Pet Sitting & Drop Ins in Yankee Hill, Milwaukee

Book a pet sitter to stop by your home a few times a day to feed and play with your dog.

To ensure accurate availability & pricing, please add your drop-off and pick-up dates.

Search Results

Confirmed availability: Memorial Day
Allison D.
Love all dogs and long walksMurray Hill, Milwaukee, WI, 53211
House Sitting, Drop-In Visits, Dog Walking

Allison was great! She sent me pictures and videos of my puppy, Nisha when she went to visit. I felt at ease knowing my puppy was being well cared for while I w… (more)

from
$14
per visit
Confirmed availability: Memorial Day
Alicia S.
2.
Trustworthy, Loving, Genuine, SillyMurray Hill, Milwaukee, WI, 53211
Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

Alicia was so friendly and great with my puppy at our meet and greet. She did an awesome job with drop ins, kept me up to date with texts and pictures, and left… (more)

from
$22
per visit
Calendar Recently Updated
Dominique L.
Flexible and willing to travel!Murray Hill, Milwaukee, WI, 53212
House Sitting, Drop-In Visits, Dog Walking

Dominique is very reliable, Friendly and Flexible to my schedule. Trustworthy, and cares about my Fur Babies. She also took very cute pictures of my kitty Simba… (more)

from
$18
per visit
Calendar Recently Updated
McKenzie P.
Always saying hi to your animal 1stRiverwest, Milwaukee, WI, 53212
Drop-In Visits, Dog Walking

Took great care of my cat while I was away! McKenzie was amazing - very grateful to have found her here :) (more)

from
$15
per visit
Calendar Recently Updated
Megan P.
5.
I love pets! Pets are family :)Avenues West, Milwaukee, WI, 53233
Dog Boarding, Drop-In Visits, Dog Walking

Megan has been a dog lover since she was a toddler. She grew up with a dog from birth and later helped raise a puppy starting at 10 years old. Over the years … (more)

from
$18
per visit
Calendar Recently Updated
6.
Excited about all breeds and sizes!Milwaukee, WI, 53202
House Sitting, Drop-In Visits, Dog Walking

Julie is a very friendly, reliable and conscientious person who loves animals, but especially dogs. She has grown up with dogs (Samoyeds and Collies) her entir… (more)

from
$15
per visit
Calendar Recently Updated
7.
Walking Distance to Lake ParkNorthpoint, Milwaukee, WI, 53202
Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

I entrust Jo Ann with my 3 energetic dogs. She is really affectionate with them and sends me a bunch of pictures (they always look happy!). They can be kind o… (more)

from
$20
per visit
Calendar Recently Updated
8.
Student, bilingual, animal loverAvenues West, Milwaukee, WI, 53233
Drop-In Visits, Dog Walking

Maggie has raised a puppy and taken care of other dogs. She is super responsible and caring with animals. For as long as i have known her she has always been an… (more)

from
$14
per visit
9.
Dog Lover & Punctual PersonHarbor View, Milwaukee, WI, 53204
Drop-In Visits, Dog Walking

Kelsey is great! My dog is very shy and she loves when Kelsey and Poppy come to visit. She’s get lots of affection and exercise! Kelsey is also super reliable a… (more)

from
$20
per visit
Confirmed availability: Memorial Day
10.
You deserve a worry free getaway!Lower East Side, Milwaukee, WI, 53202
House Sitting, Drop-In Visits, Dog Walking

Marina did Amazing!! She played with Luna for a bit and fed her a little! She took her out to potty and brought her back in! Luna loved her! We will definetly h… (more)

from
$26
per visit
Confirmed availability: Memorial Day
11.
Experienced cat and small dog careAvenues West, Milwaukee, WI, 53233
Drop-In Visits

I’m biased because I’m her Dad. But she loves animals. We’ve had two dogs, three cats, multiple birds and various other small animals. She is sole provider for … (more)

from
$18
per visit
Calendar Recently Updated
12.
Your pet’s new best friend!Kilbourn Town, Milwaukee, WI, 53203
Drop-In Visits, Dog Walking
15 years of experience

About: I’ve had pets my whole life, and whenever any friend or family member needs me to watch or help take care of a pet, I am the one they come to. 😊 I a… (more)

from
$15
per visit
Calendar Recently Updated
13.
Your Dog's New Best FriendLower East Side, Milwaukee, WI, 53202
House Sitting, Drop-In Visits, Dog Walking

Margot loves dogs (and all animals) and is the first person to point out a dog she saw walking past her or talk about a dog she saw on a walk the other day. Whi… (more)

from
$20
per visit
Confirmed availability: Memorial Day
14.
Flexible morning and evening hours!Lower East Side, Milwaukee, WI, 53202
Drop-In Visits, Dog Walking

Taylor has watched my dogs (miniature dachshund and black lab) dozens of times and has always done an incredible job. She is very responsible and genuinely trea… (more)

from
$16
per visit
Confirmed availability: Memorial Day
Dog lover, happy to helpLower East Side, Milwaukee, WI, 53202
Drop-In Visits, Dog Walking
20 years of experience

About: I grew up with a golden retriever and now my family has a Portuguese Water Dog. We’ve had both these dogs since they were puppies so I’m comfortable … (more)

from
$12
per visit
Confirmed availability: Memorial Day
16.
Dog lover, responsible, caringYankee Hill, Milwaukee, WI, 53202
House Sitting, Drop-In Visits

Ireland is extremely caring and loving and responsible. She has watched our family per many times and I would highly recommend her to anyone. She is punctual, t… (more)

from
$17
per visit
Confirmed availability: Memorial Day
17.
Walked pups are happy pups!Lower East Side, Milwaukee, WI, 53202
Drop-In Visits, Dog Walking

Katelyn has been our dog walker for some time. She’s the only one we trust with our little pug Louie. She’s always punctual, professional and flexible. We great… (more)

from
$20
per visit
Calendar Recently Updated
18.
Not a tail that’s not waggingRiverwest, Milwaukee, WI, 53212
Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

Jess has been around dogs her whole life and has always loved them. It does not matter what kind of dog it is, as soon as that pooch enters the room, Jess light… (more)

from
$14
per visit
Calendar Recently Updated
19.
Dog lover! I’ll come to you! :)Juneau Town, Milwaukee, WI, 53202
Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

Melissa is a responsible and trustworthy individual. She is punctual and reliable and will do all tasks with a smile. I would definitely feel comfortable with M… (more)

from
$30
per visit
Confirmed availability: Memorial Day
Must Love DogsLower East Side, Milwaukee, WI, 53202
Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

Lauren and Derek have been great dog sitters to three of our Dachshunds now. Even though they’ve all had very different personalities and needs, Lauren and Dere… (more)

from
$16
per visit

In Yankee Hill, Milwaukee, WI, dog lovers trust Rover.com for their pet sitting needs. Over 07 pet owners have reviewed pet sitters in Yankee Hill, Milwaukee, giving them an average rating of 5.0/5 stars. Booking pet sitting in Yankee Hill can be incredibly affordable, no matter what price range you're looking for. Curious about what it might cost to book pet sitting in Milwaukee on Rover? Check out our average pet sitting rates to get an idea before reaching out and beginning a conversation with a sitter.

The next time you head out of town and need someone to take care of your pets and check in on you home, turn to Rover. It's easy to find a loving Yankee Hill pet sitter on Rover who'll give your pet one-on-one attention while you're away, and take care of your home. Search from hundreds of trusted pet sitters in Yankee Hill, Milwaukee, read sitter profiles, and reach out to sitters who seem like a good fit for you and your pet(s). We know it can be tough to leave your pet, which is why we encourage every pet parent and sitter to have a Meet & Greet before booking the stay. Then, when you're ready, book and pay for your house and pet sitter all through Rover: it's easy, safe, and cashless. You'll have the peace of mind knowing that your sitter has free premium insurance, a team of safety experts available 24/7, and will send you cute photo updates throughout the stay. Rover is the easiest way to find trustworthy Yankee Hill pet sitters and avoid the kennel.

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 Yankee Hill, 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: