House Sitting in Castle Manor, 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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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 so wonderful with our senior Cavalier. Great communication and I came home to a spotless house and a happy well loved pup. I’d absolutely recommend her!

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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.

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

Happy to refer Jessica as a fantastic pet sitter. Communication was on point and we felt confident leaving Bowie in her capable care. Will definitely be working with Jessica again.

Confirmed availability: Christmas and New Year's
Sitter Profile Image: Jenn S.
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Sitter Profile Image: Jenn S.
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3.

Jenn S.

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

Jenn is so patient and kind with our kiddos! They’re not the best trained, but they’re our babies and we miss them terribly when we’re away. She’s timely with pics and updates which gives us such peace of mind!

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Sitter Profile Image: Felicity W.
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Sitter Profile Image: Felicity W.
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4.

Felicity W.

Animals are my full time passion 🤍
St Francis, WI, 53235
House Sitting, Drop-In Visits, Dog Walking
5.0
21 reviews
10 repeat clients
from
$50
per night

Felicity is amazing! She cared for our big dog and two rabbits while we were out of town. The house was nice when we got home and our pets were happy! She sent pictures and updates… It was huge sense of relief knowing our furry family members were in good hands. Will definitely be booking again in the near future. ❤️✨

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Sitter Profile Image: Cindy H.
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Sitter Profile Image: Cindy H.
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5.

Cindy H.

Reincarnated Dog Here!
wauwatosa, WI, 53213
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
17 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!

Sitter Profile Image: Rachel H.
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Sitter Profile Image: Rachel H.
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6.

Rachel H.

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

Rachel is honestly the *best* - Arya loved spending the weekend with her and she left the house spotless!! We are so grateful we found her and can’t recommend her enough :) thank you Rachel!!

Sitter Profile Image: Stephanie R.
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Sitter Profile Image: Stephanie R.
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7.

Stephanie R.

Lots of freetime=More time with dog
South Milwaukee, WI, 53172
House Sitting, Drop-In Visits, Dog Walking
5.0
42 reviews
17 repeat clients
from
$50
per night

Stephanie took amazing care of our dogs! Definitely 5/5 stars!! She was loving, kind, and prompt and we would definitely use her services again in the future!

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Sitter Profile Image: Erica L.
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Sitter Profile Image: Erica L.
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8.

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 even went above and beyond to help with a schedule change. Maddie seemed to go with the flow, and when I got home it was business as usual. She is a great sitter.

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Sitter Profile Image: Jess W.
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Sitter Profile Image: Jess W.
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9.

Jess W.

Human Available for All Pet Needs
West Allis, WI, 53214
House Sitting, Drop-In Visits, Dog Walking
5.0
5 reviews
from
$50
per night

Jess was a life saver! We had a last minute cancellation from our other sitter and Jess was up for it without even meeting us in person. She has a natural gift to bond and earn trust with fur babies. We are so glad we found each other. Our cat was stuck to her the entire time and she spent almost everyday and night with our baby. Couldn’t have asked for anything more. She engaged in play whenever he asked for it and followed through with our cat diet religiously. She sent us pics everyday to reassure us. We would definitely have her again and recommend her to anyone looking for an experienced animal lover to take care of their fur baby

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Sitter Profile Image: Katie D.
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Sitter Profile Image: Katie D.
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10.

Katie D.

I can't wait to meet your fur baby!
Cudahy, WI, 53110
House Sitting, Drop-In Visits, Dog Walking
5 reviews
1 repeat client
from
$55
per night

Katie was great with Chatty who is a 6 month old Jack Russell/Dalmatian mix. Chatty is a very active dog who is difficult to control on the leash but Katie was up to the task and handled her well. I highly recommend Katie as she is very caring and dependable.

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Sitter Profile Image: Leandrea R.
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Sitter Profile Image: Leandrea R.
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11.

Leandrea R.

Rover 101
your pets are my priority.
Muskego Way, Milwaukee, WI, 53204
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
85 reviews
32 repeat clients
from
$60
per night

Leandrea is wonderful! She took great care of our dog while we were out of town and sent lots of pictures and updates to put our mind at ease. Our dog LOVED playing with her pup too, which was a nice bonus! We will definitely be booking Leandrea again in the future.

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Sitter Profile Image: Sarah J.
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Sitter Profile Image: Sarah J.
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12.

Sarah J.

I’m awkward with humans.
West allis, WI, 53219
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
52 reviews
24 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: Bret H.
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Sitter Profile Image: Bret H.
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13.

Bret H.

Work from home and reliable
Bay View, Milwaukee, WI, 53207
House Sitting, Drop-In Visits, Dog Walking
5.0
3 reviews
1 repeat client
from
$50
per night

Bret was great with our dog Emerson, we will definitely be calling him again for upcoming dogsitting!

Sitter Profile Image: Samantha B.
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Sitter Profile Image: Samantha B.
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14.

Samantha B.

Animal lover for both dogs or cats
White Manor, Milwaukee, WI, 53219
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0
12 reviews
3 repeat clients
from
$45
per night

Samantha did a wonderful job during an overnight say with my Sasha. She came to meet Sasha beforehand and get a quick tour of the house and rundown of Sasha's schedule. During her stay, she sent lots of pictures and updates. She also left my home cleaner than when I had left! I am extremely appreciative of Samantha's care that she put towards watching my fur baby.

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Sitter Profile Image: Connie A.
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Sitter Profile Image: Connie A.
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15.

Connie A.

I will treat your's like my own
Cudahy, WI, 53110
House Sitting, Drop-In Visits, Dog Walking
5.0
8 reviews
5 repeat clients
from
$28
per night

Connie loves all animals and she takes great pride in taking care of them. Connie is responsible and will take care of your pet as if it were her own fur baby.

Confirmed availability: Christmas and New Year's
Sitter Profile Image: Markita H.
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Sitter Profile Image: Markita H.
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16.

Markita H.

Friendly/Compassionate/Responsible
Saint Francis, WI, 53235
House Sitting, Drop-In Visits, Dog Walking
5.0
59 reviews
4 repeat clients
from
$50
per night

Markita sent pictures and videos assuring me my babies were safe thank you so much!

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Sitter Profile Image: Erin M.
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Sitter Profile Image: Erin M.
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17.

Erin M.

Young or Old, All Dogs are Welcome
Town Of Lake, Milwaukee, WI, 53207
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
118 reviews
30 repeat clients
from
$65
per night

Being a dog owner herself, Erin absolutely loves dogs. She has taken care of our 2 dogs Jada and Diesel on multiple occasions. Each time we return, the dogs don’t want to go home with us! I highly recommend Erin, your dogs will love her!

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Sitter Profile Image: Jillian G.
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Sitter Profile Image: Jillian G.
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18.

Jillian G.

your go-to cat girl
Milwaukee, WI, 53207
House Sitting, Drop-In Visits
5.0
2 reviews
2 repeat clients
from
$50
per night

About: Do you want someone to love your cat like you would while you're gone? Hi! I'm Jillian - cat fanatic. (have you seen that meme online of a girl surrounded by incredible ancient ruins, but sees a cat and proceeds to take 100 pictures of it instead? Yeah, that's basically me.) I grew up with three cats and now I have two of my own at home (please forgive the lack of creativity in their names...it's a long story): Garfield, who is - yep! - my big orange baby who loves sitting on laps and desires world peace. Kitty is my little diva who will let you know when you are *not her vibe*, but will also come and snuggle by your face all night. Cats are my love language - sassy, friendly, skittish, approachable, fluffy, hairless, big, little - I love 'em all. I own my own business and work 100% remote. This allows me to have a very flexible schedule. Days, evenings, weekdays, weekends - I'm open! As someone who used to travel full-time I am very comfortable staying in other people's homes and will treat it with the utmost respect. I also have some experience administering oral medication if that is a necessity.

Sitter Profile Image: Amanda B.
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Sitter Profile Image: Amanda B.
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19.

Amanda B.

Have loved animals since birth.
Greenfield, WI, 53220
House Sitting, Drop-In Visits, Dog Walking
5.0
84 reviews
28 repeat clients
from
$28
per night

Amanda was great! She sent me photos of my pup, and I felt secure knowing she was taking good care of her. We will definitely book with Amanda again.

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Sitter Profile Image: Anjalee G.
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Sitter Profile Image: Anjalee G.
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20.

Anjalee G.

ur pets next best friend 🩵
Tippecanoe, Milwaukee, WI, 53207
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
3 reviews
from
$23
per night

We have a cat at home, and she’s the best cat mom ever :) She really just gives her all with Lady and she’s a natural. I know that she’s been around so many animals, I got to meet a couple of sweet dogs that she’s been around for most of her life. She would tell me stories all about them and how much they meant to her. She’s a really caring person. For everyone/thing <3

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In Castle Manor, Milwaukee, WI, dog lovers trust Rover.com for their house sitting needs. Over 1,089 pet owners have reviewed house sitters in Milwaukee, giving them an average rating of 5.0/5 stars. Booking house sitting in Castle Manor can be incredibly affordable, no matter what price range you're looking for. Curious about what it might cost to book house sitting in Milwaukee on Rover? Check out our average house sitting rates to get an idea before reaching out and beginning a conversation with a sitter.

As dog lovers, we understand how difficult it can be to leave your dog when you have to head out of town. Luckily, you can find the perfect Castle Manor house sitter in seconds on Rover.com. If you're looking for trusted dog sitters while you're away, whether it's for one night or a whole month, you can find a house sitter in Castle Manor, Milwaukee, WI who meets your and your dog's needs. We manually review and approve every profile on our site, and we offer tools to help you make the right decision for your dog, including background checks, sitter testimonials, community reviews. We also offer educational opportunities and extra safety tools, such as the Protection Package. And we always recommend an in-person Meet & Greet so you can see that your sitter is the perfect fit for your dog. Rover is proud to be the nation's largest network of dog lovers pet sitters and dog walkers.

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 Castle Manor, 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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