Dog Boarding Kewaskum

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Over 4
pet parents in Kewaskum have booked dog boarding

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1 / 1
Sitter Profile Image: Gilian S.
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Gilian S.
from
$35
per night
5.0 out of 5 stars
• 240 reviews
61 repeat clients
9 years of experience
Saukville, WI, 53080

“Gilian was amazing with Pepper! She sent consistent daily updates and lots of pictures! Pepper seemed to love her and her dogs and was tuckered out when he got home! Will definitely be booking with Gilian again; highly recommend”

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Mary C.
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: Amanda C.
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Amanda C.
Star Sitter
from
$40
per night
5.0 out of 5 stars
• 16 reviews
6 repeat clients
18 years of experience
Germantown, WI, 53022

“Amanda and her family were very attentive with our puppy. She sent lots of photos and I felt comfortable knowing our puppy was well cared for. Thank you Amanda!”

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Jennifer P.
Sitter Profile Image: Kenzie V.
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Kenzie V.
from
$34
per night
5.0 out of 5 stars
• 4 reviews
2 repeat clients
3 years of experience
Hartford, WI, 53027

“My dog had a wonderful time at this house and I received many pictures of her having fun. The family was also accommodating to our needs when we had some trouble getting back at the time we predicted.”

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Erin H.
Sitter Profile Image: Christiana S.
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Christiana S.
from
$35
per night
5.0 out of 5 stars
• 44 reviews
14 repeat clients
10 years of experience
Hartford, WI, 53027

“Christiana and her family took excellent care of Nola while we were away. She sent daily pics & updates which made us feel at ease that Nola was being well taken care of and enjoying her stay. We will definitely have Nola stay again! ❤️”

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Carrie P.
Sitter Profile Image: Paul S.
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Paul S.
Star Sitter
from
$45
per night
5.0 out of 5 stars
• 109 reviews
40 repeat clients
20 years of experience
Germantown, WI, 53022

“Paul did an amazing job watching our pup! He "warned' us that he would try to exceed our expectations, and no question he absolutely did. We loved all the updates with photos, and the numerous offsite visits to parks was so fun to see. So comforting while we were such a long distance away. We'd recommend Paul to anyone!”

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Steve N.
Sitter Profile Image: Patricia D.
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Patricia D.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 39 reviews
24 repeat clients
15 years of experience
Cedarburg, WI, 53012

“So thankful I found Patricia! Would unreservedly recommend her services to anyone whose looking for an honest and reliable caretaker for their pup.”

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John T.
Sitter Profile Image: Rebecca J.
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Rebecca J.
from
$44
per night
5.0 out of 5 stars
• 19 reviews
6 repeat clients
25 years of experience
Cedarburg, WI, 53012

“Rebecca was fabulous. She took such wonderful care of our 13-year-old senior dog. She was so flexible I will definitely book with Rebecca in the near future.”

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Christine M.
Sitter Profile Image: April P.
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April P.
from
$50
per night
5.0 out of 5 stars
• 9 reviews
20 years of experience
Slinger, WI, 53086

“April and family were amazing! I was nervous at first, however quickly was at ease with all the updates and photos I received. They treated Allie like family and she looked so happy hanging out with them I wasn’t sure she would want to come home! Hahaha”

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Cassandra H.
Sitter Profile Image: Aidan H.
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Aidan H.
Star Sitter
from
$38
per night
4.9 out of 5 stars
• 58 reviews
17 repeat clients
12 years of experience
Menomonee River Hills, Milwaukee, WI, 53224

“Angel and Little Man always have a great time. Easy scheduling, great response times, and my pups are exhausted from playing when they get home. Thanks !”

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Kendra A.
Sitter Profile Image: Heather B.
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Heather B.
from
$45
per night
5.0 out of 5 stars
• 17 reviews
3 repeat clients
20 years of experience
Oconomowoc, WI, 53066

“Heather was the best ! Boarding Zoe with Heather & her family at their wonderful home was a perfect match for me (& Zoe!) Heather is very organized & prepared to deal with hosting a dog's individual behavior and adapting to their routine for the best results. Heather - having her own dog and another daycare dog to keep company & play with Zoe - was a perfect situation. She was very flexible with my drop-off & pick-up schedule which made all my travel arrangements "a breeze" with no worries. I couldn't be more pleased & recommend Heather without any hesitation. I hope my future travel plans will allow a repeat overnight for Zoe with Heather again !”

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Peter N.
Sitter Profile Image: Brian W.
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Brian W.
from
$33
per night
15 years of experience
West Bend, WI, 53090

About: Large yard and house, work from home and dog owner. He’s great with dogs, let me know if you need help. Plenty of attention to give. I work from home so I am attentive and able to be interactive at all times. I have a large yard but prefer to keep my dog leashed I have a 3 year old dog lab mix. He’s a baby but big. Great at dog parks and with other dogs, plenty of space.

Sitter Profile Image: Laura R.
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Laura R.
Star Sitter
from
$60
per night
5.0 out of 5 stars
• 21 reviews
8 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: 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

“Kristen was attentive when caring for our dog. He had fun playing with all her dogs and came home a tired boy. She has a great fenced in play space for the dogs! ”

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Heidi P.
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: Shannon A.
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Shannon A.
from
$40
per night
4.9 out of 5 stars
• 133 reviews
51 repeat clients
25 years of experience
Belgium, WI, 53004

“Shannon was absolutely wonderful! She is exactly the kind of sitter that my wife and I were looking for. Our dog couldn’t be in better company!”

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Jeff R.
Sitter Profile Image: Annette & Timothy T.
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Annette & Timothy T.
from
$75
per night
5.0 out of 5 stars
• 3 reviews
40 years of experience
Germantown, WI, 53022

“Great communication while we were away. Took excellent care of our baby. Will be working with them again.”

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Mary S.
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

“Boarding experience review) This is our first dog, and our first time using Rover, and Salena helped put ease to our mind! She sent pictures of our puppy and was really flexible to work with. Bale slept so good when he came home, and he looked like he had the best time! We will definitely be using her again! I highly recommend her to anyone!”

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Karen K.
Sitter Profile Image: Kathleen G.
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Kathleen G.
from
$65
per night
5.0 out of 5 stars
• 13 reviews
3 repeat clients
7 years of experience
Mayville, WI, 53050

“Kathleen was absolutely fantastic we had never used rover before so we were a little nervous at first. Kathleen quickly put us at ease and communicated regularly throughout the days. Both our dogs had a great time and were asleep before we got home. We will definitely use her again.”

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nate g.
Sitter Profile Image: Teresa W.
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Teresa W.
from
$45
per night
5.0 out of 5 stars
• 16 reviews
6 repeat clients
20 years of experience
Grafton, WI, 53024

“Teresa was a lifesaver for us with Max, when our local Rover was booked for our trip to a family wedding in SE Wisconsin. Her profile looked to be a good match, but after our video meeting I knew she was perfect. Teresa took loving care of Max for his 3 night stay. I would definitely recommend Teresa as a perfect 5/5 Star Rover?”

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Glady V.
1 / 1
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The median cost per night for dog boarding in Kewaskum is $45

Book with peace of mind

  • 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?

  • 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 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 to book dog boarding

  1. 1. Search

    Browse profiles of sitters near you who offer dog boarding.
  2. 2. Meet In Person

    Schedule a free in-person Meet & Greet to find the perfect fit.
  3. 3. Book & Pay

    It's that easy! All payments are processed through Rover's secured platform.

Popular requests for dog boarding - Kewaskum

Select a filter and find qualifying sitters offering dog boarding.

Sitters in Kewaskum average 13
repeat dog boarding clients

FAQs for Dog Boarding - Kewaskum

Frequently asked questions about Rover

The average cost of Dog Boarding in Kewaskum is $61 per night as of October 2026. Most bookings cost between $57 and $70 per night. On Rover, 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 362 sitters on Rover offering Dog Boarding across Kewaskum. 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.

95% of sitters in Kewaskum 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 Kewaskum home-away-from-home, 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 Kewaskum.

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 Kewaskum 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 , 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 .

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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