Pet Sitting & Drop Ins in Washington Heights, 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

Danielle D.
Animals Over AnythingMilwaukee, WI, 53214
Drop-In Visits, Dog Walking

Very friendly & takes take care of my dog like it’s her own! (more)

from
$14
per visit
Calendar Recently Updated
Rachel F.
2.
Crazy Cat Mom🐱Wauwatosa, WI, 53210
Drop-In Visits

Rachel was awesome!!! Spent a few hours playing and helping take care of my cat while I was on vacation. She gave my cat plenty of play time and some nice tlc :… (more)

from
$16
per visit
Calendar Recently Updated
Nicole C.
3.
Communicative and caring pet sitterNational Park, Milwaukee, WI, 53215
House Sitting, Drop-In Visits, Dog Walking

Nicole is wonderful with my dog and cats, very responsive, excellent communication. Highly recommend! (more)

from
$20
per visit
Calendar Recently Updated
Melissa L.
Caring, Responsible Pet SitterWauwatosa, WI, 53213
House Sitting, Drop-In Visits

Melissa is fantastic! She did a great job looking after my sometimes shy little kitty. My cat seems very happy, healthy, and entertained. I think she had a real… (more)

from
$15
per visit
Calendar Recently Updated
Maggie S.
5.
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
Confirmed availability: Memorial Day
6.
Wee looove the fur babies ♥️Kops Park, Milwaukee, WI, 53222
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Giselle is a sweet, kind and caring person!! She Loves all animals like they are her own! She goes above and beyond. While playing with my dog in our fenced yar… (more)

from
$30
per visit
Calendar Recently Updated
Trustworthy, punctual, activeWauwatosa, WI, 53213
Drop-In Visits

Marissa is a wonderful dog sitter! She has watched my dog, Sadie, multiple times and is so loving while we're away. She's extremely responsible and does a great… (more)

from
$15
per visit
Caring and skilled and loves pets!Enderis Park, Milwaukee, WI, 53210
Dog Boarding, Drop-In Visits, Dog Walking

Courtney was a great communicator and very responsive. Our kitties are skittish and hide when anyone comes around so Courtney took photos of the empty food bowl… (more)

from
$18
per visit
Calendar Recently Updated
9.
Mae 
Verified Background Check
Welcome to Our Pawsome Family!Washington Park, Milwaukee, WI, 53208
Dog Boarding, Drop-In Visits, Dog Walking

Mae is a dog mom. She is a wonderful and responsible caregiver for dogs. She have taken care of my dogs before. She did such an amazing job. I can always depend… (more)

from
$25
per visit
Calendar Recently Updated
10.
Love being around all dogs!Honey Creek Parkway, Milwaukee, WI, 53213
Drop-In Visits, Dog Walking
10 years of experience

About: I’ve grown up around two dogs since I was young and recently starting training a puppy of my own. Responsibilities include walking, feeding, playing,… (more)

from
$15
per visit
Calendar Recently Updated
A Wholehearted Animal Lover!Grasslyn Manor, Milwaukee, WI, 53216
Drop-In Visits, Dog Walking
22 years of experience

About: I have had pets my whole life, mostly dogs but also hamsters and other little fury friends. I also worked with horses for over two decades. I am happ… (more)

from
$25
per visit
Confirmed availability: Memorial Day
12.
Love Them Like My OwnBluemound Heights, Milwaukee, WI, 53213
House Sitting, Drop-In Visits, Dog Walking

Laura is punctual, trustworthy and a lovely person. She walked my dog Pepper for years, you can tell that she has genuine love and care for animals and animals … (more)

from
$15
per visit
Calendar Recently Updated
13.
Where your pups are loved and comfyUptown, Milwaukee, WI, 53210
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

About: Growing up with dogs made me have a passion to care for them… they are truly my babies! I go the extra mile to ensure they are well taken care of. D… (more)

from
$20
per visit
Confirmed availability: Memorial Day
14.
Experienced ER Vet TechWauwatosa, WI, 53213
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Lisa was an amazing sitter. Her love of animals and ability to read their cues was immediately clear on our meet and greet. During her visit she was punctual, c… (more)

from
$20
per visit
Confirmed availability: Memorial Day
15.
Sam 
Verified Background Check
Rover 101
Loving, Responsive, Knowledgeable.Hawthorne Glen, Milwaukee, WI, 53208
Dog Boarding, House Sitting, Drop-In Visits

Sam was such a pleasure to meet with. I was worried about finding the right person to keep an eye on my pup while I was out of town for the weekend. She sent me… (more)

from
$20
per visit
16.
Active, responsible, kind pet loverWauwatosa, WI, 53213
House Sitting, Drop-In Visits, Dog Walking

Did a fantastic job - would highly recommend! (more)

from
$18
per visit
Calendar Recently Updated
17.
I like big mutts and I cannot lie!Story Hill, Milwaukee, WI, 53208
Drop-In Visits, Dog Walking

Very kind and communicative. Erica watched our pup for a solid week, and ensured everything was in order. We look forward to her care in the future. (more)

from
$17
per visit
Calendar Recently Updated
18.
Love & Exercise for your dog or catMartin Drive, Milwaukee, WI, 53208
House Sitting, Drop-In Visits, Dog Walking

Travis did a great job dropping in and taking care of our two old cats while we were on vacation! The kitties were fed and watered to their unique preferences, … (more)

from
$25
per visit
Confirmed availability: Memorial Day
19.
Medical Student who loves animals!Wauwatosa, WI, 53213
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Celeste was beyond AMAZING with our Charlie. Great communication, and sent photos. I was very nervous about leaving our dog, but I was completely put at ease. … (more)

from
$20
per visit
Calendar Recently Updated
20.
"Wag More, Bark Less"Martin Drive, Milwaukee, WI, 53208
House Sitting, Drop-In Visits, Dog Walking

Margit is super helpful when I needed to let my boys out when I work long hours. My boys are older, so they can't hold it in all day. So it's nice having her be… (more)

from
$20
per visit

Dog owners in Washington Heights, Milwaukee, WI love booking pet sitting with sitters on Rover.com. Over 1,089 pet owners have reviewed pet sitters in Milwaukee, giving them an average rating of 5.0/5 stars. Booking pet 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 pet sitting with Rover? Check out our average pet sitting rates to get an idea before reaching out and starting a conversation with a pet sitter near you in Washington Heights.

Never beg a friend to drop in on your pets while you're on vacation again. With Rover, you can find the perfect Washington Heights, Milwaukee pet sitter in seconds. Sitters on Rover are pet lovers, who will be happy to sit dogs, cats, caged pets, and even horses while they take care of your home. By removing common pet care obstacles, Rover ensures pets nationwide are happy and well-cared for even when their human is away, and empowers pet lovers to live happy and fulfilling lives. Founded on the belief that everyone should have the opportunity to experience the unconditional love of a pet, Rover makes it easy for you to reach trusted pet sitters in Washington Heights, Milwaukee who can provide the care your pet needs, when they need it.

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 Washington Heights, 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: