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

Over 64 pet parents in Pewaukee have booked dog boarding
Pewaukee, 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.

“Amazing experience with Kathryn! Our pup was well cared for during her stay. Incredible timely communication and updates with pictures. Coco is looking forward to another visit in future.”

“Maria and Nayibe took great care of my 4 month old puppy for an entire week over Christmas! They went out of their way to replace a food item I had forgot to bring along. I really appreciated the updates, pictures and communication. They went above and beyond for my little one. Would definitely use them again and recommend to others!”


About: I welcome your fur babies to play with our own dogs in our home and fenced in backyard for plenty of room for playtime. A lot of doggie play dates with neighbors dogs too. Have experience with young and senior pets of our own. I foster dogs as well with Rescue Gang and after adopted honored to have several come back here for us to babysit. So much love be to shared and our own dogs are very welcoming! I work from home and ready to spoil your dogs. Pretty open schedule to help accommodate your needs at our loving, playful home. Lots of potty breaks for your fur babies and playtime. I have a fenced in yard and can run around and play with our own dogs who are very friendly. They will get lots of cuddles and welcome anywhere in our home. Can’t wait to spoil your doggie like we do for our own!
“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 ❤️❤️❤️”

“When you see all these reviews of Angela and think “there’s no way that can be true”. Trust me it is true. Angela was so amazing with my dog. This is our first time leaving her for this long and I could not have felt like she was in better hands. not only did I get enough picture updates, Angela was so kind and amazing to work with. her husband and her two kids were just all amazing people. Matter of fact, when I came to pick up my dog, I already asked her about future days so I would need a sitter for. If you’re wondering about a sitter who will keep your baby safe at home and who’s just a wonderful, genuine person, look no further than Angela.”

“Dani & Aiden were great with our dogs and very accommodating. They are extremely flexible with timing and sent us plenty of pictures through out our dogs stay.”


About: I’m a caring, patient, and responsible pet lover who understands that pets are part of the family. I know how important it is to make sure your pet feels safe, comfortable, and loved while you’re away. I’m happy to follow your pet’s usual routine, provide plenty of attention and playtime, and keep you updated with photos and messages. I’ll treat your pet with the same care and respect I’d want someone to give my own. I maintain a consistent weekly routine and value being dependable and organized. I work full-time during the week, but I plan my time carefully to make sure I can give pets the attention, exercise, and care they need. I’m happy to accommodate morning and evening walks, feeding schedules, playtime, and weekend care based on my availability. I understand that pets thrive on consistency, so I do my best to stick to their normal routines and keep owners updated while they’re away. Your pet’s safety, comfort, and well-being are my top priorities. I take the time to understand each pet’s personality, routine, dietary needs, and any special instructions before providing care. I’m attentive, patient, and responsible, and I make sure pets are supervised appropriately and kept in a safe environment. In a client’s home, I respect their space and follow all care instructions carefully. I’m happy to provide regular updates and photos so you can feel confident that your pet is in good hands. I’ll treat your home with respect and care for your pet as if they were my own.

“Riley had such a great experience, and I truly can’t say enough good things. Communication was amazing from start to finish, and she was so flexible when our flights changed, which took a huge weight off my shoulders. She even sent pictures without us asking which we absolutely loved and really appreciated. Her kids and mother were incredibly kind and Riley also got along so well with their dog, Annalise. Riley isn’t around other dogs very often, so I was a little nervous, but they did great together and it made me so happy to hear how well she adjusted. Honestly, the whole experience felt so comfortable… like I’ve known them for a long time. That says a lot when you’re trusting someone with your dog. I would absolutely use them again without hesitation. I think Riley may have even found herself a new best friend 🐾”

About: I’ve been surrounded by dogs all my life. I grew up showing dogs, both my family dogs and others. My family back home currently has three dogs, each a different size, from small to large, so I have experience with all sizes. I live in a great area for casual walks, with a dog park and a small lake nearby for the pups that are allowed to swim! I work full-time, in-office Monday through Thursday and from home on Fridays. I take daily walks around my neighborhood in the evening. On weekends, I love exploring a new coffee shop and walking trail or just a longer walk in the areas near me. I’d love to bring your pet along with me on walks and for downtime on the couch afterwards! I don’t have a fenced yard, but there is a dog park where your pup can run freely. Outside of that, we have open grass areas where we can walk. All pups are welcome on furniture at my place and are welcome to enjoy the space as their own. I do have a patio that they’re more than welcome to sit outside and enjoy with me.

“Andrew helped watch my dog, Lucy, during a recent trip I had. He was very flexible and communicative throughout the process with drop off and pickup, and sent great photos throughout the stay to keep me comfortable regarding how Lucy was doing. Would absolutely book with him again.”


“Absolutely would recommend! My dog is VERY anxious and had never stayed with anyone other than myself so I was a little afraid of how he would do but Cindy did an amazing job. She sent me pictures daily and my dog looked happy and comfortable. She went above and beyond, will definitely book her again!”

“We’re so thankful for the great care Buck receives! He always comes home happy and tired, which tells us he gets plenty of playtime and attention. It gives us peace of mind knowing he’s in such good hands. Thank you, Monique, for taking such wonderful care of him!”

“Linda was amazing! She was able to accommodate my dog very last minute, which I truly appreciated. She was very kind and made sure my dog was comfortable and well cared for throughout her stay. She took her on multiple walks each day and kept me updated, which gave me a lot of peace of mind. This was my first time leaving my dog with someone I didn’t know, and Linda made the experience so much easier than I expected. I could tell that she genuinely cared about making sure my dog was happy and comfortable. I’m very grateful for the care she provided and would definitely recommend her to anyone looking for someone dependable and caring to watch their dog!”

“Laura was great! Our dog Dolly seemed well taken care of. Dolly got along really good with her labrador Diesel. He is a sweet boy. Highly recommend her and have scheduled for future plans. Theresa W.”

“They are so friendly and sweet to my Biscuit. They took Biscuit in just like as their own. Their dog is also super cute and friendly. Biscuit had a great time!! I definitely would love to leave Biscuit with them again and definitely recommend them to anyone!”

About: I have over 20 years of experience caring for cats and have experience with both puppies and adult dogs. I previously owned a Border Collie, giving me firsthand knowledge of the exercise, attention, and training that active breeds need. I’ve also cared for friends’ dogs, so I’m comfortable with dogs of different sizes and personalities. I provide a safe, clean, and caring environment where pets receive plenty of attention, playtime, and affection. I understand that every pet has unique routines and needs, and I always follow owners’ instructions carefully to help pets feel comfortable and at home. Pet care fits well into my daily routine because I’m home for most of the day. Dogs will receive plenty of attention, regular potty breaks, walks, playtime, and companionship. If I need to leave the house, it’s usually for no more than about three hours, and there is typically someone else at home to supervise and make sure your dog is safe and comfortable. I strive to keep pets on their normal routine so they feel relaxed and at home during their stay. Your pet’s safety and comfort are my top priorities. I have a spacious home with plenty of room for dogs to relax and play indoors. There is also a large front and back yard for exercise and fresh air. While the yard is not fenced, dogs will always be kept on a leash or under close supervision when outside. I carefully follow each owner’s care instructions, including feeding schedules, exercise routines, medications if needed, and any special requirements, to help every pet feel safe, comfortable, and at home.
The median cost per night for dog boarding in Pewaukee is $45
Dog parents share their Rover experiences - Pewaukee
Aryanah is thoughtful by sending pictures and updates about Kelly. My family appreciated that very much! Also, Aryanah is very responsible by finding trustworthy helps for Kelly when she's not around. Overall, my family found Aryanah an excellent choice for Kelly. This is our first time finding a sitter for Kelly and we are glad to find Aryanah. Thank you Aryanah.

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.

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. 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 - Pewaukee
Select a filter and find qualifying sitters offering dog boarding.Sitters in Pewaukee average 12 repeat dog boarding clients
FAQs for Dog Boarding - Pewaukee
Frequently asked questions about Rover
The average cost of Dog Boarding in Pewaukee is $42 per night as of October 2026. Most bookings cost between $32 and $61 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 789 sitters on Rover offering Dog Boarding across Pewaukee. 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.
93% of sitters in Pewaukee 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 Pewaukee 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 Pewaukee.
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 Pewaukee 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.







