House Sitting in Williamsburg, Milwaukee

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

1. Danielle Verified Background Check

Full time house/dog sitter!

Whitefish Bay, WI, 53217

House Sitting, Drop-In Visits, Dog Walking

"Danielle was great. Kept me updated with pictures and texts.very professional and caring (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. Samantha Verified Background CheckRover 101

Sam's Dog Days

Lower East Side, Milwaukee, WI, 53202

House Sitting, Drop-In Visits, Dog Walking

"Samantha was absolutely amazing and my puppy loved her! She took such good care of Murphy and sent over pictures and videos. will definitely be using Samanth... (more)"

4. Olivia Verified Background Check

Animal Behavior Master's Student

Shorewood, WI, 53211

House Sitting, Drop-In Visits, Dog Walking

"Olivia did a great job pet sitting my dog and cat! My dog has a lot of anxiety and special care needs and she was willing and able to provide that without an... (more)"

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5. Jenni Verified Background CheckRover 101

Experienced & Loving Dog Sitter

Lower East Side, Milwaukee, WI, 53202

House Sitting, Drop-In Visits

"Jenni is the absolute best! We recently had a flight cancelled and she was able to stay an extra night to take care of our pup. I don’t know what we’d do wit... (more)"

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6. Taylor Verified Background Check

Dog lover with flexible schedule

Yankee Hill, Milwaukee, WI, 53202

House Sitting, Drop-In Visits, Dog Walking

"Taylor was great! Our 13-year-old terrier mix, Abby, was so well taken care of while we were away. It was great to receive pictures and updates of their tim... (more)"

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7. Taylor Verified Background Check

Treating your fur baby like family

Lower East Side, Milwaukee, WI, 53202

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

"Taylor was a huge help when she cat sat for me a few weeks ago. She was on-time, she had a upbeat positive attitude and sent me updates throughout her time w... (more)"

8. Duwayne Verified Background Check

I Love All Animals

Upper East Side, Milwaukee, WI, 53211

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

"Duwayne was communicative and very easy to work with. I felt totally at ease leaving my pup with him. He took great care of him and even left my house lookin... (more)"

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9. Jamie Verified Background CheckRover 101

Animal Loving Social Worker

Harambee, Milwaukee, WI, 53212

House Sitting, Drop-In Visits, Dog Walking

"Jamie overnighted in our home for 3 nights / 4 days. She cared for a geriatric dog with tons of medical issues, a young healthy rambunctious dog, a kitty, an... (more)"

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10. Tasha Verified Background CheckRover 101

Your dog's next BFF!

Shorewood, WI, 53211

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

"Tasha was awesome. This was my first time leaving my dogs overnight with someone who wasnt family. The best thing was to s3 them looking happy in the photos ... (more)"

11. Laurie Verified Enhanced Background CheckRover 101

Experienced, reliable, retired!!!!!

Historic Third Ward, Milwaukee, WI, 53202

House Sitting, Drop-In Visits, Dog Walking

"I have 2 dogs, one that I've only had for 4 months now. I got him when he was 10 months old and I am his 3rd owner. In other words, he's been through a lot... (more)"

12. Julianna Verified Enhanced Background Check

Traveling Dane, Dog & Cat Lover

Murray Hill, Milwaukee, WI, 53211

House Sitting

"Julianna Stayed in my house for five nights/six days and took excellent care of my large, high-energy Siberian Husky. It can be hard to find a trustworthy h... (more)"

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13. Jennifer Verified Background Check

Great belly rubs & fenced in yard!

Riverwest, Milwaukee, WI, 53212

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

"Jenny has not only preformed 24 hour care for both our large dogs an small dog as well as a cat. She has also done pet daycare and walking with the upmos... (more)"

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14. 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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15. Kim Verified Background Check

Tons of pet experience and love

Riverside Park, Milwaukee, WI, 53211

House Sitting, Drop-In Visits, Dog Walking

"Kim was so great with our pup, Wren. This was our first time leaving her for a vacation, and Kim made us feel so much better about it. She took great care of... (more)"

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16. Stephanie Verified Enhanced Background CheckRover 101

Ms. Lonely Looking To Cuddle Dogs!

Upper East Side, West Allis, Milwaukee, WI, 53211

House Sitting, Drop-In Visits, Dog Walking

"I have known Stephanie many years. She is very mature and dependable. Stephanie is a very responsible woman who loves animals and it shows! I would highly re... (more)"

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17. Brittney Verified Background Check

Fun and Personable animal lover

Riverside Park, Milwaukee, WI, 53211

House Sitting, Drop-In Visits, Dog Walking

"Brittney has always been my go to dog sitter. She watches my 2 Dobermans when I leave for business trips and she does great. She's basically part of the fami... (more)"

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18. Christy & Lucas Verified Background Check

Flexible availability!

Lower East Side, Milwaukee, WI, 53202

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

"I’ve never met anyone who loves dogs as much as Christy. I haven’t cared for many dogs, and Christy is my go-to for any knowledge related to dogs: be it trai... (more)"

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19. Taylor Verified Background Check

Dog Lover - Works From Home!

Lower East Side, Milwaukee, WI, 53202

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

"Taylor was outstanding! Our 13-year dog got lots of attention and love. She sent lots of pics and updates of our pet throughout the week we were away. And... (more)"

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20. Griffin Verified Background CheckRover 101

LOVE DOG WALKS/RUNS rain or shine:)

Milwaukee l, WI, 53217

House Sitting, Drop-In Visits, Dog Walking

"I highly recommend Griffin! My golden retriever Sammy received the care and attention she needed, and my house was very well kept! In fact, it seemed cleaner... (more)"

Dog owners in Williamsburg, Milwaukee, WI love booking house sitting with sitters on Rover.com. Over 1,089 pet owners have reviewed house sitters in Milwaukee, giving them an average rating of 5.0/5 stars. Booking house sitting can be super affordable, no matter where you live. Trust us, we think you'll be pleasantly surprised. Curious what it might cost to book house sitting with Rover? Check out our average house sitting rates to get an idea before reaching out and starting a conversation with a house sitter near you in Williamsburg.

As dog lovers, we understand how difficult it can be to leave your dog when you have to head out of town. Luckily, you can find the perfect Williamsburg house sitter in seconds on Rover.com. If you're looking for trusted dog sitters while you're away, whether it's for one night or a whole month, you can find a house sitter in Williamsburg, Milwaukee, WI who meets your and your dog's needs. We manually review and approve every profile on our site, and we offer tools to help you make the right decision for your dog, including background checks, sitter testimonials, community reviews. We also offer educational opportunities and extra safety tools, such as the Protection Package. And we always recommend an in-person Meet & Greet so you can see that your sitter is the perfect fit for your dog. Rover is proud to be the nation's largest network of dog lovers pet sitters and dog walkers.

A Daily Treat: A Blog by Rover

Rover's got you covered, even when you don't need a dog sitter. 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 Williamsburg, 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: