Dog Boarding Pewaukee

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Over 90
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
104 reviews
28 repeat clients
20 years of experience
Waukesha, WI, 53186

Scott, Ashley and family take such good care of our 92 lb. Weimaraner, Hank. He has a lot of energy and always does well when with the family. He gets at least 2 walks a day in addition to play time in their large fenced in yard. Hank recently stayed with the family for 25 days which is the longest we’ve left him with any sitter. Everything went very well. Scott is great about sending pictures and updates daily.

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Kay R.
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
122 reviews
40 repeat clients
35 years of experience
Wales, WI, 53183

Katy and DJ were "above and beyond" caretakers for our boy. They walked him daily, took him on car rides, and sent lots of photos of him playing. They were easy to communicate with, flexible when we had to make a pick-up time adjustment, and sent our boy home happy and tired. They live in a great space to host dogs and Nelson loved his time with their family pets. Highly recommend!

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Aaron G.
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
38 reviews
17 repeat clients
20 years of experience
Hartland, WI, 53029

Mikaela and Shane were awesome! We got daily pics and updates! Morris seemed very happy with his new friends! Highly recommend! Very sweet family!

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Ashlyn S.
Sitter Profile Image: Jenifer D.
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Jenifer D.
Star Sitter
from
$46
per night
5.0 out of 5 stars
377 reviews
160 repeat clients
22 years of experience
Pewaukee, WI, 53072

Jenifer did a great job watching our Cockapoo. He can be anxious at times but he felt right at home with her. Loved spending time with Jenifer on her deck over looking the lake.

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Jay G.
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
411 reviews
132 repeat clients
20 years of experience
Menomonee Falls, WI, 53051

Maria & Nayibe are the BEST Sitters! It was so comforting to me to see daily videos and notes every day. They always answered all my questions and I could tell they really cared. I could see that my puppy was so happy and comfortable. He had exercise every day running around in the yard and playing with the other dogs. He had been having some eating issues at home and Maria knew just what to do to improve them. He even gained weight there and outgrew his harness. They had a brand new harness for him when I picked him up. I will definitely use them whenever I go away. I cannot say enough good things about them.

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Laurel G.
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
142 reviews
65 repeat clients
11 years of experience
Sussex, WI, 53089

Mary and family were great! We were a little concerned with our dog Maya staying at a sitter’s for the first time, but all that concern disappeared after meeting the family. It was clear that they were animal lovers, and that Maya would be in safe hands. We were given photos and updates all throughout the weekend, and Maya looked safe and comfortable with them. Thanks for taking great care of our baby, Maya!!!

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

Doreen is the bomb.com, she is a loving caring appreciative warm hearted thankful lady, ♥️, she is the best that I've had watching over my pet dog Peepee, she deserves a 10 out of 10, I recommend her, she sends the cutest pictures also, I will ask for her again & again, thanks Doreen

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Evelyn C.
Sitter Profile Image: Angie F.
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Angie F.
Star Sitter
from
$45
per night
5.0 out of 5 stars
135 reviews
50 repeat clients
15 years of experience
New Berlin, WI, 53146

Angie was great. This was our first time using her for boarding our dog and we would definitely recommend her to others. She was SO responsive to messages and made us feel comfortable while out of the state.

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

Our Ella was so well cared for and spoiled during her visit! We’ll definitely be bringing her again next time we are headed out of town. Thanks for taking such great care of her!!

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

Maddie loved her time at Angela’s house. She came home tired out for sure. Angela is super responsive and set several pictures keeping us updated. Will certainly rebook with her!

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Nicole C.
Sitter Profile Image: Kandice B.
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Kandice B.
Star Sitter
from
$29
per night
5.0 out of 5 stars
11 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: Amanda C.
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Amanda C.
Star Sitter
from
$40
per night
5.0 out of 5 stars
11 reviews
5 repeat clients
18 years of experience
Germantown, WI, 53022

Amanda and her family were very attentive with our puppy. She sent lots of photos and I felt comfortable knowing our puppy was well cared for. Thank you Amanda!

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Jennifer P.
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: Aimee R.
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Aimee R.
from
$35
per night
5.0 out of 5 stars
6 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: 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.

Sitter Profile Image: Lauren M.
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Lauren M.
from
$55
per night
5.0 out of 5 stars
29 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: Scott S.
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Scott S.
from
$37
per night
5.0 out of 5 stars
26 reviews
6 repeat clients
15 years of experience
Honey Creek Parkway, Milwaukee, WI, 53214

Scott was very accommodating and communicative, we got several pictures and even a short video of our dog out playing in the fresh snow. Our dog has a fear of smooth floors and Scott was able to layout enough rugs and beds that Barley was comfortable. Will book again.

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

Had a great experience! She was very attentive and caring with Waker, and we felt comfortable the whole time knowing he was in good hands. He got along great with her dog Luna, which was a huge plus. Would definitely book again

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Filip M.
Sitter Profile Image: Joanne V.
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Joanne V.
Star Sitter
from
$50
per night
5.0 out of 5 stars
21 reviews
5 repeat clients
5 years of experience
Waukesha, WI, 53189

I feel really comfortable leaving my pup with Joanne. She sent me pictures and updates on Ginger every day - they made me smile! Was wonderful to know my pup was being loved and so well cared for while I was away! Thank you, Joanne!

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Renee P.
Sitter Profile Image: Michelle S.
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Michelle S.
from
$45
per night
5.0 out of 5 stars
30 reviews
9 repeat clients
20 years of experience
Hartland, WI, 53029

Michelle kept our puppy active and sent regular updates throughout our trip. Every day we received several pictures. We recommend her highly for boarding!

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Jeremy B.
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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
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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  • 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 August 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 August 2026, there are 817 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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