Pet Setting & Drop Ins in Whispering Hills, Milwaukee

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

1. Melissa

Dog loving nurse, large fenced yard

Mequon, WI, 53092

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

24 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)"

2. Jenni

A Tired Dog is a Happy Dog!

Brown Deer, WI, 53223

House Sitting, Drop-In Visits, Dog Walking

23 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)"

3. 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 was amazing. One of my cats needs medication twice a day, and Jazmine not only had no problem with the fact that this would have to be done, but she ... (more)"

4. Spencer

The Divine Canine Caretaker

Mequon, WI, 53092

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

7 repeat clients

"Spencer and Jamee were flexible and had great communication when they did a dropin visit for my great dane, Nora. They gave her food and took her outside so ... (more)"

5. Rachel

Experienced dog handler-dog lover

Golden Valley, Milwaukee, WI, 53222

House Sitting, Drop-In Visits, Dog Walking

6 repeat clients

"Rachel is a lifesaver! I reached out to her for some last minute care. I had a family emergency that needed attending to and didn't even have time to do a me... (more)"

6. Cindy

TOTAL DOG LOVER :)

Wauwatosa, WI, 53222

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

22 repeat clients

"Cindy was wonderful! I was in dyer need of 2 drop-in visits for a Friday and Saturday and I found Cindy on a Wednesday afternoon. She came and did a meet & g... (more)"

7. Sara

Huge dog lover! Dog groomer!

Menomonee Falls, WI, 53051

House Sitting, Drop-In Visits, Dog Walking

"Sara has cared for our dogs for several years now. When I first found Sara we had an older female black lab, Pepper, and she was not the easiest dog to hand... (more)"

Available this weekend
8. Christa

The ultimate pup paradise!

Mequon, WI, 53097

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Christa was very professional, her pre-visit was thorough and she asked all of the right questions to put my mind at ease. She communicated well while takin... (more)"

9. Terra

Experienced in senior care!

Menomonee Falls, WI, 53051

House Sitting, Drop-In Visits

3 repeat clients

"Terra has been house sitting for our two smaller dogs for the past three to four years. Terra is very responsible and keeps a record of each of her househo... (more)"

Available this weekend
10. Anna

Anna's Hideaway - Germantown

Germantown, WI, 53022

Dog Boarding, Drop-In Visits, Doggy Day Care

8 repeat clients

About: Want a home away from home for your pets while you're gone? Look no further! My husband and I want to care for your dogs just as you would care for... (more)

11. Lon

Active Dog Lover

Brown Deer, WI, 53223

Drop-In Visits, Dog Walking

1 repeat client

"Lon is dog's best friend! He is conscientious and very attentive to my great danes' needs. He is also very flexible with scheduling and availability. I fully... (more)"

12. Rachel

I'll run with your dog/

Glendale, WI, 53209

Drop-In Visits, Dog Walking

1 repeat client

"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)"

13. 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)"

14. Diane

Ask my dog & cats,loving,caring

Thiensville, WI, 53092

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"I would highly recommend Diane Rush for your pet sitting needs. It was evident from our meet and greet that Diane is a true animal lover. She spent time ge... (more)"

15. 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)"

16. Tess

Home full-time & love the outdoors!

Milwaukee, WI, 53209

Drop-In Visits, Dog Walking

"I believe Tess would be a great fit for Rover.com, and I know that she would adore the chance to have such an experience! I have known Tess for almost fou... (more)"

17. Shannon

Can your dog keep up with ours?

BROWN DEER, WI, 53223

Dog Boarding, Drop-In Visits

"Shannon and her husband are dog-loving people who are very responsible. They dote on their own dogs and are always sure to give equal affection to other dog... (more)"

18. 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)"

19. Kristen

We will love your pup!

Milwaukee, WI, 53223

Dog Boarding, Drop-In Visits, Dog Walking

3 repeat clients

About: Hello! We are a two child household with lots of dog sitting experience and a love for all dogs. Our children are comfortable and used to being... (more)

20. Valerie

Will treat your dog like family.

Brown Deer, WI, 53209

House Sitting, Drop-In Visits, Dog Walking

About: Hello! I am a life-long pet lover and owner. Throughout my life, I have lived with dogs ranging from a toy poodle to a husky mix. Outside of my own... (more)

Experience exceptional service and a personalized match

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

Learn About Premier

Pet parents turn to sitters on Rover.com when they're looking for pet-sitting. 1,089 owners have reviewed sitters in Whispering Hills, Milwaukee, WI, giving them an average rating of 5.0/5. Since 92% of pet owners live within a short drive of a sitter on Rover, it's easy to find the perfect pet sitter near you. 95% of reviewed stays have received a perfect 5-star rating. Wondering how much you can expect to pay on Rover.com? Check out our average pet sitting rates to get an idea before you start a conversation with a pet sitter. Exchange messages from your sitter's profile, ask to schedule a free in-person Meet & Greet, and book and pay on Rover. You'll receive adorable photo updates, premium insurance, and world-class support.

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 Whispering Hills 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 Whispering Hills, 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 dog sitter. 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 Whispering Hills, 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: