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.

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

Search Results

Calendar Recently Updated
Stephanie V.
Your cat or dog's next best friend!Hawthorne Glen, Milwaukee, WI, 53208
House Sitting, Drop-In Visits

Stephanie is truly an amazing person and it shows with adoration our fur babies give her when she shows up. She’s been extremely helpful in taking care of our … (more)

from
$24
per visit
Calendar Recently Updated
Alli B.
2.
Here to show your pets some love :)Wauwatosa, WI, 53213
House Sitting, Drop-In Visits, Dog Walking

Omg thank you so much! So glad you could pop in and make sure they were loved on. I so so appreciate it! Feel so much more at ease knowing they are taken care o… (more)

from
$20
per visit
Calendar Recently Updated
Sita A.
3.
Active and excited to watch dogs!Wauwatosa, WI, 53213
House Sitting, Drop-In Visits, Dog Walking

Sita is great with my dogs, responsible and very communicative. Very happy to have her taking care of them when I need the extra help. (more)

from
$14
per visit
Confirmed availability: Easter Weekend
Nate H.
4.
Law student & dog lover!Avenues West, Milwaukee, WI, 53233
Boarding, House Sitting, Drop-In Visits, Dog Walking

Nathan recently watched my dogs while me and my family were on vacation. He did a fantastic job caring for my pets, he was also very respectful of our space, wh… (more)

from
$14
per visit
Confirmed availability: Easter Weekend
Kathy S.
5.
Patient walker and caregiver.Wauwatosa, WI, 53213
Drop-In Visits, Dog Walking

Kath has taken care of 2 of our dogs, Buzz and Jackson. They both know a good soul when they see one and they both LOVE(d) Kath. Kath came over to say good bye … (more)

from
$16
per visit
6.
I'll treat your pets like family!Avenues West, Milwaukee, WI, 53233
House Sitting, Drop-In Visits, Dog Walking

Kevin is very outgoing and loving to all animals. He is a natural when it comes to caring for their needs and knowing just what it will take to get their tails … (more)

from
$15
per visit
Confirmed availability: Easter Weekend
7.
I already love your petsWauwatosa, WI, 53213
House Sitting, Drop-In Visits, Dog Walking

Lauren and Alyssa were such amazing sitters for our old boys, Luigi and Mortimer. They were easy to talk to, super communicative, and flexible with us and our s… (more)

from
$35
per visit
Calendar Recently Updated
8.
Lou 
Verified Enhanced Background Check
I’m a long time dog lover!Wauwatosa, WI, 53213
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Lou Is the best pet sitter I have ever had care for my dog. My dog was and older dog with real anxiety issues. He did not like other people or other dogs, but … (more)

from
$14
per visit
Confirmed availability: Easter Weekend
9.
Attentive & Caring - ♥️ Senior PetsWauwatosa, WI, 53213
Drop-In Visits, Dog Walking

Anna was absolutely wonderful with my cat Gwar! He took such a liking to her and she did a great job of keeping my updated on how he was doing. Highly recommend… (more)

from
$20
per visit
Calendar Recently Updated
10.
Former teacher needs pet loveWauwatosa, WI, 53213
House Sitting, Drop-In Visits, Dog Walking

Mary is wonderful! We met today to go over details of house sitting this weekend and I am extremely comfortable leaving my cats and home in her care. Addendum-… (more)

from
$30
per visit
Calendar Recently Updated
11.
Aly 
Verified Enhanced Background Check
Warning! Pets are spoiled here!Washington Heights, Milwaukee, WI, 53208
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

Ally was super friendly & easy to work with, very thorough communication and made us feel at ease. We will use her for ALL of our needs. Highly recommend. (more)

from
$16
per visit
Confirmed availability: Easter Weekend
12.
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: Easter Weekend
13.
I like big mutts and I cannot lie!Story Hill, Milwaukee, WI, 53208
Drop-In Visits, Dog Walking

Thank you so much Erica for taking care of our Luna while we were out of town. Our Luna is a bit anxious but Erica gave her time and patience until she came aro… (more)

from
$21
per visit
Confirmed availability: Easter Weekend
14.
I will take care and love your pet.Wauwatosa, WI, 53213
Boarding, Drop-In Visits, Doggy Day Care

Marina is a wonderful pet sitter, dedicated, trustworthy and flexible. She really takes care of the pets giving them attention and checking what they need. Sh… (more)

from
$25
per visit
15.
Caring, friendly, obsessed w/ dogsStory Hill, Milwaukee, WI, 53213
Drop-In Visits, Dog Walking

Cassie is the best dog mom I know. When it comes to dogs she is extremely responsible, attentive and nurturing. She got her first puppy at the age of 16 and has… (more)

from
$22
per visit
Calendar Recently Updated
16.
Owned and worked with dogs and catsMilwaukee, WI, 53208
Drop-In Visits, Dog Walking
20 years of experience

About: I have owned animals since I can remember. And I have worked in a dog daycare for about 2 years. I have also done dog and cat sitting for many friend… (more)

from
$20
per visit
Confirmed availability: Easter Weekend
17.
Pets, cuddles and walks galore!Enderis Park, Milwaukee, WI, 53210
Boarding, House Sitting, Drop-In Visits, Doggy Day Care

Rachel is an incredibly responsible and caring person, and has for as long as I have known her been an extremely loving dog mom who goes above and beyond for no… (more)

from
$35
per visit
Calendar Recently Updated
18.
Active sitter, cats and dogs!Washington Heights, Milwaukee, WI, 53208
House Sitting, Drop-In Visits, Dog Walking

Available last minute to let our dog out which we so appreciate! (more)

from
$15
per visit
Confirmed availability: Easter Weekend
19.
Your Pets New Favorite Sitter :)Martin Drive, Milwaukee, WI, 53208
House Sitting, Drop-In Visits, Dog Walking

I never really write reviews, but I had to because Marie deserves all the kudos she is a lifesaver, I have to go on business trip all the time and she is always… (more)

from
$20
per visit
Calendar Recently Updated
20.
Great for last minute requests!Wauwatosa, WI, 53213
Drop-In Visits, Dog Walking

I was apprehensive about finding reliable pet care while I was in the hospital for knee surgery. After meeting Kelsey and Jonny my fears were allayed. I knew Sa… (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:

Drop-In Visits