House Sitting in Silver Spring, Milwaukee

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

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Confirmed availability
President's Day
1. Tasha

Rehabilitative Rescue Volunteer!

Glendale, WI, 53212

House Sitting, Drop-In Visits, Dog Walking

"Tasha took great care of our pets! She sent us updates and took our dog to the dog park. The pets were all healthy and happy when we got home and the apartme... (more)"

2. Danielle

Full time house/dog sitter!

Whitefish Bay, WI, 53217

House Sitting, Drop-In Visits, Dog Walking

"Danielle was a great dog sitter for our Sarah! It was wonderful to have peace of mind while we were away. (more)"

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3. L Mark

Learn, train, play and walk with me

Whitefish Bay, WI, 53217

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

"Mark Flagg is probably the best dog walker I have ever used. He is a natural dog lover and was wonderful with my dog. He researches any problem a dog may ... (more)"

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4. 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
President's Day
5. Corina

I'll play fetch for ages

Brown Deer, WI, 53223

House Sitting, Drop-In Visits, Dog Walking

About: I love dogs, and I'm learning more and more about them every day. I've dealt with small dogs and larger dogs, and they've never turned down a belly... (more)

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6. Steve

Your dogs home away from home

Lincoln Creek, Milwaukee, WI, 53218

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

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7. Alvin

I just wanna love your pets too.

Dineen Park, Milwaukee, WI, 53216

House Sitting, Drop-In Visits, Dog Walking

About: I just wanna love your pets as much as you would (maybe more) so if that means taking care of them when you momentarily unavailable to do so I wann... (more)

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8. Nicole

Full time student and dog lover

Wauwatosa, WI, 53213

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

"Nicole was very friendly, considerate and respectful. She clearly loves dogs and took great care of our two pups, Ace and Layla. She provided me with updates... (more)"

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9. Nicole

Make your pup feel safe at home

Menomonee River Hills, MILWAUKEE, WI, 53225

House Sitting

"Nicole is in every way a true dog/cat lover and it shows. Our animals warmed up to her immediately. She came to visit us a couple of times before coming to... (more)"

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10. Leanne

I love all dogs!!

Menomonee falls, WI, 53051

House Sitting, Drop-In Visits, Dog Walking

"This was the first time we hired a Rover sitter to come to our house instead of taking our pup to their home and we couldn't have been happier with how it wo... (more)"

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11. Peter

Life-long dog owner and pet lover!

Glendale, WI, 53217

House Sitting, Drop-In Visits, Dog Walking

"Peter Kendall is a dog lover who I have complete confidence in trusting my pet’s care to. I can honestly recommend him with no reservations. Your pets will... (more)"

12. Jazmine

I have a passion for animals!

Servite Woods, Milwaukee, WI, 53223

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

"Jazmine is a very knowledgeable and friendly sitter. It made me feel so much better knowing my munchkin could be in his own environment while I was gone. (more)"

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13. Kimberly

Home full-time - ready to play

Old North Milwaukee, Milwaukee, WI, 53209

House Sitting, Drop-In Visits, Dog Walking

About: I love playing with dogs and giving them love. I've had to care for dogs multiple times that were not my own and I enjoyed it very much. I've had t... (more)

14. Andrea

Long walks, belly rubs, happy pups

Cooper Park, Milwaukee, WI, 53222

House Sitting, Drop-In Visits, Dog Walking

"I recently started a new job as a graduate nurse and was worried about leaving my new puppy for extended hours. Andrea was the answer to all my problems. She... (more)"

15. 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)"

16. 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)"

17. Marina

I will love them like family

Dineen Park, Milwaukee, WI, 53216

House Sitting, Drop-In Visits, Dog Walking

"As a pet owner herself, she is very passionate about animals and love being around them. She is the perfect candidate to be a dog caregiver. Your pet will be... (more)"

18. 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)

19. 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)

20. Timm

I'm home full time

Timmerman West, Milwaukee, WI, 53225

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

"Timm is a companionate pal and treats his furry friends the same way he’d treat his own or another human. He is inovative and agile when it comes to pet care... (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: