Pet Sitting & Drop Ins in Washington Park, 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: Kathy S.
Verified Enhanced Background Check
Sitter Profile Image: Kathy S.
Verified Enhanced Background Check
1.

Kathy S.

Rover 101
Patient walker and caregiver.
Wauwatosa, WI, 53213
Drop-In Visits, Dog Walking
5.0
23 reviews
8 repeat clients
from
$16
per visit

Kathy was able to help us cat sit on short notice and we came back to two very happy kittens. We were able to have a meet and greet prior to the visit and she took notes on our cats routine. It was great to receive daily pictures of our two cats. Thank you again Kathy and we’ll definitely be reaching out the next time our cats need some care.

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

Lexi K.

Lover of all animals big and small
Cannon Park, Milwaukee, WI, 53214
House Sitting, Drop-In Visits, Dog Walking
5.0
16 reviews
5 repeat clients
from
$15
per visit

Lexi & Aaron did drop-in visits for Louis, our attention needy :) cat. They were dependable and I'm sure if cats could talk, Louis would say 'they were great!' He was a happy guy when we got home & his litter box was so clean. Knowing someone was dropping in to hang out with him (& give him his wet nummy food) made our vacation more enjoyable.

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
80 reviews
30 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: Emma G.
Verified Enhanced Background Check
Sitter Profile Image: Emma G.
Verified Enhanced Background Check
4.

Emma G.

Respect, care, and love for animals
Milwaukee, WI, 53211
Drop-In Visits, Dog Walking
5.0
14 reviews
5 repeat clients
from
$14
per visit

Thanks Emma! Great photos and summary of the visit. Looking forward to working with you again!

Calendar Recently Updated
Sitter Profile Image: Jessica Z.
Verified Enhanced Background Check
Sitter Profile Image: Jessica Z.
Verified Enhanced Background Check
5.

Jessica Z.

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

Jessica did has looked after our cat a few times and always has done a great job. She always provides great updates and lots of photos and does a great job engaging with our shy kitty

Calendar Recently Updated
Sitter Profile Image: Duncan T.
Verified Enhanced Background Check
Sitter Profile Image: Duncan T.
Verified Enhanced Background Check
6.

Duncan T.

Friend to Dogs & Cats in Riverwest!
Riverwest, Milwaukee, WI, 53212
House Sitting, Drop-In Visits, Dog Walking
5.0
22 reviews
4 repeat clients
from
$18
per visit

You were so wonderful and having you come walk and hang with Hammy was incredibly helpful. Lots of communication and updates, and took the time to learn about my dog and his behaviors/routines before the scheduled visit. Hammy can be a bit of a handful but you handled my extra large baby so well. I will definitely use your service again!!

Calendar Recently Updated
Sitter Profile Image: Lindsey F.
Verified Enhanced Background Check
Sitter Profile Image: Lindsey F.
Verified Enhanced Background Check
7.

Lindsey F.

Your best friends new best friend!
Wauwatosa, WI, 53213
Drop-In Visits, Dog Walking
5.0
13 reviews
2 repeat clients
from
$15
per visit

❤️❤️❤️

Calendar Recently Updated
Sitter Profile Image: Olivia G.
Verified Enhanced Background Check
Sitter Profile Image: Olivia G.
Verified Enhanced Background Check
8.

Olivia G.

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

Olivia was wonderful with my two cats! Very friendly and accommodating. They loved her and I would definitely book her again or recommend her for other rover users!

Calendar Recently Updated
Sitter Profile Image: Jackie C.
Verified Enhanced Background Check
Sitter Profile Image: Jackie C.
Verified Enhanced Background Check
9.

Jackie C.

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

My cat loved Jackie’s drop-in’s while I was on vacation. Great communication and very trustworthy. Thank you Jackie!

Sitter Profile Image: Kennedy K.
Verified Enhanced Background Check
Sitter Profile Image: Kennedy K.
Verified Enhanced Background Check
10.

Kennedy K.

Ready to be your pet’s assistant!
Milwaukee, WI, 53212
House Sitting, Drop-In Visits, Dog Walking
5.0
12 reviews
4 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!

Sitter Profile Image: Lillith L.
Verified Background Check
Sitter Profile Image: Lillith L.
Verified Background Check
11.

Lillith L.

ABC VA Certified and ❤️ all animals
Milwaukee, WI, 53208
Drop-In Visits, Dog Walking
5.0
8 reviews
5 repeat clients
from
$19
per visit

Lily was the most amazing, caring, and attentive caretaker for my dog. I absolutely love her and her personality, I have never met anyone so sweet. She documented everything and sent me lots of pictures to keep me at ease. All of my instructions were followed amazingly and she went above and beyond for my pup giving her lots of love and keeping me informed about her. She will be my forever pet sitter

Calendar Recently Updated
Sitter Profile Image: Charlotte M.
Verified Enhanced Background Check
Sitter Profile Image: Charlotte M.
Verified Enhanced Background Check
12.

Charlotte M.

Pets > people :)
Milwaukee, WI, 53210
Drop-In Visits, Dog Walking
5.0
6 reviews
2 repeat clients
from
$15
per visit

The first time my dog met Charlotte, she refused to leave her side, especially when she discovered that Charlotte is an expert at giving ear massages. It's a testament to how wonderful Charlotte is with animals, how gentle and loving she is that they are naturally drawn to her. When I thought my dog needed surgery and someone would have to spend all day with her during recovery, I instantly thought of Charlotte as a potential caregiver, and I'd trust Charlotte absolutely in my dog's most vulnerable state. Charlotte is an incredible dog mom and your pets would be so lucky to have her care for them.

Sitter Profile Image: Hailey Q.
Verified Enhanced Background Check
Sitter Profile Image: Hailey Q.
Verified Enhanced Background Check
13.

Hailey Q.

another 20-something dog lover!!
Kilbourn Town, Milwaukee, WI, 53205
House Sitting, Drop-In Visits, Dog Walking
5.0
5 reviews
2 repeat clients
from
$15
per visit

Hailey did a great job checking in on my dog while I was away for a week. She was always on time and recorded her walks on the Rover app. I’ll be sure to rebook with Hailey in the future!

Calendar Recently Updated
Sitter Profile Image: Hannah J.
Verified Background Check
Sitter Profile Image: Hannah J.
Verified Background Check
14.

Hannah J.

Reliable and friendly sitter
Milwaukee, WI, 53233
House Sitting, Drop-In Visits, Dog Walking
5.0
15 reviews
7 repeat clients
from
$22
per visit

Hannah was great! Great communication and included lots of pictures for my boys' drop in visit.

Calendar Recently Updated
Sitter Profile Image: Tabitha K.
Verified Enhanced Background Check
Sitter Profile Image: Tabitha K.
Verified Enhanced Background Check
15.

Tabitha K.

Student Sitter!
Kilbourn Town, Milwaukee, WI, 53233
House Sitting, Drop-In Visits, Dog Walking
2 reviews
from
$14
per visit

We love Tabitha! She has watched our dog overnight in our home, and stopped in to let him out during the day when we have been away. She is caring, reliable, and trustworthy. She quickly bonded with Tucker and provided excellent care.

Calendar Recently Updated
Sitter Profile Image: Molly O.
Verified Background Check
Sitter Profile Image: Molly O.
Verified Background Check
16.

Molly O.

All the walks and all the cuddles
Wick Field, Milwaukee, WI, 53208
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
22 reviews
9 repeat clients
from
$15
per visit

Molly & I have been friends for 20 years and of that 20, 12 of them with my sweet dogs. My kids absolutely adore Aunt Molly! (To the point that they get upset when she’s on speaker phone & not actually in the house) She is patient, never yells or scolds & is so kind to them. Tons of attention & so much petting I think they might go bald! They listen to her on walks and I truly think they just want to be around her. Molly has dog sat for several friends and I can honestly say the dog has a little trouble separating from her and going back to their owners ! Molly will be an excellent sitter. She will provide regular feedings, lots of walks and TONS of love!!

Calendar Recently Updated
Sitter Profile Image: Liz B.
Verified Enhanced Background Check
Sitter Profile Image: Liz B.
Verified Enhanced Background Check
17.

Liz B.

Senior pet lover and expert!
Avenues West, Milwaukee, WI, 53233
House Sitting, Drop-In Visits, Dog Walking
5.0
4 reviews
1 repeat client
from
$14
per visit

Liz really went above and beyond with my boys! She spent an lot of time making sure they had playtime, that my apartment was a comfortable temp for them, and checked in regularly to see if I needed her to do anything else around my house. I would have her care for any pet I have without reservation.

Calendar Recently Updated
Sitter Profile Image: Kevin F.
Verified Background Check
Sitter Profile Image: Kevin F.
Verified Background Check
18.

Kevin F.

Rover 101
I’d swipe right on your dog
Wauwatosa, WI, 53213
Drop-In Visits, Dog Walking
5.0
18 reviews
10 repeat clients
from
$17
per visit

Our dog loves Kevin! He takes excellent care of her and always makes sure she’s well excised, has plenty of water and is safe and sound when he leaves. Would recommend Kevin to our family and friends for pet care!

Calendar Recently Updated
Sitter Profile Image: Erica R.
Verified Enhanced Background Check
Sitter Profile Image: Erica R.
Verified Enhanced Background Check
19.

Erica R.

I like big mutts and I cannot lie!
Story Hill, Milwaukee, WI, 53208
Drop-In Visits, Dog Walking
5.0
27 reviews
2 repeat clients
from
$21
per visit

Erica was very thorough and did a wonderful job taking care of Cooper at lunchtime. You can definitely tell she cares about dogs. We would recommend her and use her again to care for our pup.

Calendar Recently Updated
Sitter Profile Image: Jess V.
Verified Enhanced Background Check
Sitter Profile Image: Jess V.
Verified Enhanced Background Check
20.

Jess V.

Your Pet's Fur-Momma Fill In
Milwaukee, WI, 53208
House Sitting, Drop-In Visits, Dog Walking
5.0
2 reviews
from
$14
per visit

Jess has every quality you'd look for in a good sitter! She is reliable, caring, follows instructions well, and has a genuine love for pets. Your pets will undoubtedly be in good hands :)

Search Map

When it comes to pet sitting, dog owners in Washington Park, 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 Washington Park 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.

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 Washington Park 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 Washington Park, 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 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 Park, 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