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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Lisandra V.
Your pet's are family 🐶❤West Allis, WI, 53227
House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Lisa was wonderful with our pups. I had a concern that there might be some anxiety with our new rescue, but they LOVED her right away. That says a lot. She sent… (more)

from
$28
per night
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Alicia S.
2.
Trustworthy, Loving, Genuine, SillyMurray Hill, Milwaukee, WI, 53211
Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

Alicia is fantastic! She did an excellent job caring for our pets, was respectful of our home & was open and transparent in communication. Alicia was incredibly… (more)

from
$100
per night
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Malissa N.
Specialized in House/Dog SittingUpper East Side, Milwaukee, WI, 53211
Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

Couldn’t ask for a better sitter. She takes care of our dogs with all the care and love youd hope for . You can just tell the dogs are happy when we get back ho… (more)

from
$60
per night
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Dominique L.
Flexible and willing to travel!Murray Hill, Milwaukee, WI, 53212
House Sitting, Drop-In Visits, Dog Walking

Dominique provided a wonderful service while I was away. House sitting as well as care for my Tinker I was happy with the care they received. Will definitely … (more)

from
$37
per night
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Laura R.
5.
Love Them Like My OwnBluemound Heights, Milwaukee, WI, 53213
House Sitting, Drop-In Visits, Dog Walking

This was my first time leaving my babes for an extended period of time with a dog sitter and I am thoroughly impressed with Laura! She was very nice and patient… (more)

from
$40
per night
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6.
Happiness is with your furry friendMurray Hill, Milwaukee, WI, 53211
House Sitting, Drop-In Visits

Chloe is great, she communicates well and provides great updates. We felt comfortable with her in our home and taking care of our high energy doggie. (more)

from
$44
per night
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Snuggles, Walks and TreatsWhitefish Bay, WI, 53211
House Sitting, Drop-In Visits, Dog Walking

We are repeat clients of Colleen’s and will use her again. She does a fantastic job with our dogs and keeps us updated over the stay. She goes above and beyon… (more)

from
$50
per night
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8.
Your Pet’s NannyMenomonee Falls, WI, 53051
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Teresa is always very caring and attentive to our 14 year old little maltese. She comes to our home to watch our little fur baby. I highly recommend her. (more)

from
$45
per night
9.
Caring & Loving, Flexible ScheduleShorewood, WI, 53211
House Sitting, Dog Walking

Hannah S. is a trustworthy, reliable and caring pet-sitter and dog walker. For years, she cared for our two cats and black lab whenever we were out of town. W… (more)

from
$65
per night
Confirmed availability: Memorial Day
10.
Wee looove the fur babies ♥️Kops Park, Milwaukee, WI, 53222
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Yisel was wonderful! We were in a pinch out of town and she stepped right in to help with our 6 month old puppy. Sent us lots of pics so we knew she adapted w… (more)

from
$45
per night
Confirmed availability: Memorial Day
11.
I've had 7 dogs at once. Trust me.Wauwatosa, WI, 53213
House Sitting, Drop-In Visits, Dog Walking

Marilia was a fantastic sitter - I recommend her and would definitely trust her with my animals and home again. She did a fantastic job updating us throughout t… (more)

from
$65
per night
Confirmed availability: Memorial Day
12.
I love dogs!Whitefish Bay, WI, 53217
House Sitting, Drop-In Visits, Dog Walking

Maureen has looked after my family’s dogs and I have recommended her to my friends pets as well for many years. It can be worrisome leaving your pet with someon… (more)

from
$80
per night
Confirmed availability: Memorial Day
13.
Jan 
Verified Background Check
I am a pet lover; home full timeWhitefish Bay, WI, 53217
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Jan watched my dog 2 weekends in a row. Sadie loved her company. Jan is the sweetest lady ever and always sent me periodic updates on how Sadie was doing. I wou… (more)

from
$95
per night
Confirmed availability: Memorial Day
14.
Dogs bring me JOY!Butler, WI, 53007
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Amber loves dogs. That’s all she talks about at work. Her eyes light up when she talks about the dogs she has experience with walking dogs too. She is thoughtf… (more)

from
$50
per night
15.
Teacher-open evenings/weekendsGlendale, WI, 53217
House Sitting, Drop-In Visits, Dog Walking

Karina is the best. All went well and Xena got lots of pets. Will definitely hire Karina again. (more)

from
$32
per night
16.
The Friendly, Neighborhood Pet LadyBrown Deer, WI, 53223
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Jaclyn was awesome! She took tons of pictures for me, and gave tons of love to to my two pups. I couldn’t ask for anything better than that! Thank you (more)

from
$40
per night
17.
Raising the WOOF and the bar!Wauwatosa, WI, 53225
House Sitting, Drop-In Visits, Dog Walking

Daniel did a great job of watching our old man Emmitt and our house while we were out of town. When we're out of town knowing your dog is well taken care of an… (more)

from
$75
per night
Calendar Recently Updated
18.
The Pawfect Pal 💚🐾Silver Swan, Milwaukee, WI, 53225
House Sitting, Drop-In Visits, Dog Walking

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

from
$40
per night
Calendar Recently Updated
19.
Pets Lives Matter!Menomonee River Hills, Milwaukee, WI, 53225
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
1 years of experience

About: I’ve been around pets for years and would love to work with animals again. I also watch my mom dog And would go out to the farm with my friend some… (more)

from
$28
per night
Calendar Recently Updated
20.
❤🐾Reliable Caring Flexibility⛑🐕😸Northridge Lakes, Brown Deer, WI, 53223
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Sharon was wonderful with my dogs! You can tell she’s really a dog lover! I got many pictures of my pups each day! She’s very friendly and very caring. I wo… (more)

from
$40
per night

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: