House Sitting in Cannon Park, Milwaukee

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

I'm looking for service for my:
Boarding
House Sitting
Drop-In Visits
Doggy Day Care
Dog Walking
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What size are your dogs (lbs)?

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Sitter Profile Image: Blythe R.
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Sitter Profile Image: Blythe R.
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1.

Blythe R.

Every animal makes me smile!
Bay View, Milwaukee, WI, 53207
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0
133 reviews
60 repeat clients
from
$55
per night

Blythe was absolutely amazing from start to finish! I am always worried leaving my dogs as they are my baby's! I get the highest of anxieties having to leave them and trusting the person I leave them with. Blythe was so accommodating, comforting and sent me pictures and updates everyday, which made me feel at ease knowing they were in good hands. If we go away again I have no doubt Blythe will be the one I'll choose to care for them as long as she would have them again. I cant thank her enough!

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Sitter Profile Image: Lexi K.
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Sitter Profile Image: Lexi K.
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2.

Lexi K.

Lover of all animals big and small
Cannon Park, Milwaukee, WI, 53214
House Sitting, Drop-In Visits, Dog Walking
5.0
26 reviews
7 repeat clients
from
$35
per night

Lexi is wonderful with our elderly pup Daisy. Daisy becomes stressed when we are not home, but with Lexi there, she was calm as a cucumber when we returned from an evening out! It was clear she felt safe and cared for by Lexi.

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Sitter Profile Image: Jenn S.
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Sitter Profile Image: Jenn S.
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3.

Jenn S.

Dog lover and cat mom of 3❤️
West Allis, WI, 53227
House Sitting, Drop-In Visits, Dog Walking
5.0
30 reviews
9 repeat clients
from
$60
per night

Jenn is a caring and an accommodating sitter. We appreciated her flexibility and daily communication. Jenn, thank you for taking such good care of Manny.

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Sitter Profile Image: Erica L.
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Sitter Profile Image: Erica L.
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4.

Erica L.

I'll love them like my own
West Allis, WI, 53227
House Sitting, Drop-In Visits, Dog Walking
5.0
76 reviews
37 repeat clients
from
$37
per night

Erica was great! She kept me updated and sent pictures and videos and my dog looked happy and well cared for. Would not hesitate to book her again!

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Sitter Profile Image: Jessica Z.
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Sitter Profile Image: Jessica Z.
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5.

Jessica Z.

Loving sitter, enthusiastic walker
Lower East Side, Milwaukee, WI, 53202
House Sitting, Drop-In Visits, Dog Walking
5.0
78 reviews
26 repeat clients
from
$55
per night

I had Jessica stay with my 9 year old hound for three weeks while we were abroad. Daily updates, wonderful communication, great pics of our furry family member, a tidy house upon our return and a happy doggo lead me to give her top marks. I feel very lucky to have found her as a dog sitter and believe you would too! Thanks Jessica!

Sitter Profile Image: Cindy H.
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Sitter Profile Image: Cindy H.
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6.

Cindy H.

Reincarnated Dog Here!
wauwatosa, WI, 53213
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
18 reviews
2 repeat clients
from
$55
per night

Cindy was delightful to meet and work with. She gave me many updates during the day which I so appreciated, and shared her knowledge as a dog trainer with me, too! Leila took to her immediately and I was relieved all day. I highly recommend her!

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Sitter Profile Image: Stephen & Wipawee D.
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Sitter Profile Image: Stephen & Wipawee D.
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7.

Stephen & Wipawee D.

Pawfessional w/ Love & Care <3
West Allis, WI, 53227
House Sitting, Drop-In Visits, Dog Walking
5.0
41 reviews
17 repeat clients
from
$65
per night

This was our first time using Rover after one disastrous attempt at finding a pet sitter online a few years ago, -- can say that Amelie & Stephen absolutely blew away our every expectation. They were kind, communicative, and considerate of us as pet parents and truly the BEST with our dogs. Amelie & Stephen kept the pups engaged, followed our routine, and even helped to continue our training efforts with them! My partner and I returned to happy, healthy, tired pups, a tidy home, and 0 stress from our time away. We are so grateful to have found these awesome sitters!!!!

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Sitter Profile Image: Kira W.
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Sitter Profile Image: Kira W.
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8.

Kira W.

Flexible Scheduling, Cats and Dogs
Lenox Heights, Milwaukee, WI, 53210
House Sitting
5.0
3 reviews
1 repeat client
from
$40
per night

Kira was amazing with our quirky doggo. We couldn't have asked for a better experience. She provided daily updates and loved on our pup while we were away for a long weekend. Upon returning home, we could tell puppers was anxiety free and our home was in excellent order. 1000% would use Kira again.

Sitter Profile Image: Molly O.
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Sitter Profile Image: Molly O.
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9.

Molly O.

All the walks and all the cuddles
Wick Field, Milwaukee, WI, 53208
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
22 reviews
10 repeat clients
from
$55
per night

Wonderful! Molly was great again! Took care of Pearl like she was her own, and had great communication. I always feel comfortable leaving Pearl with Molly

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Sitter Profile Image: Rachel H.
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Sitter Profile Image: Rachel H.
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10.

Rachel H.

** Mission: meet ALL the dogs **
West Allis, WI, 53214
House Sitting, Drop-In Visits, Dog Walking
5.0
73 reviews
22 repeat clients
from
$27
per night

I can't say enough about how great Rachel is! Bunnies are very hard to care for, and she does it at an all-star level. We came home to clean, happy bunnies and a beautifully cared for home. She sent great updates every day that made us smile! We will have her back every time we need a sitter.

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Sitter Profile Image: Sarah J.
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Sitter Profile Image: Sarah J.
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11.

Sarah J.

I’m awkward with humans.
West allis, WI, 53219
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
62 reviews
25 repeat clients
from
$25
per night

Sarah was awesome with my puppies and they both seems to love her. She gave them medications and hugged then as they need too. Thank u for your attention and for being patient with their needs, Sarah! I recommend Sarah for every pets and pet parents.

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Sitter Profile Image: Heidi F.
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Sitter Profile Image: Heidi F.
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12.

Heidi F.

Sit Stay Dog Care
Wauwatosa, WI, 53226
House Sitting, Dog Walking
5.0
4 reviews
from
$63
per night

House sat for me while I was away and watched my dog Hadley. Checked in frequently and communicated with me with any questions she had. Was a great guest and would have her watch my dog again.

Sitter Profile Image: Megan M.
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Sitter Profile Image: Megan M.
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13.

Megan M.

Passionate pet sitter
Milwaukee, WI, 53295
House Sitting, Drop-In Visits, Dog Walking
5.0
6 reviews
1 repeat client
from
$28
per night

Megan was great, super responsive, sent pictures, and I felt very comfortable having her look after my pup. Definitely will try to have her house sit again!

Confirmed availability: Christmas and New Year's
Sitter Profile Image: Amiey E.
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Sitter Profile Image: Amiey E.
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14.

Amiey E.

Graduate student paying for school
Milwaukee, WI, 53213
House Sitting, Drop-In Visits, Dog Walking
5.0
8 reviews
3 repeat clients
from
$65
per night

Amiey was AMAZING with my two shepherds. She took great care of them and sent me updates daily. She also took great care of the house and is the sweetest human!

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Sitter Profile Image: Savannah M.
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Sitter Profile Image: Savannah M.
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15.

Savannah M.

Will care for them as if my own!
Milwaukee, WI, 53226
House Sitting, Drop-In Visits, Dog Walking
5.0
2 reviews
from
$25
per night

Savannah set up a meet and greet last second and was able to watch my pup so I could go home for the holidays! She was great with communicating and kept an eye on everything I mentioned during our meet and greet.

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Sitter Profile Image: Kia L.
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Sitter Profile Image: Kia L.
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16.

Kia L.

Looking for some company! :)
Milwaukee, WI, 53213
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0
19 reviews
2 repeat clients
from
$38
per night

Kia was AWESOME!! She was so great to our dogs and sent updates every day! We are so grateful that we were able to relax on our vacation because our furbabies were with someone we could trust. Thank you so much Kia! We will definitely be using your services in the future!!!

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Sitter Profile Image: Kelle B.
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Sitter Profile Image: Kelle B.
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17.

Kelle B.

Trustworthy, dependable, caring
Honey Creek Parkway, Milwaukee, WI, 53214
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0
42 reviews
6 repeat clients
from
$75
per night

Kelle was incredible. She was very attentive to all of the directions we had to take care of our pups. She was timely, responsible & kept us updated. Our home was in pristine condition upon our return. Most importantly- she took such amazing care of our two boys. She kept us updated and sent lots of pictures. In the past we would check in often with our sitter - but didn’t feel the need to this time with Kelle because we knew they were in such great care. We will definitely be asking Kelle to watch our boys again in the future!

Sitter Profile Image: Katelyn A.
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Sitter Profile Image: Katelyn A.
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18.

Katelyn A.

Eat. Play. Love.
Oak Creek, WI, 53154
House Sitting, Dog Walking
5.0
10 reviews
7 repeat clients
from
$65
per night

Katelyn was absolutely amazing with my dogs. She even came to meet them and learn their personalities prior to spending her weekend with them! I would use her again without a doubt?

Sitter Profile Image: Alli B.
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Sitter Profile Image: Alli B.
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19.

Alli B.

Responsible and caring animal lover
Milwaukee, WI, 53213
House Sitting, Drop-In Visits, Dog Walking
5.0
5 reviews
from
$50
per night

I have two large dogs - a german shepherd and a pit bull mix. Alli has watched them numerous times, and I cannot recommend her enough. Alli loves to take them to the dog park to play, and she gives them all the snuggles.

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Sitter Profile Image: Paige F.
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Sitter Profile Image: Paige F.
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20.

Paige F.

Hey there, I'm Paige!
wauwatosa, WI, 53226
House Sitting, Drop-In Visits, Dog Walking
5.0
3 reviews
from
$28
per night

Paige has taken care of my dogs her whole life! She is loving and responsible too! I know as a full time college student she misses having her own animals and will spread love to your pets when you need her!

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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:

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