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.
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Available this weekend
1. Melissa

Dog loving nurse, large fenced yard

Mequon, WI, 53092

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

9 repeat clients

"I highly recommend Melissa. I sincerely appreciated the communication leading up to and during her time sitting our puggle Cody. I look forward to working ... (more)"

2. Rachel

Experienced dog handler-dog lover

Golden Valley, Milwaukee, WI, 53222

House Sitting, Drop-In Visits, Dog Walking

3 repeat clients

"She was amazing! I was so worried about my pups but she calmed my nerves. She sent me messages daily with updates. She was professional with everything. Appo... (more)"

3. Kara

Great for last minute requests!

Wauwatosa, WI, 53213

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Kara was great! She responded to my messages quickly, was very flexible, and sent me pictures of my dog while I was away so I knew everything was okay! (more)"

4. Lexi

#doglife amiright?

Upper East Side, Milwaukee, WI, 53211

House Sitting, Drop-In Visits, Dog Walking

About: Hi! I am a college student who loves dogs! I have a golden-doodle (who is massive at 85lbs.) at home, but I am not able to bring her with me to sch... (more)

5. Terra

Experienced in senior care!

Menomonee Falls, WI, 53051

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"Terra was amazing for our dog Jameson! She was available on short notice for house sitting. She kept us up to date with photos and texts about her stay with ... (more)"

Available this weekend
6. 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)"

7. Lindsay

I'm a lover of all animals!

GERMANTOWN, WI, 53022

House Sitting, Drop-In Visits, Dog Walking

"Took great of my dog & cats! Always kept me updated on how the pets were doing while we were away. Lindsey's is very accommodating with her time and made u... (more)"

8. Joshua

Outdoorsy dog lover

Thurston Woods, Milwaukee, WI, 53209

House Sitting, Drop-In Visits, Dog Walking

"Josh was an absolute joy to work with. He took GREAT care of my 2 English Mastiffs (which is not a small job to take-on). I was very nervous leaving town f... (more)"

9. 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 was great with our pup, Ruby! She stayed with her while we were away on vacation and it's obvious Ruby had a good time while we were away! We received ... (more)"

10. Kate

Enthusiastic Dog Lover

Cedarburg, WI, 53012

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Kate was amazing, my dog was well taken care of and very happy upon my return. The house was nice and clean as well! (more)"

11. 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 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)"

12. 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)"

13. Marina

I will love them like family

Dineen Park, Milwaukee, WI, 53216

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Marina is one of the best people I have seen with all animals especially pups. She is very patient and kind with them. She has a genuine love that she gives ... (more)"

14. Morgan

Wauwatosa area dog care

WAUWATOSA, WI, 53222

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

"Morgan has had over 15 years experience working with dogs. She has a rescue dog of her own with medical needs . She is experienced in meeting the medical n... (more)"

15. Spencer

The Divine Canine Caretaker

Mequon, WI, 53092

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

2 repeat clients

"Spencer and Jamee have watched our 2 dogs many times. They walk them and even run with our more active dog Asher. They send pictures and let us know how they... (more)"

Available this weekend
16. Cassidy

I can provide training sessions!

Park Knoll, Milwaukee, WI, 53225

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

"I highly recommend Cassidy! My dog Honey Bee is my pride and joy...she is great with people but has high anxiety with other dogs. Because of this, I am cauti... (more)"

17. Lauren

Give your pup a vacation!

Mequon, WI, 53092

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

5 repeat clients

"Lauren was great! She took great care of our three large dogs. They are high energy and she made sure they each got some exercise while we were gone. The pho... (more)"

18. Hannah

Bring 'em home tuckered out

Fairfield, Milwaukee, WI, 53209

House Sitting, Drop-In Visits, Dog Walking

About: My first love is the oldies. I appreciate a stately dame or dog who wants to take time on a walk but is still up for the occasional jog or game of ... (more)

19. Jonathan

I love any and all kinds. Will run!

Mequon, WI, 53092

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

"Jonathan is a great puppy owner. I've seen him take incredible care of his two dogs as well as my own. He is quick to send updates and pictures (that I still... (more)"

20. Mia

Active, Experienced Dog Owner!

River Hills, WI, 53217

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

"Mia is great with our dog, Dax! She's a natural dog lover and it's clear she's grown up with dogs throughout her life. She's great with animals of all ages a... (more)"

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Learn About Premier

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: