Dog Boarding School Hill

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School Hill, Find top rated dog boarding

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: Judy & Paul & Melissa P.
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Judy & Paul & Melissa P.
Star Sitter
from
$40
per night
5.0 out of 5 stars
• 411 reviews
144 repeat clients
20 years of experience
Sheboygan, WI, 53081

“Judy is awesome! She takes great care in understanding the routine for my doggy. They will make sure your dog is well taken care of and adjusting well. She is very responsive and sends me updates with pictures! 😊 Im happy to book my doggy's stay with her. 💕”

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Shayleigh R.
Sitter Profile Image: Robin S.
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Robin S.
from
$45
per night
5.0 out of 5 stars
• 8 reviews
10 years of experience
Kiel, WI, 53042

“Happy to find Robin as we had a last minute need for overnight care for Biko and Bruno. She did an excellent job taking our dogs on walks and engaging them in play. Her knowledge and training skills were such a plus, quickly assuring us that our dogs were in good hands. Her photo and video reports were terrific! We picked up some happy pups and will definitely return. Thank you Robin!”

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Maria K.
Sitter Profile Image: Emily & Bryan U.
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Emily & Bryan U.
Star Sitter
from
$40
per night
5.0 out of 5 stars
• 81 reviews
40 repeat clients
15 years of experience
Sheboygan, WI, 53081

“Emily and Bryan took wonderful care of our dog while we were traveling. They sent multiple updates throughout our trip which really helped put our minds at ease. We would definitely use them again in the future.”

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Julie M.
Sitter Profile Image: Cathy N.
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Cathy N.
Star Sitter
from
$40
per night
5.0 out of 5 stars
• 136 reviews
59 repeat clients
28 years of experience
Sheboygan, WI, 53083

“Cathy was a great sitter for Bandit! She was very communicative, reasonably flexible, and captured so many cute moments of Bandit’s stay with her. I would absolutely book Cathy again.”

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Tim G.
Sitter Profile Image: Erica L.
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Erica L.
Star Sitter
from
$40
per night
4.9 out of 5 stars
• 115 reviews
39 repeat clients
30 years of experience
Two Rivers, WI, 54241

“Eric was absolutely fantastic with my Bernese Mountain Dog, Emmett. He’s a big boy, he was recovering from some surgery, and he is a picky eater so I had a long list of instructions! She nailed it and he absolutely loved her! She sent me updates daily and he looked so happy and taken care of in each picture. I will absolutely have Erica watch Emmett again!”

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Jessica B.
Sitter Profile Image: Danielle S.
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Danielle S.
from
$30
per night
5.0 out of 5 stars
• 21 reviews
8 repeat clients
3 years of experience
New Holstein, WI, 53061

“Danielle is so sweet and our pup, Laney had so much fun! She sent me updates and photos of what they were doing and was honest about other weekend obligations. We are really happy with how she cared for our dog and would highly recommend!!”

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Taylor B.
Sitter Profile Image: Karen M.
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Karen M.
Star Sitter
from
$44
per night
5.0 out of 5 stars
• 14 reviews
5 repeat clients
9 years of experience
Plymouth, WI, 53073

“Karen and Chris were great with our cat! He can be a bit annoying looking for attention but they were patient and he was spoiled and well cared for. Looking forward to booking with them again.”

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Emily V.
Sitter Profile Image: Erika S.
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Erika S.
Star Sitter
from
$35
per night
4.9 out of 5 stars
• 70 reviews
37 repeat clients
22 years of experience
Mishicot, WI, 54228

“Everything went very well leaving my baby Bob he got along with the others & he was very nice & comfortable there I felt he was safe there also”

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Tracey J. R.
Sitter Profile Image: Laura R.
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Laura R.
Star Sitter
from
$60
per night
5.0 out of 5 stars
• 18 reviews
7 repeat clients
15 years of experience
Sheboygan, WI, 53081

“We could not have been happier with the care that Laura and her family provided for our 2-year-old Black Lab, Jewel, while we were in New York for five days. Laura checked in regularly and shared funny photos of Jewel clearly living her best life! Laura and her family went above and beyond—they even set up a small plastic pool, which Jewel seemed to thoroughly enjoy, along with plenty of playtime and frolicking with the children. Their fenced-in yard and quiet neighborhood provided a safe and welcoming environment. When our return flight was unexpectedly canceled and we needed to stay an extra day in New York, Laura was incredibly accommodating and flexible. We felt completely at ease knowing Jewel was in such good hands. I highly recommend Laura and her family to anyone looking for loving, reliable, and attentive pet care.”

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Dave B.
Sitter Profile Image: Hannah & Braxton B.
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Hannah & Braxton B.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 23 reviews
4 repeat clients
15 years of experience
Sheboygan, WI, 53081

“Had consistent updates and felt very comfortable leaving Furb with Hannah & Braxton B while we were on vacation. Furb said it went super well and already misses his new friends.”

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Josh W.
Sitter Profile Image: Kelly L.
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Kelly L.
from
$26
per night
5.0 out of 5 stars
• 9 reviews
6 repeat clients
5 years of experience
SHEBOYGAN FALLS, WI, 53085

“Kelly took care of our Rocky so well. Rocky had a bit of a health concern that we were able to resolve over the phone without going to the vet, but she was ready to go if need be. That meant a lot to me. I would highly recommend her.”

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Peggy L.
Sitter Profile Image: Luana L.
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Luana L.
from
$25
per night
4.7 out of 5 stars
• 46 reviews
24 repeat clients
15 years of experience
Cascade, WI, 53011

“Great place to go!! Julius had a good time, (my pug) We thought it was really nice all the great pictures sent to us! Will certainly use her service again!”

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John H.
Sitter Profile Image: Rebecah & David C.
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Rebecah & David C.
from
$40
per night
5.0 out of 5 stars
• 33 reviews
18 repeat clients
10 years of experience
Sheboygan, WI, 53083

“The dogs had so much fun staying here! We were in town for the weekend and needed a place for them to stay. When we picked up our lab she probably would have stayed longer if she could have due to all of the fetch she got to play. If we are ever back in the Sheboygan area and need a dog sitter we will definitely ask again. Thank you guys for taking such good care of them!”

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Michele S.
Sitter Profile Image: Maria V.
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Maria V.
Star Sitter
from
$42
per night
5.0 out of 5 stars
• 26 reviews
9 repeat clients
40 years of experience
Menasha, WI, 54952

“Maria’s house was perfect for my dog Tasha because Tasha HATES other animals and Maria doesn’t have any pets. Tasha was pampered, and Maria sent me some really adorable pictures of her while I was out of town. Then, when my plane was extremely delayed on my way home, Maria stayed up to past midnight so I could pick Tasha up before heading home. I was so appreciative. 10 stars!”

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Lisa C.
Sitter Profile Image: Krystal D.
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Krystal D.
Star Sitter
from
$30
per night
5.0 out of 5 stars
• 6 reviews
3 repeat clients
15 years of experience
Kaukauna, WI, 54130

“Krystal is very friendly and answers my message quickly my dog came back very tired from all the play her dog is also very playful this made a grate match for my dog Dexter.”

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Gavins g.
Sitter Profile Image: Heather K.
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Heather K.
from
$40
per night
5.0 out of 5 stars
• 1 review
15 years of experience
Valders, WI, 54245

About: I have worked with numerous animals since I was 5 years old. I have owned chickens, rabbits, horses, dogs, and cats my entire life. I am a 4-H leader where I teach children how to train dogs and I help them show and prepare their animals at fair. I also show my own animals at the fair. Additionally, I have pet sat for numerous family members over the years as well as friends. I will always be there for your pet and I will make sure they are well taken care of and loved just like they are my own. I am a teacher who is currently on summer break. So my schedule is pretty open during the summer and I have a lot of availability. During the school year, most of my weekends are free as well as when we have breaks. I am flexible and willing to make things work for you! I live on a little hobby farm with my husband. I have 3 dogs and 3 cats who are very friendly. I have everything needed in my home to take care of a dog including a kennel if needed as well as tie outs. We have a lake that is 5 minutes from our house and if your dog loves to swim, I would be happy to take them. I take my dogs all over in the summer and I would make sure your pet gets a lot of attention and exercise as well. Additionally, we have a huge barn and fenced in pasture as well as rabbit hutches in the barn and a chicken coop! Whatever animal you have they can be comfortable at my property. Additionally, if you feel better about your animal staying at home, I am happy to accommodate to that as well.

Sitter Profile Image: Allissa H.
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Allissa H.
from
$30
per night
4.7 out of 5 stars
• 11 reviews
3 repeat clients
8 years of experience
New Holstein, WI, 53061

About: I’ve worked with variety of species, specializing with dogs! I have skills with grooming and training. I have 4 of my own dogs and do dog sports as well! I work from home so I have extra time to care for your pets and am able to move around my schedule. Saturdays are the only days I may not be able to take same day bookings! I understand crate and gate management and will make sure your animals are happy and healthy! All animals will be fed and cared for by owners guidelines. For boarding in my home, I will safely introduce my dogs and if needed they can be totally separated! Whatever works best for your pet!

Sitter Profile Image: Amanda G.
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Amanda G.
from
$26
per night
12 years of experience
Sheboygan, WI, 53081

About: I grew up with farm cats and dogs in the house, and as an adult I’ve cared for fish and a lovebird named Taylor. I currently have three rescue cats and a rescue Corgi, Maggie. My pets range from 5 to 12 years old, so I’m comfortable caring for animals at different stages of life. Maggie came to me a year and a half ago weighing 59 pounds—nearly twice her healthy weight. She’s now down to 38 pounds, and watching her become healthier, happier, and more energetic has been incredibly rewarding. All of my pets are rescues, and I understand how important patience, consistency, and individualized care are. I’m currently between full-time positions, which gives me the flexibility to provide care for cats and dogs seven days a week. I offer drop-in visits, house sitting, daily dog walks, feeding, playtime, medication routines, litter box care, and plenty of companionship. I also welcome both cats and dogs into my home for stays, where they’ll have a safe, comfortable, and loving environment. I’ll follow your pet’s routine and provide personalized care based on their personality and needs. In my home, I have a small unfenced yard with two tie-outs for supervised outdoor time. I also provide an indoor grass patch to help reduce accidents inside. Dogs can sleep in a large kennel if they prefer one, or they’re welcome to sleep upstairs with me. Cats have access to a separate, safe room away from my cats and dog. They can choose whether to spend time with the other cats or relax on their own in their private room. To ensure every pet receives plenty of individual attention, I only care for dogs or cats who already know each other when accepting multiple pets at the same time, and I limit stays to two guest pets. I also have treat feeders for both dogs and cats, along with homemade treats. Whether I’m caring for your pet in my home or yours, I’ll follow their routine and provide personalized care based on their personality, comfort level, and needs.

Sitter Profile Image: Diane & Dale G.
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Diane & Dale G.
from
$37
per night
5.0 out of 5 stars
• 14 reviews
2 repeat clients
30 years of experience
Random Lake, WI, 53075

“Diane and Dale went above and beyond to accommodate our schedule and care for Oliver. He fit right in with their dog, Lexi, enjoyed the walks around the pond and was well-loved. I highly recommend them!”

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Pamela B.
Sitter Profile Image: Anuradha N.
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Anuradha N.
Star Sitter
from
$45
per night
5.0 out of 5 stars
• 57 reviews
22 repeat clients
30 years of experience
Kaukauna, WI, 54130

“After interviewing multiple Rover sitter candidates for my senior beagle, Flash, I selected Anu and her family. Anu has a very nice house situated on a large lot, located in a quiet subdivision. Anu provided excellent communication via texts and pictures on how Flash was settling in like he was part of the family. Flash wasted no time in finding the sunny places to nap and even took over their own dog's bed at times. After a 10-day road trip, I returned, expecting an emotional reunion with Flash but he was nonchalant and that has never happened before. I plan to use Anuradha's services again and I highly recommend checking her out for your pet.”

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Tom W.
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FAQs for Dog Boarding - School Hill

Frequently asked questions about Rover

Rover is the largest marketplace for local pet care. Whether you're looking for pet sitters, dog walkers, or house sitters who specialize in pet sitting, you can narrow your search by entering your ZIP code to find sitters within walking distance in your neighborhood.

Every sitter on Rover has their own routine. Depending on the arrangements you agree on before the stay, a sitter can follow your dog’s regular feeding schedule, provide a comfortable place to sleep, offer companionship, and support their usual exercise and play needs.

Depending on the sitter, their home environment, and your dog’s needs, daily exercise may include walks, outdoor play, indoor enrichment activities, or supervised play with compatible dogs. These activities are not automatically included with every booking, so ask the sitter what a typical day looks like.

During the Meet & Greet, discuss your dog’s usual exercise and play routine, whether they can safely interact with other dogs, and any activities or restrictions the sitter should follow. You can also ask the sitter to send photo and message updates during the stay so you can see how your dog is spending their time.

Preparing for drop-off is easy when you have a checklist! To help your dog settle into their School Hill home-away-from-home, we recommend packing:

  • Health and safety essentials such as their ID tags, vaccination records, medication, and emergency vet or secondary caregiver contacts.
  • Food and gear such as harnesses, collars, food (portioned by day), and an item that smells like you.
  • Special instructions such as a list of training cues, medical administration needs, or favorite hang-out spots in your School Hill.

<b>Tip:</b> You can upload your dog’s routine and medical info directly onto their profile so your sitter always has the details at their fingertips.

You and your School Hill sitter can schedule drop-off and pick-up in a way that works best for the both of you—and your dog. Most sitters offer flexible times for drop-off and pick-up but the easiest way to confirm those times will be through in-app messaging. Confirm your arrival time the day of pick-up and drop-off can also help keep the process smooth and organized.

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 .

While each sitter sets their own vaccine requirements, staying up-to-date on your dog’s vaccines is the best way to be "boarding ready". Vaccinations help create a safe environment for all pets under a sitter’s care.

Many sitters in WI ask that dogs be up to date on core vaccines like the Canine Parvovirus, Canine Distemper, Canine Adenovirus, Bordetella, and Rabies.

By discussing your pet's health history early, you’re adding a layer of confidence for you and your sitter before the booking begins.

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 dog to the closest veterinarian. Through our Trust & Safety support team, sitters can ask for diagnostic advice from a qualified veterinary professional if your dog 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.

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