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.
Dismiss
1. Mia

Active, Experienced Dog Owner!

River Hills, WI, 53217

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

"Mia is great with our dog, Dax! She's a natural dog lover and it's clear she's grown up with dogs throughout her life. She's great with animals of all ages a... (more)"

2. Samantha

I'm a dogs best friend!

Riverwest, Milwaukee, WI, 53212

House Sitting, Drop-In Visits, Dog Walking

About: I am 25 years old and currently a student at UW-Milwaukee, studying Community Engagement and Education, I also work part time making pizza in bay v... (more)

3. Melissa

Registered Nurse who loves dogs

Mequon, WI, 53092

Dog Boarding, House Sitting, Dog Walking

3 repeat clients

"I cannot recommend Melissa enough. She is responsible, organized, deeply caring, and loves to take care of dogs (and cats)! I would absolutely trust any of... (more)"

4. Sarah

Give your dog a great stay-cation!

Menomonee River Hills, Milwaukee, WI, 53225

House Sitting, Drop-In Visits, Dog Walking

4 repeat clients

"Sarah was great with our pup, Ruby! She stayed with her while we were away on vacation and it's obvious Ruby had a good time while we were away! We received ... (more)"

5. Kara

Great for last minute requests!

Wauwatosa, WI, 53213

House Sitting, Drop-In Visits, Dog Walking

"Kara did such a great job watching and exercising our pups while we were on a week long vacation. We could tell they got lots of exercise and we're well tak... (more)"

6. Terra

Dogs are my life!

Menomonee Falls, WI, 53051

House Sitting, Drop-In Visits, Dog Walking

"Terra provided outstanding care, concern and patience when she recently took charge of our 2 dogs for three days and nights. Our Yellow lab is almost 15 yea... (more)"

7. Kim

It's a dog's life

Menomonee Falls, WI, 53051

House Sitting

4 repeat clients

"Kim was a pure godsend for us! She took the time to meet with us beforehand and introduce herself to the 'critters'; putting us all at greater ease. She was ... (more)"

Available this weekend
8. Lauren

Give your pup a vacation!

Mequon, WI, 53092

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

3 repeat clients

About: I'm a recent graduate of Indiana University and an animal lover who has dog sitting experience and volunteered for the humane society as a dog walk... (more)

9. Kalee

Passionate dog lover

Grantosa, Milwaukee, WI, 53222

House Sitting, Drop-In Visits, Dog Walking

"Helped me walk my 3 large dogs, did a fantastic job. Highly recommend her, she has the skills for the job. Even made a friend out of my lab that barks nonsto... (more)"

10. Rachel

Experienced dog handler-dog lover

Golden Valley, Milwaukee, WI, 53222

House Sitting, Drop-In Visits, Dog Walking

"We have used Rachel to watch both of our dogs on several occasions. Just the mention of her name gets our dogs to perk up and go into an excited frenzy. They... (more)"

11. Brenna

Dog Walker / Babysitter

Saint Joseph, Milwaukee, WI, 53210

House Sitting, Drop-In Visits

4 repeat clients

"My dogs were calm and happy as ever when I got home from my long weekend away. I can tell they do very well when Brenna stays with them! she's great and tru... (more)"

12. Lisa

What beats the love of a dog?

Kops Park, Milwaukee, WI, 53222

House Sitting, Drop-In Visits, Dog Walking

About: My name is Lisa, and I love dogs! Pretty sure everyone here says that. I would like to watch your dog in your home because the less their world i... (more)

13. Hayley

Love them all like my own.

Bayside, WI, 53217

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"I contacted Hayley to stay with our new rescue dog, who is a handful - although two years old, not yet housebroken, and suffering from severe separation anxi... (more)"

14. Joshua

Outdoorsy dog lover

Thurston Woods, Milwaukee, WI, 53209

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

"Josh is a guy that I can trust completely with my dog he's very reliable and always willing to make an effort to make my dog happy! He is always super friend... (more)"

15. Andrea

My dogs are my world.

Melody View, Milwaukee, WI, 53224

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

About: My name is Andrea and I have two dogs of my own and I love them more than anything in the world. Your dogs will be safe with me because I would tak... (more)

16. Shane

Experienced dog handler/pre vet

Hampton Heights, Milwaukee, WI, 53218

House Sitting, Drop-In Visits, Dog Walking

"Shane is a very caring and responsible individual. I've spent time with him in the past playing sports with him and he's always talking about dogs. He's ev... (more)"

17. Wanda

I love taking care of pets.

Whitefish Bay, WI, 53217

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

3 repeat clients

"I first met Wanda Foy twenty years ago. We both were teaching in a parochial school working with young children. Wanda was easy going, kind and gentle towa... (more)"

18. Valerie

Will treat your dog like family.

Brown Deer, WI, 53209

House Sitting, Drop-In Visits, Dog Walking

About: Hello! I am a life-long pet lover and owner. Throughout my life, I have lived with dogs ranging from a toy poodle to a husky mix. Outside of my own... (more)

19. Carol

Home full-time, paths & dog run.

Servite Woods, MILWAUKEE, WI, 53223

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

"My sister Carol has kept our dog Mishko for us many, many times, for up to 2 weeks. She's wonderful with our big guy (about 75 pounds), and he loves being a... (more)"

20. Jazmine

I have a passion for animals!

Bradley Estates, Milwaukee, WI, 53223

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

2 repeat clients

About: I am looking to start dog sitting for others. I currently work at Wrights Brown Deer Animal Hospital and I graduated in October 2016 with a certifi... (more)

Experience exceptional service and a personalized match

From start to finish, we'll handle all the details for you.

Learn About Premier

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: