House Sitting in Brynwood, Milwaukee

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

To ensure accurate availability & pricing, please add your drop-off and pick-up dates.

Search Results

Calendar Recently Updated
Dominique L.
Flexible and willing to travel!Murray Hill, Milwaukee, WI, 53212
House Sitting, Drop-In Visits, Dog Walking

Dominique is simply wonderful. She cared for my menagerie of pets - dogs, cat, and chickens - for a 3-day weekend. This was my first time leaving the entire cre… (more)

from
$37
per night
Calendar Recently Updated
Alicia S.
2.
Trustworthy, Loving, Genuine, SillyMurray Hill, Milwaukee, WI, 53211
House Sitting, Drop-In Visits, Dog Walking

Alicia is fantastic! She did an excellent job caring for our pets, was respectful of our home & was open and transparent in communication. Alicia was incredibly… (more)

from
$115
per night
Confirmed availability: 4th of July
Jennifer H.
Trustworthy and loving pet sitterGermantown, WI, 53022
House Sitting, Drop-In Visits, Dog Walking

Jennifer is wonderful with my dogs! I trust her whole heartedly with my fur babies and have never had to worry when I go out of town! (more)

from
$28
per night
Calendar Recently Updated
Brittany W.
Never met a dog I didn’t like!Brookfield, WI, 53005
House Sitting, Drop-In Visits, Dog Walking

Brittany has been reliable along with her warm personality. She always communicates extremely well and makes sure that everything is done with intentionality an… (more)

from
$35
per night
Calendar Recently Updated
Chloe V.
5.
Happiness is with your furry friendMurray Hill, Milwaukee, WI, 53211
House Sitting, Drop-In Visits

Chloe was great. She took excellent care of our pets (dog and two cats) and kept us updated during her stay. Great pics with her notes as well. Animals and hous… (more)

from
$44
per night
Confirmed availability: 4th of July
6.
You deserve a worry free getaway!Lower East Side, Milwaukee, WI, 53202
House Sitting, Drop-In Visits, Dog Walking

If you are looking for a stress-free getaway knowing that your pet is in great hands, I truly cannot recommend Marina enough! Marina stayed 3 nights with our do… (more)

from
$65
per night
Calendar Recently Updated
Loving sitter, enthusiastic walkerRiverwest, Milwaukee, WI, 53212
House Sitting, Drop-In Visits, Dog Walking

Jessica was terrific! My 2 cats who really don’t like to be left alone,(ie: hold a grudge and snub me) behaved as if I had not left them! Not much more to say! (more)

from
$40
per night
Calendar Recently Updated
Specialized in House/Dog SittingUpper East Side, Milwaukee, WI, 53211
Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

Malissa gave us peace of mind knowing our dogs were in good hands. She communicated with us throughout the week, sent lots of pictures and provided updates. Sh… (more)

from
$65
per night
Calendar Recently Updated
9.
"Wag More, Bark Less"Martin Drive, Milwaukee, WI, 53208
House Sitting, Drop-In Visits, Dog Walking

Margit was thorough. She loves our dogs (we have a senior and a puppy so we run the gamut of needs) and attended to all their needs perfectly. She took tremendo… (more)

from
$35
per night
Confirmed availability: 4th of July
10.
Wee looove the fur babies ♥️Kops Park, Milwaukee, WI, 53222
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Our puppy Randall was in such good hands for the weekend that Yisel cared for him. Not only did she help us so very last minute, but I got great updates and pho… (more)

from
$70
per night
Calendar Recently Updated
11.
Love working with all dogs/catsMenomonee Falls, WI, 53051
House Sitting, Drop-In Visits, Dog Walking

I recommend Keeley 110%! She is my first choice when I need care for my dog. Her background with her own pets and working with dogs at the doggy day care make… (more)

from
$50
per night
Calendar Recently Updated
12.
Snuggles, Walks and TreatsWhitefish Bay, WI, 53211
House Sitting, Drop-In Visits, Dog Walking

Colleen does such a great job. She sends regular updates and photos. She leaves the house in tip top shape before she leaves. We trust her completely. Highly… (more)

from
$50
per night
Calendar Recently Updated
13.
Teacher-open evenings/weekendsGlendale, WI, 53217
House Sitting, Drop-In Visits, Dog Walking

Karina took great care of my pets. My dog loved playing fetch with and my cat took to her immediately. I would definitely use Karina again! (more)

from
$32
per night
Calendar Recently Updated
14.
The Friendly, Neighborhood Pet LadyBrown Deer, WI, 53223
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Jaclyn did a fantastic job watching our fur babies while we were out of town. She sent pictures and updates, which we really appreciated! She was so nice and al… (more)

from
$40
per night
15.
The Pawfect Pal 💚🐾Silver Swan, Milwaukee, WI, 53225
House Sitting, Drop-In Visits, Dog Walking

Kind, intelligent, responsive & overall OUTSTANDING! Above & beyond our expectations. (more)

from
$50
per night
Calendar Recently Updated
16.
Jan 
Verified Background Check
I am a pet lover; home full timeWhitefish Bay, WI, 53217
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Jan took great care of our dogs while we were out of town. They were happy and relaxed when we got home. She even did a great job with walking and therapy for C… (more)

from
$95
per night
17.
Your pets are in good paws with us.Silver Spring, Milwaukee, WI, 53218
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Fonshe is a great pet sitter. She dog sit my Chloe for me and my Chloe loved her. They got along great! Your going to fall in love with her, she’s the best!! (more)

from
$75
per night
Calendar Recently Updated
I love working with all animals!Glendale, WI, 53209
House Sitting, Drop-In Visits, Dog Walking

Brittany works really great with animals. Before she moved from Milwaukee, she helped me train my now 1 year old Lasa Also Freddy. Whenever I need advice she is… (more)

from
$35
per night
Confirmed availability: 4th of July
19.
I love cats, they are so cute!Brown Deer, WI, 53223
House Sitting, Drop-In Visits

Carie is a loving and conscientious cat caregiver. She has had multiple cats in her own home over the past thirty years. She knows how important it is to find s… (more)

from
$25
per night
Calendar Recently Updated
20.
❤🐾Reliable Caring Flexibility⛑🐕😸Northridge Lakes, Brown Deer, WI, 53223
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Sharon is amazing! My three kiddos loved her and they were so well taken care of. Sharon stayed with them in my home and she left my home sparkly clean :) (more)

from
$40
per night

Pet parents turn to sitters on Rover.com when they're looking for house-sitting. 1,089 owners have reviewed sitters in Brynwood, Milwaukee, WI, giving them an average rating of 5.0/5. Since 92% of pet owners live within a short drive of a sitter on Rover, it's easy to find the perfect house sitter near you. 95% of reviewed stays have received a perfect 5-star rating. Wondering how much you can expect to pay on Rover.com? Check out our average house sitting rates to get an idea before you start a conversation with a house sitter. Exchange messages from your sitter's profile, ask to schedule a free in-person Meet & Greet, and book and pay on Rover. You'll receive adorable photo updates, premium insurance, and world-class support.

Never beg a friend to watch your dog again. With Rover, you can find your the perfect Brynwood 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 Brynwood, 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 Brynwood, 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: