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
Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“Mila (German shepherd) loves going to Scott’s home. When I dropped her off, she was so excited to be there. Scott does a great job providing pictures and updates throughout the stay. I appreciate having a safe place for Mila to go while I’m out of town.”

“Dana is wonderful! She takes good care of Hunter and sends pictures/ videos often. We really appreciate all the attention she gives him, and she is also super flexible. Thanks again, Dana! We appreciate you!😊”

“They were great! Mikeale was very communicative & quick with responses, sent daily updates with pictures, and accommodated my short-notice stay. Ruby was very tired when she got home <3.”

“Katy and DJ are wonderful sitters! We are so at peace leaving our dog Milo in their care. They send us frequent updates and pictures. Milo is worn out by the time he comes home. He loves his walks and playing with their pup! I would highly recommend them!”


“We have a very active puppy (Loki) and wanted to bring him to the beach with us. Kim was very loving toward our dog and we were able to pick him up and take him to the beach and drop him off after so we could go back to our hotel. I loved that Loki was always happy to see Kim when we dropped him off. That meant a lot to me. We will use Kim again. Loki can’t wait to come back and play with her own wonderful pack.”

“Jennifer was amazing from start to Finish. It was my first time leaving my puppy and she put me right at ease and I felt very confident that he was in good hands. Jax had a great time, lots of walks and attention and I was sent regular updates and photos. I would highly recommend Jennifer and I know Jax can't wait to go back and stay.”

“Wow! We had a cruise booked before we got our Holly who is now 8 months old. Holly had not been separated from us for five months other than just a few hours. I came across Maria and Nayibe when looking through Rover and the description seemed to be a great match for our precious Holly. They exceeded our expectations! Holly was treated as one of their family and thrived in their home. She got to play with other dogs and explore in their big fenced in yard. Although she was not at home she seemed to feel loved and secure. In all of the pictures and videos with commentary she looked as if she made herself right at home. I can’t explain how much comfort this gave us and allowed us to enjoy our vacation while leaving Holly in a wonderful environment. I can’t thank them enough for all they did for Holly. She will definitely stay with Maria and Nayibe anytime we go away. We are so thankful for finding them! 🐾❤️”


“Mathaus was great! He responded quickly, took Ruby for plenty of walks, & sent lots of pictures! He even made a recommendation when we picked Ruby up (she's a very messy with water!) Ruby will definitely be staying with him again.”


“Mary was so great and my dog really enjoyed the 4 days they dogsat her! I got tons of updates and pictures of her playing with Mary’s dogs and enjoying some treats. We’ll definitely book Mary again for our next trip!”

“This was Remi’s second time with Marie and her family and he did great! I don’t worry anymore if we have to go out of town and Marie is available. She is great at responding and truly cares for your pet. I highly recommend her!”

About: Animals have always been a huge part of my life, and in our home, pets are truly family. I’m a mom to one little boy and also a proud dog mom to my fur babies. My family and I are all animal lovers, and we understand how important it is to know your pet is safe, loved, and cared for while you’re away. We have rescued two of our family pets, one who has since passed and our current dog, Ollie. Because of Ollie, we know firsthand how important a safe and secure yard is. We live on an acre in Sussex with a fully fenced-in yard, which gives dogs plenty of space to safely run, play, sniff, and enjoy being outside. My husband and mom both work from home, so there is almost always someone here. This allows pets to have frequent potty breaks, outdoor time, attention, and company throughout the day. We love making dogs feel like part of our family while they are with us. I care for every pet the way I would want someone to care for my own, with patience, love, attention, and lots of updates. Whether your dog loves to play, relax, cuddle, or explore the yard, I’ll make sure they feel comfortable, safe, and loved during their stay. I currently work full time but have a flexible schedule. I am available for pet sitting at a clients home. I am also available for early morning walks or after work, and even drop in visits during the day. I care for other’s pets as I would want anyone to treat my own pets. I believe our pets are part of the family and I would want anyone to treat my pet to the best of their abilities.
“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!”

“Angela and her family watched our dog for a week while we were on vacation. Angela was very courteous and great to work with. She has a big fenced in yard and two friendly dogs. She sent lots of pictures with daily updates. Our dog seemed very happy with her family and we wouldn't hesitate to book with her again. Thanks Angela!”


“Angie did such a great job with my furbabies! I appreciate the fact she does this full time and works with such a variety of dogs and personalities. She was so kind, accommodating and loves what she does. Thanks Angie!”

“My dog absolutely loves Kandice. She was amazing. She’s had my dog for boarding for 3 weeks and I’ve been able to pick my dog up and play with her and drop her back off after. Very accommodating and loves and cares for my dog like her own!”

“Gianina was a great host to Kona! She sent pictures and updates throughout the weekend! She had a great yard for him to explore, and she took him on nice walks. We will definitely book with her again if we travel!”

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.
Over 77 pet parents in Pewaukee have booked dog boarding
Pewaukee dog parents share their Rover experiences
Matt is the best. He treats our girls like they were his. They especially love going on their walks and rides with Matt. I was out of the country and they ran out of their ham that we use to give their meds with and he went and got it without expecting to be reimbursed. He’s truly the best and I know that when the girls are with him, I have nothing worry about. Love all the pic updates we get daily

Kristine took wonderful care of my recently adopted little rescue dog. She gave this owner the reassurance needed that my puppy mill mama would feel safe and loved while I was traveling. Gabby became part of Kristine’s family. Kristine is patient, positive and kind. I will not hesitate to book with Kristine again.

Wendy was excellent with our old Dog, Zoey. She allowed Zoey to take her time outside getting in many sniffs, gave me updates so I didn't worry, and tended to Zoey's need all day long. I plan on bringing Zoey back weekly because I know she will be well taken care of.

Popular requests near you
Select a filter and find qualifying Pewaukee sitters!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 dogs
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. 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 Pewaukee 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 Pewaukee average 11 repeat dog boarding clients
Dog Boarding FAQs
Frequently asked questions about Rover
As of Jun 2026, 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 $32 to as high as $55 per night.
As of Jun 2026, 840 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, 93% of Pewaukee dog boarding sitters respond in under an hour.
Sitters who provide dog boarding in Pewaukee have an average of 19 years of experience. Dog boarding sitters with repeat customers have an average of 11 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 840 dog boarding sitters in Pewaukee on Rover, so you’re sure to find the perfect match for your dog! In Pewaukee, 85% of sitters offer daily exercise, 97% offer medication administration, and 93% 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.




