Dog Boarding in Sheboygan

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Top rated Sheboygan dog boarders

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
72 reviews
32 repeat clients
15 years of experience
Sheboygan, WI, 53081

They took great care of our energetic boy! Sent daily messages and pictures which were great to see 😁 and very accommodating after our flight got delayed and we didn’t make it back in time to pick him up!

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Amelia W.
Sitter Profile Image: Karen M.
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Karen M.
Star Sitter
from
$44
per night
5.0 out of 5 stars
12 reviews
4 repeat clients
9 years of experience
Sheboygan, WI, 53081

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: Judy & Paul & Melissa P.
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Judy & Paul & Melissa P.
Star Sitter
from
$47
per night
5.0 out of 5 stars
386 reviews
138 repeat clients
20 years of experience
Sheboygan, WI, 53081

Judy was great. My rather standoffish Mastiff loved the stay. She looked happy and ‘well played with’. She was so happy when I picked her up-it made being gone soooo much easier. Great communication and pics.

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Sheri W.
Sitter Profile Image: Cathy N.
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Cathy N.
Star Sitter
from
$40
per night
5.0 out of 5 stars
127 reviews
57 repeat clients
28 years of experience
Sheboygan, WI, 53083

We felt instantly at ease when we met Cathy for our meet and greet before we booked her. Oliver was taken well care of. He was a tired boy when we got home. That’s a good thing! Her fenced yard was a must for us since Oliver loves to Play outside. We will definitely book Cathy again for our next trip.

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Kevin W.
Sitter Profile Image: Frankie A.
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Frankie A.
Star Sitter
from
$50
per night
5.0 out of 5 stars
168 reviews
27 repeat clients
12 years of experience
Sheboygan, WI, 53081

Frankie did an amazing job of taking care of Sammi. She sent pictures and video. Very sweet,kind, dependable. I felt very comfortable going away for the weekend entrusting Sammi to Frankie and her business partner Gabe!! ??

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Lisa L.
Sitter Profile Image: Laura R.
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Laura R.
from
$60
per night
5.0 out of 5 stars
9 reviews
3 repeat clients
15 years of experience
Sheboygan, WI, 53081

Laura boarded Wiley for a weekend. Wiley was well taken care of and enjoyed her Yard. Wiley often has anxiety when we are gone but adapted to Laura and family nicely. He was a happy boy when we picked him up. Laura sent photos and communicated how Wiley was adapting. All went perfectly. I highly recommend Laura to watch your dog.

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Kathleen N.
Sitter Profile Image: scott r.
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scott r.
from
$40
per night
5.0 out of 5 stars
2 reviews
30 years of experience
Sheboygan, WI, 53081

Scott was great!! He was very accommodating with all of Sadie’s needs and our concerns. He mentioned a few activities that he would do and showed us where Sadie would go out and play. The area was fenced in and very secure. He has two dogs of his own and they were very friendly and Sadie got along great with them.We felt very comfortable after dropping Sadie with Scott. We highly recommend him, and would certainly use his services anytime.

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Mary-Jane T.
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: Kelly L.
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Kelly L.
from
$26
per night
5.0 out of 5 stars
8 reviews
5 repeat clients
5 years of experience
SHEBOYGAN FALLS, WI, 53085

Kelly took great care of my girls! She sent pictures and updates and that put me at ease that they were doing good while I was home! We will definitely go to her again!!

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Shawn C.
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
23 repeat clients
15 years of experience
Cascade, WI, 53011

Luana is loving caring individual and takes pride in taking cate of your fur baby making sure my dog was a priority. Sends great pictures to provide updates. I will definitely recommend.

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Betty L.
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: Jamie B.
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Jamie B.
from
$60
per night
4.9 out of 5 stars
16 reviews
4 repeat clients
37 years of experience
Sheboygan, WI, 53081

We were out of state travelers that needed a quality, caring home for our 10 year old fur baby spaniel. This unexpected need required a three night stay on short notice. We were overjoyed with the love, care and concern that was expressed throughout our dog's stay. We were updated regularly with pictures and comments and felt at ease quickly as it was so apparent that Jaime and her family and pets were well suited for our dog. We would HIGHLY recommend their services for boarding care for your specially loved pet(s.) They were amazing. If we ever travel near their home again and have the need, we would most certainly look them up!

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Tim O.
Sitter Profile Image: Shannon A.
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Shannon A.
from
$40
per night
4.9 out of 5 stars
130 reviews
49 repeat clients
25 years of experience
Belgium, WI, 53004

Shannon was amazing! The meet and greet was wonderful! She answered all of my questions and really made me feel at ease for leaving my pup, Finley, for the first time with someone, that wasn't a family member. She answered all of my messages very quickly and sent a bunch of photos! I will rebook again with Shannon and recommend her to friends and family!

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Shelly S.
Sitter Profile Image: Diane & Dale G.
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Diane & Dale G.
from
$35
per night
5.0 out of 5 stars
11 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: 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

Julie took the BEST care of our little guy on our first trip away from him since we got him. She took many pictures and shared them with us and just treated him like one of her own pets. We appreciated seeing how much love he received while we were gone!

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Nikki A.
Sitter Profile Image: Tori Z.
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Tori Z.
from
$50
per night
5.0 out of 5 stars
3 reviews
15 years of experience
Plymouth, WI, 53073

I am so happy I found Tori on here!! My dog Chapo had a blast with her & even had another doggy to play with. She sent videos to keep me updated which I enjoyed! I would 100% book with her again & recommend her to anyone.

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Cassie W.
Sitter Profile Image: Dallas F.
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Dallas F.
Star Sitter
from
$45
per night
5.0 out of 5 stars
22 reviews
5 repeat clients
10 years of experience
Reedsville, WI, 54230

Harpo looked like he enjoyed his time with Dallas. It sounded like he behaved and acted like he was at home, his prescence in the kitchen looking for any morsel to drop. We received pictures and updates during his stay. We were confident in our decision in choosing Dallas. Will definitely use again.

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Amy R.
Sitter Profile Image: Emily C.
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Emily C.
from
$48
per night
5.0 out of 5 stars
9 reviews
1 repeat client
8 years of experience
Plymouth, WI, 53073

Our Finzi has a second home with Emily and their lab Ruby. They’ve been great with him every time we’ve had to be away.

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Amanda M.
Sitter Profile Image: Halligan D.
Verified Enhanced Background Check
Halligan D.
Star Sitter
from
$50
per night
5.0 out of 5 stars
18 reviews
5 repeat clients
10 years of experience
Saukville, WI, 53080

Halligan was excellent! We brought both of our high energy golden retrievers while we were on vacation for 8 days. We met with Halligan beforehand and it helped make our goldens so comfortable. She did a fantastic job updating us every day with photos! We will definitely be bringing our goldens back anytime we go out of town!

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Stephen D.
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Over 614
pet parents in Sheboygan have booked dog boarding

Sheboygan dog parents share their Rover experiences

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5.0 out of 5 stars

Laura and her family were fabulous with our Charley girl! I was a bit nervous with Charley around the babies but they were super patient with her big personality. We will use them again soon!

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Erin A.
Boarding
5.0 out of 5 stars

Im so glad that we found Judy, Paul and Melissa. They are the most responsible, friendly and accessible sitters I could ever ask for, they really know that they are responsible for a member of your family and they treat your pet as if it was their own. As long as they keep being on this app, this sitter will always be Gojos first option!

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David Alejandro C.
Boarding
5.0 out of 5 stars

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.
Boarding
5.0 out of 5 stars

We loved having our doggo, Coco, stay with Cathy and her daughter Matilda. Cathy was so nice to send us pictures and a video. We will definitely be reaching out again for our next trip!

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Jen S.
Boarding
5.0 out of 5 stars

Hannah was wonderful with my dog Omar. I am not from the area and was a little nervous about boarding him so far from home, but the set up at the house was perfect and I appreciated receiving regular updates. Omar was in great spirits when I came to pick him up!

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Kristen S.
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
5.0 out of 5 stars

Brittany No,was awesome with our puppy and sent us pictures and videos of her having a good old time. Thanks again!

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John O.
Boarding
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Find pet care near you

How Rover works

  1. 1. Search

    Read verified reviews by dog parents like you and choose a boarder who’s a great match for you and your dogs
  2. 2. Meet & Greet

    Meet either virtually or in-person with a boarder to discuss the level of care needed for your dogs while you’re away
  3. 3. Book & Pay

    All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!

The median cost per night for dog boarding in Sheboygan is $45

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 dog boarding sitter has to cancel, we’ll work with you to find a new dog boarding sitter.

  • World-class support

    We’re friendly, knowledgable, and total dog fanatics. You can get in touch with us anytime.

Sitters in Sheboygan average 14
repeat dog boarding clients

Dog Boarding FAQs

Frequently asked questions about Rover

As of Jun 2026, the median cost of dog boarding in Sheboygan is $45 per night, including service fees. Boarding your dog for one week typically costs $315. Sitters on Rover set their own rates based on their qualifications, your dog's needs, and their space's amenities. As a result, most Sheboygan dog boarding rates can be found as low as $29 to as high as $55 per night.

If you’re searching for a Sheboygan dog boarding sitter for the first time, visit the sitter’s profile and select the Contact button.

If you have an active request or have booked a service with a sitter before, learn more about how to do this in the Rover app or on your computer.

As of Jun 2026, 80 sitters provided dog boarding in Sheboygan. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect sitter near you. As a reminder, dog boarding sitters joining Rover must pass a background check for you and your dog’s safety.

Rover makes it easy to reach out to multiple sitters about your booking. Typically, 95% of Sheboygan dog boarding sitters respond in under an hour.

Sitters who provide dog boarding in Sheboygan have an average of 23 years of experience. Dog boarding sitters with repeat customers have an average of 14 repeat clients. Experience can vary from sitter to sitter, but you can view reviews, years of experience, and number of repeat clients when you compare sitters in Sheboygan.

Rover makes it easy to find Sheboygan dog boarding sitters to provide loving care from their own home. The background-checked, 5-star sitters you can find on Rover will welcome your dog into their home when you’re away—whether it’s just for the weekend or longer. Dog boarding is great for:

  • Dogs of all ages and abilities, including puppies
  • Pet parents looking for a safe, loving alternative to a kennel
  • Dogs who’d love to socialize with their sitter’s pets

There are 80 dog boarding sitters in Sheboygan on Rover, so you’re sure to find the perfect match for your dog! In Sheboygan, 100% of sitters offer daily exercise, 100% offer medication administration, and 100% have experience with senior dogs and dogs with special needs. We know each dog is unique and may have specific care instructions. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect dog boarding sitter near you. As a reminder, sitters joining Rover must pass a background check for you and your dog’s safety.

Yes! Sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your dog boarding sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your sitter has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your pet is covered by the Rover Guarantee reimbursement program for eligible veterinary care.

Note: If your dog boarding sitter requested to cancel this booking, then they need to cancel from their account. Please contact them via Rover Messages.

We get it—sometimes plans change and you may need to cancel your dog boarding service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your sitter’s cancellation policy.