House Sitting in Rolling Green, 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
Which dates do you need?
What size are your dogs (lbs)?

Search Results

Calendar Recently Updated
Sitter Profile Image: Blythe R.
Sitter Profile Image: Blythe R.
1.
Every animal makes me smile!
Bay View, Milwaukee, WI, 53207
Boarding, House Sitting, Drop-In Visits, Dog Walking

I booked house sitting with Blythe because pet hotels stress my senior baby out. Blythe went above and beyond taking care of my senior baby. She did everything … (more)

from

$50

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

Fantastic communication and great energy with our 3 dogs. They stayed in our place for a night while we went exploring and from the time they arrived, we never … (more)

from

$65

per night
Calendar Recently Updated
Sitter Profile Image: Katelyn A.
Sitter Profile Image: Katelyn A.
Eat. Play. Love.
West allis, WI, 53214
House Sitting, Dog Walking

Katelyn was absolutely amazing with my dogs. She even came to meet them and learn their personalities prior to spending her weekend with them! I would use her… (more)

from

$65

per night
Calendar Recently Updated
Sitter Profile Image: Erica L.
Sitter Profile Image: Erica L.
4.
I'll love them like my own
West Allis, WI, 53227
House Sitting, Drop-In Visits, Dog Walking

This was our first time having someone stay in our home and it was such a great experience! Erica was wonderful with Bear and Bean and sent photos and updates e… (more)

from

$37

per night
Confirmed availability: Juneteenth Weekend
Sitter Profile Image: Faustina Z.
Sitter Profile Image: Faustina Z.
Lover of cuddles and walks!
Hawthorne Glen, Wauwatosa, WI, 53213
House Sitting, Drop-In Visits, Dog Walking

Faustina was great with our dog. Took him on multiple walks, played with him outside and sent us updates throughout her stay (more)

from

$50

per night
Calendar Recently Updated
Sitter Profile Image: Katherine B.
Sitter Profile Image: Katherine B.
Dogs are happiness 😊
West Allis, WI, 53219
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

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… (more)

from

$55

per night
Sitter Profile Image: Rachel H.
Sitter Profile Image: Rachel H.
7.
** Mission: meet ALL the dogs **
West Allis, WI, 53214
House Sitting, Drop-In Visits, Dog Walking

I can't say enough about how great Rachel is! Bunnies are very hard to care for, and she does it at an all-star level. We came home to clean, happy bunnies and… (more)

from

$27

per night
Calendar Recently Updated
Sitter Profile Image: Alli B.
Sitter Profile Image: Alli B.
8.
Here to show your pets some love :)
Wauwatosa, WI, 53213
House Sitting, Drop-In Visits, Dog Walking

Alli was wonderful! She was very patient and understanding with my girls stranger danger. Alli was also available for a meet and greet and overnight stay on sup… (more)

from

$40

per night
Calendar Recently Updated
Sitter Profile Image: Megan P.
Sitter Profile Image: Megan P.
9.
Loving and Energetic Vet-Assistant
Hales Corners, WI, 53130
House Sitting, Drop-In Visits, Dog Walking

Megan was a delight to work with and did a wonderful job watching our 2 dogs and cat while we were out of town. She sent pictures while we were gone and they a… (more)

from

$80

per night
Confirmed availability: Juneteenth Weekend
Sitter Profile Image: Jenn S.
Sitter Profile Image: Jenn S.
10.
Animals❤️me-Available all holidays!
West Allis, WI, 53227
House Sitting, Drop-In Visits, Dog Walking

Jenn is a amazing! She is the most kind and compassionate woman. This is the very first time we have ever left our two rescue dogs, so I wasn’t sure what to exp… (more)

from

$50

per night
Calendar Recently Updated
Sitter Profile Image: Leandrea R.
Sitter Profile Image: Leandrea R.
your pets are my priority.
Muskego Way, Milwaukee, WI, 53204
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

I’m so happy I booked Leandrea. I have two dogs - one of which is a very shy, anxious senior dog. Only a couple hours in and he was clearly comfortable with Lea… (more)

from

$60

per night
Calendar Recently Updated
Sitter Profile Image: Marie H.
Sitter Profile Image: Marie H.
12.
Your Pets New Favorite Sitter :)
Martin Drive, Milwaukee, WI, 53208
House Sitting, Drop-In Visits, Dog Walking

Marie is an outstanding sitter! She is very conscientious and generous with her time and affection. I highly recommend her. My two dogs loved her. (more)

from

$35

per night
Calendar Recently Updated
Sitter Profile Image: Charlene F.
Sitter Profile Image: Charlene F.
For the love of the animals
New Berlin, WI, 53151
House Sitting, Drop-In Visits, Dog Walking

Charlene was very attentive and patient with my little 5lb yorkie with separation anxiety. She went out of her way to stimulate her--I have never seen my little… (more)

from

$75

per night
Calendar Recently Updated
Sitter Profile Image: Taylor W.
Sitter Profile Image: Taylor W.
14.
A Dog's best friend!
Greenfield, WI, 53221
Boarding, House Sitting, Drop-In Visits, Dog Walking

Taylor was amazing with our dog Wren! This was our first time using her and she was kind, punctual, and kept us up to date. We have an oral medication schedule … (more)

from

$35

per night
Calendar Recently Updated
Sitter Profile Image: Danielle A.
Sitter Profile Image: Danielle A.
An artist who loves animals.
Milwaukee, WI, 53207
House Sitting, Drop-In Visits, Dog Walking

Danielle was fantastic. She watched over my 2 bulldogs over Memorial Day weekend and was fantastic. She kept us updated with notes and pictures, and asked all t… (more)

from

$75

per night
Calendar Recently Updated
Sitter Profile Image: Katherine L.
Sitter Profile Image: Katherine L.
Will love your pet as my own ☺️
Enderis Park, Milwaukee, WI, 53210
House Sitting, Drop-In Visits, Dog Walking

Kk is the absolute best!! She treats my dog like it’s her own and they have so much fun together. Highly recommend to any dog or cat parent who needs some extra… (more)

from

$30

per night
Confirmed availability: Juneteenth Weekend
Sitter Profile Image: Patricia N.
Sitter Profile Image: 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
Calendar Recently Updated
Sitter Profile Image: Jeremy M.
Sitter Profile Image: Jeremy M.
18.
Neighbor providing additional love
Juneau Town, milwaukee, WI, 53202
Boarding, House Sitting, Drop-In Visits, Dog Walking

I cannot recommend Jeremy enough. He is easy to work with, thoughtful and considerate, and has a wonderful way with dogs. We were concerned that our red heeler … (more)

from

$50

per night
Confirmed availability: Juneteenth Weekend
Sitter Profile Image: Nathaniel D.
Sitter Profile Image: Nathaniel D.
I love all the Animals!
West Allis, WI, 53219
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Nate watched my 2 dogs while I went on a family vacation and was beyond the words amazing. He made sure to let me know my babies were happy and safe. He would s… (more)

from

$65

per night
Calendar Recently Updated
Sitter Profile Image: Alison W.
Sitter Profile Image: Alison W.
20.
I love all fluff balls
New Berlin, WI, 53151
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

When it comes to pet care and house sitting, pet owners in Rolling Green, 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.

Never beg a friend to watch your dog again. With Rover, you can find your the perfect Rolling Green 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 Rolling Green, Milwaukee who can provide the care your dog needs, when they need it.

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 Rolling Green, 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