House Sitting in Silver Spring, 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.
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1. Tasha

Your dog's next BFF!

Glendale, WI, 53212

House Sitting, Drop-In Visits, Dog Walking

"Tasha was awesome with our dog! She came organized and prepared to our meet and greet with important questions about Gus. She was patient and did great helpi... (more)"

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2. Chloe

I’ll walk your dog rain or shine

Cambridge Heights, Milwaukee, WI, 53211

House Sitting, Drop-In Visits, Dog Walking

"Chloe has watched my new puppy twice now and has been great! The first time was when I had JUST gotten my puppy in my house, so as a new “dog mom,” I was ner... (more)"

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3. Danielle

Full time house/dog sitter!

Whitefish Bay, WI, 53217

House Sitting, Drop-In Visits, Dog Walking

"Danielle did a fantastic job in taking care of our fellas and kept us updated as to how they were doing. We will definitely have her back next time we go ou... (more)"

4. Riley

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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5. Josiah

Your pupper will have a great time!

Menomonee Falls, WI, 53051

House Sitting, Drop-In Visits, Dog Walking

"Josiah was a fantastic house sitter, and more importantly, was extremely caring and attentive at caring for my old hound dog Arlo. Arlo has become rather ne... (more)"

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6. Ty

ALWAYS AVAILABLE FOR YOUR NEEDS

Sunset Heights, MILWAUKEE, WI, 53216

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

"Dr Lang here , Ty and her precious pup has been apart of my organization for quite some time i've shared a lot of moments with this professional woman and ... (more)"

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7. Nicole

Make your pup feel safe at home

Menomonee River Hills, MILWAUKEE, WI, 53225

Dog Boarding, House Sitting

"Nicole did a great job with Sadie! She kept us informed about how things were going, proactively checked with us to see if Sadie had issues with thunderstor... (more)"

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8. Jacey

I'd love to take your dog for a run

Wauwatosa, WI, 53226

House Sitting, Drop-In Visits, Dog Walking

"Jacey was great! My cavapoo, who sometimes can be anxious, warmed right up to her! Jacey was responsive with communication before and during the stay. I woul... (more)"

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9. 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)"

10. Marina

I will love them like family

Dineen Park, Milwaukee, WI, 53216

House Sitting, Drop-In Visits, Dog Walking

"Marina LOVES all animals, however she just ADORES dogs. She works really well with all doggies from Yorkies to Newfoundlands. She has a special connection wi... (more)"

Confirmed availability
Labor Day
11. 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
Labor Day
12. Angela

Walking, playing & boarding, oh my!

Kops Park, Milwaukee, WI, 53222

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

"Angela is a great dog caregiver she lets me know how my dog did through the day with her walks, she also has had her overnight and all went very smooth. Ange... (more)"

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13. Sara

Lifetime dog lover

Wauwatosa, WI, 53222

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

"Sara took great care of my pets while I was away at work. She sent me pictures and updates throughout the day so I knew they were being loved on. :-) (more)"

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14. Adaysha

Love trips to the dog park? Me too!

Thurston Woods, Milwaukee, WI, 53209

House Sitting, Drop-In Visits, Dog Walking

About: I have been raised around dogs; from puppies to full grown pooches! I love being around them and taking them on walks/runs. Nothing makes a dog hap... (more)

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15. Tricia

I’ll run with your dog

Glendale, WI, 53209

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

"Tricia is the best! A great Dog lover who is very reliable. My precious Nigel loves her so much. He walks better for her on the leash than me. So grateful Ni... (more)"

16. Kate

Home full-time. Passion for animals

Calumet Farms, Milwaukee, WI, 53224

House Sitting, Drop-In Visits, Dog Walking

"Kate has watched my dog Wernher countless times and I trust her like family. But more importantly my dog trusts her. Werhner is very leery of most people but... (more)"

Confirmed availability
Labor Day
17. Kimani

I am active and atthletic

Roosevelt Grove, Milwaukee, WI, 53216

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

About: I can help with training I am active so there will never be a dull moment I have a dog that loves other dogs and my dog is very playful and she gre... (more)

Confirmed availability
Labor Day
18. Amari

Love & Respect for your pets

Vogel Park, Milwaukee, WI, 53225

House Sitting, Drop-In Visits, Dog Walking

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

20. Daisy

My love for dogs has no limit

McGovern Park, milwaukee, WI, 53218

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

"I have personally seen Daisy take care of 2 dogs with more love and care than anyone I've ever met. She truly loves animals and will take care of anyone's an... (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: