Dog Boarding Waukesha

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Over 491
pet parents in Waukesha have booked dog boarding

Waukesha, 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
103 reviews
28 repeat clients
20 years of experience
Waukesha, WI, 53186

Scott and family again were fantastic to our family. Our Penny was treated like part of the family. Will definitely book with them again when we need to get out of WI. Thank you. !!

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Amy M.
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

We had a wonderful experience. We had lots of updates on how Blake was while we were traveling. Excellent communication and he was happy and healthy. Grateful for Dennis and Katy!! We will see you again!!

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Carolyn P.
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 absolutely amazing! She took us on last min as another family cancelled very last min. Angie stayed in constant communication and had everything we could have possibly needed for Bentley if his allergies acted up or he didn't want to eat if he has separation anxiety. We will definitely being contacting Angie again for future vacations. She def kept my mind at ease with him being there!

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Jenny P.
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: 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

I would give Lauren more than 5 stars if that was an option. From the meet and greet she made Champ and I feel comfortable. Thank you, Lauren, for the WONDERFUL care you provided for Champ.

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Lora S.
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

This was a trial-run for a longer stay in fall. Maria and Nayibe were absolutely wonderful with our Stella and we now have no qualms about leaving her there later. We received 3 pictures during her only 1 night stay that showed our little girl was completely making herself at home! Your dog will be staying in an actual small home with dog toys and beds around, and a friendly little Chloe yorkie to meet them. Both ladies were wonderful with her, and I can't recommend their care enough.

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Michael G.
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

Gracie had an amazing stay with Joanne (& her family!) I enjoyed the communications and pictures during Gracie’s time in their home. Gracie enjoyed playtime with the kids and with the resident dog, Olivia. She had her kennel available, but enjoyed cuddles with their teenage son and quickly made herself a part of the family. I will certainly consider booking for future stays, and recommend Joanne to others!

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Kim 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: Aimee R.
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Aimee R.
from
$35
per night
5.0 out of 5 stars
5 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: 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: 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: 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

Tracy is the best dog sitter! My dog was given the attention she likes. There were other dogs that my pet met at Tracy’s that she made friends with. She got to play outside and go for walks. It was her dream come true!

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kathleen p.
Sitter Profile Image: Heather J.
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Heather J.
Star Sitter
from
$45
per night
5.0 out of 5 stars
30 reviews
3 repeat clients
20 years of experience
Muskego, WI, 53150

She was very nice. She responded very fast and sent lots of pictures. She gave updates everyday and let me know how everything was going. Would definitely book with her again

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Maddy L.
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 a wonderful sitter to our dog, Phoebe. Excellent communication, professional, and friendly. He sent us a few pics while we were away to let us know how she was doing, which I especially appreciated. Definitely recommend Scott, and his cute dog Lucy, to anyone looking for a sitter and a playmate.

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Yvonne D.
Sitter Profile Image: Nikki G.
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Nikki G.
from
$50
per night
5.0 out of 5 stars
56 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: 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 a sweet lady who took great care of Buddy. He was in great spirits when I picked him up. I will happily book Doreen again to look after my baby.

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Kim S.
Sitter Profile Image: Olivia T.
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Olivia T.
from
$45
per night
5.0 out of 5 stars
22 reviews
8 repeat clients
10 years of experience
Muskego, WI, 53150

Olivia was the best! She is kind and gentle and just loved our KC!! Olivia was able to give KC her meds without any issue. She was able to get her to eat! KC was definitely spoiled by Olivia! Thank you for taking such great care of our baby!

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Karen 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

Angela and family were outstanding! I will definitely call them again. They LOVE dogs! Angela was wonderful to work with, she set up a Meet and Greet to see how our dogs would get along. Nothing was stressful for her... she's calm, cool, and super easy to work with. She sent multiple pictures and gave updates. Her back yard is VERY dog friendly with a super fence and TONS of dog toys! Book her, you will not be sorry!

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Kyle 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: 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

Brian and Mary took great care of Rosey, as always! I feel so comfortable leaving her with them and appreciate all of the photos while we’re away! Thank you!!!!

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Nicole D.
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The median cost per night for dog boarding in Waukesha is $45

Dog parents share their Rover experiences - Waukesha

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5.0 out of 5 stars

Brittney was very nice and sent many photos of Millie having a good time. Millie enjoyed her stay and I woulld use Brittney again. Sheila

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Sheila S.
Boarding
5.0 out of 5 stars

Fantastic dog sitters. They provide regular pictures and ongoing communication. My boy loves the attention and walks and I’m very comfortable being gone knowing he is in good hands with Scott and the family.

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Mike A.
Boarding
5.0 out of 5 stars

Remy was so happy to stay when Dana and her Pugs. She had such a great time playing with the other dogs. When I picked her up, she was extremely excited and was well taken care of. Dana is an absolute joy. She sent pictures and updates every day while I was away. I was able to enjoy my vacation and not have to worry about my baby. We will definitely book Dana again.

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Deb D.
Boarding
5.0 out of 5 stars

I would give Lauren more than 5 stars if that was an option. From the meet and greet she made Champ and I feel comfortable. Thank you, Lauren, for the WONDERFUL care you provided for Champ.

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Lora S.
Boarding
5.0 out of 5 stars

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.
Boarding
5.0 out of 5 stars

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.
Boarding
5.0 out of 5 stars

Clinton and his family take amazing care of our puppy Louie. He is an energetic young pup and they do a great job getting his energy out and send lots of updates! We cannot recommend Clinton enough!!

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Jamie V.
Boarding
5.0 out of 5 stars

Catherine did a great job caring for our pup! She sent pictures during our time away and really enjoyed caring for her. Highly recommend!

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Amy S.
Boarding
5.0 out of 5 stars

Thank you for caring for Honey. I really appreciate your prompt replies and being able to accommodate Honey's new meds. Thank you

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Denise O.
Boarding
5.0 out of 5 stars

Amber was great. She took good care of my dog, and sent me updates and pictures. Her fenced in yard was large with other dogs for my dog to hang out with. I’d definitely recommend her.

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Linda D.
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
  2. 2. Meet In Person

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Popular requests for dog boarding - Waukesha

Select a filter and find qualifying sitters offering dog boarding.

Sitters in Waukesha average 11
repeat dog boarding clients

FAQs for Boarding - Waukesha

Frequently asked questions about Rover

The average cost for Dog Boarding in Waukesha 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 849 sitters on Rover offering Dog Boarding across Waukesha. 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 Waukesha 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 Waukesha 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 Waukesha 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 Waukesha.

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 Waukesha 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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