House Sitting in Silver Spring, Milwaukee

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

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1. Teri Verified Background Check

Animal lover, friendly, will spoil!

West Milwaukee, WI, 53214

House Sitting, Drop-In Visits, Dog Walking

"Teri was wonderful! We were gone for over a week and she did an amazing job caring for our 3 dogs and cat. The house looked great too when we came back! High... (more)"

Active and Accepting Requests (incl. from Essential Workers)
2. Alan Verified Background Check

Dog lover extraordinaire

Wauwatosa, WI, 53226

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

"Alan came over for a meet and greet before the first dogsit. He was very calm and chilled out which suited our dog. Our pup was happy. Thanks Alan! (more)"

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3. Teresa Verified Background Check

Your Pet’s Nanny

Menomonee Falls, WI, 53051

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

"Teresa is always very caring and attentive to our 14 year old little maltese. She comes to our home to watch our little fur baby. I highly recommend her. (more)"

4. Abby Verified Background Check

Puppy love is the best love

Milwaukee, WI, 53213

House Sitting, Drop-In Visits, Dog Walking

"Abby is AMAZING. She exceeded all of our expectations. She took such great care of our pets, but also took good care of our home while we were away for the ... (more)"

Active and Accepting Requests (incl. from Essential Workers)
5. 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)"

Active and Accepting Requests (incl. from Essential Workers)
6. Joan Verified Background Check

Dogs are my BFF!

Grantosa, Milwaukee, WI, 53222

House Sitting, Drop-In Visits, Dog Walking

"Joan has watched our two German shepherds for over 8 years and is a wonderful dog sitter. She is a gentle, caring person who loves animals and it shows. I ... (more)"

Active and Accepting Requests (incl. from Essential Workers)
7. Sofie Verified Background Check

I will run/walk with your dog

Avenues West, Milwaukee, WI, 53233

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

"We had the pleasure of using Sofia several times for our 3 border collies in the summer of 2018. She was reliable with scheduling, concerned about the detail... (more)"

Active and Accepting Requests (incl. from Essential Workers)
8. Kelli Verified Background Check

Let’s walk, run, and play!

Granville Station, Milwaukee, WI, 53224

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

About: Hi! My name is Kelli, and I love furry pets. Rescues are by far my favorite breed. I’ve had dogs bigger than me my whole life and I wouldn’t want i... (more)

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9. Michelle Verified Background Check

Here to help and get my pet fix

Wauwatosa, WI, 53213

House Sitting, Drop-In Visits, Dog Walking

"Michelle is an excellent pet caregiver! She has had dogs and cats in her family since she was a baby, and treats them with respect. Michelle has taken care o... (more)"

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10. Jenni Verified Enhanced Background Check

Professional Tummy Rubber & Cuddler

Washington Heights, Milwaukee, WI, 53208

House Sitting, Drop-In Visits, Dog Walking

"I think Jenni would be a phenomenal dog sitter. She has volunteered for the Wisconsin Humane society many times and frankly, I believe she cares more for dog... (more)"

Active and Accepting Requests (incl. from Essential Workers)
11. Kristin Verified Background CheckRover 101

Kendall's Friendly Dog Services

Washington Heights, Milwaukee, WI, 53208

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

"Kristin was great with our large dog. She checked in daily, sent pictures and went above and beyond. We ran out of a specific dog food and she even offered t... (more)"

Active and Accepting Requests (incl. from Essential Workers)
12. Julia Verified Background Check

I’d love to help you and your pets!

Menomonee Falls, WI, 53051

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

"Julia stayed in our house with our dog, Finnick, and she did a great job. She sent lots of pictures, and he looked happy in every single one of them! He is a... (more)"

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13. Abby Verified Background Check

I’ll run with your dog

Washington Heights, Milwaukee, WI, 53208

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

"Abby was great and watched my young pup for almost a week! She sent me many updates and pictures, which definitely eased my mind during my long trip. I woul... (more)"

Active and Accepting Requests (incl. from Essential Workers)
14. Becky Verified Background Check

A tired pup is a happy pup!!

Glendale, WI, 53209

House Sitting, Drop-In Visits, Dog Walking

"Becky is an absolute dream sitter! She sent so many photos, tons of updates, asked thoughtful questions and even offered some super great advice! She’ll be... (more)"

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15. Riley Verified Enhanced Background Check

Can take your dog to a dog park

Glendale, WI, 53217

House Sitting, Drop-In Visits, Dog Walking

"I believe Riley G. would make an excellent asset to Rover.com. Riley will love and care for your furry family member as if they were a part of her own family... (more)"

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16. 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 have worked with Kaylee for the past five years and have met her dog Jack on multiple occasions. Jack is adorable and very well behaved/trained. Kaylee is ... (more)"

17. Ebony Verified Background Check

Young professional who Loves Dogs

Golden Valley, Milwaukee, WI, 53222

House Sitting, Drop-In Visits, Doggy Day Care, 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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18. Bridget Verified Background Check

I love my dog, and I'll love yours.

Wauwatosa, WI, 53222

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

About: I am a college student home for winter break, looking ti make a little extra cash! I have loved animals all my life, and am willing to love yours! ... (more)

19. Amari Verified Background Check

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)"

20. 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)

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: