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.

To ensure accurate availability & pricing, please add your drop-off and pick-up dates.
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1. Kalie

Passion for helping pups!

Glendale, WI, 53209

Dog Boarding, Drop-In Visits, Dog Walking

"Kalie is an exceptional dog caregiver. She has watched my pooch numerous times and never disappoints. She isattentice and caring when it comes to any animals... (more)"

Confirmed Holiday Availability
2. Lon

Active Dog Lover

Brown Deer, WI, 53223

Drop-In Visits, Dog Walking

About: I have been a dog lover and co-inhabitant my entire life, as well as a volunteer at a couple local shelters as a dog walker and kennel assistant. ... (more)

Confirmed Holiday Availability
3. Jenni

A Tired Dog is a Happy Dog!

Brown Deer, WI, 53223

House Sitting, Drop-In Visits, Dog Walking

5 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)"

Confirmed Holiday Availability
4. Cindy

TOTAL DOG LOVER :)

Wauwatosa, WI, 53222

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

"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)"

Available this weekend
5. Sarah

Give your dog a great stay-cation!

Menomonee River Hills, Milwaukee, WI, 53225

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

"I highly recommend Sarah. She is a dog person extraordinaire . She has walked my dog and babysat him and he adores her. She has had experience taking car... (more)"

Confirmed Holiday Availability
6. Maria

Above and Beyond Care, Your Way

Germantown, WI, 53022

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

6 repeat clients

"Excellent job! Maria spent time with Lillie and played with her. She showed genuine concern for her well-being! Will be using Maria again. (more)"

7. Wanda

I love taking care of pets.

Whitefish Bay, WI, 53217

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

3 repeat clients

"I first met Wanda Foy twenty years ago. We both were teaching in a parochial school working with young children. Wanda was easy going, kind and gentle towa... (more)"

8. Diane

Ask my dog & cats,loving,caring

Thiensville, WI, 53092

House Sitting, Drop-In Visits, Dog Walking

"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)"

Confirmed Holiday Availability
9. Tia

Dog Goddess

Lincoln Creek, Milwaukee, WI, 53218

Dog Boarding, Drop-In Visits

85 repeat clients

About: ***** Check out my dog photos on Instagram! @dog_goddess ***** •••••> Returning clients: please send me a message about the dates you need if th... (more)

10. Betsy

doggy foster mom-love being outside

Kops Park, Milwaukee, WI, 53222

House Sitting, Drop-In Visits

2 repeat clients

"Betsy is so great with dogs. She fostered numerous dogs in recent months and knows when she is too busy to take on longterm dogs. This is a great way for her... (more)"

11. Angie

Your pet is in good hands!

Glendale, WI, 53209

Dog Boarding, Drop-In Visits, Dog Walking

"I have known Angie for many years. She is one of the most caring people that I have met. Angie, had her pet Gracie for over 10 years and was a wonderful mo... (more)"

12. Dyana

Loving Care When you Can't be there

Mequon, WI, 53092

Drop-In Visits, Dog Walking

4 repeat clients

"Dyana is the person we regularly contact to look in our dogs when we are gone for the day. She is always reliable and trustworthy. We're so glad to have so... (more)"

13. Andrea

My dogs are my world.

Melody View, Milwaukee, WI, 53224

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

About: My name is Andrea and I have two dogs of my own and I love them more than anything in the world. Your dogs will be safe with me because I would tak... (more)

14. Kelly

Just moved home and have free time!

Milwaukee, WI, 53209

Drop-In Visits, Dog Walking

About: I am active and love to run and take my Dad's golden doodle and poodle to the dog park! I also love playing with my brother's king German shepherd ... (more)

15. Kendra

Lots of time for your furry kid!

Northridge Lakes, Milwaukee , WI, 53223

Drop-In Visits, Dog Walking

About: I have had dogs since I have been very little and I can't imagine my life without them. I believe dogs should be treated with excellent care and lo... (more)

16. 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)

17. Noel

Extreme animal lover

Timmerman West, Milwaukee, WI, 53225

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

About: I had dogs growing up and spent a lot of time helping take care of them, feeding, walking, spending time with them. I also have had experience taki... (more)

Confirmed Christmas Availability
18. Sydneye

A Dog-Sitter for Life

Thiensville, WI, 53092

House Sitting, Drop-In Visits, Dog Walking

About: Throughout my entire life, I have always had a dog in my home. Currently, I have a golden retriever named Ozzie who is eight years old. When I tur... (more)

19. Jelayna

Caring for your dog is #1 priority

Little Menomonee Parkway, Milwaukee, WI, 53225

Dog Boarding, Drop-In Visits, Dog Walking

About: I have dog sat many times. I've had dogs stay with me for weeks at a time. I've also done many drop-ins for family and friends while they're out of... (more)

Confirmed Holiday Availability
20. Gail

Best animal care anywhere!!

North Granville, Milwaukee, WI, 53224

House Sitting, Drop-In Visits, Dog Walking

"Gail is the ultimate pets best friend! She is an upbeat people person who's even better with animals. Trustworthy and knowledgable, she will have your furry ... (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: