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.

Search Results

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Marjorie F.
Superb care! Bonded and Insured.West Allis, WI, 53214
House Sitting, Drop-In Visits, Dog Walking

I and my animals liked Marjorie the minute we met her. She is warm and gentle. She was great about sending pictures and updates over the weekend. I came home to… (more)

from
$40
per night
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Sarah P.
2.
Dogs and cats = girl's best friendsBrookfield, WI, 53005
House Sitting, Drop-In Visits, Dog Walking

Trust that the safety and comfort of your pets, your home, and your peace of mind will be well taken care of while Sara P. is caring for them! My dogs are an a… (more)

from
$35
per night
Confirmed availability: 4th of July
Carly C.
3.
Eat Play Love :)Historic Third Ward, Milwaukee, WI, 53202
House Sitting, Drop-In Visits, Dog Walking

I don't say this lightly -- Carly is a magical dogsitter. Our loveable-but-often-difficult dog absolutely loves her, and Carly took the very best care of her an… (more)

from
$65
per night
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Niamh R.
4.
You deserve a summer vacation!Riverwest, Milwaukee, WI, 53212
House Sitting, Drop-In Visits, Dog Walking

Niamh was so great!! Couldn’t have picked a better person to come to our house for the weekend while we were away to watch our high energy boy. Kept us fully up… (more)

from
$65
per night
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Rachel H.
5.
** Mission: meet ALL the dogs **Lower East Side, Milwaukee, WI, 53211
House Sitting, Drop-In Visits, Dog Walking

Rachel went above and beyond house sitting my two pets for the week. When my dog had some unexpected stomach issues, she took great care of him and provided upd… (more)

from
$27
per night
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Detailed, loving + flexible sitterRiverwest, Milwaukee, WI, 53212
House Sitting, Drop-In Visits, Dog Walking

Abigail did an amazing job watching all of our animals! From our two dogs, chickens and fish she followed all our instructions and was willing to do whatever wa… (more)

from
$48
per night
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7.
Neighbor providing additional loveJuneau Town, milwaukee, WI, 53202
House Sitting, Drop-In Visits, Dog Walking

I cannot recommend Jeremy enough. He is easy to work with, thoughtful and considerate, and has a wonderful way with dogs. We were concerned that our red heeler … (more)

from
$33
per night
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8.
Every animal makes me smile!Bay View, Milwaukee, WI, 53207
Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

Blythe was great! She took care of our girls while we were away for a quick weekend trip and when we arrived home they were very happy and content and the house… (more)

from
$45
per night
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9.
Experienced and Flexible SitterBay View, Milwaukee, WI, 53207
House Sitting, Drop-In Visits, Dog Walking

Allie was great with our pup Frankie. He has a few extra needs (meds, bathroom schedule) and she was able to handle all of that perfectly! Will be using her a… (more)

from
$30
per night
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10.
Love & Exercise for your dog or catMartin Drive, Milwaukee, WI, 53208
House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Travis stayed with our two dogs for 3½ days. During that time he was incredibly responsive, reporting about what he and the dogs were doing and how they were do… (more)

from
$40
per night
Confirmed availability: 4th of July
11.
Can't Wait to Meet Your Fur Baby!Lower East Side, Milwaukee, WI, 53202
House Sitting, Drop-In Visits, Dog Walking

Ameera did a fantastic job caring for our fur babies while we were out of town! She did an excellent job communicating with us while we were away and she sent u… (more)

from
$50
per night
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12.
Excited to care for all pets!Wauwatosa, WI, 53226
House Sitting, Drop-In Visits, Dog Walking

Hannah was great! She took special care of Tinker and sent lots of pictures! I will definitely use her again! (more)

from
$30
per night
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13.
Pet care Extraordinaire*New Berlin, WI, 53151
House Sitting, Drop-In Visits, Dog Walking

Holly has been awesome in taking care or my dogs...I can leave knowing they will get lots of exercise, attention and care.... couldn't ask for a better dog sitt… (more)

from
$40
per night
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14.
I'll love them like my ownWest Allis, WI, 53227
House Sitting, Drop-In Visits, Dog Walking

Erica is easy going and professional. She makes sure to keep you updated with photos of your furry friends which I greatly appreciate! She has watched our dog a… (more)

from
$24
per night
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15.
Never met a dog I didn't likeWest Allis, WI, 53214
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care

Racheal was amazing, polite, sent pictures, and stayed in contact during our trip! The pups clearly loved her and we are so appreciative! (more)

from
$30
per night
Confirmed availability: 4th of July
16.
Here to help! Pet owner myself!Golden Valley, Milwaukee, WI, 53222
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

About: Over 20 years experience. I can provide references if needed, just ask! I've completed over 130 dog walks and just over 70 drop-in doggy visits since… (more)

from
$40
per night
17.
Purrrrrrfect and Roof Roof!!!West Allis, WI, 53214
House Sitting, Drop-In Visits, Dog Walking

Our dogs loved their time with Lori! She spent time with them, took them on walks, and even got them some toys they love. Lori was great at communicating with u… (more)

from
$45
per night
Calendar Recently Updated
18.
True compassion for all animalsWauwatosa, WI, 53213
House Sitting, Drop-In Visits, Dog Walking

Gina was amazing!!!! Thank you thank you for making my time away peaceful. Would recommend Gina to anyone that wants excellent care for their pet. Kris (more)

from
$40
per night
19.
Animal and plant loverCannon Park, Milwaukee, WI, 53226
House Sitting, Drop-In Visits, Dog Walking

Emma’s first time with Zeus was a success! She did a great job and gave us updates regularly. We will definitely book Emma in the future! (more)

from
$45
per night
Confirmed availability: 4th of July
20.
I love making tails wag!Cannon Park, Milwaukee, WI, 53226
House Sitting, Drop-In Visits, Dog Walking

About: When it comes to dogs I've done a little bit of everything. I have been a proud pet parent to a border collie, a Pitbull, a GSD, and a shih tzu mix. … (more)

from
$25
per night

Rover also offers House Sitting in:

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: