Dog Boarding Kewaskum
Find a loving dog sitter to watch your dog overnight at your sitter's home.

Over 4 pet parents in Kewaskum have booked dog boarding
Kewaskum, 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.
“Cheryl and Josh were wonderful sitters for my dog Molly. They treated her as if she was their own dog. Cheryl was respectful of all the requests that I had made for Molly's stay. I appreciated the daily updates and pictures that Cheryl shared. It was a great comfort for me knowing that I did not have to worry about Molly while I was away on vacation. We will be booking with Cheryl and Josh again!!”

“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.”

“Yolanda is GREAT! She is very accommodating as my flight was delayed and I was two hours late picking my gremlins up. Her home is very clean and organized, and best of all my boys has bonded with her. I would definitely recommend to new and current clients. There is no doubt of future bookings with Yolanda, as she is now the boys home away from home.”

“Brittni & family were the best dog family we could ever ask for! Luna got along great with their dogs and kids. Brittni sent pictures of Luna with the family and out on walks. Highly recommend!”

“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!”

“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! ❤️”

“Our older dog had more fun staying with Maria and Nayibe than he has in a long time! They were wonderful about making sure he got his medication and lots of love. We will definitely bring him back.”

“We had a sudden event come up and Emma was able to watch our lil coco on short notice. Meeting Emma for the first time, she quickly put my anxiety about leaving coco at ease. Our lil coco was happy and had wonderful care while staying with Emma. She sent us daily photos and update on how Coco was doing! We are extremely happy with the care provided for the animals and will definitely bring Coco again.”

“Cari was wonderful with our girl Toast! Toast can be pretty anxious, and Cari really took the time to help her warm up and feel comfortable in her home. She gave Toast lots of attention, and her kids were so sweet with her, too. Cari sent us plenty of pictures, which helped us relax and enjoy our time away knowing Toast was being so well cared for. We also really appreciated how flexible she was. It was such a great experience for both Toast and us, and we would happily book with Cari again!”


“Doreen watches our dog every vacation we’re on. She sends us updates everyday and we look forward to our daily picture she sends us. Very dependable and a great communicator. Thanks.”

“Gianina took really good care of our dog Mia during our week long vacation. Mia fit right in with her dogs golden retrievers and her 2 children loved her too. She kept us informed with daily postings of her which we looked forward too. Thank you for taking such good care of our dog. I would highly recommend her.”

“We couldn’t be more pleased. Our dogs received so much attention and love that we could truly relax on our vacation. Angela also communicated with us daily so we could see for ourselves the fun our dogs were having. We are so happy we found someone to care for our dogs when we are gone and keep them safe and happy.”

“Halligan was so awesome and took care of our puppy this week. I got multiple updates, photos AND videos. It was so reassuring to know that Luna was with someone very caring and dependable. It made going on a work trip that much easier. Thank you, Halligan, so much! <3”


“Rebecca takes such wonderful care of Addi. Every time we drop her off, she is excited to see Rebecca and her family. I can relax on my vacation, knowing she’s in such great hands.”

“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.”

The median cost per night for dog boarding in Kewaskum is $45
Dog parents share their Rover experiences - Kewaskum
Molly did a really great job looking after Perrito and Gregorny. I believe our pups love her and Skyy! She updates us regularly about the boys which is a relief, being away from them for about a week. There were some unfortunate things that happened (whining during bed time, and accidents around the house) but Molly was really understanding. Thank you so much again, Molly, for taking care of Perrito and Gregorny for the second time 😊

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.
Meet local sitters who will treat your dogs like family

1. Search
Browse profiles of sitters near you who offer dog boarding
2. Meet In Person
Schedule a free in-person Meet & Greet to find the perfect fit
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 12 repeat dog boarding clients
FAQs for Dog Boarding - Kewaskum
Frequently asked questions about Rover
The average cost of Dog Boarding in Kewaskum on Rover is $61 per night as of October 2026. Most bookings cost between $57 and $70 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 369 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.
89% 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, 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 Kewaskum.
<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 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 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.





