House Sitting in Highwood Estates, Milwaukee

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

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House Sitting
Drop-In Visits
Doggy Day Care
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Stephanie V.
Your cat or dog's next best friend!Hawthorne Glen, Milwaukee, WI, 53208
House Sitting, Drop-In Visits, Dog Walking

I’m so glad that I found Stephanie! We needed a dog sitter to stay with our dogs overnight during our Wedding day. She didn’t bother us on our special day and d… (more)

from
$55
per night
Blythe R.
2.
Every animal makes me smile!Bay View, Milwaukee, WI, 53207
Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

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 th… (more)

from
$45
per night
Patricia N.
Love them all!Franklin, WI, 53132
House Sitting, Drop-In Visits, Dog Walking

I am so glad we found Pat to take care of our girls! They just love to see her every time she steps in the door. I have only praise for Patricia with all her k… (more)

from
$30
per night
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Teri B.
4.
Animal lover, friendly, will spoil!St. Francis, WI, 53235
House Sitting, Drop-In Visits, Dog Walking

This was our first time using Rover and we couldn't be happier! Teri did a fantastic job and we will be re-booking her for our next trip! Thanks for everythin… (more)

from
$50
per night
Calendar Recently Updated
Stephen & Wipawee D.
Pawfessional w/love & care <3West Allis, WI, 53227
House Sitting, Drop-In Visits, Dog Walking

We could not have asked for a better experience with Stephen and Amelie! They provided consistent updates with photos and videos, a very thorough report card at… (more)

from
$65
per night
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6.
I'll love them like my ownWest Allis, WI, 53227
House Sitting, Drop-In Visits, Dog Walking

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 fu… (more)

from
$37
per night
Calendar Recently Updated
Your Pets Second Mom❤️Hales Corners, WI, 53130
House Sitting, Drop-In Visits

Once again Carissa was great with our pups. Having her with them allowed us to relax and enjoy our vacation knowing they were very well taken care of. Thank you… (more)

from
$45
per night
Confirmed availability: Christmas and New Year
Happy to help!Greendale, WI, 53129
House Sitting, Drop-In Visits, Dog Walking

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 awa… (more)

from
$75
per night
Confirmed availability: Christmas and New Year
All Dogs go to heavenBay View, Milwaukee, WI, 53207
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Miranda took great care of our 3 pups and made sure communication was a top priority. She frequently sent messages, pictures and videos as she house sat for us.… (more)

from
$80
per night
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your pets are my priority.Muskego Way, Milwaukee, WI, 53204
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care

Leandra took great care of Toby. He obviously enjoyed her attention and care. (more)

from
$50
per night
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11.
Active, responsible, kind pet loverWauwatosa, WI, 53213
House Sitting, Drop-In Visits, Dog Walking

Briana was great! Great communication, and lots of pics that updated us on how our pup was doing. She left the place clean and tidy! We will definitely use her … (more)

from
$50
per night
Calendar Recently Updated
12.
** Mission: meet ALL the dogs **West Allis, WI, 53214
House Sitting, Drop-In Visits, Dog Walking

Rachel is amazing! One of our dogs is hesitant with new people, and Rachel deals well with her noise and makes her feel comfortable quickly every time. Our dogs… (more)

from
$27
per night
13.
Have loved animals since birth.Greenfield, WI, 53220
House Sitting, Drop-In Visits, Dog Walking

Amanda took great care of our dog, and our home. She communicated every day, and was available when I checked in on the home and dog. She was amazing and I high… (more)

from
$28
per night
Calendar Recently Updated
14.
I love all fluff ballsNew Berlin, WI, 53151
Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

Alison did a great job taking care of my dogs. She was very respectful of me and my property as well. (more)

from
$50
per night
Calendar Recently Updated
15.
I ❤️🐾. And Kids all ages.West Allis, WI, 53214
Dog Boarding, House Sitting, Doggy Day Care
36 years of experience

About: HI My name is Andrea, Im 36 yrs old, I have 2 pups my own 4 yr old (Mimi)Toy pomernian and Luckie-Vucko German Sherpherd 1 year 8 months old. My … (more)

from
$35
per night
Confirmed availability: Christmas and New Year
16.
Trustworthy All-Animal LoverRiver Bend, Milwaukee, WI, 53219
House Sitting, Drop-In Visits, Dog Walking

My husband and I are so thankful that Vesna was watching our dog, Rocky, while we were away. Rocky is kinda nervous and stand offish around new people and Vesna… (more)

from
$125
per night
Confirmed availability: Christmas and New Year
Home is where the love isMilwaukee, WI, 53219
House Sitting

Michaelangelo was great to work with! He is a good communicator from initial contact, confirming before scheduled pet sitting, updates with pictures during our… (more)

from
$50
per night
18.
Medical student who loves dogsWest Allis, WI, 53219
House Sitting, Drop-In Visits

Polina was so amazing with Raj (our Great Pyrenees). She's responsive, able to handle a senior giant dog and our dog seemed to love her (he's usually anxious wh… (more)

from
$50
per night
Calendar Recently Updated
Dogs are happiness 😊West Allis, WI, 53219
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Katie looked over my two dachsunds like they were her own. I was very happy with her updates and communication. My dogs always looked forward to her visits. Hig… (more)

from
$40
per night
Calendar Recently Updated
20.
Furry friend companionWest Allis, WI, 53227
House Sitting, Drop-In Visits, Dog Walking

Marissa has always been so dependable and reliable. She loves our dogs just like they are hers and they love her too! She spends time with the dogs making them … (more)

from
$40
per night

When it comes to house sitting, dog owners in Highwood Estates, 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 Highwood Estates 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.

Rover offers the perfect alternative to dog kennels. The next time you head out of town and need someone to take care of your dog and your home, turn to Rover for your Highwood Estates, Milwaukee house sitting needs. On Rover, it's easy to find a loving dog sitter in Highwood Estates, Milwaukee, WI who'll give your dog one-on-one attention while you're away, and your dog can enjoy a sweet staycation, right at home. Search from hundreds of trusted Highwood Estates house sitters near you, read sitter profiles, and reach out to sitters who seem like a good fit for you and your dog. We know it can be tough to leave your pet, which is why we encourage every pet parent and sitter to have a Meet & Greet before booking the stay. Then, when you're ready, book and pay for your dog's stay all through Rover: it's easy, safe, and cashless. You get free premium insurance, a team of safety experts available 24/7, and cute photo updates throughout the stay. It's the easiest way to find trustworthy house sitters in Highwood Estates, Milwaukee, WI for your dog: people who'll treat him like family.

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 Highwood Estates, 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:

House Sitting