the perfect fit
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Sitters in School Hill average 4
repeat house sitting clients

FAQs for House Sitting - School Hill

Frequently asked questions about Rover

As of June 2026, there are 243 sitters on Rover offering House Sitting across School Hill. 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 School Hill 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 School Hill 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 School Hill 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 School Hill. 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.

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