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.
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Travis H.
1.
Love & Exercise for your dog or catMartin Drive, Milwaukee, WI, 53208
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Travis did a great job. He communicated well throughout the entire process and was easy to work with. He provided photos and updates throughout the 3 days he … (more)

from
$40
per night
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Sarah P.
2.
Dogs and cats = girl's best friendsBrookfield, WI, 53005
House Sitting, Drop-In Visits, Dog Walking

Sarah was amazing! She met with us and our pets beforehand, she was easy to keep in contact with, and she sent us pictures of the pets along with updates while … (more)

from
$35
per night
Rachel H.
3.
** Mission: meet ALL the dogs **Lower East Side, Milwaukee, WI, 53211
House Sitting, Drop-In Visits, Dog Walking

Rachel went above and beyond house sitting my two pets for the week. When my dog had some unexpected stomach issues, she took great care of him and provided upd… (more)

from
$27
per night
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Colleen S.
Snuggles, Walks and TreatsWhitefish Bay, WI, 53211
House Sitting, Drop-In Visits, Dog Walking

Colleen is great and leaving notes and sending pictures even just for a quick stay. My house is always in the same condition (or better!) then when Ieft. Highly… (more)

from
$40
per night
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Sasha S.
5.
I’ll love your fur babiesBayside, WI, 53217
House Sitting, Drop-In Visits, Dog Walking

Sasha is amazing! The perfect caregiver for your pet. She is great at communicating, sending pictures, really friendly and very caring. I didn't have to worry a… (more)

from
$35
per night
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6.
Your Pet’s NannyMenomonee Falls, WI, 53051
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Teresa is always very caring and attentive to our 14 year old little maltese. She comes to our home to watch our little fur baby. I highly recommend her. (more)

from
$40
per night
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Pawesome, Detail-Oriented SitterCambridge Heights, Milwaukee, WI, 53211
House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Kaitlyn is extremely reliable when it comes to taking care of my two dogs. I get great updates as she communicated with me throughout the stay and feel relieved… (more)

from
$35
per night
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8.
Full-time animal loverBrewer's Hill, Milwaukee, WI, 53212
Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

About: I've cared for dogs all my life and they make me happier than anything else. I was responsible for my own pets as a child and always spent my free ti… (more)

from
$30
per night
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9.
The Friendly, Neighborhood Pet LadyBrown Deer, WI, 53223
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

I love when Jaclyn can come and stay with my pups. I think they love it too. ♥️ Thank you for sending pictures of them... and for treating them as you would you… (more)

from
$40
per night
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10.
🐾 Reliable,Caring Flexible 😸🐕Northridge Lakes, Milwaukee, WI, 53223
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Sharon did a wonderful job of caring for our pets, and keeping an eye on the house for the weekend. Communication was good, and Gus our goldendoodle and Murdoc… (more)

from
$38
per night
Confirmed availability: Memorial day
Your dogs second best friend.Riverwest, Milwaukee, WI, 53212
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Jennifer was awesome! Super responsive, personable, and made sure to send picture updates of our happy pup. We had her stay in our house while we were gone and … (more)

from
$40
per night
Confirmed availability: Memorial day
12.
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 watched my dog 2 weekends in a row. Sadie loved her company. Jan is the sweetest lady ever and always sent me periodic updates on how Sadie was doing. I wou… (more)

from
$70
per night
13.
Avid dog lover!Thiensville, WI, 53092
House Sitting, Drop-In Visits, Dog Walking

Alicia is everything you can ask for in a dog sitter. You can have a great vacation knowing your dogs are in good hands. She watched my 2 dogs while we were o… (more)

from
$40
per night
14.
Tell Your Dog I Said "Hi"......Glendale, WI, 53209
House Sitting, Drop-In Visits, Dog Walking

Becky is an absolute dream sitter! She sent so many photos, tons of updates, asked thoughtful questions and even offered some super great advice! She’ll be ou… (more)

from
$45
per night
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15.
Works from home, loves walksGlendale, WI, 53217
House Sitting, Drop-In Visits, Dog Walking

About: Hi, I'm a 32 year old house trained female mutt named Julia, and I love all animals. When I was a kid, my family had 3 dogs: Rosie, Farley, and Sn… (more)

from
$44
per night
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16.
Dogs are the joy of my life!Glendale, WI, 53217
House Sitting, Drop-In Visits, Dog Walking

I loved her service. I would recommend her to anyone (more)

from
$40
per night
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Make new dog friends!Mount Mary, Milwaukee, WI, 53222
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care

Jonathan was available to come to my house over the holiday weekend on short notice, despite having plans of his own. He was super reliable and easy to work wit… (more)

from
$35
per night
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18.
I love dogsMilwaukee, WI, 53223
House Sitting, Dog Walking

About: Hi my name is Tyrick I’m a cool down to earth dude and very approachable I’ve taken care of dog every since I was little mostly family pet. I love me… (more)

from
$28
per night
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Dog Loving Couple!Wauwatosa, WI, 53225
Dog Boarding, House Sitting

Vince is a responsible, caring individual with two of his own pups at home. He is very knowledgeable in regards to dog care/training and would be a wonderful ca… (more)

from
$38
per night
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20.
I Love Caring For Your FurbabiesGlendale, WI, 53209
Dog Boarding, House Sitting, Doggy Day Care, Dog Walking

Kristi is So passionate about dogs! She loves keeping them busy walking, playing, and of course...getting pictures of it all! Would highly recommend her to keep… (more)

from
$45
per night

Rover also offers House Sitting in:

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: