House Sitting in Cannon Park, Milwaukee

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

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

Star Sitter
Every animal makes me smile!
Bay View, Milwaukee, WI, 53207
7.4 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
143 reviews
65 repeat clients
from
$55
per night
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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 was clean and neat. There’s no doubt we’ll be booking with her again!

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Sitter Profile Image: Jessica Z.
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Sitter Profile Image: Jessica Z.
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2. Jessica Z.

Star Sitter
Loving sitter, enthusiastic walker
Lower East Side, Milwaukee, WI, 53202
6.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
98 reviews
34 repeat clients
from
$59
per night
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Our family had recently experienced a loss of our other pet. It was a tough time for travel but Jessica supported our other pet while we were away. She kept us informed and made the world of difference being away during such a difficult time.

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Sitter Profile Image: Lily S.
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Sitter Profile Image: Lily S.
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3. Lily S.

All-Day in Home Care For Critters
Milwaukee, WI, 53212
5.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
9 reviews
4 repeat clients
from
$60
per night
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This was Lily’s first time house sitting Kai and she exceeded my expectations. She clearly developed a great connection with Kai, did a really nice job keeping me connected/informed, and overall left the house looking like it did when I left. I so much enjoyed her texts, pictures and video clips. Thank you Lily!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Jenn S.
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Sitter Profile Image: Jenn S.
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4. Jenn S.

Star Sitter
Animal lover and cat mom of 3 🐈
West Allis, WI, 53227
2.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
44 reviews
12 repeat clients
from
$60
per night
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Jenn was awesome with our pets, we had no worries or anything while we were away. She made us feel very comfortable and took great care of our babies! We would definitely use her again, and would highly recommend!

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Sitter Profile Image: Katherine B.
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Sitter Profile Image: Katherine B.
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5. Katherine B.

Star Sitter
Dogs are happiness 😊
West Allis, WI, 53219
2.5 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
22 reviews
9 repeat clients
from
$50
per night
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I could not say enough great things about katie! As a new dog mom to a puppy, she was so patient and so attentive to my boy. Katie sent tons of pictures, videos and kept me updated routinely on anything that had changed. She was a respectful house guest and provided excellent care to my dog while I was working very long hours for three consecutive days. My mama heart was at ease knowing I had such an excellent person taking the best care of my dog!!

Sitter Profile Image: Lexi K.
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Sitter Profile Image: Lexi K.
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6. Lexi K.

Star Sitter
Lover of all animals big and small
Cannon Park, Milwaukee, WI, 53214
0.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
46 reviews
13 repeat clients
from
$35
per night
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Lexi was delightful, and took great care of our babies. She was clearly an animal lover, and displayed a curiosity and interest in our pets (a dog and three cats). I am happy to have found her!

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Sitter Profile Image: Erica L.
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Sitter Profile Image: Erica L.
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7. Erica L.

I'll love them like my own
West Allis, WI, 53227
2.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
82 reviews
44 repeat clients
from
$37
per night
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I was overjoyed to see Erica bright and early at 7:30 am. I really needed to rely on someone to show up and take care of my fur babies that morning and she delivered. Very dependable and easy-going attitude helped me to realize I must have her dog sit again! Thank you, Erica.

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Sitter Profile Image: Cindy H.
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Sitter Profile Image: Cindy H.
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8. Cindy H.

Reincarnated Dog Here!
wauwatosa, WI, 53213
2.5 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
32 reviews
8 repeat clients
from
$62
per night
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Cindy never fails to please! I was able to leave my dog Daisy with her while we attended a wedding. Cindy sent lots of pictures, and it was clear that Daisy was getting along well with her little pups! Daisy is an older dog, and easily becomes stressed and anxious. At home, she becomes distressed if she awakes and I am not in the room. When I went to pick her up at Cindy's, she looked as though she was feeling totally safe and secure right where she was! It warms my heart to see her so content.

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Sitter Profile Image: Rachel H.
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Sitter Profile Image: Rachel H.
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9. Rachel H.

Star Sitter
** Mission: meet ALL the dogs **
West Allis, WI, 53214
2.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
80 reviews
22 repeat clients
from
$30
per night
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Rachel is SO great! Excellent communication, took care of the special needs of our dog and his meds. Came back to happy pets and a spotless house!

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

Pawfessional w/ Love & Care <3
West Allis, WI, 53227
1.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
46 reviews
17 repeat clients
from
$90
per night
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Amelie and Stephen sat for our dog, Dexter, and our cat, Lucy, while we were out of town for a weekend. We felt incredibly assured during our time away that our pets were being well cared for and provided with lots of love. We were given consistent updates on how the stay was going and what our animals were up to. They graciously provided many pictures during the stay that continued to provide us with a sense of calm knowing our fur babies were in very good hands. We have already rebooked with them for a future trip, and will continue to do so! We cannot recommend them enough!

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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
3.0 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
123 reviews
41 repeat clients
from
$35
per night
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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.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Hillery F.
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Sitter Profile Image: Hillery F.
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12. Hillery F.

Happy to help!
West Allis, WI, 53214
1.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
84 reviews
35 repeat clients
from
$80
per night
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Hillery was wonderful with our two high energy terrier mixes and our two cats. She was super patient with them and took excellent care of them while we were away. She was accommodating and very friendly (not to mention very knowledgeable about all things dogs and cats!!) We didn't have to worry one bit with her in charge of our babies. ? The daily updates were wonderful and overall experience was amazing.

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Sitter Profile Image: Molly O.
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Sitter Profile Image: Molly O.
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13. Molly O.

All the walks and all the cuddles
Wick Field, Milwaukee, WI, 53208
2.4 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
27 reviews
13 repeat clients
from
$65
per night
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Molly did a great job watching our three bulldogs for a long weekend. She sent lots of pics and responded quickly any time I sent a question or note. Two of our girls have had some weird behaviors around meal time right before we left and she rolled with it with ease (and everyone ate all meals under her care). Definitely would hire her again!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Lance C.
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Sitter Profile Image: Lance C.
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14. Lance C.

Coffee loving dog walker!
Enderis Park, Milwaukee, WI, 53210
3.1 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
3 reviews
from
$38
per night

Lance does great with my two lab mix (5yr/1yr). Attention-to-detail, communication, and lovable are his key qualities! You can trust him with your fur babies!

Sitter Profile Image: Amanda S.
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Sitter Profile Image: Amanda S.
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15. Amanda S.

I’ll love them like my own!
West Allis, WI, 53219
2.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
2 reviews
1 repeat client
from
$30
per night

Amanda is so great the neighbors come over and ask us who our dog walker is. She's very conscientious of things we do with our dogs and they love her so much. Vey responsible and has great availability. We recommend her to all our friends and their friends.

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Sitter Profile Image: Maggie S.
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Sitter Profile Image: Maggie S.
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16. Maggie S.

I'll Treat Your Dog Like My Own
Milwaukee, WI, 53213
1.6 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
8 reviews
1 repeat client
from
$50
per night

Maggie is the best! She is a true dog lover and she is our automatic go-to whenever we need a dog sitter. She has always given our pup the best care from the puppy days into his senior years. We trust her to stay at our house, and he has also done extended stays at her place. Can’t say enough great things about her!

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Sitter Profile Image: Ashley Y.
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Sitter Profile Image: Ashley Y.
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17. Ashley Y.

Star Sitter
English Bulldog/Catahoula Mom
West Allis, WI, 53214
1.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
14 reviews
4 repeat clients
from
$90
per night
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Ashley was so awesome staying with our Scout at home for several days. Super responsive, attentive, and great with updates + photos! We will hope she can stay with Scout every time we leave :)

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Sitter Profile Image: Kelle B.
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Sitter Profile Image: Kelle B.
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18. Kelle B.

Trustworthy, dependable, caring
Honey Creek Parkway, Milwaukee, WI, 53214
0.7 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
59 reviews
9 repeat clients
from
$75
per night
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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!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Gabriella I.
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Sitter Profile Image: Gabriella I.
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19. Gabriella I.

Part-time RN, full-time pet lover!
Wauwatosa, WI, 53213
1.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
4 reviews
1 repeat client
from
$60
per night
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Gabriella was absolutely awesome! We had one phone call initially to get things going, then that was it! She improvised when she needed too to take proper care of my gal and that was impressive! Also I had to book her last second, so it was awesome how I could get set up with her at such short notice! HIGHLY RECOMMEND this gal 👊😉🍻

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Sitter Profile Image: Natalie K.
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Sitter Profile Image: Natalie K.
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20. Natalie K.

Your dog’s best friend
Wauwatosa, WI, 53213
1.5 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
8 years of experience
from
$50
per night

About: I've taken care of countless dogs from the time I was 16 until now. I have watched puppies, old dogs, dogs of various breeds and sizes. I have never met a dog I didn't like! Even the challenging ones. I work remote full-time and have a very flexible work schedule. I can take as many short breaks as I need, within reason, to take your dog(s) out for walks throughout the day! I have a fenced in yard which is perfect for letting the dogs run around. I also walk three-four times a day and love having a companion with me.

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When it comes to house sitting, dog owners in Cannon Park, Milwaukee, WI love Rover.com. Over 1089 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.

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