House Sitting in Cannon Park, Milwaukee

Find a loving dog sitter to watch your dog overnight in your home.

To ensure accurate availability & pricing, please add your drop-off and pick-up dates.
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1. Holly Verified Enhanced Background Check

Pet care Extraordinaire*

New Berlin, WI, 53151

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

"Holly was great. We will definitely have her back! (more)"

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2. Teri Verified Background Check

Animal lover, friendly, will spoil!

West Milwaukee, WI, 53214

House Sitting, Drop-In Visits, Dog Walking

"Thank you so much Teri, it was wonderful coming home and seeing Simon and Clarabelle so happy after our trip. I can tell you made a world of difference compa... (more)"

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3. Corrina Verified Background CheckRover 101

Caring for your best bud

West Allis, WI, 53227

House Sitting, Drop-In Visits, Dog Walking

"Corrina has helped care for our own family dog for 13 years ever since the dog was a puppy. I remember as a little girl Corrina was so excited to have our fa... (more)"

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4. Ashley

My passion is taking care of pets!

Story Hill, Milwaukee, WI, 53213

House Sitting, Drop-In Visits, Dog Walking

About: I’m a caring and loving person who has a passion for taking care of animals, a big heart to share with your pet, and have much experience with taki... (more)

Confirmed availability
Labor Day
5. Sara & Robert Verified Enhanced Background Check

Dog grooming offered as well!

West Allis, WI, 53214

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

"Sara and Rob are excellent animal lovers! I always know that Beans, Belle, and Alastar (our cats) will be cared for with the same love and affection provided... (more)"

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6. Denzel Verified Background Check

Kind, Social, Outgoing

Enderis Park, Milwaukee, WI, 53222

House Sitting, Drop-In Visits, Dog Walking

"Denzel is a hardworking individual who always puts his best foot forward at anything he sets his mind to. I remember Denzel and I went to my family members h... (more)"

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7. Chris Verified Background Check

Pawsitvely the best!

Milwaukee, WI, 53213

House Sitting, Drop-In Visits, Dog Walking

"Our senior dog has seperation problems and anxiety issues. Chris became fast friends with our Lou and found a way to keep him calm which is not an easy tas... (more)"

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8. Ebony Verified Background Check

Young professional who Loves Dogs

Golden Valley, Milwaukee, WI, 53222

House Sitting, Drop-In Visits, Dog Walking

"Honestly, I am not sure I could be any happier with Ebony's care of my dog. My dog seem to love her right off the bat, which was great. She did not seem to b... (more)"

9. Natalie Verified Background Check

Got dog park access for your pup!

Wauwatosa, WI, 53213

House Sitting, Drop-In Visits, Dog Walking

"Natalie was fantastic! She treated Thunder like her own! She sent me pictures everyday and walked him! She even set up a play date and let Thunder make frien... (more)"

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10. Maggie Verified Background CheckRover 101

Here for your pet!

Wauwatosa, WI, 53226

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

"MAGGIE was very good with the dogs. She sent us updates and the dogs seemed great when we got home. (more)"

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11. Courtney Verified Background Check

I’ll take great care of your pet!

Hawthorne Glen, Milwaukee, WI, 53208

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

"Courtney did a great job house sitting for us. Ruth loves her. We would recommend her & would hire her again. (more)"

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12. Yisel Verified Background Check

I give the best tummy rubs!

Kops Park, Milwaukee, WI, 53222

House Sitting, Drop-In Visits, Dog Walking

"Yisel is so great with Betty. Always thoughtful to the weather and her issues with heat... There is never a shortage of extra attention given. (more)"

Confirmed availability
Labor Day
13. Alan Verified Background Check

Dog lover extraordinaire

Wauwatosa, WI, 53226

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

"Alan came over for a meet and greet before the first dogsit. He was very calm and chilled out which suited our dog. Our pup was happy. Thanks Alan! (more)"

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14. Jessica Verified Background Check

animal lover & registered nurse 🌻

Washington Heights, Milwaukee, WI, 53208

House Sitting, Drop-In Visits, Dog Walking

"We have used Jessica on multiple occasions and we could not be more impressed. My wife and I have busy schedules and there are times when we need someone to ... (more)"

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15. Tim Verified Enhanced Background Check

Retired Police Lieutenant

Wauwatosa, WI, 53213

House Sitting, Drop-In Visits, Dog Walking

"Tim was awesome! Tim sent us regular updates and pictures. When we found ourselves running late, Tim was happy to stay late and take care of Lucky til we go... (more)"

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16. Brooke Verified Enhanced Background Check

The best dog-gone Petsitter in town

Milwaukee, WI, 53226

House Sitting, Drop-In Visits, Dog Walking

About: I work in the senior care industry during the day (9am-5pm) in Shorewood, and live at home with my parents in Wauwatosa. I have been a pet owner fo... (more)

Confirmed availability
Labor Day
17. Kristy Verified Background Check

I'm their home away from home ❤

West Allis, WI, 53214

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

"After we got our communication figured out I enjoyed our communication and pictures of my girl. Nala was happy when I got home and everything seemed to go we... (more)"

Confirmed availability
Labor Day
18. Sarah Verified Background Check

Experienced, Affectionate Sitter!

Valley Forge, Milwaukee, WI, 53213

House Sitting

"Sarah is the best pet-sitter ever! Our two dogs are like our children and it is so hard to find someone you trust enough to stay with your fur kids while you... (more)"

Confirmed availability
Labor Day
19. Jennifer Verified Enhanced Background Check

Step Mom to 8 dogs and counting

West Allis, WI, 53214

House Sitting, Drop-In Visits, Dog Walking

"Best dog sitter ever! Our dog is very nervous and has certain things he likes and doesn't like, we were pretty worried leaving him. Jennifer K not only follo... (more)"

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20. Shaun Verified Enhanced Background Check

Your Pet's Next Best Buddy (& Mine)

Honey Creek Parkway, Milwaukee, WI, 53213

House Sitting, Drop-In Visits, Dog Walking

"Shaun is a kind, attentive caregiver who has an immense love for all animals. Not only has he grown up around dogs, but he currently has his own whom he trea... (more)"

When it comes to house sitting, dog owners in Cannon Park, Milwaukee, WI love Rover.com. Over 1,089 owners have reviewed sitters in Milwaukee, giving them an average rating of 5.0/5. The cost of house sitting in Cannon Park may surprise you - in a good way. That's because there's a house sitter on Rover for nearly every price range and lifestyle. Curious about how much it you can expect to pay for house sitting on Rover? Check out our average house sitting rates to get an idea before you start a conversation with a sitter.

Never beg a friend to watch your dog again. With Rover, you can find your the perfect Cannon Park house sitter in seconds. When you book house sitting on Rover, your dog will enjoy a loving, relaxing stay in their own home. If you're looking for care for pets other than dogs, you can find a pet sitter who offers care for cats, caged pets, and even horses. No matter what, you'll know that your pet is getting loving care. By removing common pet care obstacles, Rover ensures dogs nationwide are happy and well-cared for even when their human is away, and empowers dog lovers to live happy and fulfilling lives. Founded on the belief that everyone should have the opportunity to experience the unconditional love of a dog, Rover makes it easy for you to reach trusted house sitters in Cannon Park, Milwaukee who can provide the care your dog 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: