Dog Boarding Waukesha

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Over 490
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.

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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
94 reviews
24 repeat clients
20 years of experience
Waukesha, WI, 53186

Scott and Ashley (and kids!) were amazing. We'd never boarded our two dogs anywhere so we were quite nervous about leaving them, but they kept us updated with regular photos and responded quickly to any message. The dogs got regular playtime and lots of snuggles and clearly became part of the family. We could not have been happier with this experience! I cannot recommend them highly enough. Thank you!!!

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Abby M.
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: Brittany O.
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Brittany O.
from
$45
per night
5.0 out of 5 stars
19 reviews
4 repeat clients
20 years of experience
Waukesha, WI, 53186

Brittany was great! My pup came home happy and actually seemed like she didn’t want to leave ? Brittany was great about communication and sent me plenty of photos of my pup during her stay. I would highly recommend her.

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Amanda L.
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 wonderful sitters! We are so at peace leaving our dog Milo in their care. They send us frequent updates and pictures. Milo is worn out by the time he comes home. He loves his walks and playing with their pup! I would highly recommend them!

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Deb P.
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: 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

Everything was great and happy they took good care of Nia! I appreciated receiving daily photos/videos. Will definitely use them in the future.

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Joann marie W.
Sitter Profile Image: Angie F.
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Angie F.
Star Sitter
from
$45
per night
5.0 out of 5 stars
129 reviews
46 repeat clients
15 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: Joanne V.
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Joanne V.
Star Sitter
from
$50
per night
5.0 out of 5 stars
17 reviews
4 repeat clients
5 years of experience
Waukesha, WI, 53189

Joanne was a LIFE SAVIOR ! I had a last minute cancellation and she responded right away and was able to help take care of Atlas. She was super communicative, shared great photos, and took amazing care of Atlas incredibly impromptu! Thank you thank you thank you !

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Stephanie A.
Sitter Profile Image: Kandice B.
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Kandice B.
Star Sitter
from
$28
per night
5.0 out of 5 stars
8 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: Aimee R.
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Aimee R.
from
$30
per night
5.0 out of 5 stars
4 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: 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

Jenifer took great care of Hazelnut while we were on vacation. Hazelnut is a little shy but took to Jenifer right away. Jenifer is very responsive and sent us lots of cute pictures while we were away. A+

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Jason M.
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

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: 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: 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

Our puppy had a great first time with Doreen. She sent daily updates and photos to keep us up to date with how he was doing. We felt very comfortable leaving our puppy with Doreen for the weekend

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Kristina 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

Beau had a great stay. He got lots of pets, walks, and care. She was also quick to respond for updates! Would recommend :)

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Marcela B.
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 wonderful! My dog loved her and had the best stay! She was so kind, helpful in answering my questions as a first time Rover user, attentive, and again my dog loved her! Thanks again and we will book again whenever we need to!

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Ivory S.
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: 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: Christina W.
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Christina W.
from
$40
per night
5.0 out of 5 stars
20 reviews
12 repeat clients
15 years of experience
Muskego, WI, 53150

Christina was wonderful! She kept in contact with us and sent us super cute pics. Her dogs were very well behaved and I think our dog had a blast with them. Thank you so much, Christina!

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Sharon G.
Sitter Profile Image: Scott S.
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Scott S.
from
$35
per night
5.0 out of 5 stars
19 reviews
4 repeat clients
15 years of experience
Honey Creek Parkway, Milwaukee, WI, 53214

Scott and his dog Lucy were a great match for Roo! I received multiple picture updates and he was great at communicating. We met up beforehand to ensure a good match, and it was clear Scott has a natural way with dogs. Would gladly rebook!

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Jack P.
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The median cost per night for dog boarding in Waukesha is $45

Dog parents share their Rover experiences - Waukesha

1 / 1
5.0 out of 5 stars

My dogs seemed like they were having a great time with Scott, Ashley and their boys. They sent me lots of pictures and updates, which I really like. And the boys came home tired and happy!

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Jennifer M.
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
5.0 out of 5 stars

Mozzie had an exceptional time with Chrissy and family. He got all his favorites - fetching the tennis ball, lots of pets and attention, downtime when he needed it, and even some swimming. He came back happy - which makes us happy. we appreciated the updates and photos of Mozzie and the flexibility and communication of Chrissy. Do not hesitate to book with her!

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Kurt R.
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

    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

Sitters in Waukesha average 11
repeat dog boarding clients

FAQs for Dog Boarding - Waukesha

Frequently asked questions about Rover

The average cost for Dog Boarding in Waukesha on Rover is $44.4 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 858 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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