House Sitting in Silver Spring, Milwaukee

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

Confirmed availability
Thanksgiving
1. Briana

Active, responsible, kind pet lover

Wauwatosa, WI, 53213

House Sitting, Drop-In Visits, Dog Walking

"Bri took excellent care of our puppy! She made sure he was keeping with his regular schedule as well as adding to his daily activities! He was in great spiri... (more)"

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2. 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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3. Tasha

Your dog's next BFF!

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)"

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4. Katie

College Kid In Need of Puppy Love

Milwaukee, WI, 53217

House Sitting, Drop-In Visits, Dog Walking

"Katie H. did an amazing job sitting at our home for an extended weekend! We are thrilled with her. She is reliable and follows through on exactly what she ag... (more)"

Confirmed availability
Thanksgiving
5. Danielle

Full time house/dog sitter!

Whitefish Bay, WI, 53217

House Sitting, Drop-In Visits, Dog Walking

"Danielle is awesome she did a great job with our very needy pets! (more)"

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6. 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

"Jim was fantastic! He took our dog out multiple times a day while keeping us up to date and sending photos too! Our dog had over 60 minutes of activity every... (more)"

7. Jacey

I'd love to take your dog for a run

Wauwatosa, WI, 53226

House Sitting, Drop-In Visits, Dog Walking

"Chance and Wahly loved their time with Jacey! Highly recommend!!! (more)"

Confirmed availability
Thanksgiving
8. Anna

Dog Lover & Dental Student!

Story Hill, Milwaukee, WI, 53208

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

"Anna is fantastic! Extremely comfortable around our dogs and attentive to them - she was very prompt and reliable. Would definitely book with her again! (more)"

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9. Corina

I'll play fetch for ages

Brown Deer, WI, 53223

House Sitting, Drop-In Visits, Dog Walking

About: None (more)

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10. 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)"

11. Pierea

I’ll be your dogs play mate

Uptown, Milwaukee, WI, 53210

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

"My experiences with Pierea and animals as a whole not just dogs have been lovely. She not only respects the animals but gives off a energy they love as I'm s... (more)"

Confirmed availability
Thanksgiving
12. Nicole

Make your pup feel safe at home

Menomonee River Hills, MILWAUKEE, WI, 53225

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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13. Amari

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)"

Confirmed availability
Thanksgiving
14. 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)"

15. Demonnica

Large fenced yard w room to grow

Thurston Woods, Milwaukee, WI, 53209

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

"Monnica is a down to earth dog sitter. She keeps her cool around accidents but always ready to play around with her pup. She works a lot to find her dog sitt... (more)"

16. Kimani

I am active and atthletic

Roosevelt Grove, Milwaukee, WI, 53216

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

About: None (more)

Confirmed availability
Thanksgiving
17. Stephanie

Dogs all breeds and sizes welcome!

Menomonee River Hills, Milwaukee, WI, 53224

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

"Stephanie is really great with my dog and cats. She has always been really caring and compassionate towards my pets. She really goes off her way to make sure... (more)"

18. Marina

I will love them like family

Dineen Park, Milwaukee, WI, 53216

House Sitting, Drop-In Visits, Dog Walking

"Marina is one of the most passionate and loving people you will meet. She will treat your pup as her own. You will immediately feel comfortable leaving your ... (more)"

19. 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)"

20. Kevin

Home after 10am, fenced in yard

Long View, Milwaukee, WI, 53218

House Sitting, Drop-In Visits, Dog Walking

About: None (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: