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. Kara

Great for last minute requests!

Wauwatosa, WI, 53213

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Kara was very responsive and was able to help us out on very short notice. We highly recommend her! (more)"

Available this weekend
2. Gabrielle

Love long dog walks and playtime!

West Allis, WI, 53214

House Sitting, Drop-In Visits, Dog Walking

"Gabbie is a really good friend of mine. She's a very smart and motivated person. Extremely hard worker. Very generous- she's helped me out at a moment's n... (more)"

Available this weekend
3. Lori

Experienced dog & cat sitter

Story Hill, Milwaukee, WI, 53208

House Sitting, Drop-In Visits, Dog Walking

45 repeat clients

"Lori did great with our 3 dogs for a drop by visit. She was able to give our senior dog her medications and work with our shy rescue dog. We have her booked ... (more)"

4. Noel

Loves walking and caring for dogs!!

Brookfield, WI, 53005

House Sitting, Drop-In Visits, Dog Walking

About: Firstly, I'm pet first aid certified. I have three awesome dogs of my own a pug, American emskimo mix, and a hound lab mix, and I have had a dog in... (more)

5. Rachel

Experienced dog handler-dog lover

Golden Valley, Milwaukee, WI, 53222

House Sitting, Drop-In Visits, Dog Walking

3 repeat clients

"Worked our great (more)"

6. Nichole

Animal lover with time on her hands

Wauwatosa , WI, 53226

Drop-In Visits, Dog Walking

7 repeat clients

"Nichole: Clearly an animal lover who animals love! I was an out-of-towner in WI for a few days and arranging visits by Nichole was supremely easy, thanks to ... (more)"

7. Kathleen

Big heart for all animals

Greenfield, WI, 53219

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

36 repeat clients

"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... (more)"

8. Denise

Simply Love Dogs!

West Allis, WI, 53214

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

About: I love dogs, like everybody on here! I enjoy long walks and taking my dogs to the dog parks and swimming. Big believer that dogs need friends, and... (more)

Available this weekend
9. Leah

Home full-time, fenced in yard

West allis, WI, 53219

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

"Leah was great with our dogs. She was on time for the visits and provided detailed updates with photos! (more)"

Available this weekend
10. Joe

Great dog exerciser w/ K9 Patience

Wauwatosa, WI, 53213

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

1 repeat client

About: I am always looking to get out and be active and doggo companions are always welcome. I love having low energy in the house so getting those paws m... (more)

11. Kristin

Kendall's Friendly Dog Services

Milwaukee, WI, 53213

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

2 repeat clients

"Kristin did a great job caring for our dog when we went out of town. She even made a special trip to meet us and let our pup get to know her before we left.... (more)"

12. 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)"

13. Brian

Two Caregivers - Double the Love

Washington Heights, Milwaukee, WI, 53208

Dog Boarding, Drop-In Visits, Dog Walking

18 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)"

14. Amy

Furry family members are the best!

West Allis, WI, 53214

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

1 repeat client

"Amy deserves and A+++ rating for caring for Amos! She is absolutely a dear & very competent & professional. We usually have family around to help with our ... (more)"

15. LeighAnn Peterson

Home full time; life long pet owner

Wauwatosa, WI, 53226

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

"LeighAnn takes care of my dog Sadie when I am away from my home for longer periods of time. Sadie adores LeighAnn, in fact at times I think Sadie may like L... (more)"

16. Natalie

Home full time in summer & active!

West Allis, WI, 53219

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

1 repeat client

"Natalie is very responsible. She is a loving dog owner and will give your dog lots of love and attention. Our dog, Charlie, gets very excited when he sees ... (more)"

17. Robyn

Loving Care When You're Not There

Cannon Park, Milwaukee, WI, 53226

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

About: I would love to care for your dog/dogs in my cozy 2 bedroom apartment on the edge of Tosa with my finace and bichon-poodle rescue named Ava. Ava t... (more)

18. 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)

19. Ashley

Can't wait to hang with your dogs!

Wauwatosa, WI, 53226

House Sitting, Drop-In Visits, Dog Walking

"Ashley was very good with Atticus, she was prompt and the communication with was excellent. She sent pictures of him, which really made me feel at ease, and ... (more)"

20. Julie

Large fenced yard and a Lab buddy

Wauwatosa, WI, 53213

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

1 repeat client

"Julie and her family and true, true animal lovers with amazing patience and knowledge of animals. Julie will go to great lengths to make pets comfortable and... (more)"

Experience exceptional service and a personalized match

From start to finish, we'll handle all the details for you.

Learn About Premier

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: