Dog Boarding Pewaukee

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

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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.

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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
• 111 reviews
36 repeat clients
20 years of experience
Waukesha, WI, 53186

“I can not say enough about the outstanding care our dog received from Scott and Ashley. We received frequent updates and messages to keep us up to date. We are so very grateful that they invited our dog into their home.”

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Roxanne W.
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
• 127 reviews
44 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: Kathryn H.
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Kathryn H.
from
$40
per night
35 years of experience
Pewaukee, WI, 53072

About: I haven't been without a dog since age nine, when my parents gave us our first opportunity to develop a bond with a pet, Abby, our beloved English setter. She died the year I graduated from college, and since then I have had two of my own dogs: Gretta, a chocolate lab whom I owned from age 6 weeks until her death at age 13, and Lillie, a springer spaniel who was basically a life-long puppy exploding with energy and a fervor for running, jumping, and all things adventure-related. Sadly, Lillie died in June (at age 13), and we miss her so much. My husband and I like to travel, so I am not quite ready to adopt another dog yet, but in the meantime, I would love to pet-sit for other dogs so as to be around furry friends who bring so much joy to my life. I'm a teacher, so I'm mainly interested in walking and caring for pets on the weekends and during the summer months, but I can be available other times as well depending on my schedule. My job is to provide love, attention, and a safe and enriching learning environment to any pet in my care. I accommodate as needed depending on the needs of the individual animal.

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
• 428 reviews
136 repeat clients
20 years of experience
Menomonee Falls, WI, 53051

“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.”

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Sally Y.
Sitter Profile Image: Jenifer D.
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Jenifer D.
Star Sitter
from
$46
per night
5.0 out of 5 stars
• 383 reviews
164 repeat clients
22 years of experience
Pewaukee, WI, 53072

“Jenifer is amazing! I’d never used Rover before, or had my pup stay with anyone other than my close friend. Since we were getting married, we needed to find a sitter for a couple nights and after seeing the very many good reviews about Jenifer, I thought I’d give it a shot and I’m so glad we did! She obviously loves dogs- dropping our pup off was easy since she had 2 huge baskets of toys for her to get excited over! She sent us pictures of our pup every day and was altogether reassuring and great. I’d do it again in a heartbeat- it’s so nice to know we have someone nearby we can trust with our baby!”

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

“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.”

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Lynnmarie T.
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
• 42 reviews
18 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: Angie F.
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Angie F.
Star Sitter
from
$45
per night
5.0 out of 5 stars
• 145 reviews
53 repeat clients
20 years of experience
New Berlin, WI, 53146

“We wanted a quick Labor Day getaway. George came to live with us only 3 weeks before and I had never gotten a sitter for any of my dogs before. I was a little nervous but Angie was great! From meeting George, sharing her process and communicating while we were away with messages and pictures. I was relieved George was getting the personalized attention he needed. Thanks Angie!”

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

“Heather was the best ! Boarding Zoe with Heather & her family at their wonderful home was a perfect match for me (& Zoe!) Heather is very organized & prepared to deal with hosting a dog's individual behavior and adapting to their routine for the best results. Heather - having her own dog and another daycare dog to keep company & play with Zoe - was a perfect situation. She was very flexible with my drop-off & pick-up schedule which made all my travel arrangements "a breeze" with no worries. I couldn't be more pleased & recommend Heather without any hesitation. I hope my future travel plans will allow a repeat overnight for Zoe with Heather again !”

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Peter N.
Sitter Profile Image: Kandice B.
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Kandice B.
Star Sitter
from
$29
per night
5.0 out of 5 stars
• 15 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: 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

“Angela was absolutely amazing! I received multiple pictures a day of my dog enjoying spending time with her pups and family. She was treated her as if she was a part of the family. In fact, when I went to pick her up she didn’t want to leave ha! I would most definitely book Angela again in a heart beat. -Allie”

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Allie F.
Sitter Profile Image: Aimee R.
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Aimee R.
Star Sitter
from
$35
per night
5.0 out of 5 stars
• 8 reviews
2 repeat clients
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: Gianina B.
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Gianina B.
from
$37
per night
5.0 out of 5 stars
• 12 reviews
2 repeat clients
20 years of experience
Germantown, WI, 53022

“My dog was well cared for and seemed very happy with Gianina. My dog went for walks and ran in the yard. Gianina sent photos and updates and was easy to communicate with.”

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Michele R.
Sitter Profile Image: Lauren M.
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Lauren M.
from
$55
per night
5.0 out of 5 stars
• 30 reviews
7 repeat clients
15 years of experience
Waukesha, WI, 53186

“My dog was apparently incredibly bad with Lauren (NOT HER WORDS. She was very sweet about telling me about his behaviors). Not because of her, but because of it being his first time being away from us and not knowing what to expect. She was patient and communicative with us. She sent a ton of pictures and videos and talked through any problems that's arose. I would definitely work with Lauren in the future.”

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Alli & Matt W.
Sitter Profile Image: Amanda C.
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Amanda C.
Star Sitter
from
$40
per night
5.0 out of 5 stars
• 16 reviews
6 repeat clients
18 years of experience
Germantown, WI, 53022

“Amanda was wonderful. She took such good care of my dog and sent me lots of updates throughout his stay. She was super flexible and easy to get ahold of the entire time!”

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

“Michelle was great with our two pups! We have tow energetic labs and they felt right at home with her. Got updates daily on how they were doing. Would definitely book with her again!”

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Samantha S.
Sitter Profile Image: Sayali H.
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Sayali H.
from
$35
per night
11 years of experience
Waukesha, WI, 53188

About: I, being a full time dog mom and a home maker can take care of your dog dedicatedly. I firmly believe that our pet is our baby. I can provide utmost care and affection to your dog and cat. Since I know the importance of leash walking, I can walk your dog twice a day and can provide consistent pee breaks. Your dog will feel at home while he is with me. They are allowed on couch and bed. The treats will be offered periodically for your fur baby. I am looking for some furry friends. I recently lost my fur baby Buddy in May 2026 but his memories made us get a new fur baby Kisna who is a 4.5lbs Pomchon and very social. Kisna is great with people including children of all ages and small sized puppies and dogs. If your pup is ok with small sized pup, please consider me for your boarding and petsitting needs. I am currently in between the jobs, hence have a lot of time to cuddle the fur babies and make them feel special. Please check my calendar for availability. I only offer petsitting and petboarding through my home. Not available for petsitting at owners' home. I would prefer a meet and greet before accepting to provide care for your pet because they can sense people's energy better than humans. I have been taking care of my furbaby since 11 years. Love everything about dogs but comfortable to handle small and medium sized dogs.

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
• 147 reviews
66 repeat clients
11 years of experience
Sussex, WI, 53089

“We have taken Tucker here the past few years when our family goes up north & we feel so lucky to have found them! We get so many pictures & updates and each picture we get, Tucker looks relaxed, happy and like he’s having the best time! Thank you so much for taking such good care of Tuck…we’ll see ya next summer!”

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Katie B.
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

“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.”

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Shunnett M.
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.
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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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  • 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
  2. 2. Meet In Person

    Schedule a free in-person Meet & Greet to find the perfect fit
  3. 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 on Rover is $42 per night as of October 2026. Most bookings cost between $32 and $61 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 800 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.

86% 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, 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.

<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 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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