House Sitting in Sherman Park, Milwaukee

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

I'm looking for service for my:
Boarding
House Sitting
Drop-In Visits
Doggy Day Care
Dog Walking
Which dates do you need?
What size are your dogs (lbs)?

Search Results

Calendar Recently Updated
Sitter Profile Image: Blythe R.
Verified Background Check
Sitter Profile Image: Blythe R.
Verified Background Check
1.

Blythe R.

Every animal makes me smile!
Bay View, Milwaukee, WI, 53207
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0
115 reviews
58 repeat clients
from
$55
per night

Blythe was so wonderful with our senior Cavalier. Great communication and I came home to a spotless house and a happy well loved pup. I’d absolutely recommend her!

Calendar Recently Updated
Sitter Profile Image: Jessica Z.
Verified Enhanced Background Check
Sitter Profile Image: Jessica Z.
Verified Enhanced Background Check
2.

Jessica Z.

Loving sitter, enthusiastic walker
Lower East Side, Milwaukee, WI, 53202
House Sitting, Drop-In Visits, Dog Walking
5.0
72 reviews
24 repeat clients
from
$55
per night

Our family had recently experienced a loss of our other pet. It was a tough time for travel but Jessica supported our other pet while we were away. She kept us informed and made the world of difference being away during such a difficult time.

Calendar Recently Updated
Sitter Profile Image: Jordanne H.
Verified Background Check
Sitter Profile Image: Jordanne H.
Verified Background Check
3.

Jordanne H.

I’m a teacher with all summer off!!
Riverwest, Milwaukee, WI, 53212
House Sitting, Drop-In Visits, Dog Walking
5.0
16 reviews
5 repeat clients
from
$50
per night

Jordanne was absolutely incredible. She was prompt and an excellent communicator. She took excellent care of my pup and kept my apartment clean. I highly recommend and will use Jordanne again in the future.

Calendar Recently Updated
Sitter Profile Image: Stephen & Wipawee D.
Verified Enhanced Background Check
Sitter Profile Image: Stephen & Wipawee D.
Verified Enhanced Background Check
4.

Stephen & Wipawee D.

Pawfessional w/ Love & Care <3
West Allis, WI, 53227
House Sitting, Drop-In Visits, Dog Walking
5.0
35 reviews
16 repeat clients
from
$65
per night

We had such an amazing experience with Stephen and Amelie! They sent frequent updates and our pup Teagan seemed incredibly happy the entire trip. They were kind and respectful of our space and very trustworthy. Thank you!!

Calendar Recently Updated
Sitter Profile Image: Micaela B.
Verified Background Check
Sitter Profile Image: Micaela B.
Verified Background Check
5.

Micaela B.

Pet lover looking for new friends!
Riverwest, Milwaukee, WI, 53212
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
26 reviews
6 repeat clients
from
$45
per night

Micaela put us at ease when my husband & I left our dog with someone other than family for the first time. She sent regular updates & her communication was wonderful overall. Would absolutely book Micaela again.

Calendar Recently Updated
Sitter Profile Image: Leandrea R.
Verified Enhanced Background Check
Sitter Profile Image: Leandrea R.
Verified Enhanced Background Check
6.

Leandrea R.

Rover 101
your pets are my priority.
Muskego Way, Milwaukee, WI, 53204
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
80 reviews
30 repeat clients
from
$60
per night

Leandrea was super awesome when taking care of Diana while we were away. This was the first time we left her alone for longer than a day; my fiancée and I were super worried. Leandrea was extremely patient with our skittish girl and made sure to send us loads of pictures and updates. 10/10 would definitely book her again.

Calendar Recently Updated
Sitter Profile Image: Molly O.
Verified Background Check
Sitter Profile Image: Molly O.
Verified Background Check
7.

Molly O.

All the walks and all the cuddles
Wick Field, Milwaukee, WI, 53208
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
22 reviews
9 repeat clients
from
$55
per night

Wonderful! Molly was great again! Took care of Pearl like she was her own, and had great communication. I always feel comfortable leaving Pearl with Molly

Sitter Profile Image: Rachel H.
Verified Background Check
Sitter Profile Image: Rachel H.
Verified Background Check
8.

Rachel H.

** Mission: meet ALL the dogs **
West Allis, WI, 53214
House Sitting, Drop-In Visits, Dog Walking
5.0
69 reviews
21 repeat clients
from
$27
per night

Our dog was a little hesitant at first but Rachel was able to get her to warm up pretty quickly with treats and a walk. She sent lots of updates and pictures which helped me feel better :)

Calendar Recently Updated
Sitter Profile Image: Miri D.
Verified Enhanced Background Check
Sitter Profile Image: Miri D.
Verified Enhanced Background Check
9.

Miri D.

The purrfect lady for you
Shorewood, WI, 53211
House Sitting, Drop-In Visits
5.0
3 reviews
1 repeat client
from
$35
per night

Miri is very punctual, communicative and responsible. My cat loved spending a week with her. Miri sent updates and pictures everyday. We will book her again❤️

Calendar Recently Updated
Sitter Profile Image: Amanda K.
Verified Enhanced Background Check
Sitter Profile Image: Amanda K.
Verified Enhanced Background Check
10.

Amanda K.

Big pet lover with a big heart!
Kops Park, Milwaukee, WI, 53222
House Sitting, Drop-In Visits, Dog Walking
4 reviews
from
$28
per night

Amanda has been fantastic caring for both my dogs and cat! She provides very personalized service and goes above and beyond. Amanda is absolutely my go to when I need my fur babies cared for!!🐾🐾

Calendar Recently Updated
Sitter Profile Image: Jeremy M.
Verified Background Check
Sitter Profile Image: Jeremy M.
Verified Background Check
11.

Jeremy M.

Rover 101
Neighbor providing additional love
Juneau Town, milwaukee, WI, 53202
House Sitting, Drop-In Visits, Dog Walking
5.0
48 reviews
21 repeat clients
from
$55
per night

Jeremy was delight for dog and house sitting, he truly loves being with dogs and it shows. I would highly recommend him for your pet care needs!

Calendar Recently Updated
Sitter Profile Image: Casey V.
Verified Enhanced Background Check
Sitter Profile Image: Casey V.
Verified Enhanced Background Check
12.

Casey V.

I love animals more than humans! :)
Mount Mary, Milwaukee, WI, 53222
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0
5 reviews
from
$45
per night

Casey was great, she took great care of my pup and sent updates. I would definitely recommend her!

Calendar Recently Updated
Sitter Profile Image: Maggie P.
Verified Background Check
Sitter Profile Image: Maggie P.
Verified Background Check
13.

Maggie P.

Will love your pet like my own :)
Riverwest, Milwaukee, WI, 53221
House Sitting, Drop-In Visits, Dog Walking
5.0
18 reviews
12 repeat clients
from
$50
per night

Great first weekend having Maggie care for our two dogs! They seemed happy when we returned home and everything was kept so neat. It means so much to have total peace of mind when leaving for a few days.

Calendar Recently Updated
Sitter Profile Image: Jackie C.
Verified Enhanced Background Check
Sitter Profile Image: Jackie C.
Verified Enhanced Background Check
14.

Jackie C.

Looking forward to meet your pet!
Brewer's Hill, Milwaukee, WI, 53212
House Sitting, Drop-In Visits, Dog Walking
5.0
27 reviews
10 repeat clients
from
$65
per night

Jackie is incredible! Great communication, she is punctual, sent so many pictures, and best part was my pup was so happy. I definitely recommend! Thanks again Jackie!!

Calendar Recently Updated
Sitter Profile Image: Tabitha K.
Verified Enhanced Background Check
Sitter Profile Image: Tabitha K.
Verified Enhanced Background Check
15.

Tabitha K.

Student Sitter!
Kilbourn Town, Milwaukee, WI, 53233
House Sitting, Drop-In Visits, Dog Walking
2 reviews
from
$30
per night

We love Tabitha! She has watched our dog overnight in our home, and stopped in to let him out during the day when we have been away. She is caring, reliable, and trustworthy. She quickly bonded with Tucker and provided excellent care.

Calendar Recently Updated
Sitter Profile Image: Hannah J.
Verified Background Check
Sitter Profile Image: Hannah J.
Verified Background Check
16.

Hannah J.

Reliable and friendly sitter
Milwaukee, WI, 53233
House Sitting, Drop-In Visits, Dog Walking
5.0
15 reviews
7 repeat clients
from
$60
per night

Highly Recommend this Exceptional Dog Sitter! ⭐⭐⭐⭐⭐ I recently had the pleasure of entrusting my furry companion to the care of Hannah, and I cannot express how satisfied and grateful I am for the outstanding service provided. As a devoted pet owner, I am always apprehensive about leaving my beloved dog in the hands of someone new, but from the moment I met Hannah, I knew my worries would be put to rest. Hannah displayed an incredible level of professionalism and genuine affection for dogs right from the start. Hannah warm demeanor and enthusiasm made my dog feel instantly comfortable, which was evident in the way my furry friend happily wagged their tail upon our first meeting. I appreciated the time they took to get to know my dog's personality, habits, and any special needs to ensure the best care possible during my absence. Not only did Hannah attend to my dog's basic needs, but they also engaged in enriching activities, such as playtime, walks, and interactive toys. I was delighted to see that my dog was receiving not just physical care, but also the mental stimulation they crave. It's evident that Hannah goes above and beyond to ensure every dog under their care is content and happy. On top of the exceptional care provided to my dog, the overall experience with Hannah was a breeze. Hannah was punctual, communicative, and professional throughout the entire process, making it easy to arrange the dog-sitting service and ask any questions. In conclusion, I wholeheartedly recommend Hannah to anyone in need of a reliable and caring dog sitter. They have a genuine passion

Sitter Profile Image: Yazmin G.
Verified Enhanced Background Check
Sitter Profile Image: Yazmin G.
Verified Enhanced Background Check
17.

Yazmin G.

Dog-Walker! Cat-Host! Let’s talk!:)
Harambee, Milwaukee, WI, 53212
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0
10 reviews
from
$45
per night

Yazmin stayed at my house over the weekend and cared for my senior dog- Gloria. She did a wonderful job especially caring for Gloria when she broke a nail on her front paw. Yazmin went out and purchased bandages and antibiotic and figured out a way to keep Gloria from chewing the bandage off until I was able to get home and take her to the Vet on Monday. I highly recommend Yazmin for care of your pet.

Calendar Recently Updated
Sitter Profile Image: Liz B.
Verified Enhanced Background Check
Sitter Profile Image: Liz B.
Verified Enhanced Background Check
18.

Liz B.

Senior pet lover and expert!
Avenues West, Milwaukee, WI, 53233
House Sitting, Drop-In Visits, Dog Walking
5.0
3 reviews
1 repeat client
from
$28
per night

I have known Liz for several years and cannot say enough good things about them, but I will keep it to pets for this :) Liz is a pet owner, and an exceptional one at that. In the time I have known them, Liz has fostered several cats and has a passion for caring for animals. As a pet owner myself, I would trust Liz to care for my cat, and I am a super protective pet owner. In addition to their love for cats, Liz has a love for all animals. They have cared for dogs (large and small), fish, and even goats (how many people can say that??). Big, small, young, senior, Liz will care for any dog as if it is their own pet. Additionally, Liz is one of the most reliable and organized people that I know. They will never miss a scheduled walk or meeting time and will always make sure to give you a wonderful experience.

Sitter Profile Image: Cindy H.
Verified Enhanced Background Check
Sitter Profile Image: Cindy H.
Verified Enhanced Background Check
19.

Cindy H.

Reincarnated Dog Here!
wauwatosa, WI, 53213
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
9 reviews
1 repeat client
from
$60
per night

Outstanding! Cindy is a natural with animals. I have a dog that gets very anxious when we leave the house, and she was calm as a cucumber when we returned from an evening out. We also have three cats - siblings from a feral litter - who generally go into hiding when a stranger comes into our home. Cindy got to playing with two of them, and was even allowed to pet one of them! I would happily have Cindy watch my babies in the future, and am very glad to have found her.

Calendar Recently Updated
Sitter Profile Image: Marie H.
Verified Enhanced Background Check
Sitter Profile Image: Marie H.
Verified Enhanced Background Check
20.

Marie H.

Your Pets New Favorite Sitter :)
Martin Drive, Milwaukee, WI, 53208
House Sitting, Drop-In Visits, Dog Walking
5.0
8 reviews
2 repeat clients
from
$35
per night

Marie is an outstanding sitter! She is very conscientious and generous with her time and affection. I highly recommend her. My two dogs loved her.

Search Map

Dog owners in Sherman Park, Milwaukee, WI turn to house sitters on Rover.com for their house sitting needs. Over 1,089 pet owners have reviewed house sitters in Milwaukee, giving them an average rating of 5.0/5. House sitting can be affordable, no matter where you live or what your price range may be. Curious about how much house sitting costs in Milwaukee with Rover.com? Check out our average house sitting rates near you to get an idea before getting a conversation started with a house sitter on Rover. When you leave your dog with a sitter you've connected with on Rover, you can relax, knowing your dog will be treated like family.

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 Sherman Park 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 Sherman Park, 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 pet sitter or dog walker. 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 Sherman Park, 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:

House Sitting