House Sitting in Cannon Park, Milwaukee

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

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Blythe R.
1.
Every animal makes me smile!Bay View, Milwaukee, WI, 53207
Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

We can’t say enough good things here. We had a really bad boarding experience and needed to do something different. We were a little hesitant with having someon… (more)

from
$45
per night
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Lauren G.
2.
Hardworking, passionate, and lovingWauwatosa, WI, 53226
House Sitting, Drop-In Visits, Dog Walking
3 years of experience

About: I’ve worked in multiple boarding facilities since 2020. I became a surgical vet assistant in 2021 and I’m in school to become a certified veterinary … (more)

from
$60
per night
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Briana M.
3.
Active, responsible, kind pet loverWauwatosa, WI, 53213
House Sitting, Drop-In Visits, Dog Walking

Bri took excellent care of our puppy! She made sure he was keeping with his regular schedule as well as adding to his daily activities! He was in great spirits … (more)

from
$50
per night
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Margit B.
4.
"Wag More, Bark Less"Martin Drive, Milwaukee, WI, 53208
House Sitting, Drop-In Visits, Dog Walking

Margit was thorough. She loves our dogs (we have a senior and a puppy so we run the gamut of needs) and attended to all their needs perfectly. She took tremendo… (more)

from
$35
per night
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Vesna B.
5.
Trustworthy All-Animal LoverRiver Bend, Milwaukee, WI, 53219
House Sitting, Drop-In Visits, Dog Walking

Vesna was great with my guy Coach! Kept him super active and got him all tired out for me for when I got home from my trip. She kept me updated on how things … (more)

from
$80
per night
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Never met a dog I didn’t like!Brookfield, WI, 53005
House Sitting, Drop-In Visits, Dog Walking

Brittany is truly a pet lover! She pays attention to every little detail required to care for your dog. Personally, Brittany is also a very friendly person and … (more)

from
$35
per night
7.
Former teacher needs pet loveWauwatosa, WI, 53213
House Sitting, Drop-In Visits, Dog Walking

Mary is great! She took time to meet and get to know Dierks before coming and sitting for him. She’s an excellent communicator, trustworthy, and responsible! Di… (more)

from
$40
per night
8.
** Mission: meet ALL the dogs **Milwaukee, WI, 53214
House Sitting, Drop-In Visits, Dog Walking

Rachel goes above and beyond every time she house sits for us. I hate leaving my pets, but I feel so much better knowing she’s there. She keeps us updated every… (more)

from
$27
per night
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9.
Friendly, accommodating pet loverRiver Bend, Milwaukee, WI, 53219
House Sitting, Drop-In Visits

Ms. Aley is amazing! She is kind, responsible and trustworthy. The love she has for animals is so genuine. Ms. Aley has definitely become a part of our family… (more)

from
$60
per night
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10.
Wee looove the fur babies ♥️Kops Park, Milwaukee, WI, 53222
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Yisel is a fantastic sitter- she was prepared (even though I wasn't) and communicated throughout the stay without being prompted. I will certainly book with her… (more)

from
$70
per night
11.
Love Them Like My OwnBluemound Heights, Milwaukee, WI, 53213
House Sitting, Drop-In Visits, Dog Walking

Laura was a fantastic fit for our needs and with our dog, Wally. She stayed at our home for an extended period of time and let him out as needed. She went above… (more)

from
$50
per night
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12.
I'll love them like my ownWest Allis, WI, 53227
House Sitting, Drop-In Visits, Dog Walking

Erica is amazing and our pups adore her. This last trip, I had booked an outside sitter because of renovations going on at our house. It was terrible and my pup… (more)

from
$27
per night
13.
Experienced sitter happy to help!New Berlin, WI, 53151
House Sitting, Drop-In Visits, Dog Walking

Katie was an absolute dream to work with - it was my first time using Rover/anyone other than family to watch my dog and I couldn’t be happier with my decision.… (more)

from
$45
per night
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14.
Teacher looking to help for summer!Milwaukee, WI, 53214
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Tyler is an amazing sitter when it comes to your pet! He makes sure to take care of every one of your needs as well as your pet's! I couldn't have asked for a b… (more)

from
$30
per night
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15.
Furry friend companionWest Allis, WI, 53227
House Sitting, Drop-In Visits, Dog Walking

Marissa is a kindhearted and loving individual! She’s been a great friend and dog mom for as long as I’ve known her. Her pups are very spoiled and I’m pretty su… (more)

from
$40
per night
16.
Experienced Flexible ResponsibleWauwatosa, WI, 53213
House Sitting, Drop-In Visits, Dog Walking

Shelby is awesome! I came home to a happy dog and a clean house! I recommend her for your pet sitting needs, she is hard working and reliable! (more)

from
$40
per night
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17.
D. 
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Devoted Pet-giver/Animal LoverWest Allis, WI, 53214
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

About: Hi! I am available from 7o'clock a.m. until 8 o'clock p.m. Monday through Friday and most holidays and weekends... I currently except last minute dr… (more)

from
$33
per night
18.
Ive cared for dogs for 15 yearsMilwaukee, WI, 53226
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

About: I spent 5 years training dogs of all breeds. I have helped dogs who are aggressive and had behavior concerns. I ended up loving all the dogs I worked… (more)

from
$35
per night
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19.
Never met a dog I didn't likeWest Allis, WI, 53214
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Rachael was awesome, she sent lots of pictures and updated us throughout the day about our two pets! We would definitely recommend her and have her sit for us a… (more)

from
$40
per night
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Love to get outside with your pup!Wauwatosa, WI, 53213
House Sitting, Drop-In Visits, Dog Walking

Maureen did a fantastic job taking care of Violet for the first time, despite Violet's best efforts to prove otherwise! Upon Maureen's arrival, Violet became v… (more)

from
$45
per night

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: