Dog Boarding Sheboygan

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Over 632
pet parents in Sheboygan have booked dog boarding

Sheboygan, 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
• 81 reviews
40 repeat clients
15 years of experience
Sheboygan, WI, 53081

“Emily and Bryan are incredibly nice, caring people who treated our lab, Jewel, like family during our long trip. They kept us updated with great communication and made sure she stayed active and thoroughly loved. Thank you both for taking such wonderful care of Jewel!”

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Dave B.
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

“First time using a service and I'm so pleased with Judy, Paul and Melissa. The property is set up perfectly to watch numerous dogs. Security was a main concern of mine and I had no worries. Communication with them was great! They allowed me peace of mind and thus able to enjoy my trip. Great dog people! Thank you.”

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Janet S.
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 and her family were amazing with our dog! She sent me pictures updating her stay. Our dog took well with her dogs, children and strangers during walks and her stay. We will definitely book with Cathy again!”

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Brenda T.
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

“Laura is the definition of a perfect rover. I left my golden retriever mix with her for 2 weeks this summer and she took such unbelievable care of our Miso. She welcomed her into her family and home. She was reliable, provided cute photos, brought her to a lake on a family trip and even dropped her off at the end. She was perfect and I can’t wait to use her again. For my first rover experience, this was a dream come true. Thank you Laura and fam!!”

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Patrick S.
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

“Was a bit worried about how our newly rescued 9 year old pup would do being left overnight but Rebecah and David were awesome! Our little guy quickly relaxed and enjoyed ALL the comfort and care of home. Says so much about the calm and caring energy he experienced! We will definitely be back for even longer stays… highly recommend!”

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

“Karen took great care of our boy- very communicative and patient with his minor separation anxiety- if we find ourselves back in town we’ll be happy to work with her again!”

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Mike V.
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: Angelica G.
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Angelica G.
from
$39
per night
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: Bryce W.
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Bryce W.
from
$30
per night
7 years of experience
Sheboygan, WI, 53081

About: I love animals, and I care deeply for them. Their company never bothers or annoys me. It makes me happy to take care of them. 😊 I've been taking care of animals since I was little, and I've had a variety of them. I'll never judge an animal or get angry with one; they are pure and true. I've owned and looked after hamsters, lizards, birds, dogs, and cats of different shapes, sizes, and ages throughout my whole life, providing the necessities they need. I'm currently free all the time, so I can always be there. I can be ready anytime during the day and for a decent amount of hours. As a pet sitter, I prioritize providing a safe, loving, and comfortable environment for furry friends like yours, either in my home or outside and/or your home.

Sitter Profile Image: Salena L.
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Salena L.
from
$35
per night
5.0 out of 5 stars
• 32 reviews
17 repeat clients
10 years of experience
Sheboygan Falls, WI, 53085

“This was my first time using Rover. I was pleased to find an experienced host close to my home. Salena was good about confirming our logistics and sent a couple of updates during the stay. My dog seemed to enjoy his time with her and her pets. I will look for her again, the next time I need to travel.”

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Nancy M.
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: Robin S.
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Robin S.
from
$45
per night
5.0 out of 5 stars
• 7 reviews
10 years of experience
Kiel, WI, 53042

“Robin is hands down the best dog sitter I’ve ever had! She cared for our Golden Retriever, Winston, for four days and kept me updated with plenty of photos, videos, and thoughtful messages throughout his stay. Winston is only a year old and still has plenty of puppy energy, so I especially appreciated all the walks, playtime, and engagement she provided. She was patient when he got a little testy and took her time introducing him to the other pups in her home so he could settle in comfortably. I also loved seeing her reinforce training in the videos she sent. It was clear she was putting real time and care into him, and I felt completely at ease knowing he was in her hands. We will absolutely book with Robin again, and I can’t recommend her highly enough!”

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Lisa S.
Sitter Profile Image: Jennifer K.
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Jennifer K.
from
$26
per night
3 years of experience
Howards Grove, WI, 53083

About: I have been a foster parent for the Humane Society for the last 3 years. I have had dogs and cats all of my life and regularly watch pets for my family and friends. I had a calm and friendly dog named Ketchup that we had for 12 years. I also have a cat named Binx that I adopted last year from the Humane Society. Animals will stay inside the home in a calm and safe environment. They will get dedicated time and attention while they are boarded here. Animals will have playtime and dogs will go for walks. I will send pictures to their parents while they are away. I work from home so I am always available to keep your pet company while you are gone. This also allows me the time needed to check on your pet and provide bathroom breaks as needed. I can take dogs for daily walks and they will have plenty of playtime. I have a dog and cat to keep your pet company while you are away.

Sitter Profile Image: Diane & Dale G.
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Diane & Dale G.
from
$37
per night
5.0 out of 5 stars
• 13 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: Shannon A.
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Shannon A.
from
$40
per night
4.9 out of 5 stars
• 133 reviews
49 repeat clients
25 years of experience
Belgium, WI, 53004

“Shannon was great. She made time for a meet and greet before our stay to make sure her home was a good fit. My dog seem to have such a good time playing with her pups. She sent regular updates and pictures. We will 100% book with her again.”

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Amy O.
Sitter Profile Image: Gilian S.
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Gilian S.
from
$35
per night
5.0 out of 5 stars
• 239 reviews
60 repeat clients
9 years of experience
Saukville, WI, 53080

“Gilian was a fantastic sitter and gave tons of attention to my dog throughout the whole process. She gave extremely thorough updates and her system provided my dog with lots of socialization which made me feel more comfortable while I was gone. I would not hesitate to leave my dog in her care again.”

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Susana S.
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

“Our dog Oakley seemed to have loved his time with Julie and her family for the weekend. She has 2 dog which our dog seemed comfortable with after the meet and greet. She sent photos and videos of their adventures. Missed our pup for the weekend, but glad we got updates and knew he was in good hands. Also having some other pups to play with was great since he doesn't normally have that type of activities so I'm sure he enjoyed himself.”

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

“Lisa did such a great job with our baby Nilah! We have been working really hard with training but a high energy golden can be really challenging. We appreciate Lisa’s patience with Nilah. She also had other dogs to play with throughout the week. Lisa has an extremely friendly family too so we knew our pup was in the best hands.”

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Samantha A.
Sitter Profile Image: Kristin F.
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Kristin F.
from
$70
per night
4.9 out of 5 stars
• 144 reviews
78 repeat clients
30 years of experience
Belgium, WI, 53004

“Kristin and her boys did a wonderful job with our rescue dog that doesn't play well with other dogs. Even though she had other dogs on the premises, she was able to keep Rocco separate. This was our first time leaving him since we rescued him, so we were nervous. Kristin was great and we won't hesitate to use her again! ”

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Mary Kay D.
Sitter Profile Image: Heather K.
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Heather K.
from
$40
per night
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.

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The median cost per night for dog boarding in Sheboygan is $40

Dog parents share their Rover experiences - Sheboygan

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5.0 out of 5 stars

Tobias enjoyed his time with you and we knew he was being well taken care if!!! Thanks for all the love, attention and great care for our little General Tobias :)! Hope to see you soon! PS - we loved all the pics!

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Salvatore S.
Boarding
5.0 out of 5 stars

Thanks so much Jesus and family! This is the second time they have watched our 2 dogs, and this was on short notice. Appreciate that they send pictures and updates, and my dogs seem happy when we come get them. Highly recommend!

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Crystal P.
Boarding
5.0 out of 5 stars

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.
Boarding
5.0 out of 5 stars

Emily and Bryan are incredibly nice, caring people who treated our lab, Jewel, like family during our long trip. They kept us updated with great communication and made sure she stayed active and thoroughly loved. Thank you both for taking such wonderful care of Jewel!

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Dave B.
Boarding
5.0 out of 5 stars

It’s always hard to leave the pup for a few days, but Laura takes the best care of goose and he is always so excited to hangout in her home!

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Ione D.
Boarding
5.0 out of 5 stars

It was our 1st time using Rover and besides the normal nervous feeling of leaving our dogs with a complete stranger, I felt totally comfortable leaving them with Frankie. One of my dogs is pretty skittish in new places and didnt want to even go in the house. Once we got her to follow us in and we left, Frankie sent us a message that they had settled in nicely. She sent pics and updates everyday which made me more relaxed and the dogs seemed to be liking it there. I was a little jealous when we picked them up and they weren't more excited to see us lol. I would definitely book with them again.

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Liz G.
Boarding
5.0 out of 5 stars

Cathy & her daughter took great care of my dog. I will definitely use them again if they are available when I need a pet sitter.

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Kaye K.
Boarding
5.0 out of 5 stars

Karen and Chris were 5 star!! First time Rover users so we were a bit nervous about leaving our pup, but, WOW!! She sent pictures each night of our Lexie. Our dog ate her food so much better than when we used kennels. Took her for walks. Personal play time. Truly so happy we chose Karen and Chris. Highly recommend and will use again. Our dog came home happy and that made us happy. Great job Karen.

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John P.
Boarding
5.0 out of 5 stars

My sheepdog was well taken care of and communication was great. I would recommend this home for other animals.

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Aubree M.
Boarding
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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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    We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.

Meet local sitters who will treat your dogs like family

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Popular requests for dog boarding - Sheboygan

Select a filter and find qualifying sitters offering dog boarding.

Sitters in Sheboygan average 17
repeat dog boarding clients

FAQs for Dog Boarding - Sheboygan

Frequently asked questions about Rover

The average cost of Dog Boarding in Sheboygan on Rover is $42 per night as of October 2026. Most bookings cost between $30 and $56 per night. 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 82 sitters on Rover offering Dog Boarding across Sheboygan. Enter your ZIP code to see which available sitters are closest to your home.

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.

100% of sitters in Sheboygan can provide daily exercise during dog boarding stays. Depending on the sitter, their home environment, and your dog’s needs, this 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 Sheboygan 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 Sheboygan.

<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 Sheboygan 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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