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.
Confirmed availability
This weekend
1. Danielle

Full time house/dog sitter!

Whitefish Bay, WI, 53217

House Sitting, Drop-In Visits, Dog Walking

"Danielle is awesome she did a great job with our very needy pets! (more)"

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2. Katie

College Kid In Need of Puppy Love

Milwaukee, WI, 53217

House Sitting, Drop-In Visits, Dog Walking

"Katie H. did an amazing job sitting at our home for an extended weekend! We are thrilled with her. She is reliable and follows through on exactly what she ag... (more)"

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3. Charlie

Love being with any & all animals!!

Mequon, WI, 53092

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

"Charlie is a responsible dog sitter/walker. He LOVES dogs and is very dependable. I would highly recommend him...! Our dog loves him and can't stop waggin... (more)"

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4. Jim

Home full time. Love to go on hikes

Whitefish Bay, WI, 53217

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

"We’ve used Jim twice so far and plan on having him again. He’s great with sending photos, communicating with us how the dog is doing and always cleans up aft... (more)"

Confirmed availability
This weekend
5. Raya

Dog walker needed? Have no fear!

Glendale, WI, 53217

House Sitting, Drop-In Visits, Dog Walking

"Raya did a great job and I have a very finicky dog. He frequently has accidents and she was really great with him. (more)"

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6. Hannah

Pet Owner Lending a Helping Hand!

Menomonee Falls, WI, 53051

House Sitting, Drop-In Visits, Dog Walking

"Hannah would make an excellent pet caregiver! She has grown up with a variety of pets including cats, dogs, hamsters, fish, and even a gecko! She has alway... (more)"

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7. Corina

I'll play fetch for ages

Brown Deer, WI, 53223

House Sitting, Drop-In Visits, Dog Walking

About: I love dogs, and I'm learning more and more about them every day. I've dealt with small dogs and larger dogs, and they've never turned down a belly... (more)

8. Steve

Your dogs home away from home

Lincoln Creek, Milwaukee, WI, 53218

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

"Steve watched my 3 large dogs and 4 cats while I was in India for three weeks. One of my dogs has cancer and requires several meds and supplements 3x daily a... (more)"

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9. Leanne

I love all dogs!!

Menomonee falls, WI, 53051

House Sitting, Drop-In Visits, Dog Walking

"This was the first time we hired a Rover sitter to come to our house instead of taking our pup to their home and we couldn't have been happier with how it wo... (more)"

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10. Barbara

Qualified to Give Quality Pet Care

Mequon, WI, 53092

House Sitting, Drop-In Visits, Dog Walking

"Barbara did a wonderful job for us on Thanksgiving. She visited our dog, Sophie, twice, as we requested. She kept us informed and sent us a couple pictures... (more)"

11. Jazmine

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)"

12. Nicole

Make your pup feel safe at home

Menomonee River Hills, MILWAUKEE, WI, 53225

House Sitting

"Nicole is a great house, dog and cat sitter. Our animals love spending time with Nicole and we can count on her to show them lots of love and care. It's co... (more)"

13. Amari

Cuddles, Love, & Doggy Hugs

Bradley Estates, Milwaukee, WI, 53223

House Sitting, Drop-In Visits, Dog Walking

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

14. Elysia

Fun, pet loving sitter!

Whitefish Bay, WI, 53217

House Sitting, Drop-In Visits, Dog Walking

"Elysia is an outstanding pet sitter. Our older dog didnt do well traveling any longer and when we boarded her she was stressed for weeks. Elysia took care of... (more)"

15. Miranda

Passionate animal lover

Timmerman West, Milwaukee, WI, 53225

House Sitting, Drop-In Visits, Dog Walking

"Miranda has had a dog almost her entire life. She is great with ALL animals and I have always entrusted her with my dog, Simba. She is a smart, caring, and k... (more)"

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16. Mackenzie

Fun, animal loving girl!

Brown Deer, WI, 53223

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

About: I have 2 years experience managing a Dog daycare in Mequon, which included socializing dogs and taking care of them. I also have 6 years experience... (more)

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17. Sarah

I’ll treat your pet like my own.

Glendale, WI, 53209

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

About: I love pets. I love spoiling pets whether that be with long walks or long belly rubs. I do give an excellent behind the ear scratch, well I’ve had ... (more)

18. Isabella

They call me the Pet Whisperer.

Glendale, WI, 53209

House Sitting, Drop-In Visits, Dog Walking

"Isabella was great! She sent pictures and updates regularly and was able to work with our odd schedule for our time away. Plus, she handled our 75lb Lab/Pit ... (more)"

19. Kevin

Home after 10am, fenced in yard

Long View, Milwaukee, WI, 53218

House Sitting, Drop-In Visits, Dog Walking

About: Hi, Im 25 years old and work a very early morning job which allows me most days to spend time with your pets. This opportunity s great for me bec... (more)

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20. Jalaya

Who's invited to Doggy Day???? This

Hampton Heights, Milwaukee, WI, 53218

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

About: I can guarantee that any dog or puppy that I have in my care will be the happiest guys and girls around after a day with us; In referral to Tinker.... (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: