Pet Sitting & Drop Ins in North Division, 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: Kim S.
Verified Enhanced Background Check
Sitter Profile Image: Kim S.
Verified Enhanced Background Check
1.

Kim S.

Never lived a day without a pet
Glendale, WI, 53217
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
34 reviews
13 repeat clients
from
$20
per visit

Kim was such a pleasure to work with. We met prior to the booking and found out she lived within walking distance of us! It gave us peace of mind knowing she was so close and got along well with our kitties. She provided daily updates which was so fun to receive as we loved the pictures! We would recommend Kim to anyone and will book with her again!

Calendar Recently Updated
Sitter Profile Image: Kennedy K.
Verified Enhanced Background Check
Sitter Profile Image: Kennedy K.
Verified Enhanced Background Check
2.

Kennedy K.

Ready to be your pet’s assistant!
Milwaukee, WI, 53212
House Sitting, Drop-In Visits, Dog Walking
5.0
13 reviews
8 repeat clients
from
$20
per visit

Kennedy is a lovely human and a great sitter— very responsive, communicative, kind, and dependable. I’ve rebooked once and will plan to again :) Highly recommend!

Calendar Recently Updated
Sitter Profile Image: Leandrea R.
Verified Enhanced Background Check
Sitter Profile Image: Leandrea R.
Verified Enhanced Background Check
3.

Leandrea R.

Rover 101
your pets are my priority.
Muskego Way, Milwaukee, WI, 53204
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
85 reviews
32 repeat clients
from
$15
per visit

I was gone for 2 weeks and Leandrea did a great job caring for my cat. She also went above and beyond and took care of my plants too. Definitely recommend and will use her again in the future.

Sitter Profile Image: Emily Z.
Verified Enhanced Background Check
Sitter Profile Image: Emily Z.
Verified Enhanced Background Check
4.

Emily Z.

Help me help you help your pet
Milwaukee, WI, 53211
Drop-In Visits, Dog Walking
5.0
25 reviews
12 repeat clients
from
$20
per visit

Emily was so great with my kittens!

Calendar Recently Updated
Sitter Profile Image: Rachel F.
Verified Background Check
Sitter Profile Image: Rachel F.
Verified Background Check
5.

Rachel F.

Crazy Cat Mom🐱
Wauwatosa, WI, 53213
Drop-In Visits
5.0
50 reviews
17 repeat clients
from
$20
per visit

Rachel kept us so at ease while we were abroad with her updates about our cat’s check-in visits. She seemed to get along great with our cat that usually hates strangers. We can’t thank Rachel enough and she will certainly be our go-to cat sitter going forward!

Calendar Recently Updated
Sitter Profile Image: Liz P.
Verified Enhanced Background Check
Sitter Profile Image: Liz P.
Verified Enhanced Background Check
6.

Liz P.

Pet Lover who works from home!
Riverwest, Milwaukee, WI, 53212
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
19 reviews
8 repeat clients
from
$14
per visit

Junior had a great time playing with Liz! Liz was also flexible when I asked to switch the time for a day. The feedback on how Junior was doing was also helpful!

Sitter Profile Image: Olivia G.
Verified Enhanced Background Check
Sitter Profile Image: Olivia G.
Verified Enhanced Background Check
7.

Olivia G.

I will love your pet like my own :)
Lower East Side, Milwaukee, WI, 53202
Drop-In Visits, Dog Walking
5.0
29 reviews
10 repeat clients
from
$18
per visit

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 properly! Would recommend and will request her again for our next vacation, thank you Olivia!

Calendar Recently Updated
Sitter Profile Image: Jessica Z.
Verified Enhanced Background Check
Sitter Profile Image: Jessica Z.
Verified Enhanced Background Check
8.

Jessica Z.

Loving sitter, enthusiastic walker
Lower East Side, Milwaukee, WI, 53202
House Sitting, Drop-In Visits, Dog Walking
5.0
78 reviews
26 repeat clients
from
$20
per visit

Jessica did a great job looking after our cat. She gave great update everyday and gave us peace of mind that our cat was being taken care of.

Confirmed availability: Christmas and New Year's
Sitter Profile Image: Abigail L.
Verified Background Check
Sitter Profile Image: Abigail L.
Verified Background Check
9.

Abigail L.

Rover 101
Now booking December holidays! ⭐️
Riverwest, Milwaukee, WI, 53212
Drop-In Visits, Dog Walking
5.0
201 reviews
72 repeat clients
from
$20
per visit

Abby was fantastic. Super responsible and responsive. Abby went above and beyond and took great care of our home, not just our cat. We will definitely be using Abby again!

Calendar Recently Updated
Sitter Profile Image: Brian K.
Verified Enhanced Background Check
Sitter Profile Image: Brian K.
Verified Enhanced Background Check
10.

Brian K.

Your dogs second best friend
Juneau Town, Milwaukee, WI, 53202
Drop-In Visits, Dog Walking
1 review
from
$24
per visit

Brian is one of the most compassionate animal lovers I know. I've witnessed him care for numerous dogs with all the love he would provide his own pets. He can't help himself but stop and pet any dog he meets on the street if the owner obliges. I wouldn't hesitate for a second to allow him to care for my pets. He's a trustworthy and caring individual. You can't go wrong.

Confirmed availability: Christmas and New Year's
Sitter Profile Image: Abby C.
Verified Enhanced Background Check
Sitter Profile Image: Abby C.
Verified Enhanced Background Check
11.

Abby C.

Obsessed cat mom & foster cat mom
Lower East Side, Milwaukee, WI, 53202
Drop-In Visits
3 reviews
from
$13
per visit

I can't express enough gratitude for the incredible care Abby provided to my fur babies. Her genuine love for animals shone through in every interaction. From daily walks to cozy cuddle sessions, she created a comfortable atmosphere in my home while I was away. My pets not only received top-notch care but also formed a bond with Abby. I wholeheartedly recommend them for anyone seeking exceptional pet sitting services. She is reliable and responds immediately with availability.

Calendar Recently Updated
Sitter Profile Image: Morgan C.
Verified Enhanced Background Check
Sitter Profile Image: Morgan C.
Verified Enhanced Background Check
12.

Morgan C.

Loves all kinds of fur babies!
Shorewood, WI, 53211
House Sitting, Drop-In Visits, Dog Walking
5.0
16 reviews
3 repeat clients
from
$15
per visit

Morgan is great and my dogs love her. Thank you Morgan!

Confirmed availability: Christmas and New Year's
Sitter Profile Image: Danielle A.
Verified Enhanced Background Check
Sitter Profile Image: Danielle A.
Verified Enhanced Background Check
13.

Danielle A.

Flexible, professional pet care
Upper East Side, Milwaukee, WI, 53211
House Sitting, Drop-In Visits, Dog Walking
5.0
36 reviews
9 repeat clients
from
$25
per visit

Danielle did an amazing job walking my pup every day while I was out of town for a week! She gave frequent updates and was very responsive. Will definitely use her services again!

Calendar Recently Updated
Sitter Profile Image: Greg B.
Verified Enhanced Background Check
Sitter Profile Image: Greg B.
Verified Enhanced Background Check
14.

Greg B.

Around Here Cats Is King
Milwaukee, WI, 53216
Drop-In Visits
5.0
3 reviews
from
$14
per visit

Greg was the perfect person to take care of my 3 cats while I was gone for the holiday! He communicated well and sent plenty of pictures. He definitely eased my anxiety about using Rover for the first time.

Confirmed availability: Christmas and New Year's
Sitter Profile Image: Valene S.
Verified Enhanced Background Check
Sitter Profile Image: Valene S.
Verified Enhanced Background Check
15.

Valene S.

Walking dogs makes me smile
Milwaukee, WI, 53202
Drop-In Visits, Dog Walking
1 review
from
$13
per visit

Valarie is an amazing care giver to both my Dogs and Birds. She is also an amazing chef who works for me. she is a take charge type of person and I have her in a leadership role. She would be an amazing care giver to pets. very trustworthy and reliable.

Calendar Recently Updated
Sitter Profile Image: Riley N.
Verified Enhanced Background Check
Sitter Profile Image: Riley N.
Verified Enhanced Background Check
16.

Riley N.

Animal lover since birth! PETS=FAM
Milwaukee, WI, 53212
House Sitting, Drop-In Visits, Dog Walking
5.0
6 reviews
1 repeat client
from
$20
per visit

Riley is one of the most responsible and caring people I've had the pleasure to know. Being an active, animal-loving individual, anyone would be grateful to have Riley looking after their pet for any period of time.

Confirmed availability: Christmas and New Year's
Sitter Profile Image: Quinesha F.
Verified Enhanced Background Check
Sitter Profile Image: Quinesha F.
Verified Enhanced Background Check
17.

Quinesha F.

Dogs are the best friends, EVER! 🐾
Riverwest, Milwaukee, WI, 53212
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
26 reviews
3 repeat clients
from
$19
per visit

Quinn was great! She was thorough, thoughtful and communicative.

Calendar Recently Updated
Sitter Profile Image: Maggie S.
Verified Enhanced Background Check
Sitter Profile Image: Maggie S.
Verified Enhanced Background Check
18.

Maggie S.

Student, bilingual, animal lover
Avenues West, Milwaukee, WI, 53233
Drop-In Visits, Dog Walking
5.0
10 reviews
7 repeat clients
from
$14
per visit

Maggie was very gentle and knowledgeable. She left great notes so I knew she was giving my dog the care she needed. 10/10 :)

Calendar Recently Updated
Sitter Profile Image: Jackie C.
Verified Enhanced Background Check
Sitter Profile Image: Jackie C.
Verified Enhanced Background Check
19.

Jackie C.

Looking forward to meet your pet!
Brewer's Hill, Milwaukee, WI, 53212
House Sitting, Drop-In Visits, Dog Walking
5.0
44 reviews
14 repeat clients
from
$25
per visit

Jackie was incredible!! I was nervous to leave my kitties for a week and Jackie did such a wonderful job with updates. My kitties were happy and healthy when I returned :-) Also, Jackie took the garbage out which was super kind and a pleasant surprise! Will definitely look to her again when I’m out of town.

Sitter Profile Image: Daniela & Michael P.
Verified Background Check
Sitter Profile Image: Daniela & Michael P.
Verified Background Check
20.

Daniela & Michael P.

Rover 101
Paws Down, the Best in Town!
Milwaukee, WI, 53205
House Sitting, Drop-In Visits, Dog Walking
5.0
275 reviews
158 repeat clients
from
$30
per visit

Very professional, genuinely cared for my cat, and sent great updates and pictures. It eased my mind to have Daniela taking care of my cat while I was away, and I’d absolutely book again.

Search Map

Dog lovers in North Division, Milwaukee, WI love pet sitters on Rover.com. Over 1,089 pet owners have reviewed pet sitters on Rover in Milwaukee, giving them an average rating of 5.0/5 stars. No matter what your price range is, you might be surprised to learn how affordable pet sitting in Milwaukee can be when you book with Rover. Wondering how much it might cost to book pet sitting? Check out our average pet sitting rates to get an idea before contacting a pet sitter near you.

As pet lovers, we understand how difficult it can be to leave your pet when you have to head out of town. Luckily, you can find the perfect North Division pet sitter in seconds on Rover.com. If you're looking for trusted pet sitters while you're away, whether it's for one night or a whole month, you can find a pet sitter in North Division, Milwaukee who meets your and your pet'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 pet, 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 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:

Drop-In Visits