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.

I'm looking for service for my:
Boarding
House Sitting
Drop-In Visits
Doggy Day Care
Dog Walking
One Time
Repeat Weekly
Which dates do you need?
What size are your dogs (lbs)?

Search Results

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Sitter Profile Image: Lexi K.
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Sitter Profile Image: Lexi K.
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1.

Lexi K.

Lover of all animals big and small
Cannon Park, Milwaukee, WI, 53214
House Sitting, Drop-In Visits, Dog Walking
5.0
17 reviews
5 repeat clients
from
$15
per visit

She did so good with my evil cat and even brought in a package and put my robot camera back on the charger. We met up before my vacation and did a quick review of what was needed. I felt comfortable knowing she was there for my cat :)

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Sitter Profile Image: Jessi C.
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Sitter Profile Image: Jessi C.
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2.

Jessi C.

I love animals! They like me too!
New Berlin, WI, 53151
Drop-In Visits
5.0
68 reviews
31 repeat clients
from
$14
per visit

Jessi took care of my fur babies for three weeks. She was amazing! Her communication was stellar and put me at ease so I could enjoy my vacation without worrying about them. I highly recommend Jessi and wouldn't feel comfortable with anyone else to take care of my cats. Thank you, Jessi!!

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Sitter Profile Image: Kathy S.
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Sitter Profile Image: Kathy S.
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3.

Kathy S.

Rover 101
Patient walker and caregiver.
Wauwatosa, WI, 53213
Drop-In Visits, Dog Walking
5.0
24 reviews
9 repeat clients
from
$16
per visit

Kathy was able to help us cat sit on short notice and we came back to two very happy kittens. We were able to have a meet and greet prior to the visit and she took notes on our cats routine. It was great to receive daily pictures of our two cats. Thank you again Kathy and we’ll definitely be reaching out the next time our cats need some care.

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Sitter Profile Image: Sarah J.
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Sitter Profile Image: Sarah J.
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4.

Sarah J.

I’m awkward with humans.
West allis, WI, 53219
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
17 reviews
6 repeat clients
from
$13
per visit

Sarah did a great job! She was quick to respond and communicate, really flexible, and very respectful of our space. Our kitty was well taken care of!

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Sitter Profile Image: Leandrea R.
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Sitter Profile Image: Leandrea R.
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5.

Leandrea R.

Rover 101
your pets are my priority.
Muskego Way, Milwaukee, WI, 53204
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
81 reviews
30 repeat clients
from
$15
per visit

I was gone for 2 weeks and Leandrea did a great job caring for my cat. She also went above and beyond and took care of my plants too. Definitely recommend and will use her again in the future.

Sitter Profile Image: Kathleen B.
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Sitter Profile Image: Kathleen B.
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6.

Kathleen B.

CATS & DOGS! Love them all! 🐱🐶🐰
Greenfield, WI, 53219
House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
123 reviews
59 repeat clients
from
$20
per visit

This was our first time using this service with Katie, and we more than satisfied with her. Our dogs love her and she has great energy. We will definitely be using her again.

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Sitter Profile Image: Rachel F.
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Sitter Profile Image: Rachel F.
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7.

Rachel F.

Crazy Cat Mom🐱
Milwaukee, WI, 53216
Drop-In Visits
5.0
50 reviews
17 repeat clients
from
$20
per visit

Rachel did a super job looking after our two cats. She also took care of any mail and packages left. We'll definitely seek out Rachel the next time we need cat care.

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Sitter Profile Image: Stephen & Wipawee D.
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Sitter Profile Image: Stephen & Wipawee D.
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8.

Stephen & Wipawee D.

Pawfessional w/ Love & Care <3
West Allis, WI, 53227
House Sitting, Drop-In Visits, Dog Walking
5.0
36 reviews
16 repeat clients
from
$22
per visit

Stephen and Amelie are the best! They take excellent care of our babies and our home when we’re away and make us feel completely comfortable when we need to travel without the pups. Our dogs love them too!

Sitter Profile Image: Katherine B.
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Sitter Profile Image: Katherine B.
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9.

Katherine B.

Dogs are happiness 😊
West Allis, WI, 53219
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
22 reviews
9 repeat clients
from
$25
per visit

We had a great experience with Katie and would absolutely use her again! Katie was punctual, thorough, and kept us well informed. We were able to relax and have a great trip knowing Katie was watching our little one.

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Sitter Profile Image: Lindsey F.
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Sitter Profile Image: Lindsey F.
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10.

Lindsey F.

Your best friends new best friend!
Wauwatosa, WI, 53213
Drop-In Visits, Dog Walking
5.0
13 reviews
2 repeat clients
from
$15
per visit

❤️❤️❤️

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Sitter Profile Image: Erica L.
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Sitter Profile Image: Erica L.
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11.

Erica L.

I'll love them like my own
West Allis, WI, 53227
House Sitting, Drop-In Visits, Dog Walking
5.0
73 reviews
35 repeat clients
from
$15
per visit

Erica took great care of my cats! I really appreciated the pictures from every visit, and the videos of her petting my cats once they got used to her :)

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Sitter Profile Image: Amanda K.
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Sitter Profile Image: Amanda K.
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12.

Amanda K.

Big pet lover with a big heart!
Kops Park, Milwaukee, WI, 53222
House Sitting, Drop-In Visits, Dog Walking
4 reviews
from
$13
per visit

Overall, Amanda is an amazing pet sitter! On numerous occasions she has watched my dog (Darla) for weekends when I had to go out of town. She does a fantastic job taking care of my dog and I would recommend her to any of my family or friends who need a pet sitter. In the past she had even watched my previous dog (Lola) who passed away a few years ago from CHF, but she had a medication schedule she was on, and I fully trusted that Amanda to follow that schedule. She did a wonderful job when she dog sat her as well. Amanda is one of the few people I am able to trust leaving my dog with, because I feel at ease that I know she will be well taken care of. I can tend to be a paranoid dog mom at times (I have told her this), but she will check in with me on how Darla is doing, and even send me photos of her, and that would alleviate any anxiety I might have about leaving my dog for the weekend. If you are looking for a kind, compassionate and wonderful pet sitter, Amanda is the best!

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Sitter Profile Image: Liz H.
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Sitter Profile Image: Liz H.
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13.

Liz H.

Fall Availability 🐾🍁
Wauwatosa, WI, 53226
Drop-In Visits, Dog Walking
5.0
85 reviews
38 repeat clients
from
$19
per visit

I needed a very last minute drop-in visit for my geriatric kitty (and her housemate) who was feeling under the weather. Liz was quick to respond and did a same-day video visit to meet Mimi and Baby. Liz stayed for the entire hour, provided me with a report and multiple photos, and most importantly, the girls were happy and well taken care of when I returned home. Would recommend!

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Sitter Profile Image: April & Brad R.
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Sitter Profile Image: April & Brad R.
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14.

April & Brad R.

Opening home after losing pet
West Allis, WI, 53214
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
18 reviews
7 repeat clients
from
$20
per visit

April is a great person to take care of your dog! She has a love and passion for animals. I know that I can trust her with my pets because she is reliable and has experience taking care of them. Any dog would be lucky to have her as their watcher!!

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Sitter Profile Image: Christina J.
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Sitter Profile Image: Christina J.
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15.

Christina J.

Experienced and attentive!
Wauwatosa, WI, 53226
Drop-In Visits, Dog Walking
5.0
40 reviews
15 repeat clients
from
$20
per visit

Christina crushed it. I am so happy I chose to work with her. My dog was tuckered out and so sleepy even when i got home. I will be using her again in the near future!

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Sitter Profile Image: Kelle B.
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Sitter Profile Image: Kelle B.
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16.

Kelle B.

Trustworthy, dependable, caring
Honey Creek Parkway, Milwaukee, WI, 53214
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0
31 reviews
6 repeat clients
from
$23
per visit

Kelle did a great job and Ruby was all smiles. Ruby is a big girl and can be stubborn but all went well. Thanks much

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Sitter Profile Image: Jenn S.
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Sitter Profile Image: Jenn S.
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17.

Jenn S.

Animals❤️me-Available all holidays!
West Allis, WI, 53227
House Sitting, Drop-In Visits, Dog Walking
5.0
21 reviews
8 repeat clients
from
$25
per visit

Jen was amazing! She was attentive to our dog’s needs and provided excellent care. Further, she was prompt, responsive, and a great communicator. Highly recommend Jen and will be booking her again!

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Sitter Profile Image: Samantha W.
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Sitter Profile Image: Samantha W.
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18.

Samantha W.

Will treat any animal as my own!
West Allis, WI, 53214
House Sitting, Drop-In Visits, Dog Walking
5.0
4 reviews
1 repeat client
from
$22
per visit

Prompt, professional & great with Astro!

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Sitter Profile Image: Sarah C.
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Sitter Profile Image: Sarah C.
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19.

Sarah C.

Just keep walking just keep walking
West Allis, WI, 53214
Drop-In Visits, Dog Walking
1 repeat client
from
$20
per visit

About: Dogs and I tend to become fast friends. As a result, I am asked by neighbors and friends to walk, feed and play with their dogs. I’ve been taking care of dogs off and on for many years since I was quite young. I am available to care for dogs during the day on weekdays, though I can be flexible with my schedule if your pet needs care. I would love to learn what your pet enjoys. Whether that is playing with them, taking them on long walks, or petting them; My goal is to make sure that they are well taken care of and have a good time.

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Sitter Profile Image: Natalie F.
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Sitter Profile Image: Natalie F.
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20.

Natalie F.

Lover of all animals big or small!
Wauwatosa, WI, 53226
Boarding, Drop-In Visits, Dog Walking
5.0
3 reviews
from
$14
per visit

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

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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:

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