Dog Boarding Pewaukee

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Over 89
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: Katy & Dennis "DJ" G.
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Katy & Dennis "DJ" G.
Star Sitter
from
$40
per night
5.0 out of 5 stars
119 reviews
39 repeat clients
35 years of experience
Wales, WI, 53183

Katy and DJ are kind, wonderful people. Immediately, I felt comfortable leaving Buddy with them for 10 days while I was abroad. They provided daily updates and followed directions for Buddy's specific care and needs. I will definitely trust them again to watch after my baby.

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Kim S.
Sitter Profile Image: Wendy W.
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Wendy W.
from
$50
per night
5.0 out of 5 stars
17 reviews
6 repeat clients
12 years of experience
Pewaukee, WI, 53072

Red had a great time. Wendy was great and will utilize services again! Super friendly and took great care of Red and definitely spoiled him!

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Scott K.
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
94 reviews
24 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: Mikaela & Shane P.
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Mikaela & Shane P.
Star Sitter
from
$50
per night
5.0 out of 5 stars
31 reviews
11 repeat clients
20 years of experience
Hartland, WI, 53029

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.

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Shunnett M.
Sitter Profile Image: Jenifer D.
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Jenifer D.
Star Sitter
from
$46
per night
5.0 out of 5 stars
372 reviews
158 repeat clients
22 years of experience
Pewaukee, WI, 53072

This is the second time Jenifer has kept my dog, Skeeter, and she has been amazing. She is communicative, responsible, and very loving and kind to my boy. I am so grateful for Jenifer’s help!

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Rebecca A.
Sitter Profile Image: Kim T.
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Kim T.
from
$65
per night
5.0 out of 5 stars
28 reviews
9 repeat clients
25 years of experience
Pewaukee, WI, 53072

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.

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Kelli M.
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
396 reviews
125 repeat clients
20 years of experience
Brookfield, WI, 53005

They took great care of our dog and were very communicative. Love that they only watch little dogs, so we didn't have to worry about a larger dog being too rough. They're super sweet people

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Kaitlyn R.
Sitter Profile Image: Dana H.
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Dana H.
from
$45
per night
5.0 out of 5 stars
18 reviews
10 repeat clients
8 years of experience
Waukesha, WI, 53188

My dog had the BEST weekend away from me!! Dropping my dog at Dana's was like dropping him at the Ritz! Dana was so gracious, welcoming and accommodating- making sure she knew my dog's preferences and comforts. Her two pugs were adorable and Sammy seemed to enjoy having them as playmates! I loved all the pictures and updates. My sporting dog can be a handful but Dana seemed to manage his care with ease and kindness. Her backyard & deck is beautiful. She is a gem of a dog lover! I reside in Illinois. I needed her services while traveling...I may need to pay her to "relocate" ha-ha. Thank you, Dana. My dog transitioned home beautifully. You're the Best!

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Jane Celeste F.
Sitter Profile Image: Jessica P.
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Jessica P.
from
$38
per night
5.0 out of 5 stars
9 reviews
2 repeat clients
20 years of experience
Sussex, WI, 53089

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.

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

I feel like when Jazz is with Doreen she’s on her own vacation. I know she’s in good hands. I will continue to trust Doreen with our future needs.

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Lynnmarie T.
Sitter Profile Image: Marie S.
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Marie S.
Star Sitter
from
$50
per night
5.0 out of 5 stars
54 reviews
18 repeat clients
25 years of experience
Hartland, WI, 53029

Marie took wonderful care of our dog, Ace, while we were out of town for a week. She sent daily updates with photos. He got lots of walks and playtime in her big yard outside. He also enjoyed playing with the other dogs and was able to sleep on the couch just like he does at home. It was so nice not to have to have him in a kennel. I would not hesitate to rebook with Marie!

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Beth T.
Sitter Profile Image: Mathaus M.
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Mathaus M.
from
$55
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: Mary & Hanna S.
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Mary & Hanna S.
Star Sitter
from
$50
per night
5.0 out of 5 stars
137 reviews
65 repeat clients
11 years of experience
Sussex, WI, 53089

This was our first time leaving our dog Tucker with anyone besides family when we went on vacation & we couldn’t have picked anyone better! We received so many nice pictures, videos & messages about all the fun Tucker was having & really put us at ease about going away for a week. Thank you so much Mary & Brian for treating Tucker just like one of your own doggies. We appreciate everything you did!

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Katie B.
Sitter Profile Image: Gianina B.
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Gianina B.
from
$35
per night
5.0 out of 5 stars
10 reviews
1 repeat client
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: Stacey M.
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Stacey M.
Star Sitter
from
$32
per night
5.0 out of 5 stars
59 reviews
24 repeat clients
3 years of experience
Fairview, Milwaukee, WI, 53219

Great place to board our dog for a week away. Stacey was super responsive and kept us in the loop the whole time. Definitely hope to have her watch our dog again in the future.

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Ben G.
Sitter Profile Image: Aimee R.
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Aimee R.
from
$30
per night
5.0 out of 5 stars
3 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: Zachary & Katie R.
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Zachary & Katie R.
from
$27
per night
5 years of experience
hartland, WI, 53029

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.

Sitter Profile Image: Matt F.
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Matt F.
from
$27
per night
37 years of experience
Waukesha, WI, 53186

About: I have been living with and caring for animals my entire life. I learned from an early age how to care for and train animals. I can train your puppies on potty training, teaching them new tricks. I taught my dog how to use a doggy doorbell to let me when he needs to go potty. I also grew up around family who were experienced vet techs, who have taught me how to care for common pet injuries, etc. I'm currently beginning training for substitute teaching. But otherwise have a pretty open schedule. So I can be available most times for your pet care needs. I can let your dog outside or take them for walks while you're working so they can get out when you're not home. If you're in Waukesha county I can take them to the dog park and get them some exercise. I can sirens some time teaching them tricks. I'm open to what care you'd like your pup to receive.

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

Nikki was great. She sent us frequent updates of our dog and even some pictures over the weekend. This was the first time we left our dog with someone that she was not familiar with, and it could not have gone any better! Nikki was flexible with drop off and pick up and answered all of our questions. I would love to use her again if we need!

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Adam S.
Sitter Profile Image: Sayali H.
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Sayali H.
from
$30
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.

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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

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

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Alberto F.
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
5.0 out of 5 stars

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.

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Tracy B.
Boarding
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  • 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?

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    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

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    Browse profiles of sitters near you who offer dog boarding
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Sitters in Pewaukee average 11
repeat dog boarding clients

FAQs for Dog Boarding - Pewaukee

Frequently asked questions about Rover

The average cost for Dog Boarding in Pewaukee on Rover is $44.7 per night (as of July 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 July 2026, there are 826 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.

85% 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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