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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Cindy T.
1.
TOTAL DOG LOVER :)Wauwatosa, WI, 53222
Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

Cindy is great. We were quite a bit late dropping Willow off, and although I'm sure it inconvenienced Cindy, she was very polite anyway. Our Labrador was giv… (more)

from
$35
per night
Calendar Recently Updated
Jill M.
2.
Caring Animal-Loving Vegan 💜West Allis, WI, 53227
Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

Jill took care of my guys as if they were her own. I love getting pictures of my guys when I’m out of town and Jill did not let me down. The pictures she was … (more)

from
$38
per night
Calendar Recently Updated
Baylee W.
3.
Let me care for your furry babies!Brookfield, WI, 53005
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Baylee was great to work with — so responsive and kind. More important, she took great care of our little Buddy and kept us posted on how he was faring during … (more)

from
$45
per night
Calendar Recently Updated
Deann R.
4.
Multiple walks and cuddles!Washington Heights, Milwaukee, WI, 53208
Dog Boarding, Doggy Day Care

Deanne was amazing! Sent two photos of my little Koda every day and genuinely seemed to care for him (staying with him to eat because he gets food-shy when ner… (more)

from
$25
per night
mkjjkelley@sbcglobal.net
Friendly, Fun and Faithful CareWauwatosa, WI, 53213
Dog Boarding, Drop-In Visits, Dog Walking

I am so happy to have found such a wonderful dog sitter! Karen (and Michael) are very quick to respond to messages and I received great updates while we were a… (more)

from
$35
per night
Dog Loving Couple!Wauwatosa, WI, 53225
Dog Boarding, House Sitting

Lindsey & Vincent were wonderful! They were prompt with communication, provided frequent updates, and took great care of our dog. Our lab has a lot of energy, … (more)

from
$38
per night
Calendar Recently Updated
7.
Wauwatosa's Wag More MotelWauwatosa, WI, 53213
Dog Boarding

Andrea and Jeff took wonderful care of our Opie while we were away. He came home a very tired pooch, so I know he enjoyed himself. Andrea sent updates and pics … (more)

from
$35
per night
8.
Caring & genuine animal enthusiastStory Hill, Milwaukee, WI, 53208
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

I will definitely be using Tyler's services again.My dog was comfortable with him right away so it eased my fears of leaving him.Tyler also sent me pictures and… (more)

from
$50
per night
Confirmed availability: Memorial day
home full time-dog lover sitter!Wauwautosa, WI, 53226
Dog Boarding

Chrissy took great care of our pup and provided daily updates/pictures. We would definitely book with her again! (more)

from
$36
per night
Confirmed availability: Memorial day
10.
Never met a dog I didn't likeWest Allis, WI, 53214
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care

Rachel is great and took great care of our dog, Beau. They have a great yard and he enjoyed playing with their dog. They also sent a picture during the stay. (more)

from
$25
per night
Calendar Recently Updated
11.
Safe fun and engaging pet care!Avenues West, Milwaukee, WI, 53233
Dog Boarding, Doggy Day Care

Reilly is an extremely reliable, caring, and experienced dog caregiver. Not only has she watched my puppy, but I know many other dogs that she has taken care of… (more)

from
$50
per night
Confirmed availability: Memorial day
12.
All Breeds WelcomeBrewer's Hill, Milwaukee, WI, 53212
Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

Our dog Doki had a great time with Brittini. She was super friendly and flexible with drop off and pick up time. Happy to have found a good sitter close by. 5 s… (more)

from
$28
per night
Confirmed availability: Memorial day
13.
Warm, loving, home like suroundingsWest Allis, WI, 53219
Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

We had our first stay recently and our puppy was well taken care of and loved. We received updates and photos throughout her stay as well. Such a nice family an… (more)

from
$30
per night
Calendar Recently Updated
14.
Dog care/training! Fenced yard!Enderis Park, Milwaukee, WI, 53210
Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

This was my first experience with Rover and I'm hooked. Elsa and her daughter were amazing. They kept me updated throughout the stay and my puppy loved his time… (more)

from
$35
per night
Calendar Recently Updated
15.
Experience foster and dog sitter!Hales Corners, WI, 53130
Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

This was the first time we ever had someone other than family watch our dogs. I will say I was nervous to do so but Eric helped to put me at ease with all of th… (more)

from
$30
per night
Calendar Recently Updated
Must Love DogsLower East Side, Milwaukee, WI, 53202
Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

Second time this nice couple have taken care of Precious. They kept her pics coming and kept me updated on her well being. Very flexible with the drop off/ pi… (more)

from
$30
per night
Calendar Recently Updated
17.
I am a avid pet lover.West Allis, WI, 53214
Dog Boarding

She is fantastic. I had a good feeling about her when I made my choice. And if I were to need Willowsitting services again. Dawn will be my first choice! (more)

from
$25
per night
Confirmed availability: Memorial day
I love dogs!Wauwatosa, WI, 53222
Dog Boarding, Doggy Day Care

Sarah has been my best Rover sitting experience so far! She's so obviously a dog lover— she was very gentle, patient, and loving in gaining the trust of my two … (more)

from
$30
per night
Calendar Recently Updated
19.
Best Friend BoardingNew Berlin, WI, 53227
Dog Boarding, Drop-In Visits, Doggy Day Care

Kari is an animal lover and it shows in her care for them. Toby had a fun stay at Kari's house and I received daily reports and pictures of his adventure there.… (more)

from
$38
per night
Calendar Recently Updated
20.
Young or Old, All Dogs are WelcomeTown Of Lake, Milwaukee, WI, 53207
Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

Erin did an absolute amazing job caring for my little Koko while we were out of town. Constant photos and updates of her wellbeing made our trip feel that much … (more)

from
$35
per night

Rover also offers Dog Boarding in:

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: