House Sitting Cannon Park

Find a loving house sitter to watch over your pets and your home.

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Over 72
pet parents in Cannon Park have booked house sitting

Cannon Park, Find top rated house sitting

Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

1 / 1
Sitter Profile Image: Emily M.
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Emily M.
from
$59
per night
5.0 out of 5 stars
41 reviews
10 repeat clients
30 years of experience
Milwaukee, WI, 53213

Emily was awesome! She provided great updates throughout our trip and took excellent care of our four pets and our home. It was clear she treated them like they were her own, which gave us real peace of mind while we were away. I would highly recommend Emily and would gladly work with her again in the future.

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Jairo J.
Sitter Profile Image: Fatima B.
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Fatima B.
from
$35
per night
5.0 out of 5 stars
8 reviews
1 repeat client
2 years of experience
West Allis, WI, 53214

Fatima was amazing to work with. I booked her on short notice before the holiday when my original plans fell through. She offered and made it a priority to come do a meet & greet on days notice. I’m always a little nervous when using a new sitter especially when they stay at mine, but my mind was at ease immediately when I met her. I could tell she has a big heart and really cares for animals. She followed all instructions and she went above and beyond spending time with Diesel doing his favorite activities (walks, playing fetch, swimming, etc.). She was incredibly communicative and sent a lot of pictures and videos which was much appreciated. As a former Rover sitter and a frequent user of Rover’s services, I can confidently say that Fatima is one of the best sitters I’ve come across. I will definitely be using her in the future and have already recommended her to others looking for sitters. Thank you Fatima!!!

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Alex S.
Sitter Profile Image: Ashley S.
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Ashley S.
from
$50
per night
5.0 out of 5 stars
21 reviews
9 repeat clients
13 years of experience
Juneau Town, Milwaukee, WI, 53202

Ashley was So responsive and Wonderful with my boys! Thankful she was able to watch them in their house!! Will definitely book again if she is willing to watch them!!

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Dena K.
Sitter Profile Image: Jill B.
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Jill B.
from
$25
per night
20 years of experience
Wauwatosa, WI, 53226

About: I have taken care of small, medium and large dogs (mine and others) including seniors. I have also cared for cats and an exotic pet (bird) multiple times. I currently work "gig" work so my schedule is pretty flexible. I am generally an early riser so early mornings are not an issue for me! Whatever care and agenda you prefer for your pet - that's what my plan would be! Knowing that your sitter will follow your plan will give you peace of mind and your pet the best experience possible.

Sitter Profile Image: Maiah D.
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Maiah D.
Star Sitter
from
$100
per night
5.0 out of 5 stars
93 reviews
28 repeat clients
16 years of experience
West Allis, WI, 53214

Maiah did a terrific job taking care of my dog. She gave us daily updates and photos, left the house clean and even stayed with my dog so she didn’t get lonely! Amazing!

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Will S.
Sitter Profile Image: Keisha P.
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Keisha P.
Star Sitter
from
$50
per night
4.9 out of 5 stars
51 reviews
22 repeat clients
8 years of experience
Clarke Square, Milwaukee, WI, 53204

Keisha was great! She watched our 2 doodles, one with a bit of an attitude! She sent texts when she had questions and sent us pictures. Will definitely book with her again!

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Marie G.
Sitter Profile Image: Amanda C.
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Amanda C.
from
$70
per night
5.0 out of 5 stars
17 reviews
5 repeat clients
8 years of experience
Milwaukee, WI, 53213

Amanda was an amazing in-house sitter for our dog. This was our first time booking on Rover, and our little guy can be a handful sometimes, but Amanda immediately put our worries at ease. Our meet & greet helped acclimate everyone and once we were on our trip, I appreciated the daily updates with photos. When our flight was delayed, she was extremely flexible about staying another night in case we couldn't make it back. The communication was fantastic and she went above and beyond with our dog's care. She is also a very polite house guest. I couldn't recommend Amanda enough and I would 100% book with her in the future.

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Delaney B.
Sitter Profile Image: Jenn S.
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Jenn S.
Star Sitter
from
$70
per night
5.0 out of 5 stars
130 reviews
35 repeat clients
40 years of experience
West Allis, WI, 53227

Jenn was reliable and consistent, she did a great job staying with our 2 cats and sent lots of updates! I felt at ease knowing she was at our house when we were gone, look forward to booking with her again!

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Hannah H.
Sitter Profile Image: Stephanie S.
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Stephanie S.
from
$36
per night
5.0 out of 5 stars
7 reviews
2 repeat clients
20 years of experience
West Allis, WI, 53227

About: I’m comfortable with dogs and cats of different sizes, ages, and personalities, and I’m happy to help with feeding, walks, playtime, medication routines, cuddles, and keeping pets on their normal schedule so they feel comfortable and stress-free. I’m reliable, communicative, and attentive to details, and I’ll make sure you get regular updates and photos so you can relax knowing your pet is in good hands! Hi! I am home all day, every day so they will get all the attention, love and cuddles or play time they need and deserve. I have a 4 bedroom home, fenced in yard and a fur baby named lucky who is 2 years old who is my roommates pup!

Sitter Profile Image: Melissa F.
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Melissa F.
from
$68
per night
5.0 out of 5 stars
6 reviews
3 repeat clients
25 years of experience
WEST ALLIS, WI, 53227

Melissa was a HUGE help, stepping in over the holidays for a long house-sitting service when a previous sitter had to cancel last-minute. She is personable and communicative, shared lots updates during the stay, and took good care of our house. Our dog and cat were in great hands, and it felt wonderful to come home to relaxed happy pets. Happy to recommend!

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Marcella M.
Sitter Profile Image: Emily R.
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Emily R.
Star Sitter
from
$77
per night
5.0 out of 5 stars
103 reviews
28 repeat clients
20 years of experience
Story Hill, Milwaukee, WI, 53213

Emily was prompt, respectful, and communicative. She sent pictures and updates and my dog seemed very comfortable and calm when I returned. I highly recommend Emily and will happily book her again in the future if I need a dog sitter!

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Meredith H.
Sitter Profile Image: Margaret M.
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Margaret M.
from
$55
per night
5.0 out of 5 stars
2 reviews
1 repeat client
35 years of experience
Bluemound Heights, Milwaukee, WI, 53213

Wow! What can I say? Margaret exceeded every expectation I had for Uecker’s care today! As a new puppy mom who’s only had him for three weeks, leaving him with someone for the first time was a little nerve-wracking. But Margaret made me feel completely at ease. She didn’t just watch him—she played with him, loved on him, reinforced the commands we’ve been working on, and treated him like he was her own. The best part? Walking through the door and finding Uecker snuggled up right next to her. My heart absolutely melted. It was obvious he felt safe, loved, and completely comfortable. I truly couldn’t be happier with the care Margaret provided. Book her before I do, because with my busy schedule, I’ll definitely be calling her again! Thank you so much, Margaret. Uecker already adores you, and so do I!

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Jackie G.
Sitter Profile Image: Molly O.
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Molly O.
from
$65
per night
5.0 out of 5 stars
72 reviews
20 repeat clients
18 years of experience
Wick Field, Milwaukee, WI, 53208

Molly is a pro and a delight, as always! Our geriatric dogs have a lot of behavioral quirks and hurdles, and Molly always handles their needs with great aplomb. The house is in great order. She’s courteous, reliable, and downright friendly. Honestly, I can never say enough good things about Molly! The dogs adore her, too!

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Lily S.
Sitter Profile Image: Kimberly F.
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Kimberly F.
from
$35
per night
4.8 out of 5 stars
23 reviews
4 repeat clients
18 years of experience
West Allis, WI, 53214

Kimberly was fantastic in every way! She was so caring of Sunny who became quite ill while under her care. She handled everything professionally and compassionately. She went over and above, even accompanying our son to the vet.

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Janice S.
Sitter Profile Image: Scott S.
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Scott S.
from
$42
per night
5.0 out of 5 stars
27 reviews
6 repeat clients
15 years of experience
Honey Creek Parkway, Milwaukee, WI, 53214

Scott was our first introduction to Rover. We really appreciated that he could come on short notice to sit with our 22-week old puppy. We loved Scott's relaxed and gentle way with our dog who is so excited to meet someone new, but is still in manners training in how to greet people. Scott quickly picked up on what we were trying to teach and went along with that routine. Scott arrived on the dot of our agreed time and we plan to ask him to come again!

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Maree E.
Sitter Profile Image: Amanda S.
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Amanda S.
from
$55
per night
5.0 out of 5 stars
42 reviews
10 repeat clients
10 years of experience
West Allis, WI, 53219

It was awesome to feel confident that she could handle my energetic puppy. She also provided multiple updates with pictures :) would book again

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Emily H.
Sitter Profile Image: Monsserath C.
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Monsserath C.
from
$45
per night
4.8 out of 5 stars
37 reviews
14 repeat clients
2 years of experience
Enderis Park, Milwaukee, WI, 53210

Monsse watched my dog at my apartment and I could not recommend her more. She checked in with pictures, gave me updates, and I could tell made a huge effort to stick to my high maintenance dog’s usual schedule. She left my apartment so tidy as well. I would recommend her to anyone and will definitely have her watch my dog again in the future.

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Samantha G.
Sitter Profile Image: Joseph D.
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Joseph D.
from
$28
per night
4.8 out of 5 stars
7 reviews
2 repeat clients
10 years of experience
Wauwatosa, WI, 53213

Joseph watched my dogs for a full week. He was in constant communication with us, sent tons of pics, it was obvious the dogs were well taken care of! Thank you so much Joseph!!!!

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Beth B.
Sitter Profile Image: Margaret D.
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Margaret D.
from
$45
per night
5.0 out of 5 stars
7 reviews
3 repeat clients
20 years of experience
Cooper Park, Milwaukee, WI, 53222

She was amazing with Russell and Cora! I felt so comfortable leaving them for so long when she was caring for them!

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Beth G.
Sitter Profile Image: Alexis W.
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Alexis W.
from
$57
per night
5.0 out of 5 stars
3 reviews
10 years of experience
Jackson Park, Milwaukee, WI, 53219

Alexis saved the day when we had a last-minute cancellation for a long trip. She was wonderful and spent lots of time with our pets, sending updates and giving them lots of love!

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Cassandra D.
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The median cost per night for house sitting in Cannon Park is $50

Pet parents share their Rover experiences - Cannon Park

1 / 1
5.0 out of 5 stars

Mallory was great. She house sat for me with my two dogs I got regular updates and pictures. Great communication will definitely use her again.

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Mandy P.
House Sitting
5.0 out of 5 stars

Lexi was wonderful to work with! She was on time, sent pictures and updates, and did a great job caring for our dogs while we were away. I am looking g forward to using Lexi’s services in the future- thank you!!

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Sarah D.
House Sitting
5.0 out of 5 stars

Joseph watched my dogs for a full week. He was in constant communication with us, sent tons of pics, it was obvious the dogs were well taken care of! Thank you so much Joseph!!!!

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Beth B.
House Sitting
5.0 out of 5 stars

Sarah is an absolute star - we’re so lucky to have found her on Rover! Our dogs are so happy and comfortable with her, and we know we can rely on her 100%. Consistent photos and updates, and when we get home, the dogs are so chill that it’s like we never left.

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Hannah T.
House Sitting
5.0 out of 5 stars

Margaret took great care of my 3 dogs and cat. I got lots of pictures, my house was cleaner than when I left it and my rescue girl warmed uo to her. I would definitely recommend using her.

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Michelle J.
House Sitting
5.0 out of 5 stars

We love having Emily stay with our dog and cat when we go out of town! She’s so great with them, we never have to worry about a thing. We always come home to happy animals! She’s also very quick to respond to messages. We love Emily!

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Kathleen P.
House Sitting
5.0 out of 5 stars

Marley does such a wonderful job and if she ever decides to change a career, she could make a meant as an animal photographer!

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Eric M.
House Sitting
5.0 out of 5 stars

Erin is a fantastic dog sitter . She spent the weekend at our home caring for our 6 year old Boston Terrier who weighs 36 lbs. He doesn’t do well without a human to care for him. He is also a picky eater. She is very caring and responsible. She also sent pictures of him that gives you a good feeling while away. She has dogs of her own and it shows. We are happy she was available and will definitely use her in the future.

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Barbara R.
House Sitting
5.0 out of 5 stars

Katherine is incredible! Our pets receive so much attention and she is so caring for each of their needs. We return home to an extremely clean house. Everything from the care of our pets and home, her attention to detail is above and beyond!

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Todd S.
House Sitting
5.0 out of 5 stars

Nicole is absolutely phenomenal! She took such great care of our Siberian kitten. Nicole is very professional, communicative, and you can tell how much she loves what she does! The whole time we were gone she sent us updates and photos. We would 110% recommend Nicole!

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Angela G.
House Sitting
5.0 out of 5 stars

Ivy did an awesome job with our girls! She made detailed notes during the meet and greet, which we really appreciated. When we got home the pups were absolutely zonked and had clearly had a great couple of days!

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Brent W.
House Sitting
5.0 out of 5 stars

We had been having a hard time finding a reliable sitter for our pets but this last weekend with Stephanie was such a relief! Our dog and cat looked well taken care of. Our dog can be a little tricky to handle at times (huskys…)and we felt she did great!

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Tiffany M.
House Sitting
5.0 out of 5 stars

Kelsey watched my dog when I was out of town for almost a week. She was responsive, easy going, reliable, easy to work with. My dog has some separation anxiety issues and I always worry so much about leaving him, but I felt completely comfortable with Kelsey watching him! He was calm when we got home and not anxious at all. Definitely booking her for our future dog sitting needs!

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Elise J.
House Sitting
5.0 out of 5 stars

While we were gone on a short trip, Angela brought in the mail and or packages and most importantly took care of my cat Buffy. When Angela dropped by to pick up the key, Buffy initially ran from the door but when she heard her voice, Buffy was rubbing her legs and so happy to see her again after the meet & greet. Angela really is a cat whisperer! When we returned from our trip, Buffy was calm, relaxed and all was well in her world. I definitely would recommend Angela to anyone, especially if you have cats! She is a gem.

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Ilze B.
House Sitting
5.0 out of 5 stars

Fatima sat with our two Australian Shepherds for a few hours while I was out of the house. She was terrific to work with, from the meet-and-greet to the stay, and we've already booked her for another stay. Thanks, Fatima!

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Dave P.
House Sitting
5.0 out of 5 stars

Ryan was fantastic! He took great care of our very large dog, who can be reactive at times. I completely trusted him while we were away for a week. We received lots of updates like we asked. He gave our dog medicine without any issues. We came home to a very happy pup and a spotless house. Ryan even got our mail and watered our flowers while we were away, which was super nice. We highly recommend him and already have our next trips booked with him!

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Leah G.
House Sitting
5.0 out of 5 stars

My dogs seemed to do great. Emily was dependable and loving toward the dogs. I would definitely use her again.

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Julie H.
House Sitting
5.0 out of 5 stars

Scott was FABULOUS with our dog, Rocket! Rocket is a bit picky, but he wholeheartedly loved Scott, too. Scott had wonderful communication--he gave enough so that I felt reassured that Rocket was doing well, but he also let me just relax while on our trip. He made me feel confident that Rocket was in good hands, and that means the world to me. Scott also took in our mail and watered our garden. Thanks for everything, Scott!

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Jen C.
House Sitting
5.0 out of 5 stars

Once again, Sofia did a wonderful job taking care of our pup & house & even watering plants! We are so comfortable knowing Sofia is with our precious pup & love the updates & pictures she sends!

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Diane T.
House Sitting
5.0 out of 5 stars

Esterah has done house sitting for us multiple times!! She handles our anxious/special dog well, is very attentive to instructions left for the stay, and the house is spotless when we return!!!

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Todd S.
House Sitting
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