Dog Boarding Pewaukee

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

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Over 54
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.

1 / 1
Sitter Profile Image: Scott & Ashley S.
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Scott & Ashley S.
Star Sitter
from
$47
per night
5.0 out of 5 stars
108 reviews
31 repeat clients
20 years of experience
Waukesha, WI, 53186

Our dog Finn had a wonderful time while we were gone! Scott, Ashley and their boys were great with our Finn. We received many updates and photos of our boy which was great! He came home happy as can be- we will definitely be booking with them again!

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Carly B.
Sitter Profile Image: Katy & Dennis "DJ" G.
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Katy & Dennis "DJ" G.
Star Sitter
from
$40
per night
5.0 out of 5 stars
125 reviews
42 repeat clients
35 years of experience
Wales, WI, 53183

So thankful I can rely on such a caring family to look after Clem when I'm away. Never a doubt he is in great hands. Clem loves his vacation home!

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Joe P.
Sitter Profile Image: Jenifer D.
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Jenifer D.
Star Sitter
from
$46
per night
5.0 out of 5 stars
378 reviews
163 repeat clients
22 years of experience
Pewaukee, WI, 53072

We have a very challenging dog who was a rescue, she has a lot of quirks and Jenifer has been very kind and patient in caring for Poppy. Poppy would not do well in a kennel setting and having a loving home for her to stay is a real blessing!

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Cheryl & Steve K.
Sitter Profile Image: Maria & Nayibe B.
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Maria & Nayibe B.
Star Sitter
from
$45
per night
5.0 out of 5 stars
422 reviews
135 repeat clients
20 years of experience
Menomonee Falls, WI, 53051

Our old man has such a great time here! This was his second stay and he was pooped when he came home from all the fun he had. Maria and Nayibe treated him like a family member and kept us up to date on how he was doing the whole time. Definitely recommend and will definitely be back. ☺️

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Lindsey K.
Sitter Profile Image: Doreen C.
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Doreen C.
Star Sitter
from
$41
per night
5.0 out of 5 stars
161 reviews
53 repeat clients
20 years of experience
Menomonee Falls, WI, 53051

This was our first time having our dog stay with Doreen and it was a great experience! We received daily updates and photos and he came back home super happy!!

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Dawn B.
Sitter Profile Image: Mary & Hanna S.
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Mary & Hanna S.
Star Sitter
from
$50
per night
5.0 out of 5 stars
145 reviews
65 repeat clients
11 years of experience
Sussex, WI, 53089

Mary was awesome and Findley had a great time. Mary kept us informed with text messages and pictures. She had plenty of toys and kept him well entertained both inside and outside. Thank you!

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Tammian M.
Sitter Profile Image: Mikaela & Shane P.
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Mikaela & Shane P.
Star Sitter
from
$50
per night
5.0 out of 5 stars
40 reviews
17 repeat clients
20 years of experience
Hartland, WI, 53029

Mikaela & Shane cared for my Colby Jack for a week and were wonderful. I received daily updates and everything was very positive. Colby was very well cared for and was very happy. I had to extend the visit because I was delayed returning from my trip and they kept him for 2 additional days. I highly recommend them and would definitely use them in the future.

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

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

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jamie r.
Sitter Profile Image: Angela K.
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Angela K.
Star Sitter
from
$45
per night
5.0 out of 5 stars
151 reviews
38 repeat clients
25 years of experience
Menomonee Falls, WI, 53051

Winston loves his time with Angela and her family! Angela is very flexible with scheduling and sends pictures/updates throughout the stay. We always know our dog is well loved and cared for while we’re away. Highly recommend!

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Emily K.
Sitter Profile Image: Aimee R.
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Aimee R.
from
$35
per night
5.0 out of 5 stars
8 reviews
1 repeat client
20 years of experience
Waukesha, WI, 53186

Absolutely great sitter! Very responsive and sent plenty of pictures. Would highly recommend her and will book with her for our future dog sitting needs!

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Nicole F.
Sitter Profile Image: Amanda C.
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Amanda C.
Star Sitter
from
$40
per night
5.0 out of 5 stars
14 reviews
6 repeat clients
18 years of experience
Germantown, WI, 53022

Amanda was amazing and accommodating with drop off and pickup. She took the time to really get to know all the details with Rusty and his habbits. She gave updates and pictures. Rusty had a great time and was a sad to leave. 13/10 recommend.

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Maddie
Sitter Profile Image: Mathaus M.
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Mathaus M.
from
$60
per night
4.9 out of 5 stars
11 reviews
1 repeat client
17 years of experience
Pewaukee, WI, 53072

Matt was awesome with the girls. It was their first time staying somewhere other than home. They did great. Kept me informed throughout the whole stay and sent lots of pics updating me on their stay. He was also very flexible with our needs and followed every single detail for the girls care. Will be using Matt again and highly recommend him to others as well

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Alberto F.
Sitter Profile Image: Jennifer L.
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Jennifer L.
from
$50
per night
5.0 out of 5 stars
3 reviews
1 repeat client
13 years of experience
Brookfield, WI, 53045

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 ❤️❤️❤️

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Heidi H.
Sitter Profile Image: Kandice B.
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Kandice B.
Star Sitter
from
$29
per night
5.0 out of 5 stars
13 reviews
2 repeat clients
35 years of experience
Waukesha, WI, 53189

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!

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Brianna C.
Sitter Profile Image: Dun Z.
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Dun Z.
from
$30
per night
20 years of experience
Brookfield, WI, 53005

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.

Sitter Profile Image: Nikki G.
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Nikki G.
from
$50
per night
5.0 out of 5 stars
58 reviews
12 repeat clients
25 years of experience
Brookfield, WI, 53005

I had the pleasure of having Nikki and her lovely family watch our dog, Kota, who has a history of seizures and requires a little extra care. She did a truly wonderful job. Throughout Kota’s stay, she sent frequent pictures and updates, which helped ease our minds and kept us informed. Her attentiveness, kindness, and clear communication were greatly appreciated. Kota was in excellent hands, and it was clear she treated her like one of her own. I would highly recommend her to anyone looking for dependable, compassionate care for their pet—especially if they have special medical needs.

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Jeremiah P.
Sitter Profile Image: Angie F.
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Angie F.
Star Sitter
from
$45
per night
5.0 out of 5 stars
142 reviews
51 repeat clients
20 years of experience
New Berlin, WI, 53146

Angie was absolutely incredible! Consistent steady pictures the dog was extremely happy... And I couldn't have felt he was in a safer place. Over the course of two days she sent numerous pictures and a couple of videos which gave me extreme peace of mind! I will definitely use her again in the future whenever I need a sitter. You can definitely trust this lady she's very nice very respectful and pleasant.

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Scott B.
Sitter Profile Image: Tracy S.
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Tracy S.
Star Sitter
from
$25
per night
5.0 out of 5 stars
51 reviews
11 repeat clients
15 years of experience
West Allis, WI, 53214

Tracy was great!! Scooter adapted well right away which put me at ease. She kept me informed with updates and pictures. I will definitely book again.

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Jenny W.
Sitter Profile Image: Michelle S.
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Michelle S.
from
$45
per night
5.0 out of 5 stars
32 reviews
10 repeat clients
20 years of experience
Hartland, WI, 53029

Michelle took amazing care of my dog! Great communication and lots of pictures. I know my dog enjoyed all the attention and getting the opportunity to play with other dogs. We will definitely be in touch for our next trip.

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Amanda L.
Sitter Profile Image: Lauren M.
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Lauren M.
from
$65
per night
5.0 out of 5 stars
30 reviews
7 repeat clients
15 years of experience
Waukesha, WI, 53186

Lauren is the best! She took care of Winter really well. I received updates from her and did not have to worry at all while we were on vacation. She was so kind and flexible to to have Winter stay one more night with her. Thank you so much Lauren Koda and Noah. ❤️

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Jorie Khar R.
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The median cost per night for dog boarding in Pewaukee is $45

Dog parents share their Rover experiences - Pewaukee

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5.0 out of 5 stars

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.

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Jennifer M.
Boarding
5.0 out of 5 stars

Kim was great! My dog felt cared for & safe during her overnight stay. She provided updates frequently and was easy to communicate with.

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Katrina M.
Boarding
5.0 out of 5 stars

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.

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Stacey G.
Boarding
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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. 1. Search

    Browse profiles of sitters near you who offer dog boarding
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Popular requests for dog boarding - Pewaukee

Select a filter and find qualifying sitters offering dog boarding.

Sitters in Pewaukee average 11
repeat dog boarding clients

FAQs for Boarding - Pewaukee

Frequently asked questions about Rover

The average cost for Dog Boarding in Pewaukee on Rover is $44.4 per night (as of September 2026). However, all sitters set their own rates based on experience, location, and availability.

Rover makes budgeting the cost of Dog Boarding easy. As long as your dates and pet profiles are correct, the price you see before you book is the same price you pay for Dog Boarding. For more information on service fees, click here .

As of September 2026, there are 798 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 rhythm and routine, but most will follow the flow that keeps your dog happiest. Sitters can give meals on your dog's regular schedule, provide a comfortable place for sleep, and plenty of one-on-one attention.

84% of Pewaukee sitters also include daily walks in the neighborhood during dog boarding stays. You can also request photo and message updates throughout the stay so you can see which Pewaukee landmarks or neighborhoods your dog is enjoying.

If your dog is a little shy, consider booking a one-night trial stay! This practice run can boost your and your dog’s confidence before your trip.

Preparing for drop-off is easy when you have a checklist! To help your dog settle into their Pewaukee 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 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 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.

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