House Sitting in Silver Spring, Milwaukee

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

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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 great. Kept me updated with pictures and texts.very professional and caring (more)"

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2. Robert Verified Background Check

Student/dog walker extraordinaire

Wauwatosa, WI, 53226

House Sitting, Dog Walking

"Robert was a great guy to work with, we arranged a meeting prior to him sitting so i could familiarize him with my building as well as to familiarize him wit... (more)"

3. Bethany Verified Background Check

Will be so loving to your dog

Freedom Village, Brown deer, WI, 53223

House Sitting, Drop-In Visits, Dog Walking

"Our dog took an immediate liking to Bethany. She had some separation anxiety, but seemed to be perfectly comfortable with Bethany. Having never used Rover.co... (more)"

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4. 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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5. Natalie Verified Background Check

Got dog park access for your pup!

Wauwatosa, WI, 53213

House Sitting, Drop-In Visits, Dog Walking

"Natalie was fantastic! She treated Thunder like her own! She sent me pictures everyday and walked him! She even set up a play date and let Thunder make frien... (more)"

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6. Chris Verified Background Check

Pawsitvely the best!

Milwaukee, WI, 53213

House Sitting, Drop-In Visits, Dog Walking

"Chris was amazing with our yellow lab and epileptic yorkie. Chris was super flexible with our schedules, always quick to respond, and kept us updated with c... (more)"

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7. 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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8. Mikayla Verified Enhanced Background Check

Compassionate/reliable pet lover

Washington Heights, Milwaukee, WI, 53203

House Sitting, Drop-In Visits, Dog Walking

"I highly recommend Mikayla's services. She's been walking my dog for about a year, and she's been watching him overnight for about six months. She's been cou... (more)"

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9. 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

"We have a big, shaggy rescue dog who's afraid of loud noises, car rides and big men. For our last two vacations, Jackee has shared the dog-sitting responsibi... (more)"

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10. Evelin Verified Background Check

Let the Paws combine

Dineen Park, Milwaukee, WI, 53216

House Sitting, Drop-In Visits, Dog Walking

"Evelin is one of the best dog sitters I’ve ever experience, She took time to know our pup ! she is very friendly , very respectful and also very polite . Ev... (more)"

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11. Ebony Verified Background Check

Young professional who Loves Dogs

Golden Valley, Milwaukee, WI, 53222

House Sitting, Drop-In Visits, Dog Walking

"Honestly, I am not sure I could be any happier with Ebony's care of my dog. My dog seem to love her right off the bat, which was great. She did not seem to b... (more)"

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12. Denzel Verified Background Check

Kind, Social, Outgoing

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)"

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13. Becky Verified Background Check

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

Glendale, WI, 53209

House Sitting, Drop-In Visits, Dog Walking

"Becky was amazing! She took excellent care of our dog Nolan. She sent pictures daily so we could see what he was up to while we were gone. I could not have... (more)"

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14. Megan Verified Background Check

flexible, love any dog, have a dog

Wauwatosa, WI, 53213

House Sitting, Drop-In Visits, Dog Walking

"Our fur baby loved Meghan! She’s great! Highly recommend her to care for pet. (more)"

15. Yisel Verified Background Check

I give the best tummy rubs!

Kops Park, Milwaukee, WI, 53222

House Sitting, Drop-In Visits, Dog Walking

"Yisel is so great with Betty. Always thoughtful to the weather and her issues with heat... There is never a shortage of extra attention given. (more)"

16. Giovanna "Kaidan" Verified Enhanced Background CheckRover 101

Pets are my passion and priority!

Grasslyn Manor, Milwaukee, WI, 53216

House Sitting, Drop-In Visits, Dog Walking

"Giovanna was great with the dogs. The dogs seem well cared for when we returned home. It was Giovanna's first time with the dogs and she had a lot of quest... (more)"

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17. Michelle Verified Background Check

I'll pamper your pup!

Butler, WI, 53007

House Sitting, Drop-In Visits, Dog Walking

"Michelle did an excellent job with our Yorkie! He can be anxious and struggle to eat at times. Michelle kept him happy and calm during our 10 day vacation.... (more)"

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18. 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)"

19. Kevin Verified Background Check

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)

20. Steve Verified Background Check

Your dogs home away from home

Lincoln Creek, Milwaukee, WI, 53218

Dog Boarding, House Sitting, Drop-In Visits, 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)"

Dog owners in Silver Spring, 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 Silver Spring.

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 Silver Spring 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 Silver Spring, 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 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 Silver Spring, 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: