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

Search Results

Sitter Profile Image: Leandrea R.
Verified Enhanced Background Check
Sitter Profile Image: Leandrea R.
Verified Enhanced Background Check

1. Leandrea R.

Rover 101
Star Sitter
your pets are my priority.
Muskego Way, Milwaukee, WI, 53204
4.8 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
106 reviews
37 repeat clients
from
$15
per visit

Leandrea did a superb job with my kitty Sunny! I was anxious about leaving him due to him just having surgery a couple of days prior, but I was immediately put at ease with her quality of care! I would recommend her to anyone looking for care for their pet! I will definitely be booking for all my pet needs in the future! Thank you for being so wonderful!

Sitter Profile Image: Kathy S.
Verified Enhanced Background Check
Sitter Profile Image: Kathy S.
Verified Enhanced Background Check

2. Kathy S.

Rover 101
Star Sitter
Patient walker and caregiver.
Wauwatosa, WI, 53213
2.6 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
50 reviews
17 repeat clients
from
$16
per visit

I am so grateful I found Kathy when looking for a sitter to check in on my cat! My cat was recently prescribed meds that need to be administered every 12 hours. Kathy didn't bat an eye at helping with meds and was punctual for each check-in. She went above and beyond in every way while I was out of town, and her communication was excellent. I won't hesitate to have her check-in on my cat again in the future, and would I recommend her to others in a heartbeat!

Sitter Profile Image: Lexi K.
Verified Enhanced Background Check
Sitter Profile Image: Lexi K.
Verified Enhanced Background Check

3. Lexi K.

Star Sitter
Lover of all animals big and small
Cannon Park, Milwaukee, WI, 53214
0.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
43 reviews
12 repeat clients
from
$16
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 :)

Sitter Profile Image: Lindsey F.
Verified Enhanced Background Check
Sitter Profile Image: Lindsey F.
Verified Enhanced Background Check

4. Lindsey F.

Star Sitter
Your best friends new best friend!
Wauwatosa, WI, 53213
2.4 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
27 reviews
3 repeat clients
from
$15
per visit

I would recommend Lindsey to anyone. We hired her for three drop-in’s over the weekend and she was timely, respectful, had great communication throughout the process. It felt as though a family member was taking care of our dogs.

Sitter Profile Image: Ashley Y.
Verified Enhanced Background Check
Sitter Profile Image: Ashley Y.
Verified Enhanced Background Check

5. Ashley Y.

Star Sitter
English Bulldog/Catahoula Mom
West Allis, WI, 53214
1.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
11 reviews
3 repeat clients
from
$18
per visit

Ashley was flexible, thorough and when I came home my critters were just as relaxed and comfy as can be! She is a great pet sitter, anyone would be lucky to have her!

Sitter Profile Image: Sarah J.
Verified Enhanced Background Check
Sitter Profile Image: Sarah J.
Verified Enhanced Background Check

6. Sarah J.

I’m awkward with humans.
West allis, WI, 53219
3.0 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
117 reviews
39 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!

Sitter Profile Image: Allie S.
Verified Background Check
Sitter Profile Image: Allie S.
Verified Background Check

7. Allie S.

Teacher with a fenced-in yard here!
West Allis, WI, 53219
2.5 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
10 reviews
3 repeat clients
from
$18
per visit

Allie was fantastic! We booked her last minute and she was super accommodating to us. As nervous pup parents we were super unsure about leaving him, but she was so sweet, took extra good care of him, sent us tons of report cards and photos and made us feel as though he was in great hands! We will definitely book with her again in the future. He misses you already!

Sitter Profile Image: Hillery F.
Verified Enhanced Background Check
Sitter Profile Image: Hillery F.
Verified Enhanced Background Check

8. Hillery F.

Happy to help!
West Allis, WI, 53214
1.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
84 reviews
35 repeat clients
from
$19
per visit

Thank you for taking great care of the girls as always. We love getting updates on how they are doing while we're away, and seeing pictures of them 😸

Sitter Profile Image: April & Brad R.
Verified Enhanced Background Check
Sitter Profile Image: April & Brad R.
Verified Enhanced Background Check

9. April & Brad R.

Star Sitter
Opening home after losing pet
West Allis, WI, 53214
1.6 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
21 reviews
9 repeat clients
from
$20
per visit

I want to recommend April R for a dog caregiver position formally. My dog is my life, and I don't trust many people with him; for that reason, I am significantly picky about who he is left with when I have to leave town without him. I trust April completely; I know that she would treat him as if he was her dog in her care, and I would not have to worry about him at all. She would be an asset to your team.

Sitter Profile Image: Natalie F.
Verified Enhanced Background Check
Sitter Profile Image: Natalie F.
Verified Enhanced Background Check

10. Natalie F.

Star Sitter
Lover of all animals big or small!
Wauwatosa, WI, 53226
0.8 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
21 reviews
2 repeat clients
from
$18
per visit

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

Sitter Profile Image: Jessica E.
Verified Enhanced Background Check
Sitter Profile Image: Jessica E.
Verified Enhanced Background Check

11. Jessica E.

Loving Sitter With a Fenced In Yard
West Allis, WI, 53227
2.7 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
6 reviews
2 repeat clients
from
$14
per visit

Jessica did an incredible job with my furry baby :) Thank you for everything!

Sitter Profile Image: Katherine B.
Verified Enhanced Background Check
Sitter Profile Image: Katherine B.
Verified Enhanced Background Check

12. Katherine B.

Star Sitter
Dogs are happiness 😊
West Allis, WI, 53219
2.5 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
22 reviews
9 repeat clients
from
$25
per visit

I could tell our pup was very happy and comfortable with Katie. Katie was both friendly and professional. I was pleased with all of photos and regular updates we recieved. It was clear she gave our dog plenty of exercise as our dog was pooped. I will definitely be booking again.

Sitter Profile Image: Christina J.
Verified Background Check
Sitter Profile Image: Christina J.
Verified Background Check

13. Christina J.

Star Sitter
Experienced and attentive!
Wauwatosa, WI, 53226
2.2 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
53 reviews
20 repeat clients
from
$20
per visit

My first time using rover. Christina was great with my high energy/ attention hungry cat. Always sent cute pics and kept me updated. I will be asking for her again the next time I’m out of town!

Sitter Profile Image: Julia A.
Verified Enhanced Background Check
Sitter Profile Image: Julia A.
Verified Enhanced Background Check

14. Julia A.

Responsible and caring pet lover :)
Milwaukee, WI, 53226
2.2 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
11 reviews
9 repeat clients
from
$20
per visit

Julia did a fantastic job taking care of our Callie during one weekend. She was attentive to her needs and also flexible for feedings and medication administration. She helped us out last minute and made us feel at ease that she was taken care of. Highly recommend her to take care of your fur baby! They will be in excellent hands!

Sitter Profile Image: Maggie S.
Verified Enhanced Background Check
Sitter Profile Image: Maggie S.
Verified Enhanced Background Check

15. Maggie S.

I'll Treat Your Dog Like My Own
Milwaukee, WI, 53213
1.6 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
6 reviews
1 repeat client
from
$15
per visit

Maggie is the best! She is a true dog lover and she is our automatic go-to whenever we need a dog sitter. She has always given our pup the best care from the puppy days into his senior years. We trust her to stay at our house, and he has also done extended stays at her place. Can’t say enough great things about her!

Sitter Profile Image: Heidi N.
Verified Enhanced Background Check
Sitter Profile Image: Heidi N.
Verified Enhanced Background Check

16. Heidi N.

Pet loving medical student
Washington Heights, Milwaukee, WI, 53208
2.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
14 reviews
3 repeat clients
from
$20
per visit

Heidi was really great with our dog, Hazel! Excellent communication and so nice to deal with. She took good care of Hazel during our day away. Will definitely book again!

Sitter Profile Image: Megan C.
Verified Enhanced Background Check
Sitter Profile Image: Megan C.
Verified Enhanced Background Check

17. Megan C.

Tell your dog I said Hey! ❤
west allis, WI, 53214
1.1 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
9 reviews
6 repeat clients
from
$15
per visit

Megan has been nothing but fantastic with our dogs for drop-ins. They can be a little rambunctious and crazy but they always seem to enjoy her company....and trust me that's hard to find with our dogs. We will be using Megan for a very long time! Thanks Megan for always being so wonderful to our crazy loving dogs ❤️ 🐕

Sitter Profile Image: Danica V.
Verified Enhanced Background Check
Sitter Profile Image: Danica V.
Verified Enhanced Background Check

18. Danica V.

Star Sitter
PAWsitively reliable med student!
Wauwatosa, WI, 53226
1.0 mi. away
Boarding, Drop-In Visits, Dog Walking
5.0 out of 5 stars
20 reviews
7 repeat clients
from
$26
per visit

First time using Rover and I’ll have to say that Danica did a great job. She sent pictures of the doggies and they seem relax and comfortable with her. She fed them and took them out as requested and did a great job. Would definitely rely on her again in the future! Thank you from all of us!

Sitter Profile Image: Shanna R.
Verified Enhanced Background Check
Sitter Profile Image: Shanna R.
Verified Enhanced Background Check

19. Shanna R.

dog walking enthusiast, cat lover
West Allis, WI, 53214
1.1 mi. away
Drop-In Visits, Dog Walking
1 review
from
$15
per visit

Shanna is an amazing dog walker/carer! She did such a fantastic job with my fur baby Ace. Ace is a 3 year old beagle/corgi mix so he is full of energy. Shanna could totally keep up and give Ace lots of love and attention. She is an awesome person and Ace loves spending time with her!

Sitter Profile Image: Ashley P.
Verified Enhanced Background Check
Sitter Profile Image: Ashley P.
Verified Enhanced Background Check

20. Ashley P.

Tailored Care for Your Pup!
Milwaukee, WI, 53214
0.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
9 years of experience
from
$20
per visit

About: With several years of dedicated pet care experience, I bring a richness of knowledge and a genuine passion for the well-being of your furry friends. I create an environment where pets thrive not only emotionally but physically. Having worked with a variety of breeds and personalities, I understand the unique requirements of each pet. From cozy cuddle sessions to playtime, I tailor my care to suit the individual preferences of your beloved pets. I can assure that your furry friends will receive not only care but an abundance of love and affection. As a dedicated dog sitter, providing exceptional pet care is a large priority of mine. Mornings kick off with feeding and playtime, setting the tone for an exciting and engaging day. Throughout the week, I ensure a mix of playtime, exercise, and social interactions to keep the dogs happy and stimulated. I prioritize establishing a comfortable and secure environment, paying attention to individual preferences and creating a routine that aligns with the dogs' natural behaviors. By seamlessly integrating these activities, I guarantee that every dog in my care receives personalized attention. As a dog sitter, my approach to pet care revolves around creating a tailored and comfortable experience for each furry friend. I establish a routine that aligns with their daily habits. Regular feeding times ensure a well-balanced diet, while walks and play sessions cater to their physical and mental stimulation. Grooming, whether it's brushing their coat or ensuring cleanliness, is carried out with patience and care. I prioritize building a bond through positive interactions, incorporating activities that cater to the dog's personality, such as fetch, belly rubs, or even cuddles. Maintaining a safe and secure environment is my main priority, and I am vigilant about any specific health requirements or medications. The goal is to provide a loving and enriching experience ensuring that each dog feels secure, happy, and cherished in my care.

Search Map

Rover also offers Pet Sitting & Drop Ins in these neighborhoods:

Rover also offers other services in Cannon Park:

Dog owners in Cannon Park, Milwaukee, WI love booking pet sitting with sitters on Rover.com. Over 1089 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.

Drop-In Visits