Dog Boarding In Cannon Park

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Top rated Cannon Park dog boarders

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: Maria & Nayibe B.
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Maria & Nayibe B.
Star Sitter
from
$45
per night
5.0 out of 5 stars
341 reviews
107 repeat clients
20 years of experience
Brookfield, WI, 53005

As always, Kiki was in great care while we went away for a few days. We never have to worry because we know she is happy and in a safe and loving home with Maria & Nayibe. Thank you for taking such great care of Kiki!!

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Emily D.
Sitter Profile Image: Savannah S.
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Savannah S.
from
$38
per night
5.0 out of 5 stars
7 reviews
1 repeat client
8 years of experience
New Berlin, WI, 53151

Savanah did a great job watching my dog over a weekend. Her dogs were extremely friendly with mine and my dog had a wonderful time. Would definitely recommend booking with Savanah.

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Alex G.
Sitter Profile Image: Ashlee K.
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Ashlee K.
Star Sitter
from
$35
per night
5.0 out of 5 stars
100 reviews
36 repeat clients
7 years of experience
Silver City, Milwaukee, WI, 53215

Ashlee was great with my dog, Sariah! She sent updates with pictures throughout the weekend, which was much appreciated. We will definitely book her again when we need a sitter.

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Amber
Sitter Profile Image: Daniel & Holly L.
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Daniel & Holly L.
from
$38
per night
4.9 out of 5 stars
480 reviews
197 repeat clients
45 years of experience
West Allis, WI, 53219

Dan and his family are our go-to sitters since we moved to the area. Our elderly dog, Stella, has stayed with them over the weekend twice and will be staying with them again next month for over a week. They have been more than accommodating with her needs, from providing her endless attention to making sure she gets her medications on time. They are patient with her fussiness and also make sure she gets plenty of time to rest. They also reach out to us during the visit with photos and updates! While they often sit multiple dogs at once, they maintain excellent control ensuring everyone is happy and healthy. They are retired so the pets receive loads of affection and are not left alone. Stella has grown quite attached to Dan and we look forward to having her stay with them again soon! We highly recommend this attentive, caring family!

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Kelsey T.
Sitter Profile Image: Laura N.
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Laura N.
Star Sitter
from
$39
per night
5.0 out of 5 stars
16 reviews
2 repeat clients
20 years of experience
Southpoint, Milwaukee, WI, 53221

Laura did amazing with Romeo, she updated us everyday on how he was doing and was very responsive. Romeo was in very good hands. We would definitely use her again!

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Kyle A.
Sitter Profile Image: Stacey M.
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Stacey M.
Star Sitter
from
$32
per night
5.0 out of 5 stars
50 reviews
21 repeat clients
3 years of experience
Fairview, Milwaukee, WI, 53219

Stacey and her husband were extremely sweet and welcoming to my girl Joon. I loved that they had a well-lit fenced in yard and treated Joon like their own. We will gladly book again in the future!

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Ashley C.
Sitter Profile Image: Nikki G.
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Nikki G.
Star Sitter
from
$50
per night
5.0 out of 5 stars
52 reviews
11 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: Jessica B.
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Jessica B.
Star Sitter
from
$45
per night
5.0 out of 5 stars
6 reviews
2 repeat clients
16 years of experience
Borchert Field, milwaukee, WI, 53121

My dog seemed to love her stay with Jessica, and I was given frequent updates.

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Laura G.
Sitter Profile Image: Sarah K.
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Sarah K.
Star Sitter
from
$30
per night
5.0 out of 5 stars
19 reviews
3 repeat clients
20 years of experience
Wauwatosa, WI, 53213

Sarah and her family took great care of Goose while we were gone for a quick overnight! Goose got lots of walks around the neighborhood and played well with their kids, both in the yard and outside. We wouldn’t hesitate to book again in the future!

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Anna W.
Sitter Profile Image: Lisa W.
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Lisa W.
Star Sitter
from
$38
per night
4.9 out of 5 stars
299 reviews
87 repeat clients
30 years of experience
Bay View, MILWAUKEE, WI, 53207

Lisa was great with my dog and made it a smooth pick-up and drop-off process. I could tell my dog was comfortable and well cared for. I would definitely recommend booking with her!

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Briana O.
Sitter Profile Image: Amy R.
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Amy R.
from
$35
per night
5.0 out of 5 stars
3 reviews
2 repeat clients
20 years of experience
Wauwatosa, WI, 53222

Riley had such a great experience, and I truly can’t say enough good things. Communication was amazing from start to finish, and she was so flexible when our flights changed, which took a huge weight off my shoulders. She even sent pictures without us asking which we absolutely loved and really appreciated. Her kids and mother were incredibly kind and Riley also got along so well with their dog, Annalise. Riley isn’t around other dogs very often, so I was a little nervous, but they did great together and it made me so happy to hear how well she adjusted. Honestly, the whole experience felt so comfortable… like I’ve known them for a long time. That says a lot when you’re trusting someone with your dog. I would absolutely use them again without hesitation. I think Riley may have even found herself a new best friend 🐾

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Renee B.
Sitter Profile Image: dawn s.
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dawn s.
Star Sitter
from
$45
per night
4.9 out of 5 stars
54 reviews
27 repeat clients
20 years of experience
West Allis, WI, 53214

This was my first time using Rover and I couldn’t be happier with Dawn and her husband! They were so welcoming at our Meet and Greet and made us feel very comfortable leaving Zeke overnight. She sent us updates and pictures of him having a blast in their back yard, so I could tell Zeke was having a great time. I highly recommend Dawn and will definitely be booking with her again in the future!

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jordyn w.
Sitter Profile Image: Kathy & Brad K.
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Kathy & Brad K.
Star Sitter
from
$40
per night
5.0 out of 5 stars
61 reviews
23 repeat clients
30 years of experience
Greendale, WI, 53129

Thank you Kathy for taking care of Oreo, the experience was great. Your daily pictures were special and your care gave us peace during our vacation

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Paola D.
Sitter Profile Image: Jill F.
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Jill F.
Star Sitter
from
$55
per night
4.9 out of 5 stars
100 reviews
31 repeat clients
30 years of experience
West Allis, WI, 53214

Jill was great with our two pups. Her home is like a pup paradise with tons of toys and a yard to run in. We will be back for future sitting needs.

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Valerie K.
Sitter Profile Image: Scott & Ashley S.
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Scott & Ashley S.
Star Sitter
from
$44
per night
5.0 out of 5 stars
73 reviews
18 repeat clients
20 years of experience
Waukesha, WI, 53186

Scott was great at communicating with us about our Libby while she was staying with him and sent lots of pictures. Which was great! I wouldn’t hesitate to use Scott again should the need arise. Thank you Scott!

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Lynn S.
Sitter Profile Image: Christina F.
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Christina F.
Star Sitter
from
$45
per night
5.0 out of 5 stars
23 reviews
5 repeat clients
25 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: Rebecca S.
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Rebecca S.
Star Sitter
from
$45
per night
5.0 out of 5 stars
172 reviews
52 repeat clients
30 years of experience
Town Of Lake, Milwaukee, WI, 53207

Becky was the best caregiver we found in the Milwaukee area for our pups. She is very communicative and gave our dogs the specific care they needed (one gets pretty anxious in new environments). We have hired her for single day care, an overnight, and a week-long trip out of state. She has a large backyard for the dogs to play in and lots of comfortable beds to rest for when they come inside. Most of all, we appreciate her daily pictures and updates. Highly recommend!

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Katie W.
Sitter Profile Image: Janice G.
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Janice G.
Star Sitter
from
$40
per night
5.0 out of 5 stars
19 reviews
7 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: Zachary S.
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Zachary S.
Star Sitter
from
$35
per night
4.9 out of 5 stars
19 reviews
2 repeat clients
15 years of experience
Fairview, Milwaukee, WI, 53219

I was nervous leaving my boys in someone else's home. From the meet and greet it was obvious that Zach would be a great fit for my boys! He was engaging and they both liked him alot right away. When I dropped them off, they were excited to be there!! Zach was Great with communication, sending a Pic and video answering me quickly. I would definitely recommend Zach!! I will definitely have him watch them again if needed and if he accepted!!

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Dena K.
Sitter Profile Image: Megan & Richard S.
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Megan & Richard S.
Star Sitter
from
$60
per night
5.0 out of 5 stars
36 reviews
12 repeat clients
20 years of experience
Historic Third Ward, Milwaukee, WI, 53202

Megan & Richard were so warm and welcoming to my pup! They kept me updated on his stay and made sure he was well taken care of. Pepper will be excited to go back!

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Isabella M.
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Over 82
pet parents in Cannon Park have booked dog boarding

Cannon Park dog parents share their Rover experiences

1 / 1
5.0 out of 5 stars

Our Senior baby was very comfortable with Zach. He walked into the house without any trepidation. We

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Neena P.
Boarding
5.0 out of 5 stars

Alyssa was amazing with our dogs! She was attentive to their needs and took great care of them. Often sending pictures of them snuggling or just hanging out. They treated both of our dogs like family. Kilo is taking medication and Alyssa made sure he took them daily. I would definitely book again with her if we need a sitter.

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Danilo C.
Boarding
5.0 out of 5 stars

Bella was great! She had very quick responses, was flexible with our boarding schedule, and sent daily pics or videos while we were in another country. Our puppy Lenny had a great time playing with her dogs and cat. Will definitely be booking with her again :)

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Danielle P.
Boarding
5.0 out of 5 stars

Our dog Bubbles had THEEEEE BEST time with Ms. Lenise! We got updates by video which was really cool and we even got to share on social media. Bubbles was drawn to Ms. Lenise from the time she met her and that made our family very happy! Bubbles even got a goodie bag to bring home. She loves her toys and we can’t thank our sitter enough. If you need someone, especially last minute, Ms. Lenise will make it happen and worth the money!

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Ieshia W.
Boarding
5.0 out of 5 stars

Erin was great! She watched our dog for 8 days. And all went smoothly! Thanks for caring for Dory!

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Peg H.
Boarding
5.0 out of 5 stars

Erin was so communicative with lots of photos and updates. She was also incredibly patient with our anxious guy who had a hard adjustment!

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Maura H.
Boarding
5.0 out of 5 stars

Laura and her family were wonderful. Great communication and received lots of photos. We could tell Louie was well loved while we were away

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Maggie S.
Boarding
5.0 out of 5 stars

Shelby had the best time with Mallory. He was welcomed into the house and got along well with the owner's dog. Good communication with Mallory. Will definitely book again

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Kate O.
Boarding
5.0 out of 5 stars

Mollie is the best. This is truly Gemma's vacation and she loves staying with Mollie and friends. ❤️

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Michelle S.
Boarding
5.0 out of 5 stars

Natalie took great care of Hazel and provided us helpful updates. She accommodated a last minute request when another booking fell through. I highly recommend her!

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Brian H.
Boarding
5.0 out of 5 stars

Michelle was such a kind and welcoming host, our dog fit right into her home! She gave great updates throughout our dogs stay.

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Katie R.
Boarding
5.0 out of 5 stars

Becca, Ryan and the boys did an absolute wonderful job watching our doodle’s. We have a 10 1/2 year-old who gets nervous when we leave her, and a very goofy energetic 2 year old. We received updates and photos daily. We will definitely be booking with Becca and Ryan again we are so grateful we found them. We had the best time knowing our girls were being loved while we were away❤️

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Terri D.
Boarding
5.0 out of 5 stars

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.
Boarding
5.0 out of 5 stars

Pearl always has a great time at Katie's house. I have no worries if I need to leave town for a few days.

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Cathy V.
Boarding
5.0 out of 5 stars

Our pups had a really great time during their stay and we could tell that they felt right at home with Molly. We really appreciated the open communication and the updates that Molly sent. We will definitely seek out Molly the next time we need a sitter.

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Jennifer L.
Boarding
5.0 out of 5 stars

It was so easy to relax on vacation knowing my pup was in such good hands! She didn’t want to leave when it was pickup time. Kim truly goes above and beyond.

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Melanie D.
Boarding
5.0 out of 5 stars

To date, she's welcomed my Otis 3-4x. She's been very detailed with his care and has catered to his specific needs. Communication is also very timely.

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Omar R.
Boarding
5.0 out of 5 stars

Mandi was such a great help for our family! We were visiting from out of town and needed to find a sitter. She made sure our pups, and hers, were comfortable and calm, and she sent updates throughout their stay. We're so grateful and would absolutely recommend Mandi!

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Erika K.
Boarding
5.0 out of 5 stars

Dawn took good care of Lady. She sent updates while Lady was in her care. I would refer her to anyone that’s asks me.

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Alycia W.
Boarding
5.0 out of 5 stars

We're a repeat guest of Stacey and her family's and definitely would be a repeat repeater! They take such great care of Tucker!

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Jennifer H.
Boarding
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How Rover works

  1. 1. Search

    Read verified reviews by dog parents like you and choose a boarder who’s a great match for you and your dogs
  2. 2. Meet & Greet

    Meet either virtually or in-person with a boarder to discuss the level of care needed for your dogs while you’re away
  3. 3. Book & Pay

    All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!

Why Choose Rover?

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  • Reservation protection

    It doesn’t happen often, but if your dog boarding sitter has to cancel, we’ll work with you to find a new dog boarding sitter.

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    We’re friendly, knowledgable, and total dog fanatics. You can get in touch with us anytime.

Dog Boarding FAQs

Frequently asked questions about Rover

If you’re searching for a Cannon Park dog boarding sitter for the first time, visit the sitter’s profile and select the Contact button.

If you have an active request or have booked a service with a sitter before, learn more about how to do this in the Rover app or on your computer.

Typically, dog boarding sitters on Rover respond in under an hour, so you should be matched with the perfect sitter for you and your dog in no time!

Experience can vary widely from sitter to sitter, but you can view reviews, years of experience, and number of repeat clients when comparing sitters available in Cannon Park.

Rover makes it easy to find Cannon Park dog boarding sitters to provide loving care from their own home. The background-checked, 5-star sitters you can find on Rover will welcome your dog into their home when you’re away—whether it’s just for the weekend or longer. Dog boarding is great for:

  • Dogs of all ages and abilities, including puppies
  • Pet parents looking for a safe, loving alternative to a kennel
  • Dogs who’d love to socialize with their sitter’s pets

Yes! Sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your dog boarding sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your sitter has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your pet is covered by the Rover Guarantee reimbursement program for eligible veterinary care.

Note: If your dog boarding sitter requested to cancel this booking, then they need to cancel from their account. Please contact them via Rover Messages.

We get it—sometimes plans change and you may need to cancel your dog boarding service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your sitter’s cancellation policy.