House Sitting in Silver Spring, Milwaukee

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

1. Christin

I'll treat your dogs like my own!

Wauwatosa, WI, 53213

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Christin was wonderful with our boys and took great care of them. I would recommend her to anyone and we will definitely be using her services again! (more)"

2. Emma

I would love to run with your dog!

Wauwatosa, WI, 53213

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"Emma was professional, and very caring. I love that she sent us photo updates of our pets and that she was very responsive. (more)"

3. Sandy

Mature & Special Needs Dogs Welcome

Story Hill, Milwaukee, WI, 53208

Dog Boarding, House Sitting, Drop-In Visits

20 repeat clients

"We highly recommend Sandy! Sandy is the first person to watch Rockie that was not a family member, so we were very nervous to leave him! But Sandy came to vi... (more)"

4. Melissa

Dog loving nurse, large fenced yard

Mequon, WI, 53092

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

40 repeat clients

"I highly recommend Melissa. I sincerely appreciated the communication leading up to and during her time sitting our puggle Cody. I look forward to working ... (more)"

5. Alyssa

Dog lover

Wauwatosa, WI, 53213

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

"Alyssa has taken care of my dog for 4 years, since he was a puppy. She is very responsible and caring. I’ve trusted her to not only stop by and let my dog po... (more)"

6. Jazmine

I have a passion for animals!

Bradley Estates, Milwaukee, WI, 53223

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

2 repeat clients

"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)"

7. Alyssa

Down to earth dog lover enthusiast

Wauwatosa, WI, 53213

House Sitting, Drop-In Visits, Dog Walking

"Alyssa would be the perfect person to be a dog sitter. She has dog sat for me in the past and really grown a connection with my dog. Dogs get along well wi... (more)"

8. Cynthia

Willow's Way Dog Haven!

Wauwatosa, WI, 53213

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

"Highly recommended. They came for a meet and greet prior (more)"

9. Yvette

Your stay at home dog mom

Wauwatosa, WI, 53226

House Sitting, Drop-In Visits, Dog Walking

"I've known Yvette for about 7 years and we used to walk our dogs together daily at the dog park for a few of those years. I've witnessed her interaction wit... (more)"

10. Sara

Lifetime dog lover

Wauwatosa, WI, 53222

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

12 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)"

11. 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)"

12. Teah

student with large fenced yard

Menomonee Falls, WI, 53051

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

About: Hello! I am a college student attending UW Milwaukee. I am currently living with my parents and looking to earn a little extra money. We have two s... (more)

13. Darby

A Dog's Best friend

Milwaukee, WI, 53217

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

About: I have been watching dogs for about three years now, and every owner has asked me to watch their dogs again! I love playing with dogs, and being ac... (more)

14. Brianna

Fur babies deserve full attention

Timmerman West, Milwaukee, WI, 53225

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

"Being the dog lover she is, Brianna J. is definitely the best option when it comes to pet sitting. Very loving, kind and passionate about animals of all kind... (more)"

15. Dominic

Very long walks/runs with your dog.

Timmerman West, Milwaukee, WI, 53225

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

About: I am available whenever needed, as I have a completely flexible schedule. I am a former basketball player who loves to take long walks, and run wit... (more)

16. Nicole

Will work for snuggles & long walks

Uptown, Milwaukee, WI, 53210

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"Nicole has done an amazing job with our pup! Plus, she took such good care of our home while we were away. I feel so much better about traveling, knowing tha... (more)"

17. Amanda

Flexible Schedule, Large Fence Yard

Kops Park, Milwaukee, WI, 53222

Dog Boarding, House Sitting

1 repeat client

"Amanda dog sat for my two dogs for 7 days. She was very professional and punctual. My dogs can be quite a handful and Amanda did a great job giving them lots... (more)"

18. Kayla

A girl that loves dogs!

Nash Park, Milwaukee, WI, 53222

House Sitting, Drop-In Visits, Dog Walking

About: Hello! Do you need someone to care for your fur baby/ fur babies when you are not home? Well, you have found the right person! My name is Kayla. I ... (more)

19. Marina

I will love them like family

Dineen Park, Milwaukee, WI, 53216

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Marina is a wonderful dog sitter, she loves animals unconditionally and treats all animals with the same love! She can groom your dog and take them on amazin... (more)"

20. Monica

Animal rescuer-genuine caretaker

Lindsay Park, Milwaukee, WI, 53222

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

1 repeat client

"Monica has been caring for animals since she was young, starting with fish and hamsters. She grew up with a family dog and cared for him very well. As a youn... (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: