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.

Confirmed Holiday Availability
1. 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)"

2. Spencer

The Divine Canine Caretaker

Mequon, WI, 53092

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

10 repeat clients

"Maggie & Riley where taken well cared. No accident in the house. Maggie even went outside, thats hard to get. Thank you so much! (more)"

3. Anna

Anna's Hideaway - Germantown

Germantown, WI, 53022

Dog Boarding, Drop-In Visits, Doggy Day Care

10 repeat clients

"Had Anna for the first time for a drop in on Saturday. She did a great job with my dogs! (more)"

4. 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)"

5. Cindy

TOTAL DOG LOVER :)

Wauwatosa, WI, 53222

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

31 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)"

6. 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)"

7. Rachel

I'll run with your dog/

Glendale, WI, 53209

Drop-In Visits, Dog Walking

5 repeat clients

"Rachel has been extremely reliable and trustworthy. She is right on time and takes great care of my pup. I really appreciate all her help, will definitely us... (more)"

Confirmed Holiday Availability
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)"

Confirmed Holiday Availability
9. Lon

Active Dog Lover

Brown Deer, WI, 53223

Dog Boarding, Drop-In Visits, Dog Walking

3 repeat clients

"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)"

10. Amari

Love & Care for your fur babies!

Vogel Park, Milwaukee, WI, 53225

House Sitting, Drop-In Visits, Dog Walking

"Amari is a caring, loving, and a very mature person. She is currently furthering her education to become a veterinarian technician and has the experience wit... (more)"

11. Melissa

Dog loving nurse, large fenced yard

Mequon, WI, 53092

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

30 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)"

12. Lori

Dependable & Loving!!!

Mequon, WI, 53092

House Sitting, Drop-In Visits

"Lori is a very loving, patient and responsible person. These qualities make her a perfect candidate for any kind of pet care. She is very easy going, perso... (more)"

13. 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)"

14. Shannon

Can your dog keep up with ours?

BROWN DEER, WI, 53223

Dog Boarding, Drop-In Visits

3 repeat clients

"Shannon has a big heart for "fur babies" of all types, ages, and sizes. She has prior experience dog sitting and takes the commitment seriously. She is alway... (more)"

15. Aimee

Furrtastic dog sitter!

Menomonee Falls, WI, 53051

Drop-In Visits, Dog Walking

1 repeat client

About: Hi there!! I am a stay at home mom of two boys and three furbabies. I have grown up with and taken care of all kinds of dogs from special needs res... (more)

16. 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)"

17. Sandy

I'll love your dog like you do.

Silver Spring, Milwaukee, WI, 53218

House Sitting, Drop-In Visits, Dog Walking

"Sandy is a loving and caring person in whole. She has the passion and love for animals especially dogs. Sandy is very patient and understanding person. She’s... (more)"

18. Kristen

We will love your pup!

Milwaukee, WI, 53223

Dog Boarding, Drop-In Visits, Dog Walking

5 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)

19. 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)

20. Samantha

I'll care for your pup as your away

Calumet Farms, Milwaukee, WI, 53224

House Sitting, Drop-In Visits, Dog Walking

About: I have two dogs of my own that I love and care for as if they are my children! I have worked at doggie boarding places and have 4 years in watching... (more)

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: