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

“WOW! Emily and Paul were absolutely exceptional! They met Charlie’s needs and even went above. Charlie was so happy when we picked him up compared to another dogsitter where he was traumatized when we picked him up. We were well informed throughout the three day stay and had great photos of him.”

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Irene A.
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
• 414 reviews
145 repeat clients
20 years of experience
Sheboygan, WI, 53081

“First time using Judy’s service and definitely would recommend. I booked her very last minute for the holiday weekend due to our original plans following through and she was quick to respond and help us out. I received lots of photos through Gus’s stay and updates. Gus was very happy throughout.”

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

“Amazing! Such a friendly and flexible host with nice dogs and a great yard! Our pup felt right at home. Would recommend to others and will definitely book again if in the area!”

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Randi L.
Sitter Profile Image: Amanda G.
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Amanda G.
from
$26
per night
5.0 out of 5 stars
• 3 reviews
12 years of experience
Sheboygan, WI, 53081

“She was available last minute for our kitty needs. She was wonderful to our 2 cats. She has a room dedicated to the cats that might not be ok with other animals which was really nice.”

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Danielle E.
Sitter Profile Image: Hannah & Braxton B.
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Hannah & Braxton B.
Star Sitter
from
$55
per night
5.0 out of 5 stars
• 24 reviews
4 repeat clients
15 years of experience
Sheboygan, WI, 53081

“Hannah and Braxton did an incredible job with our puppy! This was our first time away from her and we really appreciated their willingness, flexibility and care. Or pup had a great time with them!”

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Ray & Kelly G.
Sitter Profile Image: Brea B.
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Brea B.
from
$45
per night
4.9 out of 5 stars
• 15 reviews
4 repeat clients
18 years of experience
Francis Creek, WI, 54214

“We had a wonderful experience with Brea. She watched both our cat and dog at her house. She was willing to exercise our dog nearly every day as he is high energy. She sent daily pictures and updates. She also got them a Christmas gift! We are thankful we found her. Our dog came home tired and worn after his time with Brea.”

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

“My dog Oakley had such a great time at Julie’s. She took great care of him and sent pictures of him having a great time at her house and playing with her dogs. We will definitely use her in the future!”

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Kristie W.
Sitter Profile Image: Diane & Dale G.
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Diane & Dale G.
from
$37
per night
5.0 out of 5 stars
• 15 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: Lisa S.
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Lisa S.
from
$70
per night
5.0 out of 5 stars
• 14 reviews
1 repeat client
25 years of experience
Elkhart Lake, WI, 53020

“Lisa was awesome!! It was our first time leaving Toby with someone besides family, she was absolutely wonderful to Toby and gave us updates while we were on vacation. I would highly recommend!”

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Sally H.
Sitter Profile Image: Jamie K.
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Jamie K.
from
$40
per night
5.0 out of 5 stars
• 13 reviews
3 repeat clients
30 years of experience
Denmark, WI, 54208

“10/10 Highly recommend! Jamie did an amazing job with our pups. We haven't left them before for any period of time, so were a bit nervous about how they would do. Jamie was exactly the person they needed. She welcomed them into her home and made their stay absolutely perfect.”

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Mindi D.
Sitter Profile Image: Anne or (Annie) S.
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Anne or (Annie) S.
Star Sitter
from
$125
per night
5.0 out of 5 stars
• 80 reviews
31 repeat clients
25 years of experience
Manitowoc Wi, WI, 54220

“Anne was awesome with our two dogs, she is such a kind person and I can tell she loves animals. We will utilize her again our dogs loved staying with her verus in a kennel ”

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Terri P.
Sitter Profile Image: Angelica G.
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Angelica G.
from
$39
per night
5.0 out of 5 stars
• 1 review
5 years of experience
Sheboygan, WI, 53081

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.

Sitter Profile Image: Kathy L.
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Kathy L.
from
$50
per night
5.0 out of 5 stars
• 5 reviews
55 years of experience
Appleton, WI, 54915

About: I have taken care of dogs since I was ten. From a litter of beagle puppies to King & Queen to Sandy our cocker spaniel and Pepper the Schnauzer. In married life I had golden retriever and multiple Tri Shelties. Also have the pleasure of grand dogs to care for occasionally. My last Sheltie Cooper passed 10/2020 and I would love to care for your precious fur baby. I am an active retired female with lots of time & energy to care for your loved one. My hours are very open and I can be flexible with schedule I have a nice backyard with long leads/leash to connect pet indoors before letting out. Also very nice trail walks in area. I enjoy keeping your dog in good shape with a little exercise and a calm relaxing home to come back to

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  • Every booking is backed by the Rover Guarantee, which includes up to $25,000 reimbursement for eligible vet care. Learn more
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How to book dog boarding

  1. 1. Search

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  2. 2. Meet In Person

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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.

Tip: 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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