Dog Boarding Pewaukee

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

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Over 65
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: Kathryn H.
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Kathryn H.
from
$40
per night
5.0 out of 5 stars
• 5 reviews
1 repeat client
35 years of experience
Pewaukee, WI, 53072

“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.”

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Gwen T.
Sitter Profile Image: Katy & Dennis "DJ" G.
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Katy & Dennis "DJ" G.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 127 reviews
44 repeat clients
35 years of experience
Wales, WI, 53183

“Katy and DJ are wonderful! They send lots of pictures. We know Emme is in good hands. Love that they work from home and someone is always there. And they let Emme sleep on couch :)”

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

“They were wonderful! They took our girls in on such short notice for the night and sent pictures and updates to let us know how they were doing! Every pictures the girls looked so happy and we are so glad they had a good time staying over!!”

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Aly M.
Sitter Profile Image: Barbara G.
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Barbara G.
from
$50
per night
5.0 out of 5 stars
• 4 reviews
12 years of experience
Pewaukee, WI, 53186

“Foxxy is a bit of a pain in the butt and Barbara gave her back to me happy and healthy!”

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Joseph A.
Sitter Profile Image: Julie E.
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Julie E.
Star Sitter
from
$45
per night
5.0 out of 5 stars
• 73 reviews
20 repeat clients
40 years of experience
Oconomowoc, WI, 53066

“Julie took very good care of our dog while we were gone. Communication was great. I would highly recommend bef services. We have already booked her for future needs.”

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Michelle M.
Sitter Profile Image: Doreen C.
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Doreen C.
from
$41
per night
5.0 out of 5 stars
• 168 reviews
57 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: Paxton D.
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Paxton D.
from
$28
per night
5.0 out of 5 stars
• 2 reviews
7 years of experience
Lannon, WI, 53046

“Paxton did a wonderful job. I would highly recommend.”

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Katelyn W.
Sitter Profile Image: Mary & Hanna S.
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Mary & Hanna S.
Star Sitter
from
$60
per night
5.0 out of 5 stars
• 149 reviews
67 repeat clients
11 years of experience
Sussex, WI, 53089

“Mary was so great and my dog really enjoyed the 4 days they dogsat her! I got tons of updates and pictures of her playing with Mary’s dogs and enjoying some treats. We’ll definitely book Mary again for our next trip!”

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Sarah F.
Sitter Profile Image: Sarah K.
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Sarah K.
from
$30
per night
5.0 out of 5 stars
• 27 reviews
6 repeat clients
20 years of experience
Wauwatosa, WI, 53213

“Sarah and her family provided constant updates of my dog throughout the week. Her daughters seemed really engaged and loving on my dog, making me feel confident she was receiving all the love and affection she gets at home. When I picked her up, my dog seemed so relaxed, almost as if she hadn’t been gone all that time, helping me feel confident she was safe and loved on. Usually after boarding in a facility, my dog is highly anxious, extra agitated and disheveled. None of that here with Sarah. Her and her family were truly the best sitters. I never worried once while away.”

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Rachel S.
Sitter Profile Image: Linda V.
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Linda V.
from
$35
per night
5.0 out of 5 stars
• 21 reviews
7 repeat clients
6 years of experience
Riverwest, Milwaukee, WI, 53212

“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!”

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Rachel J.
Sitter Profile Image: Janice G.
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Janice G.
from
$40
per night
5.0 out of 5 stars
• 23 reviews
8 repeat clients
30 years of experience
Wauwatosa, WI, 53226

“Jaq and I absolutely loved having Janice take care of him overnight while I was on vacation for a week! She was attentive to all his needs (he is reactive to other dogs) and provided regular updates and photos. He loved spending time with her - I think it was a vacation for Jaq, as well!”

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Christina S.
Sitter Profile Image: Yolanda W.
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Yolanda W.
Star Sitter
from
$40
per night
5.0 out of 5 stars
• 249 reviews
108 repeat clients
35 years of experience
Brown Deer, WI, 53223

“Yolanda is GREAT! She is very accommodating as my flight was delayed and I was two hours late picking my gremlins up. Her home is very clean and organized, and best of all my boys has bonded with her. I would definitely recommend to new and current clients. There is no doubt of future bookings with Yolanda, as she is now the boys home away from home.”

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Cheryl M.
Sitter Profile Image: Elizabeth K.
Verified Background Check
Elizabeth K.
from
$40
per night
5.0 out of 5 stars
• 42 reviews
11 repeat clients
5 years of experience
Grasslyn Manor, Milwaukee, WI, 53216

“Elizabeth is so friendly I immediately knew Spike was in good hands. Even better, her two boys are full of joy and were ready to pet and snuggle with my pup. When I came to pick Spike up, he looked ready to stay with his new friends!”

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Shannon W.
Sitter Profile Image: Sherry Z.
Verified Enhanced Background Check
Sherry Z.
Star Sitter
from
$40
per night
5.0 out of 5 stars
• 53 reviews
13 repeat clients
30 years of experience
Pheasant Run, Milwaukee, WI, 53224

“I feel great leaving my dog overnight with Sherry! I appreciate her eagerness to learn my dog’s needs and any specific instructions, and that she’s got a great yard to play in! Would highly recommend and return for care in the future.”

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Mary Beth J.
Sitter Profile Image: Amanda P.
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Amanda P.
from
$45
per night
5.0 out of 5 stars
• 37 reviews
15 repeat clients
20 years of experience
Franklin, WI, 53132

“Could not have asked for a better experience. FredSmith (my 8 year old dog) had a wonderful time with Amanda. She helped him feel right at home and took lots of pictures to ease my worries on how he was doing. He received lots of love and attention and I could not be happier with his stay. I will board with Amanda again and recommend her to other dog friends.”

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Donna S.
Sitter Profile Image: Christina F.
Verified Enhanced Background Check
Christina F.
from
$45
per night
5.0 out of 5 stars
• 28 reviews
5 repeat clients
30 years of experience
Milwaukee, WI, 53214

“My 2 spoiled dogs had a great stay with Christina and her dog Vinnie. She sent us regular updates and photos. I would definitely recommend Christina as a sitter .”

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Jennifer R.
Sitter Profile Image: Daniel & Holly L.
Verified Background Check
Daniel & Holly L.
from
$38
per night
4.9 out of 5 stars
• 494 reviews
197 repeat clients
45 years of experience
West Allis, WI, 53219

“Daniel and Holly took such great care of our sweet girl! They are very thorough in the meet and greets, and made sure to take care of our Scout the way she would be taken care of in our own home. We would recommend them!”

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Heidi R.
Sitter Profile Image: Emily D.
Verified Background Check
Emily D.
from
$40
per night
5.0 out of 5 stars
• 46 reviews
23 repeat clients
2 years of experience
New Berlin, WI, 53151

“Porter had a great time for her first sleepover. Emily communicated with us and sent photos of Porter. I felt very comfortable leaving our dog in Emily’s hands. I am using her again next month!”

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Jordan M.
Sitter Profile Image: Kayla D.
Verified Enhanced Background Check
Kayla D.
from
$30
per night
5.0 out of 5 stars
• 6 reviews
5 years of experience
Halyard Park, Milwaukee, WI, 53212

“Kayla was awesome ! Her communication was out of this world . My babygirl 🐶 really enjoyed her staycation . I’ll definitely book again — and if you’re considering booking with Kayla don’t hesitate!”

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Precious G.
Sitter Profile Image: Jack & Jennifer P.
Verified Enhanced Background Check
Jack & Jennifer P.
from
$50
per night
5.0 out of 5 stars
• 14 reviews
5 repeat clients
2 years of experience
Oconomowoc, WI, 53066

“Jack and Jenni are absolutely wonderful with Leo. They take such good care of him - Always attentive, taking him on walks, and making sure he's happy. they also send videos and photos, which gives peace of mind and a lot of confidence. I truly feel that Leo is in great hands every time. I highly recommend them.”

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Lilian Ivveth N.
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The median cost per night for dog boarding in Pewaukee is $45

Dog parents share their Rover experiences - Pewaukee

1 / 1
5.0 out of 5 stars

Great couple! Took great care of my dogs! They came back very happy! They got along great with their sweet dog too!

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Jennifer M.
Boarding
5.0 out of 5 stars

Katie was wonderful! Our dog loved her right away and felt right at home with her and her husband. I feel so lucky to have found her!

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Julie R.
Boarding
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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Find dog care near you

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. 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 is $44 per night as of November 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 November 2026, there are 776 sitters on Rover offering Dog Boarding across Pewaukee. Enter your ZIP code to see which available sitters are closest to your home.

If you would like updates while you’re away, you can discuss with your sitter how many or how frequent you’d like those updates to be. The Rover app allows sitters to send photos, videos, and messages about your pet, including how many pee or poop breaks occurred. You can message your sitter at any time through the app and our support team is available 24/7 by email or chat if you have concerns.

The personalized, in-home nature of pet care through Rover can mean more individual attention for your pet.

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, 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.

Yes, you can find sitters who have experience with handling special pet needs in Pewaukee. On Rover:

  • 89% of sitters can help with special care needs
  • 95% can help with giving oral medications or injections
  • 93% can help with daily exercise

You can also find pet sitters on Rover who accept only one pet at a time, which is ideal for anxious puppies, kittens, or senior pets who move at a gentler pace. Some sitters will also list availability for 24/7 care, also known as constant care, in their profiles.

Use the search filters to narrow down sitters whose specific experience or environment meets your pet's needs. When reaching out to your sitter, outline your pet's care routine and use the Meet & Greet to walk your sitter through your expectations.

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.

Adding another pup to the pack? Most sitters and walkers offer a reduced rate for additional dogs. You’ll find these exact rates listed under the "Services" tab on any sitter's profile. Since every dog is unique, final pricing may vary depending on the level of care required.

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