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. Brandie

Experienced Animal Care Giver

Morgan Heights, milwaukee, WI, 53228

Drop-In Visits, Dog Walking

"Brandie was terrific, as always. She was so helpful coming over & providing some fresh energy to poor Sterling, who’s on a vet-ordered no-fetch, no walk week... (more)"

Available this weekend
2. Lori

Experienced dog & cat sitter

Miller Valley, MILWAUKEE, WI, 53208

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

"Oh my goodness - I failed to review in a timely manner - but Lori is terrific. She has covered drop-in visits for our cats multiple times, and she is absolu... (more)"

3. Sarah

I'm you when you're gone!

Brookfield, WI, 53005

House Sitting, Drop-In Visits, Dog Walking

"Received pics and updates. And Maggie is happy. All I can ask for. Thanks! (more)"

4. Cindy

TOTAL DOG LOVER :)

Wauwatosa, WI, 53222

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

"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)"

5. Kathleen

Big heart for all animals

Greenfield, WI, 53219

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

"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)"

Available this weekend
6. Julie

Large fenced yard and a Lab buddy

Wauwatosa, WI, 53213

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

"Julie was so great with my pup. My dog has chronic pain from cancer and she was able to meet her special and delicate needs. Thank you Julie. (more)"

7. Amanda

Happy Paws make for Happy Owners!

Johnson's Woods, Milwaukee, WI, 53214

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

"Amanda took care of everything, making the whole experience seamless and effortless. Feeding, watering, brushing and giving her extra attention and love. I... (more)"

8. Peggy

I'm a stay at home dog mom!

Fairview, Milwaukee, WI, 53219

House Sitting, Drop-In Visits, Dog Walking

"I have known Peggy since we were kids and I can't think of another person that is as kind, patient & compassionate as she is. Her dogs are her kids & she lo... (more)"

9. Ann

Room to run and lots of love!

New Berlin, WI, 53151

Dog Boarding, Drop-In Visits

"AMAZING! Very caring and took excellent care of our dog. Great fenced yard for playtime. Our dog loves staying here. Ann is the Best! Would highly recommend. (more)"

10. Natasha

Experienced & fun dog (&cat)-lover!

Milwaukee, WI, 53214

House Sitting, Drop-In Visits, Dog Walking

"Natasha was very professional and communicative but also very loving to my precious sweet darling kitty. Hire her, she’s great ! <3 (more)"

11. Anna

Dog Lover & Dental Student!

Story Hill, Milwaukee, WI, 53208

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

"We highly recommend Anna!! She is everything you could want in a dog sitter - reliable, responsible, sweet and caring. We especially appreciated the text m... (more)"

12. Sandy

Mature & Special Needs Dogs Welcome

Story Hill, Milwaukee, WI, 53208

Dog Boarding, House Sitting, Drop-In Visits

"Sandy was so very nice and took such good care of our ol’ girl, Dakota!! Lots of attention and feedback from Sandy too! It was such a relaxing vacation knowi... (more)"

13. Kirstie

I have had animals all my life!

Kops Park, Milwaukee, WI, 53212

Dog Boarding, Drop-In Visits, Dog Walking

"Kirstie was a great Rover. She really pampered my pup. She brought her own dogs with her for Mia to play with. My dog looks like she had a blast! I would def... (more)"

14. Yvette

Your stay at home dog mom

Wauwatosa, WI, 53226

House Sitting, Drop-In Visits, Dog Walking

"I've known Yvette for about 7 years and we used to walk our dogs together daily at the dog park for a few of those years. I've witnessed her interaction wit... (more)"

Available this weekend
15. Tim

Retired Police Lieutenant

Wauwatosa, WI, 53213

House Sitting, Drop-In Visits, Dog Walking

"He is very responsible and absolutely loves dogs. His friendly and chill nature puts dogs and dog owners at ease. Hire him today! He’s awesome! (more)"

16. Melissa

Purrfect sitter for your fur babies

Milwaukee, WI, 53214

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

"You’re never going to meet a more passionate and responsible dog caregiver as Melissa. She loves any and all dogs (no matter the size) who come her way. If y... (more)"

17. Marlena

Flexible Experienced Pupper Lover

West Allis, WI, 53214

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

"Marlena is so sweet. She took to our puppy right away. Suggested some ways to help train him. She kept in touch with photos, videos and constant updates that... (more)"

18. Danielle

Must Love Dogs? - I do!

West Allis, WI, 53214

House Sitting, Drop-In Visits, Dog Walking

"Danielle has sat and walked my dogs before. She is wonderful with animals in general. She really treated my dogs like they were part of her family as well. S... (more)"

19. Andrew

Your dog's temporary best friend!

WAUWATOSA, WI, 53213

Drop-In Visits, Dog Walking

"Andrew is a phenomenal dog sitter. He has watched my dog for me many times and I always can tell she is well cared for. He sends my updates daily, photos, an... (more)"

20. Katelyn

Dog lover at heart

Wauwatosa, WI, 53226

Drop-In Visits, Dog Walking

"Katelyn has been great! Lacey seems to definitely enjoy their time together and I look forward to getting the pictures and updates while at work. I would d... (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: