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.

1 / 1
Sitter Profile Image: Scott S.
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Scott S.
from
$35
per night
5.0 out of 5 stars
17 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.
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
380 reviews
118 repeat clients
20 years of experience
Brookfield, WI, 53005

We are SO HAPPY with the care and TLC our mini golden doodle has received while we’re away!! Thank you again, Maria for the wonderful daily updates and pictures. We will definitely book again! ❤️

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Christine S.
Sitter Profile Image: Ashlee K.
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Ashlee K.
Star Sitter
from
$35
per night
5.0 out of 5 stars
109 reviews
39 repeat clients
7 years of experience
Silver City, Milwaukee, WI, 53215

Ashlee did wonderful taking care of my 11yo Shih tzu and 2yo Goldendoodle. She took them on walks, and sent me updates while I was on my trip!! She was flexible with the time changes in my travel and made it easy for me to pick them up!! I know my pups were in great care with Ashlee!! Thanks again ☺️

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Bianca R.
Sitter Profile Image: Tracy S.
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Tracy S.
Star Sitter
from
$25
per night
5.0 out of 5 stars
12 reviews
2 repeat clients
15 years of experience
West Allis, WI, 53214

I have a special-needs dog that is blind, and due to loss of sight struggles with other dogs only because he can’t see them coming. Tracy watch Dover Rocky and make sure he was OK with all the other dogs and then sent me some of the cutest pictures of him just relaxing little notes telling me he was getting along with a dog that barked at him earlier. I’m never left Rocky with any other person other than family. Tracy is not part of that family.

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Char W.
Sitter Profile Image: Andrew J.
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Andrew J.
Star Sitter
from
$38
per night
5.0 out of 5 stars
10 reviews
2 repeat clients
25 years of experience
Sunset Heights, Milwaukee, WI, 53216

Andrew helped watch my dog, Lucy, during a recent trip I had. He was very flexible and communicative throughout the process with drop off and pickup, and sent great photos throughout the stay to keep me comfortable regarding how Lucy was doing. Would absolutely book with him again.

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Scott S.
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

I recently adopted my dog Bruno and he still can be a little skittish at times. When I went on vacation I didn't want to have to board him at a kennel where there might be a little too much simulation for him. Nikki and her family were perfect for him. He stayed with them for a week and I'm confident he was well taken care of because when it came time to pick him up he almost seemed hesitant to leave with me lol. Could tell he was comfortable in the house which says a lot. Will definitely be using Nikki again. Thank you!

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Erik B.
Sitter Profile Image: Laura N.
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Laura N.
Star Sitter
from
$41
per night
5.0 out of 5 stars
21 reviews
5 repeat clients
20 years of experience
Southpoint, Milwaukee, WI, 53221

Laura was great! Our dog Dolly seemed well taken care of. Dolly got along really good with her labrador Diesel. He is a sweet boy. Highly recommend her and have scheduled for future plans. Theresa W.

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Theresa W.
Sitter Profile Image: Savannah S.
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Savannah S.
Star Sitter
from
$38
per night
5.0 out of 5 stars
19 reviews
8 repeat clients
8 years of experience
New Berlin, WI, 53151

We left our Simba with Savannah for a weekend & it went great ! He enjoyed playing with her dogs & we could definitely tell that he wasn’t so worked up to come home (we have tried boarding locations in the past & he is very eager to get out of there asap & has never truly enjoyed that type of environment). We are very happy that we found Savannah to care for him ! The communication was great & and we are just happy that Simba had a safe/fun experience. We will definitely be booking again in the near future.

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Keylinne C.
Sitter Profile Image: Stacey M.
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Stacey M.
Star Sitter
from
$32
per night
5.0 out of 5 stars
59 reviews
24 repeat clients
3 years of experience
Fairview, Milwaukee, WI, 53219

My dog loves going to Stacey’s place. She takes great care of him even with his different eating preferences. Will keep booking with her and definitely recommend!

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Nidhi N.
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
88 reviews
22 repeat clients
20 years of experience
Waukesha, WI, 53186

This was my first time using Rover. I couldn’t have picked a better family to look after my 2 girls while I was out of town. Scott sent picks and videos every day while yo was gone showing how much fun they were having.

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Michael S.
Sitter Profile Image: Amy R.
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Amy R.
Star Sitter
from
$35
per night
5.0 out of 5 stars
5 reviews
3 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: Lisa W.
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Lisa W.
Star Sitter
from
$38
per night
5.0 out of 5 stars
348 reviews
100 repeat clients
30 years of experience
Bay View, MILWAUKEE, WI, 53207

Lisa was so great with my nervous dog. You can tell, and my dog could tell, that’s she’s a pet lover. My dog latched on to her and Lisa was very reassuring sending pictures and updates letting me know my dog was in good hands. I was able to relax more on my vacation knowing ZeZe was being well cared for!

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Kristen K.
Sitter Profile Image: dawn s.
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dawn s.
Star Sitter
from
$45
per night
4.9 out of 5 stars
56 reviews
28 repeat clients
20 years of experience
West Allis, WI, 53214

Stella stayed with Dawn and her family for a few days. Overall, the stay sounds like it went well. She has a nice fenced yard for her to run and play ball. They communicated and sent pictures and were quick to respond to messages.

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Carrie L.
Sitter Profile Image: Zachary S.
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Zachary S.
Star Sitter
from
$35
per night
5.0 out of 5 stars
22 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: Sarah K.
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Sarah K.
Star Sitter
from
$30
per night
5.0 out of 5 stars
22 reviews
4 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: Elizabeth K.
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Elizabeth K.
from
$40
per night
5.0 out of 5 stars
37 reviews
10 repeat clients
5 years of experience
Grasslyn Manor, Milwaukee, WI, 53216

Elizabeth provided 4 days of boarding for our dog. We were able to book her with short notice. Although my dog was nervous around children, she was able to help my dog get used to them. She is responsive and very accommodating. Our return flight was late and she was able to adjust our pickup time without any issues. Would highly recommend for boarding your dog.

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Mrigank G.
Sitter Profile Image: Jessica F.
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Jessica F.
from
$27
per night
11 years of experience
West Allis, WI, 53227

About: I’ve always been a caretaker whether it be with kids or animals! I’ve also had cats of my own for 11 years and a dog for 3 years. My dog loves making friends, so he would enjoy having other dogs at our house or having dogs join us on our daily walks. I’d love to care for your pets or be your reliable dog walker. I am a teacher, so my evenings and weekends are available for pet care during the school year. However, in the summer, I also have morning availability. I am very neat and respectful in other people’s homes. I’d give your fur baby/ babies lots of love and care, but I’d leave your home looking like you did when you left! In our house, our dog is well loved and has a fenced in backyard to run and play in. He loves having dog friends over to play!

Sitter Profile Image: Rhonda G.
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Rhonda G.
Star Sitter
from
$30
per night
5.0 out of 5 stars
125 reviews
56 repeat clients
15 years of experience
Whitefish Bay, WI, 53217

I am thankful Rhonda was able to watch my Boston Terrier on short notice. I was very comfortable leaving him with her and will definitely have her watch him in the future.

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Stephanie Q.
Sitter Profile Image: Yshonda H.
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Yshonda H.
Star Sitter
from
$41
per night
5.0 out of 5 stars
17 reviews
2 repeat clients
20 years of experience
White Manor, Milwaukee,Wautosa,Greenfield,New Berwlin,River West,West Allis, WI, 53219

We loved leaving our fur baby with Yshonda! She kept us in the loop with regular updates, photos, and videos, which made us feel like we were part of the fun too. Super responsive, caring, and trustworthy- we will be coming back 💕

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Ana P.
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.
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Cannon Park dog parents share their Rover experiences

1 / 1
5.0 out of 5 stars

Jill takes care of our 2 Shih Tzu's like they are her own This was their second visit and they ran to you like an old friend. We lost a great sitter when we left AZ and have been very lucky to have found you. Wouldn't leave them anywhere else!

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Marianne L.
Boarding
5.0 out of 5 stars

Tracy was phenomenal with our dogs! They had never been to a sitter, and she spent nearly an hour getting to know our family so our boys would be comfortable. They made friends while they stayed and she updated us along the way. By the end of their short stay, our 2 pups looked right at home in the photos we got. She even got them to eat - which they never do while my husband and I are away. We will definitely use her services again and I can't recommend Tracy enough!

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Kristi M.
Boarding
5.0 out of 5 stars

Janice was amazing with our puppy. It was our 1st time leaving him and Janice made us feel totally at ease and sent several pictures and videos throughout the day. Our guy was totally happy and comfortable when we picked him up. He loved his day with Janice and I'm sure he can't wait to see her again. We highly recommended Janice but selfishly want her all to ourselves. 😄

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Julie P.
Boarding
5.0 out of 5 stars

Molly was absolutely a perfect caregiver for our two little dogs. We are so appreciative that she provided such a loving, safe and fun-filled home. Thanks so much!

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Holly J.
Boarding
5.0 out of 5 stars

Stacey and family took great care of my Ollie dog. Sent photos and updates daily and were very accommodating on drop off and pickup times. Will definitely book again.

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Brent S.
Boarding
5.0 out of 5 stars

Marie did a great job watching my pup Henry overnight! She was easy to communicate with Henry had a great time with her.

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Jenna Y.
Boarding
5.0 out of 5 stars

I can’t say enough great things about Ashley and her fur babes! This was my first time using Rover or having someone I didn’t know watch my fur babies. So you can imagine my nerves. Ashley instantly put my nerves at ease. She sent photos of how they were doing and kept me in the loop of how they were doing. This was great experience overall and will use Ashley in the future!

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Jessica M.
Boarding
5.0 out of 5 stars

Zach was great! I really appreciate he receives one client per booking, that was helpful for my anxious dog. They loved being couch potatoes and going to the outside to play and hunt invisible animals. My dogs felt at home really fast! Also he was willing to learn a couple of commands in Spanish to communicate with my mexican dogs ❤️.

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Gabriela C.
Boarding
5.0 out of 5 stars

Dan and Holly's house is Sadie's second home. They have always been flexible with my schedule and Sadie gets all of the cuddles she wants! Thank you again for taking care of my girl.

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Amber G.
Boarding
5.0 out of 5 stars

Always the best. This was my 3rd time having Alyssa watch Maggie. Never a worry while I'm away. She's my go-to. Thanks Alyssa!!

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Travis S.
Boarding
5.0 out of 5 stars

Tracie was wonderfully attentive and great with our pup! We’ll definitely be booking again in the future. Great communication, and respectful of our dog’s needs. Our dog can be a bit leash reactive, but Tracie was mindful to introduce her carefully to her own pets and make sure our dog was comfortable. Thank you, Tracie!!

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Emily B.
Boarding
5.0 out of 5 stars

We had a great experience with Kimberly. She was incredibly kind, patient, and attentive to our puppy. She was very responsive to messages. We could tell our puppy was well cared for and loved. We will definitely book with her again.

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Nicholas A.
Boarding
5.0 out of 5 stars

Yshonda was absolutely pawsome as a pup sitter! She kept me updated the entire time with the cutest videos of Abby playing and having a tail-wagging good time with her dog. I always felt informed and at ease while Abby was in her care. Honestly, I’ve never seen Abby so excited to spend time with someone she had just met — she came home one happy pup! Yshonda even sent Abby home with an adorable little goodie bag, which was such a thoughtful touch. She’s truly been one of the best dog sitters I’ve ever had — I’d recommend her fur-real to anyone looking for someone caring, attentive, and trustworthy!

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Sean P.
Boarding
5.0 out of 5 stars

Thank you for taking great care of Penny! You were always sending pics and updates! Definitely will rebook with you in the future!

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Trisha V.
Boarding
5.0 out of 5 stars

Maggie was a wonderful and attentive sitter for our dog, Bolo! She has cared for Bolo twice and he was excited to see her on the 2nd round. She clearly cares about the pets she sits for, and she asked about everything I could have thought related to Bolo's care. Maggie sent updates while we were gone, and we quickly built trust with her. She was easy to work with and flexible with pick-up and drop off time changes too! I will be asking her to pet sit for us again soon!

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Sam M.
Boarding
5.0 out of 5 stars

Snuffy had such a lovely vacation! Robyn went out of her way to make sure Snuffy’s stay was filled with things that made her happy and comfortable. Thank you again!

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Chlo D.
Boarding
5.0 out of 5 stars

Michelle was amazing and I’m so happy for Charley to have stayed with her and her family! I hope to have Charley stay with them again in the future!

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Mark M.
Boarding
5.0 out of 5 stars

Angie always takes such good care of our pup! Very easy to communicate with as well. Will gladly have her watch Oscar again!

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Anne-Marie G.
Boarding
5.0 out of 5 stars

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.
Boarding
5.0 out of 5 stars

This is the second time we’ve used Kelle, and our dogs love her. She does not have other pets which works especially well since one of ours is unsure around other dogs. She sends picture updates and is so good with them. Since the first time we used her, we always check her availability first!

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Beth W.
Boarding
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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.