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

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Top rated Pewaukee dog boarders

“Scott, Ashley and family take such good care of our 92 lb. Weimaraner, Hank. He has a lot of energy and always does well when with the family. He gets at least 2 walks a day in addition to play time in their large fenced in yard. Hank recently stayed with the family for 25 days which is the longest we’ve left him with any sitter. Everything went very well. Scott is great about sending pictures and updates daily.”


“Maria and Nayibe were wonderful. My dog did great there. They sent lots of updates, photos, and videos. My dog loved the fenced in backyard. Maria even let my dog sleep in her bed at night! It was perfect. I could relax an enjoy my time away knowing that my dog was receiving such good care.”


“Our boys were so we'll taken care of. Daily updates as to how it's going with pictures. Katy and Dennis were so flexible with our travel changes. Once we picked up our boys they took the longest nap. So thankful we think we have finally found a amazing pet sitter.”


“Excellent caregiver! Michelle took care of our nervous, shy small dog for 5 days. He had plenty of exercise, cuddles, and caring support. She sent pictures and updates a few times each day and was a great communicator. We will book with Michelle next time we need a sitter and we highly recommend her.”


“My first time using Rover and it was a great experience with Angela! After my picky/ missy pup got settled in she did great and nice and tired coming home too. Angela was would always respond and send me daily updates. I will definitely use her again.”


“Highly recommend! Heather put my mind at ease while away from my fur baby. She sent daily updates/photos to assure me all was well with my pup. Heather worked with my dog on some behavioral issues as well! She treated my dog as one of her own, truly happy with how the extended overnight stay went; hope to use her again and again in the future”



“Mary and Hanna were absolutely wonderful with our dog! We will definitely have them care for them again! They sent many pictures to show us how he was doing and they were genuinely wonderful people to work with!”


“We are thrilled with the care they gave our dog Rosie. They kept us updated with how she was doing and what she was doing. We hope they are available to care for Rosie again in the future. Jenny, Jeff, and Emma”


“An excellent experience! As a first-timer with Rover we did not know what to expect. Marie made the experience smooth and put us at ease. Bam had a great time & received excellent care. We received many updates & pictures.”



“Jennifer was awesome!! She provided us with pictures and updates of how our dog Rocky was doing with her, which was very nice. Jennifer was very personable and easy going - a pleasure to work with. We highly recommend her and will be using her to watch Rocky again in the future.”


“Alex and her family were wonderful! Had great communication and our puppy was exhausted from a super fun time! We enjoyed our vacation so much more knowing she was so well taken care of. We loved the pictures and videos so much!”


About: I have been around all kinds of pets all my life, from dogs and cats to even chickens. My backyard is completely fenced in for your dog to enjoy. I have two very sweet dogs (one elderly and one young) that enjoy playing with other dogs. I also have chickens but they will stay in the coop while dogs are here. My children (ages 9 to newborn) enjoy dogs and playing with them! I am currently a stay at home mom and have been since 2019. I am home most of the day with only being away from home a couple hours at most, even the weekends. Since I already have two dogs that love to be in and out of the house all the time, your pet will have no lack of outside play time! Our 3/4 (almost 1 acre) yard is completely fenced in and very secure so your baby will be completely safe! My children are never allowed to take the dogs out without me present so there will always be an adult in their care.

“She was absolutely amazing! Super reliable, kind, and treated my dog like her own. I felt totally at peace knowing my Theodore was in such good hands. Highly recommend her to anyone looking for a trustworthy and loving dog sitter! She sends picture updates and is very responsive ❤️❤️❤️”


About: I've had a dog for most of my entire life and had the knowledge to train them on my own. While dogs seem to naturally gravitate toward me, I've felt that good discipline and reward at a young age is the most important thing for a healthy long-term friendship with an animal. I do work full-time, but I am able to make stops in the mornings and again after work as needed. My wife works at home full-time and can assist as needed also. I can be flexible depending on what you want. Right now, however, I prefer to do drop-in visits and walks while not taking your pet full-time.

“Sommer provided wonderful care for Diamond while we traveled! She sent regular messages keeping us updated and demonstrated patience as Diamond adjusted to her new environment. We were very grateful to have Sommer and her family watching our pet and would highly recommend her as a pet sitter!”


“Tania was wonderful. She is truly a dog lover. Her daily pictures and reports were so nice to read while I was away from my dog Alex. I could tell he was comfortable the first time we met Tania. I will ask for Tania’s help for sure in the future. Alex loved her!!”

Loving dog boarding sitters in your neighborhood
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Scott & Ashley S.Star Sitter

“Scott, Ashley and family take such good care of our 92 lb. Weimaraner, Hank. He has a lot of energy and always does well when with the family. He gets at least 2 walks a day in addition to play time in their large fenced in yard. Hank recently stayed with the family for 25 days which is the longest we’ve left him with any sitter. Everything went very well. Scott is great about sending pictures and updates daily.”


Maria & Nayibe B.Star Sitter

“Maria and Nayibe were wonderful. My dog did great there. They sent lots of updates, photos, and videos. My dog loved the fenced in backyard. Maria even let my dog sleep in her bed at night! It was perfect. I could relax an enjoy my time away knowing that my dog was receiving such good care.”


Katy & Dennis "DJ" G.
Star Sitter


“Our boys were so we'll taken care of. Daily updates as to how it's going with pictures. Katy and Dennis were so flexible with our travel changes. Once we picked up our boys they took the longest nap. So thankful we think we have finally found a amazing pet sitter.”


Michelle G.
Star Sitter


“Excellent caregiver! Michelle took care of our nervous, shy small dog for 5 days. He had plenty of exercise, cuddles, and caring support. She sent pictures and updates a few times each day and was a great communicator. We will book with Michelle next time we need a sitter and we highly recommend her.”


Dana H.

“Dana is excellent! She took great care of our chocolate lab, Belle! Belle was not feeling well during her stay, but Dana gave her lots of TLC!”




Doreen C.


“Doreen is a sweet lady who took great care of Buddy. He was in great spirits when I picked him up. I will happily book Doreen again to look after my baby.”


Angela K.
“My first time using Rover and it was a great experience with Angela! After my picky/ missy pup got settled in she did great and nice and tired coming home too. Angela was would always respond and send me daily updates. I will definitely use her again.”




Heather B.Star Sitter

“Highly recommend! Heather put my mind at ease while away from my fur baby. She sent daily updates/photos to assure me all was well with my pup. Heather worked with my dog on some behavioral issues as well! She treated my dog as one of her own, truly happy with how the extended overnight stay went; hope to use her again and again in the future”




Mary & Hanna S.Star Sitter

“Mary and Hanna were absolutely wonderful with our dog! We will definitely have them care for them again! They sent many pictures to show us how he was doing and they were genuinely wonderful people to work with!”


Kristin & Joe K.

“We are thrilled with the care they gave our dog Rosie. They kept us updated with how she was doing and what she was doing. We hope they are available to care for Rosie again in the future. Jenny, Jeff, and Emma”


Marie S.
Star Sitter


“An excellent experience! As a first-timer with Rover we did not know what to expect. Marie made the experience smooth and put us at ease. Bam had a great time & received excellent care. We received many updates & pictures.”




Jenifer D.
Star Sitter


“Jennifer was awesome!! She provided us with pictures and updates of how our dog Rocky was doing with her, which was very nice. Jennifer was very personable and easy going - a pleasure to work with. We highly recommend her and will be using her to watch Rocky again in the future.”




Angie F.Star Sitter

“Frankie loves spending time with Angie & her family. It is great getting pictures and regular updates too! We feel so comfortable leaving her in such good hands.”


Alex R.Star Sitter

“Alex and her family were wonderful! Had great communication and our puppy was exhausted from a super fun time! We enjoyed our vacation so much more knowing she was so well taken care of. We loved the pictures and videos so much!”


Amber W.
“We’ve had Amber watch our dogs whenever we are out of town. She provides a loving environment and they are always excited to go. The yard is fenced in giving the dogs plenty of room to run which we love that they are not kenneled all day. We’ve have boarded our dogs at a kennel in the past and they have always come back so stressed. Since we have used Amber they come home happy like we never left. I would highly recommend using her if you are in need of a place for your dog while gone.”


Wendy W.

“We used Wendy while we went on a 5 day trip! She was amazing with Moose and are so happy we booked with her! She does so much to make your pet feel comfortable. Thanks again Wendy!”


Jennifer L.

“She was absolutely amazing! Super reliable, kind, and treated my dog like her own. I felt totally at peace knowing my Theodore was in such good hands. Highly recommend her to anyone looking for a trustworthy and loving dog sitter! She sends picture updates and is very responsive ❤️❤️❤️”


Zachary & Katie R.
“Zach is a wonderful pet sitter who takes excellent care of his Yorkie Bella! He has grown up with animals all his life while living on his family farm. He is very warm and friendly and all animals love him! Not only does he show his love for animals but he is reliable, great with people, and overall cares about all furry friends! You couldn’t ask for a better sitter than him.”


Sommer M.Star Sitter

“Sommer provided wonderful care for Diamond while we traveled! She sent regular messages keeping us updated and demonstrated patience as Diamond adjusted to her new environment. We were very grateful to have Sommer and her family watching our pet and would highly recommend her as a pet sitter!”


Tania S.Star Sitter

“Tania was wonderful. She is truly a dog lover. Her daily pictures and reports were so nice to read while I was away from my dog Alex. I could tell he was comfortable the first time we met Tania. I will ask for Tania’s help for sure in the future. Alex loved her!!”
How Rover works
1. Search
Read verified reviews by dog parents like you and choose a boarder who’s a great match for you and your dogs2. Meet & Greet
Meet either virtually or in-person with a boarder to discuss the level of care needed for your dogs while you’re away3. Book & Pay
All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!
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.
Dog Boarding FAQs
Frequently asked questions about Rover
As of Aug 2025, the median cost of dog boarding in Pewaukee 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 Pewaukee dog boarding rates can be found as low as $29 to as high as $53 per night.
As of Aug 2025, 767 sitters provided dog boarding in Pewaukee. 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, 92% of Pewaukee dog boarding sitters respond in under an hour.
Sitters who provide dog boarding in Pewaukee have an average of 18 years of experience. Dog boarding sitters with repeat customers have an average of 10 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 Pewaukee.
Rover makes it easy to find Pewaukee 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 767 dog boarding sitters in Pewaukee on Rover, so you’re sure to find the perfect match for your dog! In Pewaukee, 87% of sitters offer daily exercise, 94% offer medication administration, and 94% 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.
