Pet Sitting & Drop Ins in Harbor View, 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
Sitter Profile Image: Blythe R.
Sitter Profile Image: Blythe R.
1.
Every animal makes me smile!
Bay View, Milwaukee, WI, 53207
Boarding, House Sitting, Drop-In Visits, Dog Walking

This is our second time using Blythe to take care of our senior pets. Our 17 year old doxie stayed in her home, and she did drop-in visits for our 18 year old c… (more)

from

$35

per visit
Calendar Recently Updated
Sitter Profile Image: Olivia G.
Sitter Profile Image: Olivia G.
2.
I will love your pet like my own :)
Yankee Hill, Milwaukee, WI, 53202
Drop-In Visits, Dog Walking

Olivia is a great cat sitter, she takes great pictures and communicates how each check in goes. It’s a relief when out of town knowing your pet is being care of… (more)

from

$18

per visit
Calendar Recently Updated
Sitter Profile Image: Hannah M.
Sitter Profile Image: Hannah M.
3.
Lover of all animals of all sizes!
Milwaukee, WI, 53202
House Sitting, Drop-In Visits, Dog Walking

Hannah has cared for my dog several times for overnight stays, or just to feed/walk him. My pup loves her, and I always feel comfortable calling on Hannah to ca… (more)

from

$20

per visit
Confirmed availability: Juneteenth Weekend
Sitter Profile Image: Julieanne B.
Sitter Profile Image: Julieanne B.
Previous vet tech & pet lover
Marquette, Milwaukee, WI, 53233
Drop-In Visits, Dog Walking

Did an amazing job and sent lots of pictures! Will definitely be using Julieanne again! (more)

from

$20

per visit
Confirmed availability: Juneteenth Weekend
Sitter Profile Image: Jessica Z.
Sitter Profile Image: Jessica Z.
Loving sitter, enthusiastic walker
Lower East Side, Milwaukee, WI, 53202
House Sitting, Drop-In Visits, Dog Walking

Can't thank Jessica enough for all her help! She was quick with her responses and took great care for my cat while I was away! Thank so much Jessica! (more)

from

$18

per visit
Calendar Recently Updated
Sitter Profile Image: Jenna H.
Sitter Profile Image: Jenna H.
6.
Pet Lover!
Milwaukee, WI, 53233
House Sitting, Drop-In Visits, Dog Walking

Jenna is truly a pet lover. She has always had pets growing up and is a responsible pet owner in making sure her dog and cat were fed, cared for, played with a… (more)

from

$16

per visit
Calendar Recently Updated
Sitter Profile Image: Karsyn R.
Sitter Profile Image: Karsyn R.
7.
Dog Buddy & Reliable Care
Milwaukee, WI, 53207
House Sitting, Drop-In Visits, Dog Walking

Karsyn took such amazing care of our dog Vera. We could not be happier! She kept us informed of how Vera was doing and was very conscientious of Vera’s moods … (more)

from

$18

per visit
Confirmed availability: Juneteenth Weekend
Sitter Profile Image: Olivia G.
Sitter Profile Image: Olivia G.
8.
The ultimate animal lover
Kilbourn Town, Milwaukee, WI, 53233
Drop-In Visits, Dog Walking
9 years of experience

About: I’ve done all kinds of petsitting from the time I was 15. I’ve taken care of young puppies, old dogs, and everything in between! I haven’t met a dog … (more)

from

$14

per visit
Calendar Recently Updated
Sitter Profile Image: Erin B.
Sitter Profile Image: Erin B.
9.
Ready to help with your fur babies!
Bay View, Milwaukee, WI, 53207
Drop-In Visits, Dog Walking

Erin has been watching my dogs (2 miniature schnauzers) for over 7 years. She is reliable and trustworthy. My dogs are always excited to see her. She always tre… (more)

from

$16

per visit
Confirmed availability: Juneteenth Weekend
Sitter Profile Image: Angelic F.
Sitter Profile Image: Angelic F.
10.
OMG I love dogs… dogs are my lifeee
Milwaukee, WI, 53204
Drop-In Visits, Dog Walking
20 years of experience

About: I had a dog since I was three years old that I took care of till his last day. Dogs been my world since I was little. I started walking and taking ca… (more)

from

$14

per visit
Confirmed availability: Juneteenth Weekend
Sitter Profile Image: Isabella G.
Sitter Profile Image: Isabella G.
Responsible & Active dog lover!
Kilbourn Town, Milwaukee, WI, 53233
House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
11 years of experience

About: I have been a dog owner since I was little, and have much experience with both big & small dogs of friends/family members! I've previously owned a Ge… (more)

from

$16

per visit
Calendar Recently Updated
Sitter Profile Image: Julia B.
Sitter Profile Image: Julia B.
12.
Your Pet's Best Friend
Bay View, Milwaukee, WI, 53207
House Sitting, Drop-In Visits, Dog Walking

Julia did a wonderful job with our cat and two rabbits. Our cat has some special physical needs and therefore requires a lot of extra assistance, including bein… (more)

from

$15

per visit
Sitter Profile Image: Jessica H.
Sitter Profile Image: Jessica H.
13.
15 Years of Pet Lovin'!
Bay View, Milwaukee, WI, 53207
House Sitting, Drop-In Visits

Jessica did a fantastic Job with Stevie even taking her on a long walk and stopping by an extra time as she’s super thoughtful. We will definitely plan to reque… (more)

from

$25

per visit
Confirmed availability: Juneteenth Weekend
Sitter Profile Image: Taylor B.
Sitter Profile Image: Taylor B.
14.
Dog lover with no dogs of my own
Juneau Town, Milwaukee, WI, 53151
Boarding, House Sitting, Drop-In Visits, Dog Walking

Taylor has watched my 3 min pins frequently. She is attentive to their needs and treated them like they were her own! She exercised them often and sent the cute… (more)

from

$15

per visit
Calendar Recently Updated
Sitter Profile Image: Leandrea R.
Sitter Profile Image: Leandrea R.
your pets are my priority.
Muskego Way, Milwaukee, WI, 53204
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Very attentive, was able to care for my dogs especially with care for their disabilities. 10/10 recommend (more)

from

$15

per visit
Calendar Recently Updated
Sitter Profile Image: Amber W.
Sitter Profile Image: Amber W.
16.
Former Veterinary Assistant
Juneau Town, Milwaukee, WI, 53202
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Amber took excellent care of our cat while we were away on a longer trip - she was super thorough and conscientious, our cat loved her, and she provided great u… (more)

from

$30

per visit
Confirmed availability: Juneteenth Weekend
Sitter Profile Image: Sofia J.
Sitter Profile Image: Sofia J.
17.
So much love to give dogs!
Walker's Point, Milwaukee, WI, 53204
Boarding, House Sitting, Drop-In Visits, Doggy Day Care

Sofia is very responsible and loves all animals. She has a space and schedule that allows her to give your pet all the attention it could as for (plus more)! (more)

from

$25

per visit
Confirmed availability: Juneteenth Weekend
Sitter Profile Image: Dan B.
Sitter Profile Image: Dan B.
18.
Dan 
Verified Enhanced Background Check
Lover of all animals
Bay View, Milwaukee, WI, 53207
Boarding, House Sitting, Drop-In Visits, Dog Walking

This was my first time working with Dan, and he was great! Learning of his extensive experience with animals put my mind at ease right away. He was able to drop… (more)

from

$23

per visit
Confirmed availability: Juneteenth Weekend
Sitter Profile Image: Elise J.
Sitter Profile Image: Elise J.
19.
Must Love Dogs!
Milwaukee, WI, 53207
Drop-In Visits, Dog Walking

Our dog warmed up to Elise very quickly! He doesn’t always eat when new people watch him, but we were happily surprised he was comfortable enough to eat around … (more)

from

$16

per visit
Calendar Recently Updated
Sitter Profile Image: Anna L.
Sitter Profile Image: Anna L.
20.
Seeking furry friends!
Milwaukee, WI, 53202
House Sitting, Drop-In Visits, Dog Walking

Anna is amazing with pets. She grew up with a dog and always loved walking her and playing with her daily. She has puppy sat for me multiple times and is so pat… (more)

from

$20

per visit

When it comes to pet sitting, dog owners in Harbor View, Milwaukee, WI love Rover.com. Over 1,089 owners have reviewed sitters in Milwaukee, giving them an average rating of 5.0/5. The cost of pet sitting in Harbor View may surprise you - in a good way. That's because there's a pet sitter on Rover for nearly every price range and lifestyle. Curious about how much it you can expect to pay for pet sitting on Rover? Check out our average pet sitting rates to get an idea before you start 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 Harbor View 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 Harbor View, 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 Harbor View 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 Harbor View, 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