Pet Setting & 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.

1. Kathleen

Big heart for all animals

Greenfield, WI, 53219

Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

40 repeat clients

"Kathleen was great with my dog (and 2 cats) including giving daily meds to the dog, and making sure my super skittish, formerly feral, cat got food, even tho... (more)"

2. Brian

Two Caregivers - Double the Love

Washington Heights, Milwaukee, WI, 53208

Dog Boarding, Drop-In Visits, Dog Walking

22 repeat clients

"I won't trust anyone but Brian and Becky with my baby Rock! Brian has a calming way with dogs and is a dream come true. My doggie and I both feel very lucky ... (more)"

3. Aarika

I want to hang out with your Pup!!

New Berlin, WI, 53151

House Sitting, Drop-In Visits, Dog Walking

34 repeat clients

"Today was the first day that Aarika came over as I never used the site before. It went awesome and she is a joy to work with and so glad my pups found her! (more)"

Confirmed Holiday Availability
4. Lori

Experienced dog & cat sitter

Miller Valley, Milwaukee, WI, 53208

House Sitting, Drop-In Visits, Dog Walking

56 repeat clients

"Lori was awesome! She even dropped in an extra time while we were gone to check on our dogs. Super friendly, lightning fast communication, and very accommoda... (more)"

Confirmed Holiday Availability
5. Sara

Long walks and a fenced in yard

Wauwatosa, WI, 53213

House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

1 repeat client

"Sara is the kindest most honest person in the world. As long as I’ve known her she’s had 2 dogs in her home as well as other pets. She also has been taking c... (more)"

6. Cindy

TOTAL DOG LOVER :)

Wauwatosa, WI, 53222

Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

31 repeat clients

"Cindy was wonderful! I was in dyer need of 2 drop-in visits for a Friday and Saturday and I found Cindy on a Wednesday afternoon. She came and did a meet & g... (more)"

Confirmed Holiday Availability
7. Emma

I would love to run with your dog!

Wauwatosa, WI, 53213

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

About: I am a dog lover! I’ve had 3 dogs growing up- 2 small dogs and a lab. I loved to play with them, take them on walks, and snuggle them! I am an acti... (more)

8. Starr

Take Care of Your Best Friend

Wauwatosa, WI, 53226

Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

About: My love for animals began at a very early age. There hasn’t been a time in my life when pets weren’t a part of it. Pets are my passion! Today I am ... (more)

Confirmed New Years Availability
9. Maureen

Lunch and Leash Pet Sitting

Uptown, Milwaukee, WI, 53210

Dog Boarding, Drop-In Visits, Dog Walking

"Maureen has loved animals for as long as I’ve known her. She has always had at least one animal of her own and now she has 3. She has taken care of my 2 toy ... (more)"

10. Katelyn

Dog lover at heart

Wauwatosa , WI, 53213

Drop-In Visits, Dog Walking

1 repeat client

About: I have lived with a dog ever since I was 4 years old and dogs have been a huge part of my life ever since! My family has had the following breeds t... (more)

11. Moira

Your dogs comfort is my priority!

Wauwatosa, WI, 53213

House Sitting, Drop-In Visits, Dog Walking

About: Hi! My name is Moira and I'm a lifelong dog lover and owner. I grew up with dogs at home and adopted my own rescue mutt Mabel (the love of my life)... (more)

Confirmed Holiday Availability
12. Esther

Your pet will feel like family

West Allis, WI, 53227

Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

2 repeat clients

"Esther is an amazing person with a big heart and love for animals. She is reliable and will be an excellent dog sitter. You can count on Esther to give it he... (more)"

13. Emily

Experienced and First Aid Certified

Bluemound Heights, Milwaukee, WI, 53214

House Sitting, Drop-In Visits, Dog Walking

"Emily goes above and beyond for every animal she cares for! That is always her first priority, that the animals are very well taken care of! She is compassio... (more)"

14. Devan

Love to walk dogs!

West Allis, WI, 53214

Drop-In Visits, Dog Walking

"Devan is beyond excellent when it comes to the care of animals. Throughout the years as her dogs and chinchillas have grown she has always put their health ... (more)"

15. Cynthia

Willow's Way Dog Haven!

Wauwatosa, WI, 53213

Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

"Cindy was an exceptionally conscientious and loving caregiver to her dog Willow. She has a very gentle way of interacting with all creatures and clearly love... (more)"

16. Chandler

Obsessed with dogs since '93

West Allis, WI, 53227

Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

"Chandler has watched my dogs on many occasions and is very accommodating to my dogs needs. My dog always comes home exhausted so I know she was very active d... (more)"

17. Alyssa

Down to earth dog lover enthusiast

Wauwatosa, WI, 53213

House Sitting, Drop-In Visits, Dog Walking

"My dog willow just turned 1 and she's a handful. Over the summer Alyssa would always help me walk willow, and give me tips on what to do to stop her from pul... (more)"

18. Isabela

Full time animal lover & student

West Allis, WI, 53214

Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Bela has walked and watched our dog Buddy several times. She is patient and kind and does fun things with him. They hike and hang out and Buddy's tail wags w... (more)"

Confirmed Holiday Availability
19. Eden

Will provide doggy playdates!

Wauwatosa, WI, 53213

Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

"Eden loves dogs! She has been such a fantastic support for when we need someone to look after our 6 year old boxer mix! He loves her more than us sometimes!! (more)"

Confirmed Holiday Availability
20. Tyler

I'll treat your dog as my own!

Cannon Park, Milwaukee, WI, 53226

House Sitting, Drop-In Visits, Dog Walking

"Tyler is amazing with dogs! He's very loving and knows how to work with (and play) with dogs of all sizes. He is both responsible and diligent when watching ... (more)"

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: