Pet Sitting & Drop Ins in Cannon Park, Milwaukee

Book a pet sitter to stop by your home a few times a day to feed and play with your dog.

To ensure accurate availability & pricing, please add your drop-off and pick-up dates.

Search Results

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Christina J.
Experienced and attentive!Wauwatosa, WI, 53226
Drop-In Visits, Dog Walking

Thank you for being so sweet to our dog, Christina. You were easy to work with, quick to respond, and reliable. (more)

from
$18
per visit
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Ebonie G.
2.
Doggy mom and daughter here to helpGolden Valley, Milwaukee, WI, 53222
Drop-In Visits, Dog Walking

Ebonie and her daughter have been great working with my puppy! He’s typically scared of strangers but he warmed up to them so quickly! I definitely recommend. (more)

from
$13
per visit
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Nicole C.
3.
Communicative and caring pet sitterNational Park, Milwaukee, WI, 53215
House Sitting, Drop-In Visits, Dog Walking

Nicole was great with my pug (who can be anxious with new people). Good communication, arrived early, and sent me pictures. Highly recommend! (more)

from
$20
per visit
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Danielle D.
Animals Over AnythingMilwaukee, WI, 53214
Drop-In Visits, Dog Walking

Danielle was very attentive and was able to come with a few days notice. She took lots of cute pictures of our dog. He loved every minute of his time with her! (more)

from
$14
per visit
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Brittany W.
Never met a dog I didn’t like!Brookfield, WI, 53005
House Sitting, Drop-In Visits, Dog Walking

Brittany has been reliable along with her warm personality. She always communicates extremely well and makes sure that everything is done with intentionality an… (more)

from
$14
per visit
6.
Local dog enthusiast :)Golden Valley, Milwaukee, WI, 53222
Dog Boarding, Drop-In Visits, Dog Walking

Rachel did a few drop in visits for my cat while I was away on vacation. She did a wonderful job and my usually shy cat warmed up to her very quickly which is a… (more)

from
$15
per visit
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7.
Attentive & Caring - ♥️ Senior PetsWauwatosa, WI, 53213
Drop-In Visits, Dog Walking

Anna started pet sitting for us in 2014 when our elderly cat needed medications administered while we were gone for a weekend. Anna did an amazing job, sent us… (more)

from
$17
per visit
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8.
Hardworking, passionate, and lovingWauwatosa, WI, 53226
House Sitting, Drop-In Visits, Dog Walking
3 years of experience

About: I’ve worked in multiple boarding facilities since 2020. I became a surgical vet assistant in 2021 and I’m in school to become a certified veterinary … (more)

from
$22
per visit
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9.
Providing cuddles & care!Wauwatosa, WI, 53213
Drop-In Visits, Dog Walking

MY DOGS LOVE LISSA! She did such a great job. She let me know every detail of the stay and was very thorough. She did an hour drop in and played with my 2 labs.… (more)

from
$13
per visit
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10.
Dog living Frenchie DadCooper Park, Milwaukee, WI, 53222
Drop-In Visits, Dog Walking

Jimmy is very responsible and has 14 years experience with having a dog. He has taken care of dogs since he was 10 years old and currently has his own dog. Jimm… (more)

from
$12
per visit
11.
Mia 
Verified Enhanced Background Check
Your dogs second best friend :)Wauwatosa, WI, 53226
Drop-In Visits, Dog Walking

Mia was absolutely amazing with my feisty little dog! She sent me updates and the cutest pic. Will definitely be using her services again. (more)

from
$15
per visit
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Happy to help :)Wauwatosa, WI, 53213
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Kristin is one of the most loving, animal-caring humans to have ever roamed the earth. She is patient, kind, extremely knowledgable, and every 4 legged friend l… (more)

from
$14
per visit
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13.
25 year veteran of animal careWest Allis, WI, 53214
House Sitting, Drop-In Visits, Dog Walking

Great sitter. (more)

from
$16
per visit
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14.
Lover of all animals big or small!Wauwatosa, WI, 53226
Drop-In Visits, Dog Walking

Thank you! I will definitely keep you in mind for future visits. ? (more)

from
$15
per visit
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15.
Trustworthy, punctual, activeWauwatosa, WI, 53213
Drop-In Visits, Dog Walking

Marissa is a wonderful dog sitter! She has watched my dog, Sadie, multiple times and is so loving while we're away. She's extremely responsible and does a great… (more)

from
$15
per visit
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16.
Active, responsible, kind pet loverWauwatosa, WI, 53213
House Sitting, Drop-In Visits, Dog Walking

Briana took great care of our puppy on fairly short notice on Thanksgiving. Really appreciate her interrupting her day! Definitely will reach out again and reco… (more)

from
$18
per visit
17.
Lots of love to share with your petWauwatosa, WI, 53226
Drop-In Visits, Dog Walking

Sarah has had pets since she was a small child and has always been affectionate towards them. She relates well to animals and has cared for our dog and cat. S… (more)

from
$14
per visit
Calendar Recently Updated
18.
We <3 all furbabies here!Fair Park, Milwaukee, WI, 53214
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Marissa is an EXCELLENT caregiver for dogs. She has animals of her own that she takes great care of and she has done a wonderful job watching my dog. She is kin… (more)

from
$25
per visit
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19.
Teacher looking to help for summer!Milwaukee, WI, 53214
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Tyler is an amazing sitter when it comes to your pet! He makes sure to take care of every one of your needs as well as your pet's! I couldn't have asked for a b… (more)

from
$14
per visit
Calendar Recently Updated
20.
Liz 
Verified Enhanced Background Check
I’ll treat your pet like my own!Cannon Park, Milwaukee, WI, 53214
Dog Boarding, Drop-In Visits, Dog Walking
15 years of experience

About: I’ve had animals, mostly dogs and cats since I was A child. Let me know what your fur baby needs! I’m happy to accommodate. I had a beagle with me fo… (more)

from
$16
per visit

Dog owners in Cannon Park, Milwaukee, WI love booking pet sitting with sitters on Rover.com. Over 1,089 pet owners have reviewed pet sitters in Milwaukee, giving them an average rating of 5.0/5 stars. Booking pet sitting can be super affordable, no matter where you live. Trust us, we think you'll be pleasantly surprised. Curious what it might cost to book pet sitting with Rover? Check out our average pet sitting rates to get an idea before reaching out and starting a conversation with a pet sitter near you in Cannon Park.

Never beg a friend to drop in on your pets while you're on vacation again. With Rover, you can find the perfect Cannon Park, Milwaukee pet sitter in seconds. Sitters on Rover are pet lovers, who will be happy to sit dogs, cats, caged pets, and even horses while they take care of your home. By removing common pet care obstacles, Rover ensures pets nationwide are happy and well-cared for even when their human is away, and empowers pet lovers to live happy and fulfilling lives. Founded on the belief that everyone should have the opportunity to experience the unconditional love of a pet, Rover makes it easy for you to reach trusted pet sitters in Cannon Park, Milwaukee who can provide the care your pet needs, when they need it.

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: