Pet Setting & Drop Ins in Silver Spring, Milwaukee

Book a pet sitter to stop by your home a few times a day to feed and play with your dog.

1. Jenni

A Tired Dog is a Happy Dog!

Brown Deer, WI, 53223

House Sitting, Drop-In Visits, Dog Walking

19 repeat clients

"Jenni did a great job taking care of my three cats. She fed them, changed their litter box and gave one of them his medicine. She also brought in our mail ... (more)"

2. Emily

Experienced and First Aid Certified

Bluemound Heights, Milwaukee, WI, 53214

House Sitting, Drop-In Visits, Dog Walking

"Emily always goes above and beyond to make sure that any pets in her care receive the BEST care and also communicates so well with pawrents. I've had the ple... (more)"

3. Kelsey

Dog lover in need of a dog friend!

Wauwatosa, WI, 53213

House Sitting, Drop-In Visits, Dog Walking

About: I have grown up around dogs and animals my whole life. I currently live in Wauwatosa and I can't have dogs at my apartment. I am looking to lend my... (more)

4. Sara

Lifetime dog lover

Wauwatosa, WI, 53222

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

9 repeat clients

"Sara did a great job with our high energy, large dogs - especially given that it was a long term drop in visit (8 days). She is reliable and handled the dogs... (more)"

5. Allison

Dog lover who can't afford her own

Cambridge Heights, Milwaukee , WI, 53211

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

1 repeat client

"Allison was great with my chocolate lab mix. He is an older dog with some medical needs (meds, arthritis, etc), and she was very comfortable caring for him. ... (more)"

6. Alison

Fun & Adventurous Dental Student

Avenues West, Milwaukee, WI, 53233

House Sitting, Drop-In Visits, Dog Walking

"Alison is so sweet with my pit/lab mix. She is kind and caring when walking him. I love that she is very accountable and always dependable. She hasn't missed... (more)"

7. Ashley

Can't wait to hang with your dogs!

Wauwatosa, WI, 53226

House Sitting, Drop-In Visits, Dog Walking

"Ashley was very good with Atticus, she was prompt and the communication with was excellent. She sent pictures of him, which really made me feel at ease, and ... (more)"

8. Lon

Active Dog Lover

Brown Deer, WI, 53223

Drop-In Visits, Dog Walking

"I would highly recommend hiring Lon for any of your pet related needs. He has always been very caring towards animals, regardless of if they were his own or... (more)"

9. Nicole

Dog-lover with time to spare!

Washington Heights, Milwaukee, WI, 53208

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"Nicole was wonderful to work with and made the process of booking a pet sitter very easy. She took the time to keep us posted on how things were going at hom... (more)"

10. Sonja

Passionate about life with animals!

Riverwest, Milwaukee, WI, 53212

House Sitting, Drop-In Visits, Dog Walking

"I've left my dog Ginger in Sonja's capable and kind hands many times. I know that while I'm away Sonja will make sure Ginger is well cared for and given plen... (more)"

11. Liz

Liz

Riverwest, Milwaukee, WI, 53202

House Sitting, Drop-In Visits, Dog Walking

"Best pet sitter ever! Liz was easy to reach when setting up the "meet and greet", always responded to emails promptly, and most importantly, Gizmo loved her ... (more)"

12. Cindy

TOTAL DOG LOVER :)

Wauwatosa, WI, 53222

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

3 repeat clients

"I am thrilled to write a recommendation for Cindy! I have known her for over 35 years and her pets are some of the happiest and best-cared for that I know. W... (more)"

13. Sam

We'll love your furbaby like ours

Martin Drive, Milwaukee, WI, 53208

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

About: Experienced dog owner of 3. We are local business owners who work from home, so we are available to be there for your furbaby, while they play with... (more)

14. Shane

Experienced dog handler/pre vet

Hampton Heights, Milwaukee, WI, 53218

House Sitting, Drop-In Visits, Dog Walking

"Shane is a very caring and responsible individual. I've spent time with him in the past playing sports with him and he's always talking about dogs. He's ev... (more)"

15. 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)

16. Meagan

Will love your furbabies as my own.

Saint Amelian's, Milwaukee , WI, 53222

Dog Boarding, House Sitting, Drop-In Visits

"Meagan has proved love and care for my dog for 10 years since he was born. She has a dog of her own that is 1 year old that she trained by herself. She has g... (more)"

17. Terra

Dogs are my life!

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)"

18. Margaret

Peggy's the name animalare my game!

Lenox Heights, Milwaukee, WI, 53210

Drop-In Visits, Dog Walking

About: I've habe experience. Both with large and small dogs. I've worked with Labradors, Pit bulls, shihtzus. I also love cats. I have done overnight ... (more)

19. 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)

20. Margrethe

Experienced Animal Handler

Enderis Park, Wauwatosa, WI, 53213

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

About: Margrethe is an Animal Behavior College Dog Trainer. Her training philosophy is grounded in the scientifically backed positive based training, pion... (more)

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Learn About Premier

Dog lovers in Silver Spring, Milwaukee, WI love pet sitters on Rover.com. Over 1,089 pet owners have reviewed pet sitters on Rover in Milwaukee, giving them an average rating of 5.0/5 stars. No matter what your price range is, you might be surprised to learn how affordable pet sitting in Milwaukee can be when you book with Rover. Wondering how much it might cost to book pet sitting? Check out our average pet sitting rates to get an idea before contacting a pet sitter near you.

As pet lovers, we understand how difficult it can be to leave your pet when you have to head out of town. Luckily, you can find the perfect Silver Spring pet sitter in seconds on Rover.com. If you're looking for trusted pet sitters while you're away, whether it's for one night or a whole month, you can find a pet sitter in Silver Spring, Milwaukee who meets your and your pet'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 pet, 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 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: