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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1. Danielle Verified Background Check

Full time house/dog sitter!

Whitefish Bay, WI, 53217

House Sitting, Drop-In Visits, Dog Walking

"Danielle was amazing. She really put me at ease agreeing to watch my pooch and cat last minute when my other sitter bailed the night before my wedding. My bi... (more)"

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2. Ellie Verified Enhanced Background Check

In LOVE with all dogs

Shorewood, WI, 53211

House Sitting, Drop-In Visits, Dog Walking

"Ellie was great! She was very attentive to Beezer’s needs and he loved having her around! When we arrived home our apartment was just how we left it, so Elli... (more)"

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3. Mike & Monica Verified Background Check

My dog would love a doggy playmate

Menomonee Falls, WI, 53051

Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

"We were gone for a long weekend and Mike and Monics were awesome with our two dogs! (more)"

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4. Jan Verified Background Check

I am a pet lover; home full time

Whitefish 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 ... (more)"

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5. Zabrina Verified Background Check

The Nanny, but for dogs (& cats)

Mequon, WI, 53092

House Sitting, Drop-In Visits, Dog Walking

"Zabrina was EXCELLENT with our very feisty and particular Yorkie. Zabrina took her time to get to know our beloved dog and they quickly became great friends.... (more)"

Confirmed availability
Labor Day
6. Denzel Verified Background Check

Kind, Social, Outgoing, and smart

Enderis Park, Milwaukee, WI, 53222

House Sitting, Drop-In Visits, Dog Walking

"Denzel is a hardworking individual who always puts his best foot forward at anything he sets his mind to. I remember Denzel and I went to my family members h... (more)"

Confirmed availability
Labor Day
7. Becky Verified Background Check

I'll walk/run/play with your dog.

Glendale, WI, 53209

House Sitting, Drop-In Visits, Dog Walking

"Becky did a great job of housesitting as well as dog sitting. She stayed at our house to take care of our two dogs while we were away on vacation and sent us... (more)"

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8. Jaclyn Verified Background Check

The Friendly, Neighborhood Pet Lady

Brown Deer, WI, 53223

Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

"Jaclyn is a true animal lover and that plus dependability make her an excellent pet sitter. She has been caring for our dogs for over 10 years. (more)"

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9. Natallie Verified Background Check

I can’t wait to meet your dog!

Wauwatosa, WI, 53222

House Sitting, Drop-In Visits, Dog Walking

"Natalie is an animal lover of all sorts and dogs have a special place in her heart. She is always patient and kind with my dogs and they truly love her. Sh... (more)"

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10. Kaylee Verified Background Check

I'll treat them as my own.

Glendale, WI, 53217

Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

"I would highly recommend Kaylee to be your dog sitter or walker! It has been a pleasure to work with and know Kaylee for the past 5 years, and she is someone... (more)"

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11. Mimi Verified Enhanced Background Check

Reliable and loving care.

Mequon, WI, 53092

Dog Boarding, House Sitting, Drop-In Visits

"Mimi is my mom and has decades of experience owning and caring for dogs, including a dog with a severe case of separation anxiety. She has also volunteered a... (more)"

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12. Jaireyanna Verified Enhanced Background Check

Loving, Reliable Pet Care

Old North Milwaukee, Milwaukee, WI, 53209

Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

"JaiReyana is not only a dedicated, hard working woman, but she is also kind. She is friendly, energetic and fun to be around. As a great friend of two years,... (more)"

Confirmed availability
Labor Day
13. Joe Verified Background Check

Pet Care insured, Dogs/Cats love me

Whitefish Bay, WI, 53217

House Sitting, Drop-In Visits, Dog Walking

"Joe loves Dogs and they love him They respond happily and with enthusiasm when he's with them. He;s reliable and dependent. He grew up with dogs and has h... (more)"

14. Hannah Verified Background Check

Paw-some service for Paw-some pets!

Long View, Milwaukee, WI, 53218

House Sitting, Drop-In Visits, Dog Walking

"Hannah did an excellent job during the week she dogsat for our dogs at our home. She kept us up to date with pics and little notes. She checked in with quest... (more)"

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15. Kayla Verified Background Check

I love animals,they love me.Book me

North Meadows, Milwaukee, WI, 53224

Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

"Kayla is special because. she goes above and beyond for my puppies who require a lot of care and time and are very playful. Recommend (more)"

16. Jazmine Verified Background Check

I have a passion for animals!

Servite Woods, Milwaukee, WI, 53223

Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

"Jazmine is a very knowledgeable and friendly sitter. It made me feel so much better knowing my munchkin could be in his own environment while I was gone. (more)"

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17. Lizbeth Verified Background Check

Pet Lover

Bradley Estates, Milwaukee, WI, 53223

House Sitting, Drop-In Visits, Dog Walking

About: Hello! My name is Lizbeth but you can call me Lizi, I am a pet lover so I will do my best for the pets to have a good and safe time while they’re u... (more)

18. Kashae Verified Background Check

The perfect sitter for your pup!♥️

Maple Tree, Milwaukee, WI, 53224

Dog Boarding, House Sitting, Doggy Day Care

About: Let me first introduce myself! I'm 20 years young and also a loving mother of one here in Milwaukee. I'm one of those pup freaks you walk pass and ... (more)

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19. Sarah Verified Enhanced Background Check

I’ll treat your pet like my own.

Glendale, WI, 53209

House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

"Sarah was tremendous with our boy, Sawyer! She was flexible and even came on short notice. She sent us pictures throughout the weekend and took great care of... (more)"

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20. Curtis Verified Background Check

Doggy lover

Ridgeview, Milwaukee, WI, 53224

Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

About: I’m very friendly loving and caring most of all I have a big heart for pets i grew up in a dog loving family that had dog from small to huge dogs I... (more)

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: