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. Michelle

Home full-time; very active

North Granville, Milwaukee, WI, 53224

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

"Michelle is a very caring and responsible person. She can be trusted with your pet. While she lived with us, she was a big help with our dog, Mickey. She ... (more)"

2. Carolina

Dog whisperer but not a dog lady

Riverwest, Milwaukee, WI, 53212

Dog Boarding, Drop-In Visits, Dog Walking

1 repeat client

"At first I was hesitant with using Rover.com. When I met Carolina she was very attentive to Blossom’s needs. After meeting Carolina, I was definitely comfort... (more)"

3. Kara

Great for last minute requests!

Wauwatosa, WI, 53213

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Kara was very responsive and was able to help us out on very short notice. We highly recommend her! (more)"

4. Melissa

Dog loving nurse, large fenced yard

Mequon, WI, 53092

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

8 repeat clients

"I cannot recommend Melissa enough. She is responsible, organized, deeply caring, and loves to take care of dogs (and cats)! I would absolutely trust any of... (more)"

5. Jazmine

I have a passion for animals!

Bradley Estates, Milwaukee, WI, 53223

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

2 repeat clients

About: I am looking to start dog sitting for others. I currently work at Wrights Brown Deer Animal Hospital and I graduated in October 2016 with a certifi... (more)

Available this weekend
6. Michael

Dogs are the best animal on earth

Riverwest, Milwaukee, WI, 53212

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

About: The day I picked up my 7 week year old Golden Retriever, Buddy I wanted to know everything I could about dogs. That inspired me to get a job for Wi... (more)

7. Rachel

Experienced dog handler-dog lover

Golden Valley, Milwaukee, WI, 53222

House Sitting, Drop-In Visits, Dog Walking

3 repeat clients

"Worked our great (more)"

8. Jenni

A Tired Dog is a Happy Dog!

Brown Deer, WI, 53223

House Sitting, Drop-In Visits, Dog Walking

22 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)"

9. Terra

Experienced in senior care!

Menomonee Falls, WI, 53051

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"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)"

10. Lon

Active Dog Lover

Brown Deer, WI, 53223

Drop-In Visits, Dog Walking

1 repeat client

"Good with the puppy, quick to respond, and punctual. Could not ask for more. (more)"

Available this weekend
11. Joe

Great dog exerciser w/ K9 Patience

Wauwatosa, WI, 53213

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

1 repeat client

About: I am always looking to get out and be active and doggo companions are always welcome. I love having low energy in the house so getting those paws m... (more)

12. 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)"

13. LeighAnn Peterson

Home full time; life long pet owner

Wauwatosa, WI, 53226

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

"LeighAnn takes care of my dog Sadie when I am away from my home for longer periods of time. Sadie adores LeighAnn, in fact at times I think Sadie may like L... (more)"

Available this weekend
14. Marina

I will love them like family

Dineen Park, Milwaukee, WI, 53216

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"As always great and flexible with time. Also I have instructions for no kids petting Luna because she's teething and she totally texted me and let me know. T... (more)"

15. Cindy

TOTAL DOG LOVER :)

Wauwatosa, WI, 53222

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

11 repeat clients

"Cindy will provide a safe, loving home for your dog away from their home. Cindy is a compassionate, kind and a wonderful person who loves dogs. Whether you n... (more)"

16. Rachel

I'll run with your dog/

Glendale, WI, 53209

Drop-In Visits, Dog Walking

"I have never met an animal that didn't like Rachel. She grew up fostering cats and taking care of them. Since then she has adopted her own dog (Luna) from a ... (more)"

17. Tess

Home full-time & love the outdoors!

Milwaukee, WI, 53209

Drop-In Visits, Dog Walking

"Tessa is a wonderfully caring, passionate, and humble person. She helps care for her parent's Maltese, Sophie, who she is very attentive to. Tess does a fant... (more)"

18. Sarah

Give your dog a great stay-cation!

Menomonee River Hills, Milwaukee, WI, 53225

House Sitting, Drop-In Visits, Dog Walking

4 repeat clients

"Sarah helped us out last minute and provided excellent care for our three dogs including our geriatric dog who has some special needs. We have two dogs on me... (more)"

19. Joshua

Outdoorsy dog lover

Thurston Woods, Milwaukee, WI, 53209

House Sitting, Drop-In Visits, Dog Walking

"Josh is a guy that I can trust completely with my dog he's very reliable and always willing to make an effort to make my dog happy! He is always super friend... (more)"

20. Jamika

home full time-large fenced yard

Capitol Heights, Milwaukee, WI, 53216

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

About: I have never cared for a dog but I love being around them! They are like my little babies! I have been off work for some time now so I believe this... (more)

Experience exceptional service and a personalized match

From start to finish, we'll handle all the details for you.

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: