House Sitting in North Division, 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.

Search Results

Calendar Recently Updated
Dominique L.
Flexible and willing to travel!Murray Hill, Milwaukee, WI, 53212
House Sitting, Drop-In Visits, Dog Walking

Dominique is simply wonderful. She cared for my menagerie of pets - dogs, cat, and chickens - for a 3-day weekend. This was my first time leaving the entire cre… (more)

from
$37
per night
Calendar Recently Updated
Alicia S.
2.
Trustworthy, Loving, Genuine, SillyMurray Hill, Milwaukee, WI, 53211
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
$115
per night
Calendar Recently Updated
Jessica Z.
Loving sitter, enthusiastic walkerRiverwest, Milwaukee, WI, 53212
House Sitting, Drop-In Visits, Dog Walking

Jessica was terrific! My 2 cats who really don’t like to be left alone,(ie: hold a grudge and snub me) behaved as if I had not left them! Not much more to say! (more)

from
$40
per night
Calendar Recently Updated
Chloe V.
4.
Happiness is with your furry friendMurray Hill, Milwaukee, WI, 53211
House Sitting, Drop-In Visits

Chloe was great. She took excellent care of our pets (dog and two cats) and kept us updated during her stay. Great pics with her notes as well. Animals and hous… (more)

from
$44
per night
Calendar Recently Updated
Malissa N.
Specialized in House/Dog SittingUpper East Side, Milwaukee, WI, 53211
Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

Malissa gave us peace of mind knowing our dogs were in good hands. She communicated with us throughout the week, sent lots of pictures and provided updates. Sh… (more)

from
$65
per night
Confirmed availability: 4th of July
6.
You deserve a worry free getaway!Lower East Side, Milwaukee, WI, 53202
House Sitting, Drop-In Visits, Dog Walking

If you are looking for a stress-free getaway knowing that your pet is in great hands, I truly cannot recommend Marina enough! Marina stayed 3 nights with our do… (more)

from
$65
per night
7.
Caring & trustworthy pet sitter 🥰MILWAUKEE, WI, 53211
House Sitting

Elaine was very knowledgeable and experienced with dog care. She gave updates and photos during her stay. Wanda was a calm puppy when we got home, which tells… (more)

from
$30
per night
Confirmed availability: 4th of July
8.
Can't Wait to Meet Your Fur Baby!Lower East Side, Milwaukee, WI, 53202
House Sitting, Drop-In Visits, Dog Walking

Ameera was AMAZING! Pyro had such an great time with her and Pootie!! She did an amazing job checking in and sending me pictures of Pyro while I was away! I can… (more)

from
$70
per night
Confirmed availability: 4th of July
The right sitter FUR you ♥️Lower East Side, Milwaukee, WI, 53202
House Sitting, Drop-In Visits, Dog Walking

Shabana stayed in our home with our 2 large dogs for 6 nights while we were on vacation and she did amazing! She gave us updates and pictures every day. One of … (more)

from
$42
per night
Calendar Recently Updated
10.
Ready for a puur-fect getaway? 🦮🐱Riverwest, Milwaukee, WI, 53212
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Sarah has cared for my small dog Stella before. My dog ended up loving her, and barely wanted to leave her place. I recommend her to any pet owner that needs a … (more)

from
$30
per night
Calendar Recently Updated
11.
I <3 furry friends & miss my fam’sLower East Side, Milwaukee, WI, 53202
Dog Boarding, House Sitting

Talor dogsat our 2 pups over our first long weekend out of town away from them. Our two dogs have really different personalities and Talor was patient with them… (more)

from
$95
per night
Calendar Recently Updated
12.
Rio 
Verified Background Check
caring & reliable sitterRiverwest, Milwaukee, WI, 53212
House Sitting, Drop-In Visits, Dog Walking

Rio went above and beyond! Very good communication and plenty of pictures were sent. We trust Rio completely with our animals and our home. We will definitely b… (more)

from
$30
per night
Calendar Recently Updated
13.
"Wag More, Bark Less"Martin Drive, Milwaukee, WI, 53208
House Sitting, Drop-In Visits, Dog Walking

Margit was thorough. She loves our dogs (we have a senior and a puppy so we run the gamut of needs) and attended to all their needs perfectly. She took tremendo… (more)

from
$35
per night
Calendar Recently Updated
14.
Neighbor providing additional loveJuneau Town, milwaukee, WI, 53202
Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

Jeremy was great with our dogs and our home. He encouraged play, comforted them, and ensured they were fed and watered appropriately. His intuition to our dogs … (more)

from
$38
per night
Calendar Recently Updated
Experienced caregiver and pet loverJuneau Town, Milwaukee, WI, 53202
House Sitting, Drop-In Visits, Dog Walking

Samantha had great communication in our initial discussion to watch Cali. She was kind to my dog when we did a brief meet and greet. I was planning to go out of… (more)

from
$30
per night
Confirmed availability: 4th of July
16.
Sweet animal loverJuneau Town, Milwaukee, WI, 53202
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Neeke and Clay took great care of our two dogs for 5 nights while we were out of town. They left the house spotless and the dogs hardly noticed we had left! Nee… (more)

from
$45
per night
Calendar Recently Updated
17.
Walking dogs is my therapy (:Kilbourn Town, Milwaukee, WI, 53203
House Sitting, Drop-In Visits, Dog Walking
8 years of experience

About: I’ve been around dogs since I was little, I have a cat of my own now, dog sit for my friends all of the time and I’m always the first person to offer… (more)

from
$50
per night
18.
EMOTIONAL SUPPORT HUMANRiverwest, Milwaukee, WI, 53212
House Sitting, Drop-In Visits, Dog Walking

Jabril was awesome dog sitting at my place overnight! They were respectful, communicative, followed directions and friendly. Most importantly, my dogs were happ… (more)

from
$45
per night
Calendar Recently Updated
I’m a teacher with all summer off!!Riverwest, Milwaukee, WI, 53212
House Sitting, Drop-In Visits, Dog Walking

Jordanne is great! We have a disabled pug that needs a lot of attention. She was up for the task and very attentive of our dogs needs. We received updates and p… (more)

from
$30
per night
Calendar Recently Updated
20.
All Breeds WelcomeBrewer's Hill, Milwaukee, WI, 53212
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

I have known Brittni for a long time and she has always shown a love for caring for dogs. She has had many dogs of her own in the past and they have always been… (more)

from
$35
per night

Dog owners in North Division, Milwaukee, WI love booking house sitting 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 stars. Booking house sitting can be super affordable, no matter where you live. Trust us, we think you'll be pleasantly surprised. Curious what it might cost to book house sitting with Rover? Check out our average house sitting rates to get an idea before reaching out and starting a conversation with a house sitter near you in North Division.

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 North Division 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 North Division, 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 North Division, 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: