House Sitting in Silver Spring, Milwaukee

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

1. Layla

Nursing Student and Dog Lover

Riverwest, Milwaukee, WI, 53212

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

About: I love to run and walk, and am happy to take your dog on nice walks in your neighborhood and on trails around Milwaukee. I nanny for families in Mi... (more)

2. Sarah

Give your dog a great stay-cation!

Menomonee River Hills, Milwaukee, WI, 53225

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

3 repeat clients

"Sarah was excellent! We had never used this service before and are pretty protective dog parents but Sarah put our minds immediately at ease. She was polite ... (more)"

3. Sara

Lifetime dog lover

Wauwatosa, WI, 53222

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

8 repeat clients

"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)"

4. Yen

Mary Puppins

Johnson's Woods, milwaukee, WI, 53214

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

"Yen was very friendly and the animals really liked her. She followed all the instructions on how to care for our pets to a tee. She did ask permission to do... (more)"

5. Brenna

Dog Walker / Babysitter

Saint Joseph, Milwaukee, WI, 53210

House Sitting, Drop-In Visits

4 repeat clients

"Brenna sent us multiple updates throughout her stay with our little Zoe. We were very pleased with how she treated our pup and our home. We will definitely... (more)"

6. Jennifer

Compassionate and Caring

Wauwatosa, WI, 53226

House Sitting, Drop-In Visits, Dog Walking

"I have known Jenny M for 20 years. She is an amazing and kind woman. She takes good care of her dog Jax, teaching him good manners and giving him attention a... (more)"

7. Chelsie

Your dog's comfort is my concern :)

Riverwest, Milwaukee, WI, 53212

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

3 repeat clients

"Chelsie was a fantastic dog sitter for my family! She communicated consistently during our time away, and that gave us peace of mind. Chelsie was thoughtfu... (more)"

8. Terra

Certified in Pet First Aid & CPR!

Menomonee Falls, WI, 53051

House Sitting, Drop-In Visits, Dog Walking

"I have known Terra for 10 1/2 years now. At first meeting she was very shy and slightly standoffish . We had just moved to Wisconsin and found Terra's family... (more)"

9. Kyle

Love them like my own

Bradley Estates, Milwaukee, WI, 53223

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

About: Have no worries! Your dog(s) are in great hands. With over a decade of experience in caring for multiple breeds of dogs of my own, I provide an exc... (more)

10. Nadine

Relax, I've got it covered!

Cannon Park, Wauwatosa, WI, 53226

Dog Boarding, House Sitting, Drop-In Visits

4 repeat clients

"She did a great job! She came as promised, stayed and kept the dog company quite a while and left me a detailed note about her time with Nala. I will defin... (more)"

11. Nicole

Dog-lover with time to spare!

Washington Heights, Milwaukee, WI, 53208

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"So glad I found Nicole. It was nice to not have to worry about my dog, knowing he that he was in good hands. Nicole kept me up to date without having to ask ... (more)"

12. Hania

Energy to match your dog's

Martin Drive, Milwaukee, WI, 53208

House Sitting, Drop-In Visits, Dog Walking

"Hania is a high energy, active and fun individual who exhibits a special bond with our furry friends. She is very respectful of every creature she meets and ... (more)"

13. Shane

Pre-vet with years of experience

Hampton Heights, Milwaukee, WI, 53218

House Sitting, Drop-In Visits, Dog Walking

About: I am a pre veterinarian student with an animal first aid certificate. I have had dogs my whole life. For several years I have volunteereed at vario... (more)

14. Andrea

My dogs are my world.

Melody View, Milwaukee, WI, 53224

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

About: My name is Andrea and I have two dogs of my own and I love them more than anything in the world. Your dogs will be safe with me because I would tak... (more)

15. Tabitha

Dogs are one of my passions

Milwaukee, WI, 53209

House Sitting, Drop-In Visits, Dog Walking

"Tabitha was an amazing In home pet sitter. She reassured us multiple times to "do not worry" and "everything will be great". The dogs (german shepards ) lo... (more)"

16. Sara

Let me love and care for your pets!

Capitol Heights, Milwaukee, WI, 53216

House Sitting, Drop-In Visits, Dog Walking

About: *I APOLOGIZE FOR NOT HAVING PHOTOS OF HOME I AM MOVING AT THE END OF JUNE SO MY HOME IS MESSY* I believe a client should choose me because becau... (more)

17. Joshua

I'm an energetic, artsy kid

Lincoln Park, milwaukee, WI, 53209

House Sitting, Drop-In Visits, Dog Walking

"Josh sitts for my 2yr old Yorkie, Kameron and they get along great! He responds well to dogs' energies and even has taken Kam on play dates with other pets, ... (more)"

18. Sara

Best Animal Auntie Around

Wauwatosa , WI, 53213

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

"Sara is an awesome pet sitter!! She has cared for my dogs many times while we were were on vacation. She snuggled them, took them for walks, and even cleaned... (more)"

19. Giordi

Full time student who loves dogs

Uptown, Milwaukee, WI, 53210

House Sitting, Drop-In Visits, Dog Walking

About: I have lived with dogs my whole life, I have also personally trained my own black lab/golden retriever mix, my moms jack russel mix and I am also c... (more)

20. Jacquelyn

Loving Pet Care Giver

Grasslyn Manor, Milwaukee, WI, 53216

House Sitting, Drop-In Visits, Dog Walking

"I am a the next door neighbor of Jacquelyn. I have a small poodle that absolutely loves spending time at Jacquelyn's house playing with her dog Iverson. I ne... (more)"

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Learn About Premier

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: