Dog Boarding in Cannon Park, Milwaukee

Find a loving dog sitter to watch your dog overnight at your sitter's home.

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Boarding
House Sitting
Drop-In Visits
Doggy Day Care
Dog Walking
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Sitter Profile Image: April & Brad R.
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Sitter Profile Image: April & Brad R.
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1.

April & Brad R.

Opening home after losing pet
West Allis, WI, 53214
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
19 reviews
8 repeat clients
from
$50
per night

April and Brad proved to be true blue dog lovers and kept us updated with countless photos and videos to prove it. We have a slightly reactive dog, and April and Brad took everything in stride and sent us home with a happy dog and plenty of compliments. They will definitely be Jackson's mainstay from here on out. Thanks so much!

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Sitter Profile Image: Angela & Justin M.
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Sitter Profile Image: Angela & Justin M.
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2.

Angela & Justin M.

We're a family of dog lovers!
Wauwatosa, WI, 53226
Boarding, Dog Walking
5.0
22 reviews
6 repeat clients
from
$30
per night

Angela, Justin, and their young child did a fantastic job watching our 3 small dogs while we took our first family vacation. Updates with pictures were sent daily. Will definitely rebook for future vacations!

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Sitter Profile Image: Cindy T.
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Sitter Profile Image: Cindy T.
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3.

Cindy T.

TOTAL DOG LOVER :)
Wauwatosa, WI, 53222
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
547 reviews
336 repeat clients
from
$40
per night

Our one year old German Shepherd had a wonderful weekend with Cindy and her family. We loved getting pics and updates about his stay. I would recommend Cindy to anyone looking for a dog sitter/boarding.

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Sitter Profile Image: Kim L.
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Sitter Profile Image: Kim L.
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4.

Kim L.

Caring and experience dog lover
Wauwatosa, WI, 53213
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
8 reviews
2 repeat clients
from
$35
per night

Kim and family were very accommodating, great care, happy dog, excellent property and great home for watching my dog. She provided pictures and many updates. I would highly recommend her to anyone! :)

Confirmed availability: Christmas and New Year's
Sitter Profile Image: Brooke K.
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Sitter Profile Image: Brooke K.
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5.

Brooke K.

Loving your precious babies
West Allis, WI, 53227
Boarding, Doggy Day Care, Dog Walking
5.0
14 reviews
5 repeat clients
from
$38
per night

This was the first time we left our 2 year old fur baby with someone other than family and Brooke made this us feel very comfortable as we were a little nervous and Brooke was very understanding about it. She sent pictures and provided updates which we appreciated so very much. We will definitely use Brooke again!

Confirmed availability: Christmas and New Year's
Sitter Profile Image: Kathy & Brad K.
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Sitter Profile Image: Kathy & Brad K.
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6.

Kathy & Brad K.

Your Dog's Home Away from Home
Greendale, WI, 53129
Boarding, Doggy Day Care
5.0
30 reviews
13 repeat clients
from
$40
per night

Kathy was very nice, and easy to talk to. She provided care on pretty short notice to my baby Winifred, and treated her amazingly. She was very honest about care for Winifred, and let me know at the end of stay any troubles or accidents my demon caused her. My favorite thing was her sending me pictures every day! It made me feel very secure about the health and welfare of my pup!

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Sitter Profile Image: Kelle B.
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Sitter Profile Image: Kelle B.
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7.

Kelle B.

Trustworthy, dependable, caring
Honey Creek Parkway, Milwaukee, WI, 53214
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0
39 reviews
6 repeat clients
from
$50
per night

Kelle was very attentive, professional, and took wonderful care of my rambunctious pup Charlie! She sent lots of photos and I could tell she treated him like a dog of her own. I plan on boarding Charlie with her in the future!

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Sitter Profile Image: Anne B.
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Sitter Profile Image: Anne B.
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8.

Anne B.

It’s a YES from me, dog
Fair Park, Milwaukee, WI, 53214
Boarding
5.0
6 reviews
1 repeat client
from
$27
per night

Anne was so friendly and personable! She gave plenty of updates throughout our pup’s stay and made us comfortable knowing she was in a good home. We will definitely re-book Anne and recommend her for anyone looking for a great sitter!

Sitter Profile Image: Karen & Toy
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Sitter Profile Image: Karen & Toy
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9.

Karen & Toy

Rover 101
Ready to play and cuddle
Alverno, Greenfield, WI, 53220
Boarding
5.0
77 reviews
39 repeat clients
from
$35
per night

Karen and family were great for our dog while we were out of town for a long weekend. She was quick to schedule a meet and greet for us before booking to ensure our dogs got along. She sent us pictures and eased our worries while we were away. We will definitely be booking again when needed!

Confirmed availability: Christmas and New Year's
Sitter Profile Image: Giovanni M.
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Sitter Profile Image: Giovanni M.
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10.

Giovanni M.

Your Pup's Home Away from Home
West Allis, WI, 53214
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0
3 reviews
from
$35
per night

Giovanni has watched several of my foster dogs from the local shelter here. He is great with meeting new dogs and is very reliable. I always felt comfortable leaving Giovanni in charge of my dogs and felt confident in his ability. I always returned to happy pups and would 100% recommend him to anyone considering!!

Confirmed availability: Christmas and New Year's
Sitter Profile Image: Daniel & Holly L.
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Sitter Profile Image: Daniel & Holly L.
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11.

Daniel & Holly L.

Rover 101
Warm, loving, home like suroundings
West Allis, WI, 53219
Boarding, Doggy Day Care
5.0
365 reviews
157 repeat clients
from
$35
per night

Dan and Holly are two of the most caring people around. They took great care of my border collie, Buddy, and assured me that his 2 week stay with them would be a positive experience. I had absolutely nothing to be concerned about. Buddy become a temporary part of their family during his stay and was afforded all of the attention that he needed. What a fantastic set of canine caregivers Dan and Holly are. My extreme gratitude goes out to them.

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Sitter Profile Image: Jayme F.
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Sitter Profile Image: Jayme F.
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12.

Jayme F.

Dog lover and Groomer
New Berlin, WI, 53151
Boarding, Drop-In Visits, Doggy Day Care
5.0
21 reviews
8 repeat clients
from
$40
per night

I really appreciate Jayme and all she did taking care of Blue while we were away for Thanksgiving, including clipping his nails. She is quick to respond to messages and is flexible. Blue enjoyed his visit. I would use Jayme again in a heartbeat.

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Sitter Profile Image: Sarah J.
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Sitter Profile Image: Sarah J.
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13.

Sarah J.

I’m awkward with humans.
West allis, WI, 53219
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
49 reviews
24 repeat clients
from
$25
per night

Sarah is amazing and great with my boy. I love that she updated me on a daily basis and took great care of Hamburger. Definitely recommended and will be using again!

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Sitter Profile Image: Mandi B.
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Sitter Profile Image: Mandi B.
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14.

Mandi B.

Dog house that is people friendly!
West allis, WI, 53214
Boarding
5.0
17 reviews
6 repeat clients
from
$45
per night

Mandi is the best! We unexpectedly had to delay our return home from New Orleans due to illness, and she was so flexible and accommodating. Gave us such peace of mind knowing our pup was being loved in our absence. Mandi really goes above and beyond - she had a movie night with Pupcorn and made doggy pancakes in the morning. To top it off, she staged a Mardi Gras themed happy birthday photo shoot of our pup to send me birthday wishes while traveling, and sent him home with a Mardi Gras mask birthday gift bag for me. Can’t recommend her and her family highly enough for doggy sleepovers :)

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Sitter Profile Image: Lane & Alexis G.
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Sitter Profile Image: Lane & Alexis G.
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15.

Lane & Alexis G.

Loving Pet Sitter, Works from Home!
New Berlin, WI, 53151
Boarding, Doggy Day Care
5.0
7 reviews
2 repeat clients
from
$38
per night

Lane would be an ideal pet caregiver. He is very responsible person who truly loves animals. As he had a golden retriever, and he cared for 'Boone' like his baby, with lots of love, lots of walks and lots of fun! He has a great yard that any dog would enjoy, it is huge with lots of trees. He and his wife Alexis are very reliable and conscientious, and very well educated about Pets.

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Sitter Profile Image: Lou H.
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Sitter Profile Image: Lou H.
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16.

Lou H.

I’m a long time dog lover!
Wauwatosa, WI, 53213
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
28 reviews
3 repeat clients
from
$30
per night

Lady loved her stay with Lou! She took her for multiple walks. House was very clean and welcoming and she kept me updated with a few pics here and there. ❤️

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Sitter Profile Image: Blythe R.
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Sitter Profile Image: Blythe R.
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17.

Blythe R.

Every animal makes me smile!
Bay View, Milwaukee, WI, 53207
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0
133 reviews
60 repeat clients
from
$45
per night

Blythe was friendly, available and so very patient with my shy dog. She was able to drop her off before work to save time for me later in the day. She made accommodations to make my pet feel more comfortable and provided lots of walks and love! Will absolutely be using her services more in the future. Thank you!

Confirmed availability: Christmas and New Year's
Sitter Profile Image: tanya h.
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Sitter Profile Image: tanya h.
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18.

tanya h.

Lifelong animal caretaker and lover
Wauwatosa, WI, 53210
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
10 reviews
4 repeat clients
from
$50
per night

Tanya was amazing. She kept us updated and took great care of our pup. She was able to build a great rapport with our dog almost immediately.

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Sitter Profile Image: Elizabeth K.
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Sitter Profile Image: Elizabeth K.
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19.

Elizabeth K.

We’ll meet your dogs’ needs!
Grasslyn Manor, Milwaukee, WI, 53216
Boarding, Drop-In Visits, Dog Walking
5.0
17 reviews
6 repeat clients
from
$32
per night

Elizabeth took such great care of Chip. She sent us a really sweet update as well. Looking forward to using her and her family again in the future!

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Sitter Profile Image: Lisa L.
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Sitter Profile Image: Lisa L.
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20.

Lisa L.

Lots of puppy love in this house!
Wauwatosa, WI, 53213
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
8 reviews
4 repeat clients
from
$50
per night

I was so happy with Lisa and my first River experience! She sent photos and videos everyday, and my dog, Winnie, looked like she was having the best time with Lisa’s two doodles. It was really a relief to know that Winnie was safe and happy while we were on vacation. Thank you Lisa!

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Dog owners in Cannon Park, Milwaukee, WI turn to dog sitters on Rover for their dog boarding needs. Over 1,089 pet owners have reviewed dog sitters in Milwaukee, giving them an average rating of 5.0/5. Dog boarding can be affordable, no matter where you live or what your price range may be. Curious about how much dog boarding costs in Milwaukee with Rover.com? Check out our average dog boarding rates near you to get an idea before getting a conversation started with a dog sitter on Rover. When you leave your dog with a sitter you've connected with on Rover, you can relax, knowing your dog will be treated like family.

Rover.com is the simple, savvy way to find and book Cannon Park dog boarding. It's easy to find the perfect dog sitter. Many sitters on Rover have a long history of dog sitting, and 95% of reviewed stays have received a perfect five-star rating. When you book dog boarding on Rover, your dog will enjoy a loving staycation in their sitter's home. You'll get daily photo updates, and every stay booked through Rover also includes premium pet insurance, 24/7 support, and a reservation guarantee. Every dog sitter in Cannon Park, Milwaukee, WI has the option to complete a free background check. Stays are booked on Rover every minute of every day, and more than 92% of the population lives within a short drive of one of the more than 75,000 sitters who've listed their services on Rover. When you book Cannon Park dog boarding on Rover, your dog gets the loving care they deserve, and you get peace of mind.

A Daily Treat: A Blog by Rover

Rover's got you covered, even when you don't need a pet sitter or dog walker. Check out our blog for pictures of adorable dogs, help on your biggest dog-related questions, and more:

Book a Stay, Donate to a Cause

Sit a Dog, Save a Life lets you raise money for local dogs-in-need by doing something you do already: asking your neighbors to watch your dog instead of leaving them in a kennel. Many Rover sitters in Cannon Park, Milwaukee donate a percentage of their earnings to nonprofits through Sit a Dog, Save a Life. When you book with a sitter who has the Rover Donation Badge on their profile, you're helping dogs in need, right here in Milwaukee.

We're proud to support over 200 organizations across the nation, including:

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