House Sitting in Whispering Hills, Milwaukee

Find a loving dog sitter to watch your dog overnight in your home.

To ensure accurate availability & pricing, please add your drop-off and pick-up dates.
Available this weekend
1. Danielle

Full time house/dog sitter!

Whitefish Bay, WI, 53217

House Sitting, Drop-In Visits, Dog Walking

"Danielle did a fantastic job watching my dog while I was out of town. She kept me updated during her stay, and I came home to a well-exercised, contented dog... (more)"

2. Tasha

Your dog’s next bff!

Glendale, WI, 53212

House Sitting, Drop-In Visits, Dog Walking

"Tasha was awesome with our dog! She came organized and prepared to our meet and greet with important questions about Gus. She was patient and did great helpi... (more)"

3. Nicole

Make your pup feel safe at home

Menomonee River Hills, MILWAUKEE, WI, 53225

House Sitting

"Nicole is in every way a true dog/cat lover and it shows. Our animals warmed up to her immediately. She came to visit us a couple of times before coming to... (more)"

4. Marina

I will love them like family

Dineen Park, Milwaukee, WI, 53216

House Sitting, Drop-In Visits, Dog Walking

"Marina is just wonderful when it comes to dog sitting. She has watched my German Shepard three times now, and I don't have a single complaint. She arrives on... (more)"

5. Isabella

They call me the Pet Whisperer.

Glendale, WI, 53209

House Sitting, Drop-In Visits, Dog Walking

About: In a time when I needed it most, my dog was there for me. Let me be there for your sweetie pup and give all the hugs and walks and games of fetch y... (more)

Confirmed 4th of July Availability
6. Jacob

Ill run and play with your dog

Timmerman West, Milwaukee, WI, 53225

House Sitting, Drop-In Visits, Dog Walking

About: I have been around animals my whole life and love the presence of them. I have always had a pet in the household and had a responisiblity to help c... (more)

7. Kim

It's a dog's life

Menomonee Falls, WI, 53051

House Sitting

"Kim was perfect for our labs while we were away! Both of my guys are older & have a little anxiety so boarding them is not the best for them. Kim loved them,... (more)"

Confirmed 4th of July Availability
8. Haili

A dogs best friend

Northridge, Milwaukee, WI, 53223

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

About: I spent many years as a kennel tech and working in doggy daycare facilities. Some of the most fun times were at work. I have experience with medica... (more)

Confirmed 4th of July Availability
9. Ykevin

Home Full Time and Ill play and run

Bradley Estates, Milwaukee, WI, 53223

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

"Ykevin is the best dog sitter ever! I own two dogs, Golden Retriever and American Bull Dog and they absolutely love Ykevin. He’s been dog sitting for me for ... (more)"

Confirmed 4th of July Availability
10. Diane

Ask my dog & cats,loving,caring

Thiensville, WI, 53092

House Sitting, Drop-In Visits, Dog Walking

"Diane is very timely and a great communicator. She lives up to her commitments and takes good care of our dog. We rely on her quite regularly and would hig... (more)"

Available this weekend
11. Amari

Love & Respect for your pets

Vogel Park, Milwaukee, WI, 53225

House Sitting, Drop-In Visits, Dog Walking

"Kind, intelligent, responsive & overall OUTSTANDING! Above & beyond our expectations. (more)"

12. Jacey

I'd love to take your dog for a run

Fox Point, WI, 53217

House Sitting, Drop-In Visits, Dog Walking

"Jacey was great! My cavapoo, who sometimes can be anxious, warmed right up to her! Jacey was responsive with communication before and during the stay. I woul... (more)"

13. Jazmine

I have a passion for animals!

Bradley Estates, Milwaukee, WI, 53223

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

"Jazmine is a very knowledgeable and friendly sitter. It made me feel so much better knowing my munchkin could be in his own environment while I was gone. (more)"

14. Alyssa

Lover of animals, especially dogs

brown deer, WI, 53209

House Sitting, Drop-In Visits, Dog Walking

"Alyssa is a caring, hardworking and driven individual. Her actions of being at graduate school at Concordia University show that. Alyssa herself has three do... (more)"

15. Melissa

Dog loving nurse, large fenced yard

Mequon, WI, 53092

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

"First, I will explain the situation Melissa gracefully accepted, which many others had backed out from. We have three very spoiled German shepherds and two h... (more)"

16. Amanda

Crazy dog lover ❤️

Mequon, WI, 53092

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

About: Growing up I have always had two dogs in my house. Currently my husband and I have two fur babies, Bella and Rory! We treat dogs just like humans- ... (more)

Confirmed 4th of July Availability
17. Breana

Available to do walks, sittings.

Fairfield, Milwaukee, WI, 53209

House Sitting, Drop-In Visits, Dog Walking

"I've seen Breana deal with different types of dogs. How she interacts with them, you would think they were her children. She definitely takes her time with c... (more)"

18. Chelsea

Ill run/walk with your dog!

Glendale, WI, 53209

House Sitting, Drop-In Visits, Dog Walking

About: I am definitely a dog person! I grew up with dogs throughout my childhood and have looked after them from time to time. I have proficient knowledge... (more)

19. Kristy

Fun, playful, and caring dog lover!

Mequon, WI, 53097

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

About: I absolutely love dogs! I love to play, run/walk, and cuddle with them. I live in a very dog friendly neighborhood. I don't have pets of my own, bu... (more)

20. Kate

Home full-time. Passion for animals

Calumet Farms, Milwaukee, WI, 53224

House Sitting, Drop-In Visits, Dog Walking

"She loves pets and she could be the best friend for any pet she meets. I was away from home for a month and I trusted her with my two cats, she took care of ... (more)"

When it comes to pet care and house sitting, pet owners in Whispering Hills, Milwaukee, WI trust their pets with sitters on Rover.com. Over 1,089 pet owners have reviewed house sitters in Milwaukee, giving them an average rating of 5.0/5. House sitting doesn't have to be expensive. In fact, it's probably a lot more affordable than you think. You'll quickly find that there's a house sitter on Rover for just about every price range and lifestyle. Wondering how much you might expect to pay for a house sitter and pet care on Rover? Check out our average house sitting rates to get an idea before you begin a conversation with a sitter who seems like a great match.

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