House Sitting in Clayton Crest, 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

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 someone in our home but Blythe was awesome. We have a large dog who is pretty needy and a little old man. She took pics, gave us updates and did everything we asked and our home looked the exact way we left it. Would highly recommend!

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Sitter Profile Image: Erica L.
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Sitter Profile Image: Erica L.
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2.

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 stayed at our house to take care of our 3 cats and 2 dogs while we were gone for a few days. She was great with sending pics or videos each day of our fur babies! The pets LOVED her- even the more anxious of our pets snuggled up to her. We would definitely ask her to sit for us again.

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Sitter Profile Image: Jessica Z.
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Sitter Profile Image: Jessica Z.
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3.

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

Jessica Z stayed in my house with my 14 y/o blind Boston Terrier. She was wonderful. I received daily updates and photos, she clearly took excellent care of my pup. She left my place spotless and I would highly recommend her. She is excellent and I will definitely use her again.

Sitter Profile Image: Cindy H.
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Sitter Profile Image: Cindy H.
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4.

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!

Sitter Profile Image: Quazaye K.
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Sitter Profile Image: Quazaye K.
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5.

Quazaye K.

Rubbin and lovin and walkin, oh my!
Muskego, WI, 53150
House Sitting, Drop-In Visits, Dog Walking
4.5
7 reviews
2 repeat clients
from
$30
per night

Quazaye watched our 2 dogs on a overnight for 2 nights. One of our dogs is 15 and has diabetes and cushings and needs insulin 2X a day. Quazaye was able to administer the shots which not everyone can. Quazaye is very personable,trustworthy,dependable and responsive. I highly recommend her for care of your beloved pets!

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Sitter Profile Image: Felicity W.
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Sitter Profile Image: Felicity W.
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6.

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 was great! My pup loved her and was well taken care of while we were away. She has watched her twice now and we would definitely book again! She stayed at our home and the house was in great shape when we got home.

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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7.

Jenn S.

Dog lover and 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 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: Bret H.
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Sitter Profile Image: Bret H.
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8.

Bret H.

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

Thank you for the great support for Schooner. He appeared happy and rested when I returned.

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

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

Rachel is the absolute BEST. I would highly recommend her to anyone. My dog absolutely loves her and Rachel was even kind enough to shovel for me after a snowstorm so that when I got home I didn't have to worry about it. THANKS RACHEL!

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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
House Sitting, Drop-In Visits, Dog Walking
5.0
41 reviews
17 repeat clients
from
$65
per night

Fantastic sitter for our two dogs. Let's just say, we are boring compared to the love and attention they got. They also took great care of our home. We will book them over and over and over again.

Confirmed availability: Christmas and New Year's
Sitter Profile Image: Becca S.
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Sitter Profile Image: Becca S.
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11.

Becca S.

Rover 101
Walkies in Milwaukees!
Historic Third Ward, Milwaukee, WI, 53202
House Sitting, Drop-In Visits, Dog Walking
5.0
19 reviews
5 repeat clients
from
$60
per night

Becca was super nice,sent updates her whole stay with my puppy Abril. I highly recommend her. I will keep using her services. Thanks Becca for being understanding of my puppy with separation anxiety and made her happy until I got home.

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Sitter Profile Image: Patricia N.
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Sitter Profile Image: Patricia N.
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12.

Patricia N.

Love them all!
Franklin, WI, 53132
House Sitting, Drop-In Visits, Dog Walking
5.0
41 reviews
10 repeat clients
from
$30
per night

My girls really took to Patricia and love playing with her! She's patient and kind and I was at ease being away from them, knowing they were in great hands! Thank you, Pat.

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Sitter Profile Image: Sarah J.
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Sitter Profile Image: Sarah J.
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13.

Sarah J.

I’m awkward with humans.
West allis, WI, 53219
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
61 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.

Sitter Profile Image: Connie A.
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Sitter Profile Image: Connie A.
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14.

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

If there's anyone you want to trust your beloved pets with, it's Connie. She's your typical Greek mom who has more love to give than she can handle. She treated my dog like it was her own and sent regular updates, so I never had to worry. Five stars!!

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Sitter Profile Image: Leandrea R.
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Sitter Profile Image: Leandrea R.
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15.

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.

Sitter Profile Image: Stephanie R.
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Sitter Profile Image: Stephanie R.
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16.

Stephanie R.

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

Stephanie was amazing watching our baby! Great updates, she stayed at our place so it was an easier adjustment for our pup. We came home to a nice letter letting us know how it went and she was so kind to vacuum. Definitely will use again!

Sitter Profile Image: Jillian G.
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Sitter Profile Image: Jillian G.
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17.

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.

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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18.

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!

Sitter Profile Image: Samantha B.
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Sitter Profile Image: Samantha B.
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19.

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: Carolina G.
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Sitter Profile Image: Carolina G.
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20.

Carolina G.

I enjoy pets company!
Cudahy, WI, 53110
House Sitting, Drop-In Visits, Dog Walking
5.0
7 reviews
2 repeat clients
from
$40
per night

My previous sitter had to back out due to an emegiency and needed to find a sitter in less than 24hrs of leaving the country. She confirmed right away and met my fur babies the night before I left. She took the best care of my animals. Even going so far as finding my cat houdini who got out prior to her arrival. Would definately recommend and will be using again. ?

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When it comes to pet care and house sitting, pet owners in Clayton Crest, Milwaukee, WI trust their pets with sitters on Rover.com. Over 1,089 pet owners have reviewed house sitters in Milwaukee, giving them an average rating of 5.0/5. House sitting doesn't have to be expensive. In fact, it's probably a lot more affordable than you think. You'll quickly find that there's a house sitter on Rover for just about every price range and lifestyle. Wondering how much you might expect to pay for a house sitter and pet care on Rover? Check out our average house sitting rates to get an idea before you begin a conversation with a sitter who seems like a great match.

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 Clayton Crest 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 Clayton Crest, 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 Clayton Crest, 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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