Doggy Day Care In Cannon Park

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Top rated Cannon Park doggy day care sitters

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Sitter Profile Image: Maria & Nayibe B.
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Maria & Nayibe B.
Star Sitter
from
$40
per day
5.0 out of 5 stars
387 reviews
121 repeat clients
20 years of experience
Brookfield, WI, 53005

Couldn't have asked for a more pleasant experience! Maria & Nayibe were so friendly and took amazing care of my puppy. Additionally they accommodated my daycare request on short notice. I highly recommend them and will definitely utilize their services again in the future :)

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INFJ W.
Sitter Profile Image: Drew B.
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Drew B.
from
$25
per day
5.0 out of 5 stars
4 reviews
2 repeat clients
2 years of experience
Washington Heights, Milwaukee, WI, 53208

Drew and Rue are awesome hosts! Luna and Rue became fast friends and they spent a lot of time playing and running around. Drew was kind enough to send pics and video to this nervous fur mom. He also asked if she had any particular routines to follow which was so appreciated. Luna has been good and tired out today so I could get some work done after I picked her up! Highly recommend Drew and Rue, we will be regular clients of theirs moving forward.

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Luna
Sitter Profile Image: Michelle M.
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Michelle M.
Star Sitter
from
$35
per day
5.0 out of 5 stars
65 reviews
26 repeat clients
15 years of experience
Washington Heights, Milwaukee, WI, 53208

If we could give her 10 stars we would! She made our visit to Milwaukee so much easier. We were nervous leaving Otis while we enjoyed our day out. Michelle assured us he would be fine playing with the other dogs and she was right! She sent pictures of Otis playing and you could tell he was happy and having fun. He also slept very well that night! We appreciate her watching Otis. We couldn’t be more happier of how his care was!

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Connie L.
Sitter Profile Image: Savannah S.
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Savannah S.
Star Sitter
from
$30
per day
5.0 out of 5 stars
22 reviews
9 repeat clients
8 years of experience
New Berlin, WI, 53151

Savannah did a fantastic job with my puppy, Junie! She was patient with introducing Junie to her two dogs, and everyone ended up getting along well. They got to play at the dog park and Savannah even gave Junie a bath after! Looking forward to having Junie stay with her when I’m traveling.

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Shannon T.
Sitter Profile Image: Kim S.
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Kim S.
Star Sitter
from
$32
per day
5.0 out of 5 stars
153 reviews
42 repeat clients
30 years of experience
Glendale, WI, 53217

Thank you so much to Kim! Kim was a fantastic dog sitter for our dog Mushi today. She's very friendly and made us feel very comfortable about leaving our lab mix rescue with her while we enjoyed the Milwaukee Zoo. She walked Mushi and also gave us updates as well as pictures. I highly recommend her to watch your dog.

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Angela S.
Sitter Profile Image: Jessica K.
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Jessica K.
Star Sitter
from
$30
per day
5.0 out of 5 stars
40 reviews
11 repeat clients
15 years of experience
Northpoint, Milwaukee, WI, 53211

Mickey loved his afternoon with Jessica! She took him for walks and made him feel at home. He was relaxed and happy when I picked him up. Jessica is such a kind soul, we feel extemely fortunate to have found her!

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Sally K.
Sitter Profile Image: Tracie B.
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Tracie B.
Star Sitter
from
$40
per day
5.0 out of 5 stars
53 reviews
19 repeat clients
20 years of experience
Johnson's Woods, Milwaukee, WI, 53214

Amazing communication and pictures throughout. Soba had such a great time hanging out with Tracie and Penny! She was totally pooped from all the fun we had by the time we got home. Would definitely bring soba back without hesitation.

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Hannah N.
Sitter Profile Image: Janice G.
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Janice G.
Star Sitter
from
$25
per day
5.0 out of 5 stars
19 reviews
7 repeat clients
30 years of experience
Wauwatosa, WI, 53226

About: I have always had dogs and they have always been treated like a family member. I do not currently have any pets so your pet will be my priority. I am retired but work part time - mostly from home- so I will be with your pet full time. I will follow any instructions you provide about caring for your pet. I have a fenced yard and a very clean environment for your pet. Your pet will get all the attention it needs and I will treat your pet like he/she were my own.

Sitter Profile Image: Michael J K.
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Michael J K.
Star Sitter
from
$25
per day
4.9 out of 5 stars
199 reviews
102 repeat clients
30 years of experience
Grasslyn Manor, Milwaukee, WI, 53216

MJ was amazing with Bobo and warmed up to him in such a short amount of time (usually it takes a while and even days!) He knew how to read Bobo and knew exactly how to interact with him. Definitely will be seeking out MJ to look after Bobo many more times.

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Calvin E.
Sitter Profile Image: Jill F.
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Jill F.
Star Sitter
from
$45
per day
4.9 out of 5 stars
105 reviews
33 repeat clients
30 years of experience
West Allis, WI, 53214

Jill was able to accommodate our request rather last minute and was communicative throughout. She gave our senior dog a wonderful day of companionship; we know she was well cared for and left very happy.

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Elizabeth P.
Sitter Profile Image: Alexandrea S.
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Alexandrea S.
Star Sitter
from
$30
per day
5.0 out of 5 stars
29 reviews
13 repeat clients
4 years of experience
Bay View, Milwaukee, WI, 53207

Alex was great to work with! Unfortunately my dog was a little too anxious to make it the full day but Alex was patient and transparent which I really appreciated.

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Chloe E.
Sitter Profile Image: Scott S.
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Scott S.
from
$35
per day
5.0 out of 5 stars
17 reviews
4 repeat clients
15 years of experience
Honey Creek Parkway, Milwaukee, WI, 53214

About: I love dogs and animals - they really are the best! I have owned three for many years, raising two from being puppies, and addressing challenging behavior with an older doggo, in addition to fostering multiple rescue dogs. I recently moved to WI, and my pets stayed home with my partner for now, and miss my furry companions and want to provide love and care for yours while I’m here! I am happy to work with you on what’s best, whether that is house sitting, boarding, or simply letting your animals out on walks or to go potty. Let’s chat! I currently work from home and have a remote job, so can provide your dog with any needs or attention that makes sense based on their schedule. I have some in-person meetings that occur throughout the week, and am generally around on the weekends regularly. If planning on boarding or daycare, I now live in a home with a nice backyard. I can easily crate, take out for potty breaks, etc. I am also mindful of dog reactivity regardless of my own or neighbor’s dogs.

Sitter Profile Image: Kimberly F.
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Kimberly F.
Star Sitter
from
$30
per day
5.0 out of 5 stars
17 reviews
2 repeat clients
18 years of experience
West Allis, WI, 53227

Kim did an amazing job taking care of my dog. I cannot thank her enough for working with my unpredictable work schedule as well. Highly recommend.

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Lauren B.
Sitter Profile Image: Tyler P.
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Tyler P.
from
$27
per day
5.0 out of 5 stars
28 reviews
7 repeat clients
15 years of experience
Greenfield, WI, 53219

About: I owned a dog growing up and cared for and trained one with my family. I sit for friends and family from time to time and I love to play and take dogs for walks and, if they are able, runs of up to a few miles! I have a fenced in yard, and my kids (4, 8) are also great with animals. I work from home. With the exception of rare travel days, school drop-offs, and evening events, I will always be around the house to care for your pup. Your pet will get the attention it needs, as I work from home and I have a fenced in yard, as well as young boys that are great with animals. Frequent outside visits and play times are very doable.

Sitter Profile Image: Elizabeth C.
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Elizabeth C.
from
$27
per day
5 years of experience
Wauwatosa, WI, 53213

About: I have had dogs of my own since I was 9 years old. I LOVE dogs--especially small ones! I have trained all of my dogs. I board friends' dogs in my home all the time, and am now excited to move into boarding strangers' dogs here on Rover! I work full-time, a mix of in-office and at home. I work from home on Thursdays and have flexibility on Fridays, so it works best for me to be able to provide boarding on long weekends (Thursday-Sunday). I am happy to provide your pet with seamless care and match what they are used to in your home. I have a large yard and a quiet neighborhood. My home has many rooms and I have some gates so that I can separate pets if needed. I also have a puppy play pen for smaller/younger pups who need their own space.

Sitter Profile Image: Yshonda H.
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Yshonda H.
Star Sitter
from
$33
per day
5.0 out of 5 stars
18 reviews
2 repeat clients
20 years of experience
White Manor, Wautosa,West Allis, Greenfield,New Berwlin,River West, Milwaukee, WI, 53219

Yshonda treated my Kingsley so well and kept me informed with pictures and videos. I was able to work without anxiety knowing she was caring for my fur baby.

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Emilie
Sitter Profile Image: Jennifer N.
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Jennifer N.
from
$25
per day
5.0 out of 5 stars
37 reviews
8 repeat clients
12 years of experience
Bay View, Milwaukee, WI, 53207

About: Hi there, Just a young professional who loves dogs of all sizes!! I have raised liters of puppies and work with many rescues as a foster and am learning behavior and advanced training. Additionally, I am experienced with dogs who need specialized medical care as I recently had a pet who had many medical needs for two years including administering shots, care for digestive problems, etc. Your dog will receive a lot of attention and love. They will get daily walks in the morning and evenings and outdoor time in my fenced yard as well. If they are larger and more active I would love to run with them. Reach out with any questions or special requests! I can definitely accommodate various needs given my extensive experience with dogs!!! I’m currently working from home every day but have the option to go into work as I wish. I have time throughout the day to walk dogs or watch them during daycare. My evenings are also open as well so I enjoy spending time with animals. The dogs that are in my care are always monitored even when in my fenced backyard. I have a small dog who I have always had to watch and had a senior who recently passed that needed extra attention. I love to play with dogs whether it’s fetch (yes my Pom plays fetch LOL) or just going on a run or walk with larger dogs! Every dog has unique needs based on their age, personality and breed so I like to take all of this into account!

Sitter Profile Image: Hannah N.
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Hannah N.
Star Sitter
from
$40
per day
5.0 out of 5 stars
11 reviews
4 repeat clients
15 years of experience
Historic Third Ward, Milwaukee, WI, 53202

Amanda was super nice with my Kiwi! I could tell kiw had a good time!

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Aleka O.
Sitter Profile Image: Daniel & Holly L.
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Daniel & Holly L.
from
$34
per day
4.9 out of 5 stars
483 reviews
197 repeat clients
45 years of experience
West Allis, WI, 53219

I will always bring my fur kiddo to Dan and holly if they’re available! The made me feel so comfortable! This was my 2nd time using them and I never felt more relaxed with them having my boy!

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Trina B.
Sitter Profile Image: Aidan H.
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Aidan H.
Star Sitter
from
$24
per day
4.9 out of 5 stars
35 reviews
12 repeat clients
12 years of experience
Menomonee River Hills, Milwaukee, WI, 53224

Aidan is responsive and has a lot of experience with pet care. She sends photos and keeps you updated on how your pet is doing. Will book again.

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James S.
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Over 2
pet parents in Cannon Park have booked doggy day care

Cannon Park dog parents share their Rover experiences

1 / 1
5.0 out of 5 stars

Kimberly took excellent care of our Corgi and Cockapoo. They really enjoyed spending the day with her. We will definitely book with Kimberly again.

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Tina D.
Doggy Day Care
5.0 out of 5 stars

Jill helped me out last minute & my pups are tired and happy after their day at her house! Would love to have her watch them again.

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Jenni J.
Doggy Day Care
5.0 out of 5 stars

Brooke was very sweet and it was easy for me to hand over Luna. She kept me updated with Luna. I definitely will be booking with Brooke in the future again!

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Amy T.
Doggy Day Care
5.0 out of 5 stars

Sarah took great care of my dog and has taken him a couple of times on pretty short notice and has been flexible with timing. Would definitely recommend!

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Kumar S.
Doggy Day Care
5.0 out of 5 stars

Drew took a same day booking and took great care of my dog! He sent photos and a video for updates and it looked like my pup got along great with his dog Roo. Would definitely recommend!

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Kumar S.
Doggy Day Care
5.0 out of 5 stars

Yshonda was absolutely wonderful to work with. We were a bit nervous because we have two fur babies with two different personalities and unique needs and Yshonda was very accommodating and flexible and was able to set our minds at ease. The babies are comfortable with her and seem to really enjoy her company. She’s friendly, personable and obviously loves dogs. She’s an amazing sitter and I would recommend her to anyone especially people who have never tried a dog sitter before. Check her out!

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Reno W.
Doggy Day Care
5.0 out of 5 stars

We are very comfortable leaving Hannah with Anne. I know when I go to work that I don’t need to worry as she is in great hands.

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Danielle T.
Doggy Day Care
5.0 out of 5 stars

Ashley was great! She communicated with me the entire time Asher was with her! She sent pictures and he loved playing with her wonderful furry babies! I definitely recommend if you guys are looking for a sitter who loves your pet as much as you do!

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Areli M.
Doggy Day Care
5.0 out of 5 stars

Michelle provided exceptional care for Stella, and we were truly impressed with her attentiveness and dedication. Her communication was excellent throughout the entire stay, keeping us well-informed and reassured. The pictures she sent were a wonderful touch, allowing us to see how happy and comfortable Stella was. We highly recommend Michelle as a dog sitter.

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Katy A.
Doggy Day Care
5.0 out of 5 stars

Monsse was very attentive, patient and kind to my active, not completely house trained 14 week old puppy. She had her for several hours and took her out hourly, walked her, and played with her. She updated me with photos throughout my puppy’s stay. I highly recommend Monsse and will booking with her in the future.

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Amy B.
Doggy Day Care
5.0 out of 5 stars

Rebecca, Ryan and their family have been an absolute blessing for Buckley and I! He LOVES coming to be with them

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Ellie M.
Doggy Day Care
5.0 out of 5 stars

We could not have asked for a better sitter. From the moment we picked up our dog, it was clear she was so well cared for and genuinely happy. We received great updates, and it gave us complete peace of mind knowing our dog was in such loving , attentive hands. You can tell she truly cares about the animals she watches. We are incredibly grateful and would absolutely book with her again without hesitation. Highly recommend!

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Jeffrey S.
Doggy Day Care
5.0 out of 5 stars

Mandi is very caring and friendly person. She made me feel very secure by leaving our dog with her. I would absolutely re-book and recommend her!

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Simona P.
Doggy Day Care
5.0 out of 5 stars

It was our first time leaving champ With Zoe for a day. Zoe took very good care of him and his needs. She was very understanding of our pick up and drop off time change. When she had to step out, she reassured us that her husband would be home to keep him comfortable. She walked him and sent us an update. Highly recommend!

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Madhu R.
Doggy Day Care
5.0 out of 5 stars

Tracie was wonderful with my anxious dog! She was very patient with him and provided updates throughout the time he was with her.

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Rebecca T.
Doggy Day Care
5.0 out of 5 stars

Maureen really helped me out with watching my foster for the day time while I had a day trip for work. She was very communicative and flexible!

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Scott S.
Doggy Day Care
5.0 out of 5 stars

Stajia is a fantastic dog sitter who took wonderful care of my energetic dog, Lulu. She is great with dogs and very friendly. I highly recommend her to anyone seeking a reliable and caring dog sitter.

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Annia G.
Doggy Day Care
5.0 out of 5 stars

Krystal is always so good at communication and sends lots of photos and videos throughout the day! Hallie is always so happy and smiling when she’s over there.

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Nicole J.
Doggy Day Care
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The median cost per day for doggy day care in Cannon Park is €35

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Sitters in Cannon Park average 4
repeat doggy day care clients

Doggy Day Care FAQs

Frequently asked questions about Rover

Sitters on Rover are free to set their rates. The median cost to hire a sitter for doggy day care in Cannon Park on Rover as of Jun 2026 was about €35 per day, after factoring in Rover’s service fees. A sitter’s rate may also change as you customize your booking to fit your and your dog’s needs.

As of Jun 2026, 569 sitters provided doggy day care in Cannon Park. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect sitter near you. As a reminder, sitters offering doggy day care joining Rover must pass a background check for you and your dog’s safety.

Rover makes it easy to reach out to multiple sitters about your booking. Typically, 88% of Cannon Park sitters offering doggy day care respond in under an hour.

Sitters who provide doggy day care in Cannon Park have an average of 21 years of experience. Sitters offering doggy day care with repeat customers have an average of 4 repeat clients. Experience can vary from sitter to sitter, but you can view reviews, years of experience, and number of repeat clients when you compare sitters in Cannon Park.

Cannon Park doggy day care sitters are happy to take care of your dog while you’re at work or unavailable for the day. Book a one-time visit, or set up a regular rhythm with your favorite Cannon Park sitter. Drop off your dog at the sitter’s home and rest easy knowing they’ll get frequent potty breaks, plenty of playtime, and lots of love. Doggy day care is great for:

  • Puppies and high-energy dogs
  • Dogs with special needs, including seniors
  • Pet parents who work long hours
  • Dogs with separation anxiety

There are 569 sitters offering doggy day care in Cannon Park on Rover, so you’re sure to find the perfect match for your dog! In Cannon Park, 82% of sitters offer daily exercise, 98% offer medication administration, and 98% have experience with senior dogs and dogs with special needs. We know each dog is unique and may have specific care instructions. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect doggy day care sitter near you. As a reminder, sitters joining Rover must pass a background check for you and your dog’s safety.

Yes! Sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your doggy day care 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.