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 pet.

Search

More resources

RoverProtect

Enjoy photo updates, easy messaging, and the knowledge that every sitter joining Rover needs to pass an enhanced background check. Learn more

Loving pet sitters in your neighborhood

Search Results

Sitter Profile Image: Lexi K.
Verified Enhanced Background Check
Sitter Profile Image: Lexi K.
Verified Enhanced Background Check

1. Lexi K.

Star Sitter
Lover of all animals big and small
Cannon Park, Milwaukee, WI, 53214
3.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$16
per visit
5.0 out of 5 stars
74 reviews
24 repeat clients
Profile image

She did so good with my evil cat and even brought in a package and put my robot camera back on the charger. We met up before my vacation and did a quick review of what was needed. I felt comfortable knowing she was there for my cat :)

Availability updated 9 days ago
Sitter Profile Image: Kathy S.
Verified Enhanced Background Check
Sitter Profile Image: Kathy S.
Verified Enhanced Background Check

2. Kathy S.

Rover 101
Star Sitter
Patient walker and caregiver.
Wauwatosa, WI, 53213
1.9 mi. away
Drop-In Visits, Dog Walking
from
$16
per visit
5.0 out of 5 stars
84 reviews
28 repeat clients
Profile image

Kathy did a fantastic job with our cat. She was so sweet with him, took great care of him, and provided detailed updates. Absolutely wonderful!

Availability updated today
Sitter Profile Image: Jessica Z.
Verified Enhanced Background Check
Sitter Profile Image: Jessica Z.
Verified Enhanced Background Check

3. Jessica Z.

Star Sitter
Loving sitter, enthusiastic walker
Lower East Side, Milwaukee, WI, 53202
3.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$20
per visit
5.0 out of 5 stars
126 reviews
39 repeat clients
Profile image

We are so grateful to have Jessica care for our pets while we travel! She came through for us very last minute when we had to leave our cats at home unexpectedly. They were not only well cared for but loved too! We will continue to book Jessica when we travel and highly recommend her to anyone in need of an amazing house/pet sitter while you’re away!

Availability updated yesterday
Sitter Profile Image: Ashlee K.
Verified Enhanced Background Check
Sitter Profile Image: Ashlee K.
Verified Enhanced Background Check

4. Ashlee K.

Star Sitter
Pets are family 💕
Silver City, Milwaukee, WI, 53215
2.5 mi. away
Boarding, Drop-In Visits, Dog Walking
from
$18
per visit
5.0 out of 5 stars
34 reviews
12 repeat clients
Profile image

Ashlee was great at communicating and went above and beyond for my large dog with medical needs. She was able to assist him outside using a sling and adhere to his physical restrictions post surgery.

Availability updated today
Sitter Profile Image: Hannah B.
Verified Enhanced Background Check
Sitter Profile Image: Hannah B.
Verified Enhanced Background Check

5. Hannah B.

Star Sitter
Lover of ALL animals!!
West Allis, WI, 53214
3.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$17
per visit
5.0 out of 5 stars
40 reviews
13 repeat clients
Profile image

Hannah was amazing with my newly adopted kitten, Tyger! Despite being naturally shy, Hannah eventually was able to get him out of hiding, and she took great care of him. Definitely recommend!

Availability updated 6 days ago
Sitter Profile Image: Leandrea R.
Verified Enhanced Background Check
Sitter Profile Image: Leandrea R.
Verified Enhanced Background Check

6. Leandrea R.

Rover 101
Star Sitter
your pets are my priority.
Muskego Way, Milwaukee, WI, 53204
3.3 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$15
per visit
5.0 out of 5 stars
135 reviews
47 repeat clients
Profile image

Leandra did an amazing job with my dog while I was out of town, came home to a very happy pup. Very timely with updates and made sure to take lots of pictures, highly recommend!

Availability updated yesterday
Sitter Profile Image: Amanda T.
Verified Enhanced Background Check
Sitter Profile Image: Amanda T.
Verified Enhanced Background Check

7. Amanda T.

Star Sitter
Crazy Dog Mama and Proud
Wauwatosa, WI, 53213
1.8 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$15
per visit
5.0 out of 5 stars
16 reviews
4 repeat clients
Profile image

Amanda is great! She is so good with my 2 labs and such a sweet person. I will be asking her a few times each week for drop in visits. :)

Availability updated today
Sitter Profile Image: Lindsey F.
Verified Enhanced Background Check
Sitter Profile Image: Lindsey F.
Verified Enhanced Background Check

8. Lindsey F.

Star Sitter
Your best friends new best friend!
Wauwatosa, WI, 53213
2.6 mi. away
Drop-In Visits, Dog Walking
from
$16
per visit
5.0 out of 5 stars
43 reviews
10 repeat clients
Profile image

Lindsey is awesome! She gave us detailed updates with pictures of our dog, Kobe. She made our night away very easy and stress-free. Thank you, Lindsey!

Availability updated 2 days ago
Sitter Profile Image: Michelle Y.
Verified Enhanced Background Check
Sitter Profile Image: Michelle Y.
Verified Enhanced Background Check

9. Michelle Y.

Loving Care While They Stay & Play!
Cooper Park, Milwaukee, WI, 53222
2.9 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$16
per visit
5.0 out of 5 stars
9 reviews
1 repeat client

Michelle was so wonderful with our dog Che! She made him feel right at home when we dropped him off and sent us plenty of pictures/videos during his stay. She fed him according to our instructions and he got lots of playtime. He didn't want to leave! We look forward to using Michelle again in the future!

Availability updated today
Sitter Profile Image: Elyzabeth S.
Verified Enhanced Background Check
Sitter Profile Image: Elyzabeth S.
Verified Enhanced Background Check

10. Elyzabeth S.

Star Sitter
Cat mom who grew up with dogs
Wauwatosa, WI, 53213
2.3 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
from
$15
per visit
5.0 out of 5 stars
81 reviews
13 repeat clients
Profile image

Elyzabeth was wonderful and checked in/checked out as we agreed. Pictures were sent with regular updates and notes. Everything was great when we got home from our trip. :)

Availability updated 4 days ago
Sitter Profile Image: MeRae Y.
Verified Enhanced Background Check
Sitter Profile Image: MeRae Y.
Verified Enhanced Background Check

11. MeRae Y.

Sitter that will sing to your dogs!
Milwaukee, WI, 53204
3.2 mi. away
Drop-In Visits, Dog Walking
from
$10
per visit
5.0 out of 5 stars
6 reviews
2 repeat clients

MeRae has a lot of experience raising and watching dogs and cats. I know she has raised 2 dogs from puppies to adulthood as well as multiple cats. MeRae house sat and watched my dog and cat for a week and she did a great job. She was able to accommodate the needs of both pets including feeding schedules as well as waking schedules. She provided great communication throughout the week and provided plenty of pictures and updates. I will be using her anytime I have a long term request and fully trust her with my pets. Would highly recommend.

Availability updated today
Sitter Profile Image: Anna L.
Verified Enhanced Background Check
Sitter Profile Image: Anna L.
Verified Enhanced Background Check

12. Anna L.

Attentive & Caring - ♥️ Senior Pets
Wauwatosa, WI, 53213
1.5 mi. away
Drop-In Visits
from
$20
per visit
5.0 out of 5 stars
62 reviews
18 repeat clients
Profile image

Anna did great with my cat, Wally! I enjoyed her daily detailed updates and photos. Wally is a shy cat with new people but eventually on the last day, Wally appeared to warm up to her ☺️

Availability updated 4 days ago
Sitter Profile Image: Maggie S.
Verified Enhanced Background Check
Sitter Profile Image: Maggie S.
Verified Enhanced Background Check

13. Maggie S.

I'll Treat Your Dog Like My Own
Milwaukee, WI, 53213
1.9 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
from
$15
per visit
5.0 out of 5 stars
19 reviews
2 repeat clients

Maggie is the best! She is a true dog lover and she is our automatic go-to whenever we need a dog sitter. She has always given our pup the best care from the puppy days into his senior years. We trust her to stay at our house, and he has also done extended stays at her place. Can’t say enough great things about her!

Availability updated 8 days ago
Sitter Profile Image: Rachel W.
Verified Background Check
Sitter Profile Image: Rachel W.
Verified Background Check

14. Rachel W.

Experienced dog walker & lover!
Martin Drive, Milwaukee, WI, 53208
0.6 mi. away
House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$13
per visit
5.0 out of 5 stars
24 reviews
11 repeat clients
Profile image

Timely, cared for my two large dogs well, and sent great photos! Even dried them off after playing in the rain with them, will be booking again!

Availability updated 58 days ago
Sitter Profile Image: Allie D.
Verified Enhanced Background Check
Sitter Profile Image: Allie D.
Verified Enhanced Background Check

15. Allie D.

Loving and Caring Pet Care Provider
Avenues West, Milwaukee, WI, 53233
1.4 mi. away
House Sitting, Drop-In Visits
from
$14
per visit
5.0 out of 5 stars
7 reviews
3 repeat clients

About: I have work at the Washington County Human Society and Ceder Creek Pet Resort as Care provider and volunteer. I have also Pet and House sat, tasks included all pet care requirements including bathing, brushing, foot hair trimming, and walking. I'm currently a full time student at UWM and I am free most evenings, in the morning, and on weekends. Will flex schedule to accommodate schedule requirements when allowable. There is little difference in the way I care for my personal animals, Cat, Dog, and Rabbit versus how I care for others pets. I am compassionate and caring for all animals no matter their owner as all animals deserve to be loved.

Availability updated today
Sitter Profile Image: Jamila M.
Verified Background Check
Sitter Profile Image: Jamila M.
Verified Background Check

16. Jamila M.

Rover 101
Star Sitter
Neighbor providing additional love
Washington Heights, milwaukee, WI, 53208
0.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$20
per visit
5.0 out of 5 stars
67 reviews
22 repeat clients
Profile image

Jeremy was an amazing cat sitter! Both my cats were immediately comfortable and really grew to like Jeremy’s daily visits and play time. Super responsive and always sending lots of pics for me to check in on- it’s was such a relief to have them in Jeremy’s care. Highly recommend!!!

Availability updated 3 days ago
Sitter Profile Image: Charlotte M.
Verified Enhanced Background Check
Sitter Profile Image: Charlotte M.
Verified Enhanced Background Check

17. Charlotte M.

Pets > people :)
Milwaukee, WI, 53210
1.6 mi. away
Drop-In Visits, Dog Walking
from
$18
per visit
5.0 out of 5 stars
39 reviews
8 repeat clients

Charlotte is an important part of my pets life. Whether she is spending time on a long walk or just playing with them in the yard, they thoroughly enjoy every minute they spend with her. Charlotte is the first person I call when I am unable to spend quality time with my pets.

Availability updated today
Sitter Profile Image: Kristine K.
Verified Enhanced Background Check
Sitter Profile Image: Kristine K.
Verified Enhanced Background Check

18. Kristine K.

Star Sitter
Experienced dog & cat mom
Merrill Park, Milwaukee, WI, 53208
1.4 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$16
per visit
5.0 out of 5 stars
47 reviews
17 repeat clients
Profile image

We are so glad Kristine was available on Christmas Day to check on our cat. She came a few days prior on late notice for a meet and greet and provided a nice update!

Availability updated yesterday
Sitter Profile Image: Jackson E.
Verified Enhanced Background Check
Sitter Profile Image: Jackson E.
Verified Enhanced Background Check

19. Jackson E.

Pet lover
Milwaukee, WI, 53210
0.9 mi. away
Drop-In Visits, Dog Walking
from
$10
per visit
5.0 out of 5 stars
17 reviews
2 repeat clients
Profile image

Jackson took incredible care of my cat while I was out of town over Labor Day Weekend. Not only was he attentive to my cat’s needs, but he also provided regular updates that gave me peace of mind during my trip. Jackson was very respectful of my home, leaving everything exactly as I had left it. It’s clear that he genuinely cares about the pets he looks after. I highly recommend Jackson to anyone in need of a reliable, caring, and professional pet sitter. I will definitely be booking him again in the future!

Availability updated 15 days ago
Sitter Profile Image: Austin M.
Verified Enhanced Background Check
Sitter Profile Image: Austin M.
Verified Enhanced Background Check

20. Austin M.

WFH dog lover w/ flexible schedule
Wick Field, Milwaukee, WI, 53208
1.0 mi. away
Drop-In Visits, Dog Walking
from
$18
per visit
5.0 out of 5 stars
6 reviews
3 repeat clients
Profile image

Austin is very professional, personable, timely and great with our dogs! We highly recommend him for the care of your animals and will be inviting him back soon. Thank you again Austin!!

Availability updated 3 months ago

How Rover works

  1. 1. Search

    Read verified reviews by pet parents like you and choose a sitter who’s a great match for you and your pets
  2. 2. Meet & Greet

    Meet either virtually or in-person with a sitter to discuss the level of care needed for your pets while you’re away
  3. 3. Book & Pay

    All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!

Why Choose Rover?

  • Cashless payments

    Book and pay through Rover’s secured platform—no cash or checks required.

  • Reservation protection

    It doesn’t happen often, but if your pet sitter has to cancel, we’ll work with you to find a new sitter.

  • World-class support

    We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.

Pet Sitting FAQs

Frequently asked questions about Rover

Connect anywhere with the Rover app

Find a loving pet sitter to watch your pet overnight at their home.
Add dates for the most accurate results
Search now